Vacation Rentals By Owner In Millsboro, DE

$693.13

Beautiful Family Vacation Home. The Peninsula - Exclusive 5 Star Gated Community

Millsboro, Delaware, United States

Come enjoy this gorgeous, coastal style, fully furnished home with 6 bedrooms (Sleeps 12) and 6.5 baths located in the Sanctuary section of the community. The home has an elevator which is great for guests with mobility issues. There is everything that you need for a great stay making it the perfect getaway for multi-generational families or groups of close friends. The Peninsula is a private, resort-style, gated, waterfront community offering world-class amenities including an indoor golf simulator, a driving range, a full-service spa, indoor/outdoor pools and hot tubs, an outdoor wave pool, a 9 hole miniature golf course, a professionally designed tennis (4 Premier & 2 Har-Tru courts) & pickle ball venue (6 courts), lighted basketball courts, fitness center, large kids game room, nature/walking trails, 30,000 sq. ft. clubhouse, private bay beach, fishing pier, nature center and more! Guests will have access to the world-renowned private Jack Nicklaus Signature Golf Course (extra fee applies). There are also water sports on the bay through paddleboard and kayak rentals. Please note - to access the Peninsula amenities, renters will need to purchase guest passes directly through the Peninsula at the desk at the Athletic Club at an additional fee.brbrThe Peninsula is located on the Indian River Bay and is a short drive from Rehoboth, Lewes, Dewey Beach, shopping including the Tanger factory outlets and an array of fine dining options. On-site dining is available at the clubhouse. There is also access to the outdoor full service bar, and 2 additional outdoor dining options at the pool. brbrFor our property, The Peninsula rules allow for a maximum of 12 (twelve guests) and 4 (four) cars to be checked in at the gatehouse! We will provide linen/sheets/bath towels but please bring your own beach towels. Strict no smoking policy. No smoking, vaping or use of Hookah. THIS IS NOT A PARTY HOUSE! IT IS GEARED FOR MULTI-GENERATIONAL FAMILIES & GROUPS OF CLOSE FRIENDS. This property does not accept pets due to allergy and HOA restrictions.brbrIMPORTANT The Peninsula requires submission of the Gatehouse Registration 10 days prior to rental start. DO NOT book the house if the registration window has passed as we will have to cancel - Apologies for any inconvenience. All guests must be listed for registration. No changes to list can be made after it is submitted to the Gatehouse. Forms will be sent to you a few weeks before you are scheduled to arrive. brbrNOTE: Bookings between Memorial and Labor Day require a Saturday changeover with 7, 14, or 21 nights stay (HOA and Club requirement). In the off-season there is a 3 day minimum. brbr*Athletic CLUB & POOL AMENITY COSTS - 2026 pricing: brNOTE - Guests are not permitted to use facility (Athletic Club & Pools) before 10:00 a.m. and on Saturdays between May 27th and September 5th: brWeekly Pass - $125/ Adult & $85/ age 6-15.brWeekday Pass- $30 Adults & $20/ age 6-15.brThese fees exclude golf fees. Tennis and pickleball courts must be reserved prior to use with a $10 charge for in season and $5 for off season. This will allow 90 to 120 minutes of court time. Max 2 reservations per day. brbrIt is important to note that outdoor furniture is only provided on the lower level of the house. The is no outdoor furniture provided on the main level deck off the living room and master bedroom. brbrWe look forward to your stay with us!

6

Bed

6

Bath

12

Sleeps

$296.6

/ Nightly

Condo

Peninsula Retreat | Golf, Pools & Beach Access

Millsboro, Delaware, United States

Book your Delaware shore escape at The Peninsula on the Indian River Bay, a gated resort-style community in Millsboro offering a polished 2-bedroom, 2-bath condo with peaceful golf course views, private balcony, covered garage parking, elevator access, and an easy single-level layout.brbrThis bright coastal condo is perfect for Bethany Beach, Dewey Beach, and Rehoboth Beach getaways, with hardwood floors, crown molding, stainless steel appliances, a cozy gas fireplace, and a split-bedroom design ideal for couples, small families, golf trips, and relaxed beach vacations.brbrEnjoy a quieter resort setting near the bay while staying close to Delaware beaches, boardwalks, dining, shopping, golf, and coastal day trips.brbrThing to Know: br• Saturday-to-Saturday reservations are required. (From Memorial Day to Labor Day) then 2 night minimum night requirementbr•There is a $65 required HOA fee per booking.br• Community amenity fees: brPools and other community amenities are available for an additional weekly fee.br $51 per adult ages 18+ br $30 per child under 18.br• Guests will receive payment instructions for amenity access after the reservation is secured.br• Per HOA rules, during the summer season, Memorial Day through Labor Day, community amenities are reserved for members only on Saturdays.br• Guests are welcome to use The Peninsula’s tennis and pickleball courts with the applicable amenity access.br• Guests may access the 18-hole Jack Nicklaus Signature golf course; green fees are additional and are not included in the amenity package.br• Linens and bath towels are provided free of charge. Guests should bring their own beach towels.br•Parking: One assigned parking space is included. Overflow parking is available.

2

Bed

2

Bath

6

Sleeps

$550.81

/ Nightly

Private Vacation Home

Spacious 5BR family-friendly house located in the Peninsula community.

