Vacation Rentals By Owner In Millsboro, DE

Enjoy the luxury of a end unit townhouse at Delaware's only 5 star resort, located on the Bay, with water views. Located approx. 8 miles from Rehoboth. The Peninsula has won numerous awards, and is described as simply spectacular. The townhouse boasts brand new stainless steel appliances, quality new furniture and gorgeous views. brbrThe facility offers something for everyone. Golfers will enjoy the Nicklaus designed course that nestles along the shores of the bay. Families love the wave pool, outdoor adult pool, hot tub, indoor pool, work-out facilities, and entertainment center for children. There are numerous nature trails for walking, and tranquil paths for biking. Take a walk to the fishing pier to catch the big one! Try your hand at crabbing!brbrThe community is gated with 24hr security. The homeowners at the Peninsula take extreme pride in the beauty of the land and buildings. The landscaping is breathtaking and the facilities kept in pristine condition. The staff is friendly and attentive to the needs of the guests.brbrThis townhouse is a short walk to the Lakeside Village (large wavepool with beach, Infinity outdoor pool, state of the art indoor pool, work-out/cardio facilities, locker room facilities, children's activities center, tennis courts, basketball courts). The Peninsula community offers miles of nature trails, biking trails, fishing pier, bay beach. The Peninsula is especially well suited for families. This bayside, gated community is a short drive from Rehoboth, Dewey and Ocean City. The Peninsula is located on the Bay. Townhouse is in walking distance to bayside beach.brbrThis resort is ideal for families that want to enjoy the beauty and fun of the beach, but without the hassle and worries. There is something for everyone in the family. The golf course has been described as the 'Pebble Beach of the East'. There is fishing and crabbing available, miles of nature trails, jogging and biking trails, gym, 24 hour guard house, restaurant, tennis courts, golf course, indoor heated pool, activity center, outdoor heated infinity pool and a wave pool that is truly remarkable. brWe think that the Peninsula is an especially perfect place for families with children, as they will never run out of activities, you will not hear, 'mom I'm bored'. The outlets are a short drive (about 6 miles). We are close to Assateque Island, Ocean City, Rehoboth and Dewey beach. There are multiple restaurants within several miles (and a great one on premise), upscale shopping a grocery stores are a stone's throw away. brbr The Peninsula is located on over 800 acres of land surrounded by the Indian River Bay (inlet of Delaware Bay) and Lingo Creek. A large portion of adjacent land has been placed in the Sussex County Land Trust, this area is preserved as woodlands and marshlands, wildlife thrives in this protected environment.br-------------------------------------------------------------------------------------------------------------br*Renter & Guest pass policies subject to change in the futurebr2023 ratesbrage 16 and over:brweekly pass: $110brweekend day pass: $25brweekday day pass: $15brbrage 6-15brweekly pass: $100brweekend day pass: $10brweekday day pass: $8brbrUnder 6 is free brrenters can not use pool on saturdays during peak seasonbrbrbrbr

Beautiful Townhouse, end unit, at The Peninsula Resort

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$379.04

28295 Russell St. -brLocated in the quaint and historic area of Oak Orchard. Just 30 minutes to downtown Lewes and Rehoboth Beach!brThis 5-bedroom 4 full bath home has been updated throughout. Located across the street from the Indian River Bay with access to the community boat launch and fishing pier. This reverse floor plan offers 3 bedrooms, 2 full baths, full laundry and a second entertaining area on the 2nd floor. There is also a deck off the back bedroom as well as the entertaining area. The 3rd floor offers an open kitchen/living area that opens up to a large deck and a screened porch, there is plenty of seating for entertaining. Tenants will enjoy a gas grill on the back deck. The 4th floor offers a private master retreat with access to a screened porch and stairs leading up to the rooftop deck. Enjoy watching the sunsets from the rooftop deck! You won't be disappointed. brFor those who are unable to do stairs, no worries! There is a working elevator in the home that goes to all levels. This home offers 2 separate laundry areas as well as a large garage with ample storage space for your water toys. There is an outdoor shower plus off-street parking for 4 cars.brSo many area attractions that include golf courses, numerous restaurants, and night life that are all within a few miles of the home. Boats and watercraft are welcome, dont forget to bring yours! There is a public boat launch just a 2.6 miles down the road at- Rosendale Public Boat Ramp, as wells as, public fishing pier. The home does have a ring camera on the front door as well as cameras around the outside of the home.brbrDue to new construction on the neighboring property, the Indian River Bay views from the third floor are now partially obstructed. However, guests can still enjoy beautiful bay views from the top deck.brbrThere will be a non-refundable pet fee of $150 per pet. No more than 2 dogs and no more than 60lbs. Breed restrictions apply. The following breeds will be restricted unless otherwise noted below: Boxer, American Bulldogs, American Pit Bull Terriers, Huskies, Doberman Pinchers, Chow Chow, RottweilersbrbrA linen package can be purchased for your stay. The cost of the linen package for one week's stay is $264. brbrBooking Restrictions-br3 Night StaysbrbrBedding-br2nd Floor - 3 bedrooms, each with a Queen bed br3rd Floor - 1 bedroom with 2 Fulls and 1 TVbr4th Floor - Master Bedroom with King bed and TVbrbrAll VRBO reservations are a booking request only until confirmed by Property Manager. You will be required to sign a Residential Lease Agreement and make your payment within the required deadlines provided or your booking request will be cancelled. As a property manager, we welcome “Special Event” rentals. All properties are individually owned and not all properties are available for “Special Event” rentals. Credit Card payments subject to 2% fee.brbr State of Delaware License # 2025701763

