Vacation Home Rentals By Owner In Millsboro, DE

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

Spacious Millsboro Home on 16 Peaceful Acres

Millsboro, Delaware, United States

Bed

2

Bath

Sleeps

$396.79

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.

The Peninsula Golf Course Home with access to top amenities!

Millsboro, Delaware, United States

Bed

Bath

10

Sleeps

$200.64

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.

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

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$458.97

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.

33291 Marina Bay - NEW PENINSULA TOWNHOUSE! ~

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$550.81

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.

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

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$1103.33

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

6 Bedroom Family Retreat in The Peninsula

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$416.44

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

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

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$693.13

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!

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

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$552.99

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!

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

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$819.52

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.

33555 Misty Moon Drive - Large Home in The Peninsula

Millsboro, Delaware, United States

Bed

Bath

12

Sleeps

$522.5

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.

Plover Point New 4 Bedroom Home 20 minutes from area beaches

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$404.31

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.

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

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$233.97

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.

RANCH WITH CACTUSES Weekly/Monthly UP TO 50% OFF

Millsboro, Delaware, United States

Bed

2

Bath

6

Sleeps

$575.36

Elevated coastal home in the exclusive “The Peninsula, a gated community w/ 5-star amenities.brbrThis 4-bedroom, 3.5-bath home blends comfort and sophistication w/ all-new furnishings and a layout designed for seamless indoor-outdoor relaxation. Ideal for families or small groups seeking a more private alternative to crowded beach rentals.brbrThe spacebr• 4 bedrooms + den | 3.5 bathroomsbr• Sleeps up to 12 comfortablybr• Brand-new furniture throughoutbr• Game room for all agesbr• Layout ideal for families and groupsbrbrGuest accessbrBecause this home is located in a private gated community, guests will be required to complete a short registration process prior to arrival, including providing names, contact details, and vehicle information for all occupants. This is required for access and security.brbrOther things to notebrMemorial Day through Labor Day:br• Wave Pool w/ Sandy Beach Loungingbr• Adult Poolbr• Family Water ParkbrbrYear-Round:br• Jack Nicklaus Signature 18-hole golf coursebr• Private bay beach accessbr• Hiking and walking trailsbr• On-site restaurantsbr• Full-service gym and spabr• Tennis & pickleball courtsbr• Indoor heated pool & jacuzzibrbrGuest Pass Information (Required for Amenities Access, Not Included in Home Rental)brbrPer person rates are:brbrIn-Season (Memorial Day – Labor Day):br• Ages 16+: $30/day or $125/weekbr• Ages 6–15: $20/day or $85/weekbrbrOff-Season (Labor Day – Memorial Day):br• Ages 16+: $10/day or $51/weekbr• Ages 6–15: $5/day or $30/weekbrbrPasses are purchased through the community and are non-refundable.brbrGuests also have access to the award-winning Jack Nicklaus golf course. Per person tee time rates:brbrIn-Season:br• 18 holes: $225br• 9 holes: $145brbrOff-Season:br• 18 holes: $152br• 9 holes: $110