Millsboro, Delaware, United States

THE PROPERTYbrbrThis home is perfect for large families and close friend groups. It offers a spacious layout and is furnished and decorated to promote rest and relaxation with a coastal theme.brbrSituated in the Conservancy neighborhood at The Peninsula - a private, gated, resort-style community near the Delaware beaches. The home consists of 3,441-sf of living space including 5-bedrooms and 4-bathrooms, large kitchen and dining, complimentary living room area, private office, second floor recreation room, and front and rear upper and lower porches. The house sleeps up to 16-people comfortably which offers flexibility with your overnight arrangements. A walking trail and nature preserve runs behind the house. brbrHouse Description:br★ Intimate, yet spacious living areas.br★ Functional layout, lots of storage.br★ Lots of windows, yet still private.br★ Kitchen - Gourmet kitchen consisting of gas cooktop burners, dual wall oven, French door refrigerator, and full assortment of small appliances, cookware, and serving ware. br★ Dining: Table for up to ten people + four chairs at the kitchen island + three chairs at the sofa console table + storage hutch (w/ games).br★ Living Room - First floor: 2 sofas, 2 chairs w/ ottomans, cocktail table, chairside table, end tables, media console, TV, nautical lamps, and sofa console table w/ stools (comfortably seats 11 people)br★ Office - First floor: Queen sleeper sofa, dual desk, bookshelf. This room is a very flexible space and can serve as an remote workplace office, a sixth bedroom, a reading room, or a gaming room. br★ Rec/Living Room - Second floor: Sectional w/ ottoman, TV, shuffleboard table. br★ Bedroom #1 - First floor: King bed + dresser, night stands, lazy chairs, chairside table, full closet.br★ Bedroom #2 - First floor: Queen bed + dresser, night stands, full closet.br★ Bedroom #3 - Second floor: 2 Twin beds + drawer chest, cubbie storage, full closet.br★ Bedroom #4 - Second floor: Custom bunkbed - 2 bunks, both twin over double. Sleeps up to 6 + cubbie storage, large closet suitable for a pack-n-play. br★ Bedroom #5 - Second floor: Queen bed + dresser, night stand, full closet.br★ Bathroom #1 - First floor: Private master bathroom w/ extra large walk-in shower + double vanity.br★ Bathroom #2 - First floor: Full bathroom w/ tub/shower combo + vanity. br★ Bathroom #3 - Second floor: Full bathroom w/ tub/shower combo + double vanity.br★ Bathroom #4 - Second floor: Private full bathroom w/ tub/shower combo + vanity. br★ Laundry - First floor: Large capacity washer & dryer units, ironing station, and utility sink.br★ Outdoor porch - Rear first floor: Table w/ bench & chairs and separate conversational seats.brbrHouse amenities:br✔ Electronic keypad self check-inbr✔ Bed linens & bath towels are providedbr✔ Beach towels (12) are providedbr✔ Beach chairs (8) and umbrellas (2) are providedbr✔ High-speed Internet (950/880 Mbps) / whole-house Wi-Fibr✔ Verizon FIOS cable - First floor Living Rmbr✔ Samsung 4K smart TVs - First floor Living Rm and Second floor Rec/Living Rmbr✔ Widescreen PC/gaming monitor w/ webcam, docking station, printer/printer station - Officebr✔ Bikes - 5 of different sizesbr✔ Shuffleboard tablebr✔ Ping-pong tablebr✔ Pickleball paddles and ballsbr✔ Disc golf set for 4 playersbr✔ Various board games and card games.br✔ Various beach games, beach and pool balls br✔ EV charging receptacle in garage br✔ Coffee bar/stationbrbrPENINSULA COMMUNITY brbrThe Peninsula is a private, gated waterfront community offering world-class amenities including a championship golf experience with a clubhouse, fine dining facilities, and pro shop; an athletic center with full service spa, fitness center, indoor/outdoor pools and hot tubs, outdoor wave pool, professional level tennis and pickleball courts, miniature golf, outdoor and indoor grille dining, and many more features. The community features individual neighborhoods each with their unique character and style. The community maintains a nature center, nature preserves, walking trails, playgrounds, fishing piers, and ponds and has its own beach and pier on the Indian River Bay. The community landscaping is professionally maintained with seasonal flowers and irrigation system supported lawns. Guests can take advantage of the following resort amenities including:brbrAthletic Center at Lakeside Village:br★ Indoor pool & hot-tub (all-year)br★ Outdoor adult pool & hot-tub, wave pool, family/activities pool, and kids splash pad (seasonal - Memorial Day thru Labor Day)br★ Fitness center – exercise equipment, free weights, treadmills, yoga room br★ Locker rooms and saunabr★ Game room – ping pong table, foosball table, games.br★ Tennis courts (6 courts) ** br★ Pickleball courts (6 courts) **br★ Basketball courtbr★ Miniature golf (9-hole) - pick up equipment from Athletic Center deskbr★ Bocce courts (2 courts) ** - located behind clubhousebr ** Requires reservation thru the Athletic Center desk.brbrAthletic Center Amenity Passes (2026 rates) - Passes obtained from the Athletic Center or requested with Host in advance. Passes are per person based on the following schedule:br $$ In-Season (Summer - Memorial Day thru Labor Day)br• Day Pass - $30/pp (Adult 16+), $20/pp (Age 6-15)br• Week Pass - $125/pp (Adult 16+), $85/pp (Age 6-15)br $$ Off-Season (Non-Summer - Labor Day thru Memorial Day)br• Day Pass - $10/pp (Adult 16+), $5/pp (Age 6-15)br• Week Pass - $51/pp (Adult 16+), $30/pp (Age 6-15)brbrFitness Classes:br★ Various aqua, cardio, yoga, pilates classes ($10/pp per class)br★ Personal training sessions ($40/pp 30-min, $60/pp 60-min, per session).brbrSpa Services:br★ Various massage, aesthetician, waxing servicesbr★ Requires reservationsbr $$ Costs vary based on spa service renderedbrbrGolf:br★ Jack Nicklaus designed signature golf course; 18-hole, 7,200-yd, Par 72 course br★ Separate practice green, driving range, pro shopbr★ Tee times must be reserved thru the golf shop br★ Golf clinics and lessons availablebr $$ Golf fees vary and are based on in-season vs. off-season; twilight golf is available.brbrWater and Outdoor activities:br★ Kayak and paddleboard rentals - $15 pp (includes life jacket)br★ Bike Rentals - $40pp/$30pp (5-day adult/kid); $15pp/$10pp (24-hr adult/kid)brbrDining / Food options:br★ Clubhouse restaurant (all-year) – reservations are recommended; Lunch and Dinner menus; Pool tables and shuffleboard; Dine-in or Take-outbr★ Terrace Grille (seasonal, at the Athletic Center)br★ Cabana Bar (seasonal, by adult pool)br★ Snack Bar (seasonal, by outdoor wave/activities pools)brbrOTHER DETAILSbrbrWhat we supply:br✔ Bed linens - Bed sheets, comforters, and blankets are provided for each bedbr✔ Bath towels - Large bath and hand towels are providedbr✔ Paper product essentials - starter supply of paper towels and toilet paperbr✔ Essential kitchen cleaning - dish detergent, dishwasher pods, trash bagsbr✔ Essential kitchen supplies - cookware, dinnerware, silverware, glassware, and utensilsbr✔ Basic kitchen ingredients - a selection of spices and seasonings, sugar, and flour br✔ Small kitchen appliances - toaster, Belgian waffle maker, hand mixer, immersion blender, smoothie blenderbr✔ Coffee machine & filters - choose from drip machine or Keurig single cup options.br✔ Washer & Dryer in the unit - laundry detergent + dryer sheets are provided.br✔ Cleaning supplies - a selection of basic cleaning productsbr✔ First Aid Kit - basic kit for minor incidents only.brbrWhat you’ll need to supply:brX Personal toiletry itemsbrX Personal washcloths / bath scrubbiesbrX Sunscreen or skin care productsbrX Medicinebrbrbr★ Perfect vacation option for a large family or groupbr★ Maximum of 16 guestsbr★ Minimum age to rent: 25br★ All guests must be accompanied by an adult 25+ years oldbr★ No pets allowedbrbr✔ Parking - The home has a shared driveway and can accommodate up to three (3) vehicles. One (1) additional vehicle may be parked at the neighborhood’s overflow parking spots. br✔ Keyless entry - Door codes are provided prior to your stay.br✔ A detailed ‘Guest Binder’ is located in the kitchen. The binder includes standard check-in and check-out expectations, and provides additional home and community detail not included in this listing.brbrOTHER SITES / ACCOMODATIONSbrbr✔ Rehoboth Tanger Outlets / Shopping - 12 milesbr✔ Downtown Lewes / Beach - 13 milesbr✔ Cape Henlopen State Park - 14 milesbr✔ Rehoboth Beach Boardwalk - 14 milesbr✔ Fenwick Island State Park / Beach - 25 milesbr✔ Assateague Island State Park / Beach – 36 milesbrbrDISCLAIMERSbrbrSecurity cameras are located within the home's common areas only to monitor home status during non-occupied times. Cameras are turned off when the home is occupied.brbrIMPORTANT – The primary guest (renter) must sign and return a lease agreement within 10 days of booking. Terms of the agreement apply to all guests staying on the property. A lease agreement will be sent within 24 hours of booking and an electronic signature is required before final check-in information and home details are made available. This is a Peninsula HOA community requirement.brbrPeninsula Community registration forms must be completed 14 days prior to arrival. Failure to submit these by the deadline will result in a late fee assessed to the reservation. This form will allow the Host to register the guests for community entry.brbrThe primary guest (renter) must sign and Peninsula Community Rules and Regulations and sign/return acknowledgement that they have been reviewed. The primary guest is responsible for all guests staying on the property.brbrDamage waiver: Guests must choose to purchase a damage protection insurance policy ($89 Damage fee) covering $3,000 in accidental damage, OR pay a refundable security deposit of $3,000 at the time of booking. The Damage fee eliminates the need for a traditional security deposit. This step is accomplished during the booking process.