28295 Russell St- Amazing Oak Orchard 3 level single family home! Bring your boat and fishing pole.

Millsboro, Delaware, United States

5

Bed

4

Bath

8

Sleeps

$621.39

Stunning New Rental in The Peninsula – Millsboro, DEbrbrWelcome to your dream getaway in the prestigious Peninsula on the Indian River Bay – Delaware’s premier resort-style community. This brand-new home offers the perfect blend of luxury, comfort, and modern design, making it an ideal place to relax and unwind.brbrStep inside this stunning new build, where every detail has been thoughtfully designed to provide a bright, open, and inviting living space. From the sleek finishes to the spacious layout, this property delivers both elegance and functionality.brbrOne of the highlights of this home is the fully finished basement, complete with a pool table – the perfect spot for game nights and some friendly competition after a day of fun in the sun.brCommunity Amenities You’ll Love:brbrPrivate Jack Nicklaus Signature Golf Course – championship level and beautifully maintainedbrResort-Style Clubhouse – featuring fine dining, casual eateries, and social spacesbrIndoor & Outdoor Pools – including a sandy beach wave pool, adult-only pool, and lap poolbrState-of-the-Art Fitness Center – yoga, spin, and group fitness classes availablebrFull-Service Spa – the ultimate spot to refresh and rejuvenatebrTennis, Pickleball & Basketball Courts – perfect for friendly competitionbrWalking & Biking Trails – enjoy scenic views throughout the communitybrPrivate Bay Beach & Kayak Launch – direct access to the water for endless funbrYear-Round Events & Activities – a vibrant social calendar for all agesbrbrLocated just minutes from Delaware’s pristine beaches, shopping, and dining, this home offers not only an incredible place to stay but also access to the best lifestyle the Eastern Shore has to offer. Whether you’re seeking relaxation, recreation, or a little bit of both, this home in The Peninsula is the perfect choice.brbrThis property does not accept pets.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. 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.

Beautiful New Construction Home! 23736 Brickwalk Drive

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$265.35

Come enjoy and relax at The Peninsula - a beautiful and upscale gated country club and golf course community! The East Coast's most award-winning resort community is located on the Indian River Bay close to Rehoboth and Lewes beaches. This perfect blend of sophisticated yet comfortable resort living awaits you! Vacation at The Peninsula in this deluxe two-bedroom, two-bathroom condominium. Enjoy your morning coffee on the screened porch while watching the sun rise. If you prefer to eat in, there is a fully equipped kitchen with gas stove. The condominium comfortably sleeps up to six people. The master suite has a king bed with a sitting area and private bath. The second bedroom provides a queen bed and twin daybed. The Peninsula condominium is excellent for families looking for a worry-free vacation - the 3 indoor/outdoor pools and hot tubs (wave pool and adults-only pool available - from Memorial Day to Labor Day only), game center, playground, tennis, and basketball courts all offer an activity to please the whole group! For the outdoor-loving guests, the private bay beach is a short walk away. Enjoy fishing and crabbing as well as scenic nature trails. Kayaks and SUP (available for an additional charge) are a perfect way to take in the breathtaking views of the bay. The resort also offers pickle ball, bocce courts, volleyball, children's activities, fitness classes and so much more. Take advantage of casual dining at The Terrace Grille or fine dining (not available to rental guests on Friday or Saturday) at The Clubhouse. For the golfers, here is your chance to play a Jack Nicklaus Signature Golf Course for an additional fee. Guests can drive a short distance to the tax-free shopping at Tanger Outlets, downtown Rehoboth Beach with a boardwalk or Historic Lewes. No smoking allowed.brClub Amenity Fees due with final payments. Some Restrictions Apply. Pets are not allowed at this property. Peninsula rules allow for a maximum of 2 cars. We have added 2 bicycles for your use, they are in the garage and there is a picture of them in our listing.

Condo

Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$227.8

Discover your perfect getaway with this beautifully remodeled park model trailer featuring 2 spacious bedrooms and 2 bathrooms, one including a convenient shower. Enjoy modern living with new appliances throughout and a bright sunroom that invites the outdoors in. This property is ideal for outdoor enthusiasts, complete with a golf cart, kayaks, and canoes available for your adventures. Entertain with ease using the large propane grill and fire ring. Experience comfort and convenience in this charming retreat!