Private Resort Retreat Near Rehoboth Beach in Exclusive The Peninsula

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$546.27

Experience the ultimate `turnkey` getaway in Delaware’s premier resort community. Whether you’re here for the Jack Nicklaus golf, private bay beach, or world-class pools, our spacious 5-bedroom home is fully equipped for multi-generational families and groups who want a stress-free escape.brbr✦ The `Turnkey` Advantage ✦brIn a region where most rentals require you to bring your own sheets, we provide:brFresh Bed Linens & Bath Towels: Professionally cleaned and ready for your arrival.brGourmet Coffee Bar: Local Rise Up Coffee provided with Drip, Keurig, and French Press options.brFamily Essentials: Pack ‘n Play and high chair on-site.brUltra-Fast Tech: 950/880 Mbps Wi-Fi and Smart TVs with free YouTube TV.brbr✧ The Layout ✧br5 Bedrooms / 3.5 Baths: Features two private King En-Suites (one on the ground floor for easy access).brSleep Comfort: 3 King beds, 1 Queen, and 2 Twin beds (perfect for the kids).brGathering Spaces: An open-concept living area and a dining table that seats 8, plus 4 additional seats at the kitchen island.brAfter a sun-drenched day at the wave pool, the patio deck becomes the heart of the home. It’s designed for those slow summer evenings that make vacations memorable.brbr⭐ Explore the Area Like a Local:brYou’ll receive our personally curated digital guidebook filled with insider tips for dining, breweries, attractions, activities & hidden gems near Lewes, Cape Henlopen State Park, and beyond.brbr✧ Resort Lifestyle (The Peninsula) ✧brExplore acres of luxury amenities just steps from the front door.brIncluded with your stay (FREE):br6 Cruiser Bikes: Explore miles of community trails.brNature & Bay Access: Private bay beach, fishing pier, and nature center.brActivities: Beach volleyball, playgrounds, and wildlife viewing.brbrExclusive Club Amenities (Daily/Weekly Fee Required):brGuests can purchase passes for the world-class Athletic Club & Pools.brPools: Sandy beach wave pool, infinity pool, indoor lap poolbrFitness & Wellness: Full gym, yoga/spin classes, and a full-service spa.brTennis & Pickleball: Reserve-ahead courts for a small fee.brGolf: The Jack Nicklaus Signature Golf Course is a masterpiece (reserve 5 days in advance).brNote: Per community rules, club pools/gym are reserved for owners on Saturdays during peak summer; it’s the perfect day to explore the Rehoboth Boardwalk or Cape Henlopen State Park!brbr✧ Location ✧brDowntown Lewes: 13 milesbrRehoboth Boardwalk: 14 milesbrCape Henlopen State Park: 14 milesbrbrGolfers: Baywood Greens (2 miles) and Plantation Lakes (10 miles).brbrGuest Notes: brPrimary guest must be age 25+ brNo smoking or petsbrbrClick the ❤️ in the corner to save us to your favorites!brThis home is best suited for a family or group. We have hosted individual families, golf groups, wedding groups, sports tournament groups and traveling professionals. brAll guests must be accompanied by an adult age 25+.brNo smoking of any kind permitted (including e-cigarettes).brNo pets of any kind.brWe only allow respectful renters. We have worked diligently to make this a clean home for our family and yours to enjoy.

Resort Retreat: King Suites & Nature Trails

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$205.73

Come stay in our lovely home in Millsboro by Indian River! It is a cozy small home with a lovely deck and yard for relaxing. After a long day at the beach come home to cook a meal and rest. It's a small town feel where you can walk to get all the things you need. brbrIt offers easy access to the Delaware beaches (under 20 miles) of Bethany, Rehoboth, and Lewes, as well as the Maryland beaches (under 30 miles) of Fenwick Island, Ocean City, and Assateague Island, where you can see wild ponies! brbrIf you want to explore the area beyond the beaches, we are just two blocks from Cupola Park on Indian River. There you can grill food, have a picnic, fish, launch a paddleboard, kayak or canoe and paddle for miles. Many restaurants, supermarkets, coffeeshops, an Art League, Library, antique and thrift stores are within walking distance.brbrThe spacebrEnjoy our cozy one level, two bedroom home with a deck that is perfect for outdoor dining. The home has character and an open floor plan, seeing from the dining room to living room and den. Located on a spacious 1/4 acre lot, you can watch the sunrise from the deck or your bedroom, and see the sunset from the front porch or dining room. The patio is great for relaxing, entertaining, overlooking the lush green pines and blue hydrangea.brbrThe dining room and living room easily accommodate six people for dining, relaxation and conversation.brbrThe den has a comfy couch, foosball table, smart TV, puzzles, games, and books for your convenience. We have a full size desk and dedicated workspace for working or studying from the home. Take a quick break and have some fun playing on the foosball table! The living room has a full size sleeper, and cozy chairs for conversation and relaxation. brbrOther things to note: brbrNo pets allowed on the premises for allergy and safety reasons. There are local daycare facilities.brbrThere is a fire station nearby which is good for safety, though infrequent sirens can be heard.brbrTransportation by bus to Dewey Beach is on the 215 Line. brbrRestaurants close by include:brRaices Latin Kitchen (0.1 mile)brDairy Queen (0.2 mile)brRocky Pizza (0.2 mile)brKaan's Bakery (0.4 mile)brCountry Kitchen (0.6 mile)brDunkin Donuts (0.6 mile)brLa Tonalteca (1 mile)brbrOther nearby attractions and places of interest include:brLakes Golf & Country Club - 3 milesbrNanticoke Indian Museum - 6 milesbrDelaware Botanic Gardens - 6 milesbrLavender Fields, Milton DE - 8 milesbrParadise Grill with live music - 8 milesbrPeninsula Golf & Country Club - 9 milesbrSalted Vines Vineyard and Winery, Frankford, DE - 10 milesbrSports at the Beach, Georgetown, DE - 11 milesbrBarn Hill Preserve, Frankford, DE - 12 milesbrDogfish Head Craft Brewery, Milton, DE - 13 milesbrPrime Hook National Wildlife Refuge - 21 milesbr