Bed

Bath

Sleeps

$404.31

/ Nightly

Private Vacation Home

33436 Marina Bay - New four bedroom home in the Peninsula!

Millsboro, Delaware, United States

Large single family home in The Peninsula has 4 bedrooms and 4 full bathrooms. Open floor plan on the main level as well as two bedrooms. Two additional bedrooms are on the second floor.brbrA wonderful screened porch is on the rear of the property.brbrThe Peninsula community features many high end enticements including a world class Jack Nicklaus signature 18 hole golf course and practice range, 8 outdoor lighted tennis courts, a family wave pool, adult infinity pool, large athletic fitness center featuring a heated Olympic sized pool, whirlpool, work out area and weight equipment.. There are plenty of jogging and walking paths, a nature facility with kayaking, fishing pier, and its own mini beach area along the Bay. Additionally the Peninsula has its own full court outdoor basketball court, and a sand volleyball court and each of these is located adjacent to the Terrace Grill which offers exceptional lunch and dinner dining options. You can enjoy your entire beach vacation without ever having to leave the resort or make the short drive to either Lewes or Rehoboth Beach should you choose. A stay here will be a dream vacation for you and your entire family. brbrClub Amenity Fees are based on a per person price/length of stay and will be in addition to the rental rate. If booking on VRBO they will not be included in the price quote.brbrAll guests must supply their own sheets, towels and beach towels or OPT in for our linen rental package. This property does not allow petsbrbrPeninsula rules allow for a maximum of 3 cars.brbrGuests must choose to purchase a $70 Vacation Rental Damage Insurance policy covering $3,000.00 in accidental damage, or pay a refundable security deposit of $2,000.00. Policies of a lesser amount are not acceptable. This amount will not be reflected in the quote amount on VRBO.brbrThe property must be occupied for the entire rental period by the Guest signing the Lodging Agreement (Responsible Guest), and all occupants of the Property shall be supervised by the Responsible Guest. The Responsible Guest must be at least 25 years of age. If the party is made up of unrelated individuals (a group rental where the Responsible Guest is NOT the legal guardian/parent of any other guests), ALL guests occupying the property must be at least 25 years of age.brbrWe accept Mastercard, Visa, American Express and Discover Credit Cards and eChecks for your initial deposit. We also accept personal checks for final payments. Final payments are due 30 days prior to your check-in date. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card. You will be provided a link to a Guest Portal where you can securely make your payments online.brbrVRBO BOOKINGS: This property is hosted by the management company noted as Owner on VRBO. After booking the property you will be charged a booking fee by VRBO. ALL other fees and the rental amount will be charged by the management company and paid to the management company. Once you have booked you will be contacted by the management company and sent a Lodging Agreement that must be signed. Apart from Damage Protection, all fees associated with the booking are displayed in the VRBO booking.

Bed

Bath

Sleeps

$458.97

/ Nightly

Private Vacation Home

33291 Marina Bay - NEW PENINSULA TOWNHOUSE! ~

Millsboro, Delaware, United States

Take your week's vacation in this newly construction end-unit town home in the Marina Bay community in The Peninsula. This two story unit features a large living area, kitchen and dining on the first floor as well as a spacious master bedroom and full bathroom. The second floor has a large sitting area with a wide screened TV and couch for watching movies. This floor also has a second master bedroom and full bathroom as well as two more bedrooms and a hall bathroom. brbrThe Peninsula community features many high end enticements including a world class Jack Nicklaus signature 18 hole golf course and practice range, 8 outdoor lighted tennis courts, a family wave pool, adult infinity pool, large athletic fitness center featuring a heated Olympic sized pool, whirlpool, work out area and weight equipment. There are plenty of jogging and walking paths, a nature facility with kayaking, fishing pier, and its own mini beach area along the Bay. Additionally the Peninsula has its own full court outdoor basketball court, and a sand volleyball court and each of these is located adjacent to the Terrace Grill which offers exceptional lunch and dinner dining options. brbrClub Amenity Fees are based on a per person price/length of stay and will be in addition to the rental rate. If booking on VRBO they will not be included in the price quote.brbrAll guests must supply their own sheets, towels and beach towels or OPT in for our linen rental package. brbrPets are not allowed at this property. brbrFriday To Friday RentalbrbrPeninsula rules allow for a maximum of 3 cars.brbrGuests must choose to purchase a $70 Vacation Rental Damage Insurance policy covering $3,000.00 in accidental damage, or pay a refundable security deposit of $2,000.00. Policies of a lesser amount are not acceptable. This amount will not be reflected in the quote amount on VRBO.brbrThe property must be occupied for the entire rental period by the Guest signing the Lodging Agreement (Responsible Guest), and all occupants of the Property shall be supervised by the Responsible Guest. The Responsible Guest must be at least 25 years of age. If the party is made up of unrelated individuals (a group rental where the Responsible Guest is NOT the legal guardian/parent of any other guests), ALL guests occupying the property must be at least 25 years of age.brbrWe accept Mastercard, Visa, American Express and Discover Credit Cards and eChecks for your initial deposit. We also accept personal checks for final payments. Final payments are due 30 days prior to your check-in date. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card. You will be provided a link to a Guest Portal where you can securely make your payments online.brbrVRBO BOOKINGS: This property is hosted by the management company noted as Owner on VRBO. After booking the property you will be charged a booking fee by VRBO. ALL other fees and the rental amount will be charged by the management company and paid to the management company. Once you have booked you will be contacted by the management company and sent a Lodging Agreement that must be signed. Apart from Damage Protection, all fees associated with the booking are displayed in the VRBO booking.

4

Bed

3

Bath

8

Sleeps

$200.64

/ Nightly

Private Vacation Home

Charming, Pet Friendly 2 bedroom Cottage in Millsboro - close to golf and beach

Millsboro, Delaware, United States

Discover the beauty of Millsboro from this bright and airy 2-bedroom house. This phenomenal property features 1 queen bed and 1 twin bed, perfect for a small group of guests. With amenities like AC, WiFi, and a washer and dryer your stay will be superb. Enjoy the convenience of a fenced in yard for your dogs. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

Bed

Bath

Sleeps

$273.42

/ Nightly

Private Vacation Home

Spacious Millsboro Home on 16 Peaceful Acres

Millsboro, Delaware, United States

Dog Friendly w/ Fee | Trails On-Site | 6 Mi to Dtwn | Extended Stays WelcomebrbrTucked away on 16 private acres, this spacious vacation rental home in Millsboro offers the perfect blend of seclusion and accessibility. Whether you are a healthcare professional seeking a quiet sanctuary between shifts, a remote worker craving a wooded backdrop, or a family in transition, you’ll find everything you need here. Enjoy complimentary WiFi, a fully stocked kitchen, and an expansive outdoor space!brbr-- THE PROPERTY --brbr2024943770brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 full bedbr- Bedroom 3: 1 full bedbr- Living Room: 1 full sleeper sofa w/ foam mattress topperbrbrINDOOR LIVINGbr- Smart TVsbr- Wood-burning fireplacebr- En-suite bathroom, walk-in closetbrbrOUTDOOR LIVINGbr- Screened deckbr- Gas grill (propane provided)brbrKITCHENbr- Refrigerator, stove/oven, microwave, dishwasherbr- Drip coffee maker (bring your own coffee)br- Toaster, blenderbr- Dishware & flatware, cooking basicsbr- Starter sugar, salt & pepper, olive oilbrbrGENERALbr- Self check-in, free WiFibr- Washer & dryer, iron/board, trash bags/paper towelsbr- Towels/linens, complimentary toiletries, hair dryerbr- Central heating & A/C, ceiling fansbrbrFAQbr- Pet fee (paid pre-trip)br- 4 exterior security cameras (facing out)brbrACCESSIBILITYbr- Single-story house, 5 steps required to enterbr- Step-free access via ramp after initial entrybrbrPARKINGbr- Driveway (8 vehicles)br- RV parking allowed on-sitebrbr-- THE LOCATION --brbr- Relaxed wooded setting, walking trails on-sitebr- Near hiking, kayak rentals, golf coursesbr- 9 miles to Bayhealthbr- 12-13 miles to medical centers: Beebe Healthcare, TidalHealth Primary Carebr- 13 miles to Rehoboth Beach & Boardwalkbr- 15 miles to Cape Henlopen State Parkbr- 21 miles to Bethany Beach, 32 miles to Ocean Citybr- 108 miles to Baltimore/Washington Int’l Thurgood Marshall Airport, 113 miles to Philadelphia Int’l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $100 fee (+ fees & taxes, dogs only, 2 max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story house requires using 5 steps to enter. After your initial entry, step-free access is available via the side deck rampbr- Your safety matters. This property features 4 exterior security cameras. Cameras 1 and 2 are located on the front corners of the home facing the front yard, driveway, and side deck. Cameras 3 and 4 are located at the back corners of the home facing the rear driveway and backyard. These cameras do not look into any interior spaces. The cameras record video when activated by motion

Bed

Bath

Sleeps

$490.13

/ Nightly

Bed & Breakfast

Country Quiet 3 Bedroom 2 Bath Tranquil Space!

Millsboro, Delaware, United States

Three bedrooms, two full baths on 3/4 acre property surrounded by shade trees. 22 minutes to Rehoboth and Lewes Beaches. 10 minutes to the Rehoboth Bay and Sports at the Beach! Multiple casual and fine waterfront dining! 5 minute drive to Baywood Greens described as the Augusta of the North,” Baywood Greens is by far the most visually spectacular golf course in Delaware. Close proximity to popular shore destinations! This listing only encompasses the first floor of this two story house with its own private entrance. It is very spacious and has over 2000 square feet of living space for our guests to enjoy (see photos). The owner/host lives on the second floor with a separate and private entrance. The owner shares the large driveway and also accesses the detached garage on the property. The open floor plan and the high ceilings makes this an enjoyable space to experience. All the rooms are light and spacious. The bathrooms are very accommodating , as you can see in the photos. There is an outdoor patio to experience with lawn furniture and barbecue grill. This vacation rental has a vey relaxing feel to it. The atmosphere is comfortable and quiet. This is not a party house. We have neighbors close by and we respect their privacy. The Property has outside cameras. Please include entire guest list prior to making your reservation. The Host may request Photo ID's from ALL GUESTS upon arrival and during stay. We do not allow parties, events or visitors. If you would like to alter your guest list or discuss visitors, after making your reservations, you must first contact the Host through the Vrbo website prior to your arrival. Please observe and adhere to the written guidelines provided at residence. Thank you!

Bed

Bath

Sleeps

$233.97

/ Nightly

Private Vacation Home

RANCH WITH CACTUSES Weekly/Monthly UP TO 50% OFF

Millsboro, Delaware, United States

Situated in a quiet development with limited traffic and a peaceful walking area. Accessible, open spaces with ramps and grab bars. 2400 sq. ft. single-level home with 5 beds, 4 bedrooms and two full bath. Linens are provided and included in the nightly rate.brFeatures include eco-friendly finishing and high-quality hardwood bamboo flooring; new furniture for four bedrooms (king, king + twin, queen, queen); two full bathrooms with floor tiles; and living areas including a dining room, kitchen with island, living room, fireplace room, laundry room, sun room, open deck with grill area, and a closed porch with outdoor furniture. Blackout curtains in the bedrooms, and tubular skylights in the bathrooms and fireplace room.brbrSpacious driveway and two-car garage. Thoughtfully designed and landscaped, the backyard and front yard are decorated with various mini-gardens.brbrGo crabbing on the Indian River Bay: Enjoy a beautiful day on the water by trying your luck catching blue crabs from the Rosedale public crabbing pier, just minutes away!brbrThings to know:br- Check-in time: 4:00 p.m.br- Check-out time: 11:00 a.m.br- All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.br- No smoking or vaping is permitted anywhere on the premises.br- Delaware regulations require all guests sign a lease agreement within 10 days of booking. A lease agreement will be sent within 24 hours of booking and an acknowledgement is required before final check-in information is made available.br- Security camera details: PTZ cameras overlooking the parking space and public-view entrance.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.brVRBO will email the Welcome guide to the guests 3 days before they check in. The welcome guide is also available in the Vrbo app. Access, check-in, and checkout instructions are released 3 days before check-in, but all other information is available as soon as they book.

Bed

Bath

Sleeps

$1103.33

/ Nightly

Private Vacation Home

6 Bedroom Family Retreat in The Peninsula

Millsboro, Delaware, United States

The Peninsula on the Indian River Bay is Delaware's premier vacation resort community. Set on 800 acres of natural beauty on the shores of the Indian River, the private gated community includes miles of walking trails, a private beach and environmental preservation areas surrounding a world class Jack Nicklaus designed golf course. Lakeside Village Center is the heart of the community and includes a heated indoor pool, three outdoor pools, tennis courts, pickle ball courts, restaurant with poolside bar and grill, playground, fitness center, spa, rec room, basketball court and much more. The Peninsula Clubhouse offers fine dining options.brbrThe family friendly resort's location is just a short drive from Rehoboth, Lewes, Dewey and Bethany beaches making it an ideal hub for day trips. Rehoboth Beach is about 10 miles away and has outlet malls, amusement parks, ocean beaches, great restaurants and more. Assateague National Seashore is about a 45 minute drive.brbrFor the Kids: The wave pool includes a sandy beach and gradual entry for the little ones. Amenities include a miniature golf course, playground, basketball court, volley ball court, pickle ball courts, games in the rec room, indoor pool, fishing pier, kids activities and a private beach on the Indian River Bay. The outdoor activities pool includes volleyball, basketball and a water obstacle course. Kayak and bike rentals are available. brbrFor a relaxing trip: Miles of nature trails, walks on the private beach on the Indian River Bay and spa services at the Lakeside Village Center are the perfect way to get away from it all.brbrFor the golfers: The private Jack Nicklaus Signature 7,200 yard championship golf course is consistently rated among the top 3 golf courses in Delaware. The club includes a top rated practice facility, indoor golf simulator and private lessons are available. In addition, Baywood Greens golf course is located 2 miles from the Peninsula and Planta tion Lakes is about 10 miles away allowing easy access to two of the best public courses in the state. Many other great public courses in the Ocean City, MD area are within a 30-45 minute drive.brbrThe Peninsula truly has something for the entire family.brbrOur vacation home is a custom built two story home including 6 bedrooms and a 2 car garage. The large family room with a gas fire place and open first floor plan is ideal for family gatherings. The custom kitchen is fully equipped for entertaining. Each of the 6 bedrooms has its own full bath providing great privacy for each guest. In addition to the wrap around deck on the first level, there are three decks off of the second floor bedrooms. brbrThe large rear deck includes an outdoor living area, gas grill and dining area. The back patio includes a gas fire pit overlooking the 12th hole of the golf course. brbrThe property is centrally located within the community and about 1/2 mile walk from the Lakeside Village Center. It is about 1 mile from the community beach.brbrPlease note the following Fees Renters must pay to Access to the Amenities:brbrGuest Rates (2025 Rates)brAge 16+ brFriday & Sunday Weekday Week Passbr$30/day $30/day $125brbrAge 6-15brFriday & Sunday Weekday Week Passbr$20/day $20/day $85brbrAges 5 and Under are Free