Casa del Rio, a River House in Millsboro!

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$363.19

Escape to luxury and leisure in this beautiful four-bedroom townhouse located within the prestigious Peninsula community. Perfect for families or groups, this spacious rental offers ample room for everyone to relax and unwind. Enjoy multiple full and half bathrooms, ensuring convenience and privacy for all guests. The townhouse is situated on one of the serene ponds, providing water views and a tranquil atmosphere. The large patio is the perfect spot for an evening dinner after a day of fun.brbrInside, find plenty of space to accommodate up to eight adults comfortably. The well-appointed bedrooms offer a peaceful retreat after a day of activities, and the living areas are perfect for gathering and making memories. brbrGuests will have access to the Sports Level membership, granting access to the community's exceptional amenities. Explore the various pools, tennis courts, fitness center, and clubhouse, ensuring endless entertainment options for everyone. Book your stay today and experience the best of resort-style living in this stunning four-bedroom townhouse.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 3 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.

Amenity filled Peninsula! 24242 Canoe

Millsboro, Delaware, United States

Bed

Bath

10

Sleeps

$678.88

Summary:brbrThe Peninsula - 33129 Serenity Circle #87brbrbrbrThe Space:brbrNestled in the charming town of Millsboro, DE, this recently renovated house offers a perfect blend of modern amenities and comfort for your vacation getaway. Centered around the 7200-yard, Par-72 masterpiece designed by none other than Jack Nicklaus, this gated community offers a bounty of resort-like amenities including tennis courts and pickleball facilities, indoor/outdoor pools plus a wave pool, walking paths, a fitness center, spa services, clubhouse dining and a terrace bar-and-grill. Rehoboth Beach is within a 15-mile drive and Bethany Beach is less than 25 miles away. This house boasts a fully equipped kitchen with all the essentials, including a fridge, stove, oven, dishwasher, and more, making meal preparation a breeze. Enjoy your meals al fresco on the patio with the provided patio furniture, or gather around the dining area inside. After a day of exploring the area, retreat to one of the comfortable bedrooms, including a king bed, queen bed, double bed, twin bed, and bunk bed, ensuring a good night's sleep for everyone. For entertainment, there's a TV for movie nights, as well as Netflix streaming for your viewing pleasure. Additionally, you'll find a washer/dryer for your convenience, along with amenities like a coffee maker, blender, toaster, and more to make your stay as comfortable as possible. Conveniently located near water parks, beaches, shopping, and dining options, this house offers easy access to a variety of attractions and activities for all ages. Whether you're seeking adventure or relaxation, this vacation rental in Millsboro, DE, is the perfect home base for your next coastal getaway. Book now and start planning your unforgettable vacation! Delaware Accommodations Intermediary License #2024712698 bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m. IMPORTANT - The Peninsula Community registration forms must be completed 14 days prior to arrival. Failure to submit these by the deadline will result in a $100 late fee assessed to the reservation. Parties and large gatherings (more than eight) are not permitted. Guests are required to pay a Club Access Fee to use the above facilities, payable at the Athletic Center upon arrival. Daily or weekly passes are available. During In Season 5/23/25 through 9/1/25, there is no Saturday use for rental guests. Depending on the season and day of the week, adult (16+ years) rates range from $10-$30/day or $51-$110/weekly, and child (6-15 years) rates range from $5-$15/day or $25-$55/weekly. No smoking is permitted anywhere on the premises. Free parking is available for 4 cars. There are 2 assigned spaces and the driveway can accommodate 2 small vehicles. Strict no pets policy. Additional fees will be charged for violation of this policy. 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 electronic signature is required before final check-in information is made available. Garbage must be placed on curb on Sunday nights for Monday pick up.