Bed

Bath

Sleeps

$416.44

/ Nightly

Private Vacation Home

The Peninsula- 5 Star Resort-Townhome (Near Rehoboth)

Millsboro, Delaware, United States

brStop! This is it! Bring your bags and let the vacation begin! Fabulous 4-bedroom, 3-1/2 bath townhome with over 3,200 sq. ft. of indoor living space plus three porches and a 2-car garage! This home features a contemporary floor plan and traditional furnishings to achieve ultimate getaway. brbrA picture speaks 1000 words, be sure to check out the photos below. brbrHome has 4 bedrooms on the third floor:brMaster- King (Island Theme)brBedroom 2- Queen (nautical theme)brBedroom 3- Double (traditional)brBedroom 4- bunks, double on bottom, single on top (in basement)brbrbrThis home is located in 'The Peninsula' - Delaware's most prestigious private-gated resort community. The Peninsula is home to the state's only private Jack Nicklaus signature golf course and boasts an array of amenities that can only be described as 'world-class.' Recently, The Peninsula on the Indian River Bay was named Best Golf Community by Golf Inc. Magazine. This prize winning community was also recently named the Best Resort Community in Delaware.brbrThe Peninsula is located in Millsboro, Delaware. Rehoboth, Dewey and Bethany beaches are within a 20-minute drive. The fairways of Delaware's first private Jack Nicklaus signature golf course winding through its neighborhoods and resort-quality recreation amenities, the Peninsula on the Indian River Bay is your most luxurious opportunity for a relaxing getaway at the Delaware shore! brbrYear-Round Long-Term, Weekly & Weekend Rentals Available depending on the season. Great for a Getaway Any Time of the Year. brbrThe Peninsula Community offers the following amenities:brbr• Delaware's first and only private Jack Nicklaus Signature Golf Course with Pro Shop br• Fresh Wave Lagoon br• Outdoor & Indoor Pools br• Tennis br• State-of-the-Art Fitness Center br• Small Private Bay Beach br• Beach Volleyball & Basketball Courts br• Walking & Biking Trails br• Terrace Grill Restaurant br• Manicured Landscaping br• Gated and Guarded community br• POOLS: Indoor year-round pool, outdoor adult pool, and wave pool with a sandy beach and a playground, indoor and outdoor hot tubs for adultsbr• Gym, Aerobics room, game roombr• Nature Center with 12 miles of walking trails, fishing pierbr• The Terrace restaurant (summer), the spectacular clubhouse restaurant (Friday and Saturday dinner for members only; available for rental guests at other times.)brbr• 15 minutes to Historic Lewes, Cape Henlopen State Park, Downtown Rehoboth & Boardwalk. br• 15 minutes ro Beebe Hospital in downtown Lewes br• minutes from miles of tax-free shopping br• 2 hours from DC, Baltimore, Philadelphia. br• 4 hours to NYC brbr(Fees for amenities paid separately on arrival)brbrFACILITY FEESbrThere is a fee charged by the country club for using the amenities. brFees are subject to change.brThe cost for you to purchase a daily pass is (if you choose to use the facilities):brAdditional fees are paid directly to the Athletic Center if you use the pools or other amenities.brbrNote: New Policy brStarting in 2022 - Memorial Day to Labor DaybrRenters and Unaccompanied Guests will no longer be able to access the Athletic Club & Pools on Saturdays.br$25 per day Unaccompanied Guest pass for the weekend days stays at $25 but encompasses Fridays starting in 2022.brWeek long rental rate goes from $110 to $100.brSunday through Friday, Renters and Unaccompanied Guests are not allowed to access the Athletic Club before 10am.brA form will be competed by the owner prior to your arrival.br*Fees subject to changebrbrUse of the bay beach is free. The sandy bay beach is great for seeing the sunrise or letting little children explore the beach and nature. The Peninsula is a great place for walking, running, or bike riding.brThe Peninsula rents kayaks, paddle boards, and bicycles at reasonable rates.brbrTHE TOWNHOUSEbrOur town home is in walking distance (3/4 of a mile) to the clubhouse and the Village amenities (swimming pools, tennis courts, gym, etc.) There are lounge chairs for guests at the outside pools and some chairs at the bay beachbrbrCHECK IN AND OUT TIMES AND LINENSbrCheck in time is 4:00 PM on the day of arrival and check out time is 11:00 AM on day of departure. Off season you can have extra time if no one is coming or going on the day of your departure.brLinens (towels and sheets) are available for use this unit. However, they must be washed, dried and folded prior to your departure. Most people prefer to bring their own so they do not have to do so much laundry on departure day. Bath rugs and dish towels are included and usually there is a supply of paper products in the townhome.brbrNEARBY PLACES TO VISIT and DAY TRIPSbrTangier shopping outlets are 15-20 minutes away. Delaware has tax free shopping so it the item cost $25 that is what you pay…no tax. For swimming in large waves, Rehoboth Beach, Dewey Beach, and Lewes Beach are all about a half hour drive away. Along the Route 1 corridor connecting the various beach towns are the outlets and many stores and restaurants and tourist attractions. The little town of Millsboro is 10 minutes away and has many antique shops and an inexpensive old-fashioned bowling alley. There is a modern, more expensive one called Lefty’s on Route 1. There is a water slide park on Route 1, goofy golf, movies, go cart racing, etc.brbrKeywords: luxury, townhome, spaciousbr

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Bath

Sleeps

$552.99

/ Nightly

Private Vacation Home

Welcome to the most well-appointed rental in The Peninsula five star resort!

Millsboro, Delaware, United States

This home stands out from the rest with its impeccable furnishings, extra accoutrements, and prime location directly on the Peninsula's championship Jack Nicklaus golf course. Unlike interior rentals this provides privacy and direct pond and golf views from a screened-in porch and living spaces. In 2021 we completed a new back patio overlooking the 4th fairway and pond which features a built-in grill & refrigerator, bar top seating, as well as a gas fire pit adding a whole new living space to the property!brbrComfortably sleeps 8 in its 3 bedrooms and loft space with 3 ½ bathrooms. The main level features a huge great room with lots of window and natural light, a gas fireplace, new wall-mounted 65” 4K Smart TV, Blu-Ray/DVD player and Verizon FIOS, Apple TV. We offer the best FIOS TV package including 455 channels, the major movie channels and NFL Red Zone. Free ultra high-speed WiFi is available throughout the house. The gourmet kitchen is well-stocked for cooking in and includes stainless steel appliances and granite counter tops. brbrThe 1st floor master bedroom features a king bed, two walk-in closets, large private bathroom and a 37” 1080p HDTV. The second bedroom features a queen bed, walk-in closet and private bathroom. The third bedroom is suited well for kids with a twin-over-full bunk bed. The loft is a multi-functional room featuring a large, pull out queen sectional, large play space with game table, Blu-Ray/DVD player with a HUGE and highly curated selection of 760 DVDs, a brand new and wall-mounted 65” 4K Smart TV. The second floor also features a full loft bathroom. The first floor has a mud/laundry room with full washer and dryer. brbrGuests will have access to the world-renowned private Jack Nicklaus golf course ranked as a top course in Delaware, and located right outside our back door. This home’s location also has direct access to the nature trails, fishing pier, private beach, Lakeside Village Center featuring tennis/pickleball courts, wave pool, spa, outdoor adult pool, terrace grill, Olympic-sized indoor pool, indoor and outdoor hot tubs, beautiful gym and yoga studio, lighted basketball courts, and large kids game room and nature center. There are also water sports on the bay through paddle-board and kayak rentals.brbrWe truly believe its the little things that matter the most, making rentals comfortable, fun and memorable, so we’ve gone the extra mile. On the comfort side, we installed sleek and beautiful remote-controlled ceiling fans in all living areas, as well as dimmers on nearly all light switches for better mood lighting. We’ve hung beautiful local artwork throughout, featuring beach scenes from renowned photographer Kevin Fleming. In the “fun department” we recently added two stand up arcade games and foosball table to the garage. The first arcade is a two-player, 60 games-in-one “multi-cade”. The second is a two-player 250 game-in-one Golden Tee with trackball multi-cade. For family movie night in 2020 we excitedly unveiled a turn-style DVD rack containing 760 hand-picked DVDs of all genres, including many family & 80’s classics you just won’t find on Netflix. Building this collection was a serious undertaking but true labor of love. We also stocked up heavily on bikes, featuring 5 beach cruisers including one with a pre-installed Topeak baby carrier. By providing this many bikes we hope to save you significantly on rentals and we find that this is the best way to get around the community. Finally, we’ve stocked the garage with beach chairs, an umbrella, coolers, and even crab traps and a steamer pot!brbrPlease note: Amenity fees (for use of the Peninsula resort pools, fitness, tennis, etc.) are not including in the quoted rental rates and are purchased directly from the Club upon arrival.brbrNote: During the in-season (May 25 – Sept 7th) the fitness and pools are closed to renters on Saturdays. brbr2026 amenity rates (excluding golf rounds) are as follows.brbrIn Season brWeekly: adult $125, child (6-15) $85brDaily: adult weekday $20 & Fri-Sun $30, child weekday $10 & Fri-Sun $20brbrOff-SeasonbrWeekly: adult $51, child (6-15) $30brDaily: adult $10, child $5.brbrTennis and Pickleball courts are by reservation at $10 (in season) and $5 (off season) for 90 to 120 minutes of play with reservation made up to 5 days in advance and up to 2 per day.brbrPlease note: LINENS AND TOWELS ARE NOT INCLUDED. All beds have comforters and pillows, but guests bring their own linens, beach/bath/kitchen towels. Linen providers are available upon request.brbrPlease note: Your rental includes only the first round of paper products (toilet paper, paper towels), as well as hand and dish soap. Guests are required to bring paper products and clothing detergent.brbrPlease note: There is a two car maximum.brbrOnline bookings only. Minimum age is 30. Available all year round.brbrWe'd love to host you and are always prompt in our response, so please reach out!

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Sleeps

$298.84

/ Nightly

Condo

Three bedroom condominium in the Windswept community at The Peninsula!

Millsboro, Delaware, United States

A truly lovely Windswept Condominium in an absolutely beautiful location, conveniently located near the Lakeside Village. This unit features three bedrooms and two full baths with sleeping for eight. The 3rd bedroom with a bunk bed is actually a Twin over Queen. This room also has an additional twin bed.brbrAll Windswept buildings have elevators. In close distance to the Lakeside Village where all of the amenities are located - indoor/outdoor pool, wave pool, restaurant, fitness center, spa, tennis and golf. Very close to the fishing piers.brbrClub Amenity Fees are based on a per person price/length of stay and will be in addition to the rental rate. If booking on VRBO they will not be included in the price quote.brbrAll guests must supply their own sheets, towels and beach towels or OPT in for our linen rental package. brbrThis property does not allow pets. brbrPeninsula rules allow for a maximum of 2 cars.brbrThe property must be occupied for the entire rental period by the Guest signing the Lodging Agreement (Responsible Guest), and all occupants of the Property shall be supervised by the Responsible Guest. The Responsible Guest must be at least 25 years of age. If the party is made up of unrelated individuals (a group rental where the Responsible Guest is NOT the legal guardian/parent of any other guests), ALL guests occupying the property must be at least 25 years of age.brbrWe accept Mastercard, Visa, American Express and Discover Credit Cards and eChecks for your initial deposit. We also accept personal checks for final payments. Final payments are due 30 days prior to your check-in date. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card. You will be provided a link to a Guest Portal where you can securely make your payments online.

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Sleeps

$1,376

/ Nightly

Private Vacation Home

Luxury 6BR Peninsula Estate - 5,000 Sqft • 6.5 Baths • EV Charger • Linen

Millsboro, Delaware, United States

Welcome to Grand Slam House III @ The Peninsula, a stunning 6-bedroom luxury coastal retreat located in The Sanctuary, the most exclusive neighborhood within Delaware’s premier gated resort community. Just 100 yards from the clubhouse and resort amenities, this beautifully designed 5,000 sq ft home offers the perfect setting for multi-family vacations, golf getaways, and relaxing beach escapes. Enjoy spacious indoor living, multiple outdoor terraces overlooking the 6th green and Indian River Bay, and easy access to the Peninsula’s world-class golf, pools, spa, tennis, and dining.brbrImportant: We honor VRBO inquiries and reservations for “Grand Slam House Peninsula” initiated through this platform; however, the property is not listed here exclusively. For more information, please visit:br brgrandslamhouse.combr brThe house offers six large, bright bedrooms, each with its own private bathroom and cable TV, providing both comfort and privacy for all guests. The home includes a spacious professional kitchen with two dining areas, a spectacular Great Room with fireplace (operational in winter only) and an 85” TV, and a large second-floor loft with a 75” TV, creating multiple spaces for entertainment and relaxation.brbrOutdoor living is equally impressive. Guests can enjoy a ~600 sq ft deck, a screened porch, and three second-floor balconies overlooking the 6th green of The Peninsula Golf Course and Indian River Bay. For additional entertainment, the home also features a foosball table and a pinball machine, perfect for younger guests. High-speed FIOS internet is available throughout the house, and every bedroom includes an HDTV with FIOS service.brbrThe home comfortably accommodates up to 14 guests.brFirst Floorbr+ Primary Suite (BR1): King bed, walk-in closet, designer bathroombr+ Bedroom 2 (BR2): Two twin beds with private full bathroombrSecond Floorbr+ Bedroom 3: Second primary suite with King bedbr+ Bedroom 4: King bedroombr+ Bedroom 5: Queen bedroombr+ Bedroom 6: Large bedroom with bunk bed and two twin bedsbrbrEach bedroom includes its own private walk-in bathroom for maximum comfort and privacy. Linens are included with the booking. Towels can be provided upon request for $120.brbrThe Peninsula is a private, gated waterfront resort community offering world-class amenities, including:br- Jack Nicklaus Signature Golf Course (ranked among the best in Delaware – additional fee applies)br- Full-service spabr- Indoor and outdoor pools and hot tubsbr- Outdoor wave poolbr - Tennis complex (4 Premier & 2 Har-Tru courts)br- Pickleball courts (6 courts)br- Lighted basketball courtsbr- Large kids game roombr- Terrace Grille restaurantbr- 33,000 sq ft clubhousebrbrGuests may also enjoy water activities on Indian River Bay, including kayak and paddleboard rentals.brbrPlease note that guest passes for Peninsula amenities must be purchased directly through the Athletic Club at an additional cost and is subject to change.br *Athletic CLUB & POOL AMENITY COSTS - 2026 summer season pricing:brNOTE - Guests are not permitted to use facility (Athletic Club & Pools) before 10:00 a.m. and on Saturdays between May 27th and September 5th:brWeekly Pass - $125/ Adult & $85/ age 6-15.brWeekday Pass- $30 Adults & $20/ age 6-15.brThese fees exclude golf fees. Tennis and pickleball courts must be reserved prior to use with a $10 charge for in season and $5 for off season. This will allow 90 to 120 minutes of court time. Max 2 reservations per day.brbrThe Peninsula is just a short drive from Rehoboth Beach, often referred to as “The Nation’s Summer Capital.” Rehoboth offers excellent shopping, outstanding restaurants, and a vibrant coastal atmosphere. The famous mile-long boardwalk, named one of the “Best Boardwalks in America,” features shops, dining, and entertainment for all ages.brbrImportant Property Rulesbr- Peninsula regulations allow a maximum of four (4) vehicles to be registered at the gatehouse.br- A Level 2 EV charger (JuiceBox) is available in the garage for overnight charging.br- Linens are provided; please bring your own towels (or request towel service).br- VRBO quotes for groups larger than eight include an additional guest fee.br- Minimum age for unrelated adult groups: 30 years.br- No smoking, vaping, or hookah use.br- No pets allowed due to allergy and HOA restrictions.brbrThis property is designed for multi-generational families and groups of close friends. This is not a party house. For security purposes, the property includes three exterior cameras and two noise sensors (indoor/outdoor, no voice recording).brbrReservations between Memorial Day and Labor Day require a Saturday check-in/check-out with 7, 14, or 21-night stays in accordance with Peninsula HOA and Club rules.brbrDirkbrGrandslamhouse.combrbrDE STR License: 2024713083