Stunning Peninsula getaway with pools, hot tubs, sports courts, & on-site golf

Millsboro, Delaware, United States

Bed

Bath

14

Sleeps

$564.35

Summary:brbrThe Peninsula - 26985 Gentle Waters Ln.brbrbrbrThe Space:brbrWelcome to “Shell We Par-Tee,” a luxurious bayside retreat nestled in The Peninsula community on the Indian River Bay in Millsboro, Delaware. Overlooking the picturesque 13th island green with water views, this stunning coastal home offers a perfect blend of upscale comfort, designer finishes, and unforgettable outdoor views. Designed with relaxation and entertaining in mind, the open-concept layout features soaring ceilings, lofty windows, and natural light that fills the space with warmth and serenity. This spacious home includes four en-suite bedrooms, thoughtfully appointed with king or queen beds, flat-screen TVs, and spa-style bathrooms featuring glass-enclosed showers and elegant tilework—giving every guest their own private sanctuary. The main living area on the second floor boasts a vaulted great room with a modern gas fireplace, seamlessly connected to an elegant dining area and a chef’s kitchen. The kitchen is outfitted with quartz countertops, a large eat-in island, stainless steel appliances, a walk-in pantry, a 5-burner cooktop, dual wall ovens, a microwave with convection setting, and soft-close cabinetry—ideal for culinary enthusiasts. A second living area on the first floor provides an additional space to relax or gather, especially for larger groups. Outdoor living is a highlight, with a covered deck for alfresco dining, a built-in grill, and an outdoor fireplace offering cozy ambiance. Downstairs, a paver patio offers lounge seating right on the water’s edge, and dual front porches on both floors invite you to sip morning coffee or unwind after a day of adventure. Additional luxury touches include a 4-car garage with an electric vehicle charger, ample parking, and an in-home elevator for added convenience when bringing in groceries or luggage. Guests also enjoy full access to The Peninsula’s world-class amenities: a championship golf course, indoor and outdoor pools that include access to an outdoor beach with wave pool and real sand beach, tennis and pickleball courts, nature center and trails, a full-service spa & fitness center, along with exceptional dining. Adventure continues beyond the gates with kayaking, biking, fishing, and a short drive to the charming seaside towns and beaches of Rehoboth, Lewes, and Dewey. Please note: This property does not allow pets. Whether you’re enjoying cozy nights by the fire or sunny days by the bay, “Shell We Par-Tee” offers the perfect setting for relaxation, recreation, and lifelong memories. Book your coastal escape today! 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 electronic signature is required before final check-in information is made available. Delaware Accommodations Intermediary License #2024712698 Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. Community rules permit a maximum of three vehicles during your stay. 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. No smoking is permitted anywhere on the premises.

Elegant coastal retreat with golf course & pond views and bayside beach

Millsboro, Delaware, United States

Bed

Bath