6

Bed

6

Bath

14

Sleeps

$377.06

/ Nightly

Cottage

Spacious 4-bedroom bungalow in enchanting Millsboro with AC

Millsboro, Delaware, United States

brBaydream Cottage is a relaxed, welcoming coastal home designed for gathering, unwinding, and enjoying time by the bay. brbrBedroomsbrThe home features four comfortable bedrooms with cozy bedding: three bedrooms with queen beds and one with a twin bed. There are also two full sleeper sofas, making the home ideal for families or groups traveling together.brbrBathroomsbrTwo full bathrooms stocked with fresh towels and linens to help you feel right at home.brbrLiving AreasbrGuests can spread out and relax in the spacious main living room or enjoy a quieter moment in the additional sitting area. A wet bar adds a fun touch for evenings in.brbrKitchen & DiningbrThe fully stocked kitchen includes everything you need for cooking and group meals, including cookware, dishes, and a crab steam pot for a true coastal experience. There’s plenty of space to gather and enjoy meals together.brbrOutdoor SpacebrStep outside onto the wrap-around deck and take in peaceful bay views. Public bay access in the neighborhood —perfect for crabbing, fishing, or simply enjoying the waterfront setting. Easy to get fishing license required for fishing and crabbing. brbrGood to KnowbrBaydream Bungalow is a historic coastal home with lots of charm, located in a quiet, friendly neighborhood—ideal for guests looking to slow down and enjoy “Lower Slower Delaware.” Bikes, kayak and outdoor activities all included! brbrPlease note: Baydream Bungalow has been an existing VRBO for the past 3 years and is now under new ownership, continuing the same great experience with fresh care and attention.

4

Bed

2

Bath

11

Sleeps

$396.79

/ Nightly

Private Vacation Home

The Peninsula Golf Course Home with access to top amenities!

Millsboro, Delaware, United States

Welcome to The Peninsula on Rehoboth Bay in Millsboro, Delaware!brbrA Legendary Golfer's Paradise! brbrBeautiful Resort Style living close to the Delaware Beaches! brbrCountless amenities to please everyone of your guest list! brbrAmentities: brGated Entrance with 24/7 Security on sitebrIndoor PoolbrOutdoor PoolbrKiddie Splash Pad with Beach AreabrSnack BarbrPickle Ball brTennis CourtsbrCommunity BeachbrCommunity PeirbrKyacks available to rentbrGolf T-Times and practice available brClub House-Available for dining and bar servicebrWalking Trails and more!brbr** Usage of amenities requires additional fees not included in the cost of the rental. Please contact your agent for additional details. brIn Season Rates: brbrIn Season Rates Pool Rates: br6-15 years old- Day Pass $20.00, Week Pass: $85.00br16+ Years Old- Day Pass $30.00, Week Pass; $125.00brbrOff Season Pool Rates: br6-15 years old- Day Pass $5.00, Week Pass: $30.00br16+ Years Old- Day Pass $10.00, Week Pass; $51.00brbr** Rates are subject to change without notice.brbrbrbr** This property offers discounts throughout the summer season. Please call for more information. brbrFrom the moment you arrive at that security gate you will be ready to relax and unwind. This well maintained home offers four bedrooms and three and a half full bathrooms. A large open living concept allows you to be able to enjoy the common areas. The large gourmet kitchen offers plenty of bar seating for a quick and easy meal, or enjoy the dining room area where you can seat 10 comfortably. The large living room is a cozy spot to relax and watch tv. Off the living room you will find a screened in porch with outdoor seating where you can enjoy a cup of coffee while reading your morning paper, or you can enjoy the large rear patio where you will find a gas grill with an additional large dining area and a outdoor firepit where you can enjoy a nice grilled meal or you can enjoy an evening cocktail and watch the golden sunset. The first floor also offer a a primary king size bedroom with tv and ensuite bathroom. There is an additional half bath on the first floor. The second floor of the home offers three additional bedrooms. Two of the bedrooms have queen size beds and a shared hallway bathroom. The third bedroom has two sets of bunk beds each with two twin beds and an ensuite bathroom. There is also an additional loft style living room, where you can watch tv, play board games or have a family movie night. Just a short walk over to the centally located amentities you will find the famous Jack Nicholson golf course, were you can practice your golf swing by hitting golf balls or book a tee time. Pickle Ball Court, Tennis Courts or a game of Corn hole are also available. If you enjoy swimming you have the option of the community outdoor pool, or community indoor swimming pool. There is even a kiddie beach with a splash pad fro the younger guests in your group. Need a snack while by the poolside, There is even a consession stand to purchase snacks and drinks! On the bay you will find a beach access area where you can enjoy the Delaware shoreline, rent a kayak or launch your own or even take a stroll on the peir. After a long day of adventures, enjoy the fine dining at the Clubhouse or stop by and have a drink at the bar, and overlook the beautiful views of the Jack Nicholson Golf Course! This property has plenty of ammentites to keep everyone on your guest list happy and If you like luxrury vacations and plenty of options for things to do without going to far, this will be the perfect vacation rental for you! Don't delay, book today!brbrbrbr** Usage of amenities requires additional fees not included in the cost of the rental. Please contact your agent for additional details.

4

Bed

3

Bath

10

Sleeps

$522.5

/ Nightly

Private Vacation Home

Plover Point New 4 Bedroom Home 20 minutes from area beaches

Millsboro, Delaware, United States

New build single level home in a new community situated near the Indian River Bay, Oak Orchard area which is a perfect location for water recreation enthusiasts. Only minutes from the Rosedale Public Boat Ramp, Indian River Yacht Club, Baywood Greens Golf Course, and waterfront dining at Paradise Grill restaurant. The community is located approximately 20 miles from the Delaware and Maryland beaches.brbrThe home is 1,698 square feet offering four bedrooms, two bathrooms, a two-car garage, a spacious kitchen with stainless steel appliances, granite countertops with a large island and stools overlooking the family and dining room. This home is directly connected to the amenities including a playground, a swimming pool with a pool house, fire pit, and a picnic area. The owner’s suite offers a queen bed, main bathroom, and walk-in closet. Two bedrooms have a full bed with a twin trundle bed underneath. The office contains a desk with monitor, reading chairs, and a twin day bed with storage and another twin trundle bed underneath.brbrWhether you're looking for a pleasant getaway or a cozy stay, this property has everything you need. We hope you enjoy what our place and the area have to offer.

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Sleeps

$263.3

/ Nightly

Cottage

Deck & Indian River Bay Views: Coastal Cottage

Millsboro, Delaware, United States

Discover a hidden East Coast gem and indulge in a leisurely stay at this 2-bedroom, 1-bathroom vacation rental in Millsboro. This updated cottage offers all the comforts and amenities of home, so you’re sure to settle right in. Rent a boat of your own to cruise along the Indian River Bay as you explore Frames Cove, or take the quick drive to Dewey Beach for some fun in the sun. At day's end, enjoy some good eats at a nearby restaurant before heading home to relax on the back patio.brbr-- THE PROPERTY --brbrIntermediary License 2024943770 | Furnished Patio | Walk to Pier & Restaurant | Well-Equipped Kitchen | KayaksbrbrBedroom 1: Queen Bed | Bedroom 2: Twin/Full Bunk Bed | Living Room: Sleeper SofabrbrCOTTAGE FEATURES: Smart TVs w/ cable, 6-person dining table, screened porch, beach-themed decor, charcoal grill, outdoor dining area w/ umbrellabrKITCHEN: Fridge, stove, drip coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towels, CrockpotbrGENERAL: Free WiFi, A/C unit, ceiling fans, hair dryer, iron/board, washer/dryerbrFAQ: No cable, homeowner & another rental on-site (separate units), towels/linens not provided, fireplace (decorative only)brACCESSIBILITY: Single-story cottage, 1 step to enterbrPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrINDIAN RIVER BAY: Pier (walking distance), Rosedale Public Boat Ramp (3 miles), Malone's Bayside Marina (8 miles)brBEACHES: Dewey Beach (16 miles), Rehoboth Beach (16 miles), Bethany Beach (23 miles)brTHINGS TO DO: Serendipity Restaurant (walking distance), Baywood Greens (5 miles), Peninsula Crossing (10 miles)brAIRPORT: Wilmington Airport (87 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: There is another vacation rental unit on the premises and the homeowner lives on-site in a completely separate unit with their dogsbr- NOTE: Linens and towels are not provided at the property. It is recommended you supply your ownbr- NOTE: The property does not have cable. WiFi is providedbr- NOTE: This single-story home requires 1 step to enterbr- NOTE: The plug-in fireplace is for decorative purposes onlybr- NOTE: The owner offers crab and fishing lessons (weather dependent). Reach out to the Guest Contact for more information

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Sleeps

$324.07

/ Nightly

Condo

Three bedroom condominium in the Windswept community at The Peninsula!

Millsboro, Delaware, United States

This tastefully decorated condominium in the Windswept community at The Peninsula is ready for your vacation. It's close proximity to the pool, fitness center and tennis courts make it an ideal location for your vacation. Windswept units have elevator access.brbrClub Amenity Fees are based on a per person price/length of stay and will be in addition to the rental rate. If booking on VRBO they will not be included in the price quote.brbrAll guests must supply their own sheets, towels and beach towels or OPT in for our linen rental package. brbrPets are not permitted at this property; Peninsula rules allow for 2 cars maximum. brbrGuests must choose to purchase a $70 Vacation Rental Damage Insurance policy covering $3,000.00 in accidental damage, or pay a refundable security deposit of $2,000.00. Policies of a lesser amount are not acceptable. This amount will not be reflected in the quote amount on VRBO.brbrThe property must be occupied for the entire rental period by the Guest signing the Lodging Agreement (Responsible Guest), and all occupants of the Property shall be supervised by the Responsible Guest. The Responsible Guest must be at least 25 years of age. If the party is made up of unrelated individuals (a group rental where the Responsible Guest is NOT the legal guardian/parent of any other guests), ALL guests occupying the property must be at least 25 years of age.brbrWe accept Mastercard, Visa, American Express and Discover Credit Cards and eChecks for your initial deposit. We also accept personal checks for final payments. Final payments are due 30 days prior to your check-in date. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card. You will be provided a link to a Guest Portal where you can securely make your payments online.brbrVRBO BOOKINGS: This property is hosted by the management company noted as Owner on VRBO. After booking the property you will be charged a booking fee by VRBO. ALL other fees and the rental amount will be charged by the management company and paid to the management company. Once you have booked you will be contacted by the management company and sent a Lodging Agreement that must be signed. Apart from Damage Protection, all fees associated with the booking are displayed in the VRBO booking.

3

Bed

3

Bath

8

Sleeps

$819.52

/ Nightly

Private Vacation Home

33555 Misty Moon Drive - Large Home in The Peninsula

Millsboro, Delaware, United States

Nestled within the gated enclave of The Peninsula on the Indian River Bay, this home is a sprawling five-bedroom sanctuary designed for those who seek the perfect balance of sophisticated style and relaxed coastal comfort. This single-family residence greets you with an airy, open-concept floor plan characterized by soaring ceilings, premium finishes, and expansive windows that bathe the home in natural light. Whether you’re hosting a multi-generational family reunion or a refined getaway with friends, the gourmet kitchen—complete with high-end appliances and a massive granite island—serves as the heart of the home, flowing effortlessly into a plush great room built for evening relaxation.brbrBeyond the front door, your stay grants you access to the unmatched, 800-acre world-class lifestyle of The Peninsula. Golf enthusiasts can challenge themselves on the Jack Nicklaus Signature course, while those looking for relaxation can retreat to the Lakeside Complex, featuring a sandy beach wave pool, indoor and outdoor swimming options, and a tranquil spa. For the active traveler, the community offers a state-of-the-art athletic club, tennis and pickleball courts, and miles of scenic walking trails that wind through the lush Delaware landscape, ensuring every guest finds their own version of paradise without ever leaving the grounds.brbrWhile the resort provides an all-inclusive feel of seclusion and security, this home is perfectly positioned just a short drive from the vibrant energy of the Rehoboth and Lewes boardwalks. You can spend your mornings exploring local boutiques and tax-free shopping, and your afternoons back at the house, enjoying alfresco dining on the private patio as the salt air breezes kick in. Offering five spacious bedrooms—including a primary suite designed as a private retreat—this home provides the rare luxury of space and privacy in one of the East Coast’s most coveted vacation destinations.brbrClub Amenity Fees are based on a per person price/length of stay and will be in addition to the rental rate. If booking on VRBO they will not be included in the price quote.brbrThis property does not allow pets. Peninsula rules allow for a max of 3 carsbrbrAll guests must supply their own sheets, towels and beach towels or OPT in for our linen rental package.brbrGuests must choose to purchase a $70 Vacation Rental Damage Insurance policy covering $3,000.00 in accidental damage, or pay a refundable security deposit of $2,000.00. Policies of a lesser amount are not acceptable. This amount will not be reflected in the quote amount on VRBO.brbrThe property must be occupied for the entire rental period by the Guest signing the Lodging Agreement (Responsible Guest), and all occupants of the Property shall be supervised by the Responsible Guest. The Responsible Guest must be at least 25 years of age. If the party is made up of unrelated individuals (a group rental where the Responsible Guest is NOT the legal guardian/parent of any other guests), ALL guests occupying the property must be at least 25 years of age.brbrWe accept Mastercard, Visa, American Express and Discover Credit Cards and eChecks for your initial deposit. We also accept personal checks for final payments. Final payments are due 30 days prior to your check-in date. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card. You will be provided a link to a Guest Portal where you can securely make your payments online.brbrVRBO BOOKINGS: This property is hosted by the management company noted as Owner on VRBO. After booking the property you will be charged a booking fee by VRBO. ALL other fees and the rental amount will be charged by the management company and paid to the management company. Once you have booked you will be contacted by the management company and sent a Lodging Agreement that must be signed. Apart from Damage Protection, all fees associated with the booking are displayed in the VRBO booking.

5

Bed

5

Bath

12

Sleeps

Vacation Rentals By Owner In Millsboro, DE

$693.13

$296.6

$550.81

$404.31

$458.97

$200.64

$273.42

$490.13

$233.97

$1103.33

$416.44

$552.99

$298.84

$1,376

$377.06

$396.79

$522.5

$263.3

$324.07

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