Hotel Resort

2-bedroom park model trailer in charming Millsboro with AC, fitness room

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$473.28

Your cozy getaway awaits in Millsboro at this amazing house. Our Shorebird Way is a one-story home that optimizes living space with an open kitchen overlooking the living and dining room. This 1,774 sqft home offers four bedrooms, two full baths and a two-car garage. As you enter the home from your porch, a queen guest bedroom and bunk room featuring a twin over full bunk with twin trundle bed share the same bath and are separated from the living area. Continuing down the hallway, the well-appointed kitchen comes with a large island, modern cabinets, stainless steel appliances, and an ample corner pantry. The owner’s suite, located in the back of the home for privacy, has an en-suite bathroom and spacious walk-in closet. The playroom /game room is tucked away at the side of the home with a queen sleeper sofa and 65” TV with NES, PS3 and Nintendo Switch. Conveniently located off the two-car garage is the laundry room complete with a washer and dryer. Enjoy the additional living room space with a comfy queen sofa bed. We hope you enjoy what our place and what Millsboro has to offer.

Our Shorebird Way-Brand New Family-Friendly, 4 bedroom Home by the Shore

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$360.48

Nearby Beaches:br-Rehoboth Beach - 20 minsbr-Dewey Beach - 25 minsbr-Bethany Beach - 30 minsbr-Cape Henlopen State Park - 35 minsbr-Ocean City MD - 45 minsbrbrStay in our modern bay-view home near Rehoboth Beach! With private entrance, outdoor pool & grill, TV in each room, and fully equipped kitchen. Free parking, wifi, and self check-in. Perfect for families or groups seeking peace and relaxation.brbrWarm, homey space. You will wake up every morning feeling safe, comfortable and rested! There is a TV in every room.brbrThe pool is only available between Memorial Day and Labor Day. Pool Use DisclaimerbrGuests assume full responsibility for their safety and that of their guests, including children, when using the private pool. The pool is not lifeguarded—use at your own risk. Supervise children and follow all posted pool rules.brThe host is not liable for any injuries, accidents, or damages related to pool use. By using the pool, guests agree to hold the host harmless from any claims.brSwim safely.

Comfy 3-Bedroom Near The Beach With A Pool & Grill

Millsboro, Delaware, United States

Bed

1

Bath

8

Sleeps

$732.03

Welcome to this charming fishing cottage in Millsboro. This amazing property boasts 4 cozy bedrooms, including 3 queen beds and 1 bunk bed. With a refreshing shower in the bathroom, guests can start their day feeling rejuvenated with an amazing sunrise viewThe AC ensures a comfortable stay no matter the weather. Whether you're looking for an enjoyable family getaway or a relaxing retreat with friends, this amazing cottage is the perfect choice. It's easy to see why you'll be able to unwind at our place.

Cottage

Amazing fishing cottage on the bay! Direct bay access! Beautiful views!

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$451

Recent updates for December/ January include: all new stainless steel kitchen appliances and freshly painted interior. Many more updates are scheduled for the upcoming spring and summer!brbrBright and spacious, this home is sure to meet all of your expectations. Comfortable and tastefully decorated in a coastal theme, there will be no guessing that this house was made to inspire good times and relaxation. Our home is in walking distance to the nature trail and biking distance to the clubhouse/pools. Come to the Peninsula and enjoy a resort vacation, full of activities for kids and adults. Golf, tennis, swimming, wave pool, beach as well as a brand new Mini Putt Putt golf area..... too many amenities to list.brbrWhen you park in the two car garage, you walk into a mudroom complete with a full size washer and dryer, ironing board and a washtub to rinse out sandy bathing suits. The kitchen is equipped with everything you need; a Keurig coffee maker, toaster over, Ninja blender, Blue tooth docking station/charger, a breakfast bar with stools. brA stocked spice cabinet is there so that you do not have to pack the essentials. The first floor includes a very open floor plan perfect for entertaining or watching over the kids as you make dinner. 50 inch HDTV tv/dvd player with Verizon Fios, DVR and high speed internet. Large dining room table with extension is great for family dinners. Spacious 500 square foot patio complete with lounge chairs and another table perfect for outside dining or reading on a recliner. The first floor also includes a room with a queen bed, and a half bath. Plenty of books and toys, wagon, bikes, big wheel, beach toys and games. brUpstairs you will find 3 well appointed bedrooms. The master includes a king size Temperpedic bed with pillows, large closets, new 50 inch smart tv/dvd player, and Verizon FIOS cable/DVR. Master bath has a large shower, separate toilet, his/her sinks and lots of counter space. Second bedroom has a king bed, full size crib (if needed), lots of windows and closet space. Third bedroom has a queen Temperpedic bed, twin blow up mattress (if necessary), large closet and lots of windows. Full Bathroom with tub and large counter space.brWe have an assortment of beach toys, 2 Adult beach cruiser bike, 1 kids bmx bike (6-12 year old), and 2 bikes (good for 2-6year old).brbr***Linen/towel service to be arranged separately. brbr***Passes for the pools/fitness center/clubhouse can be purchased at the clubhouse front desk. *********Guest are not allowed at the Pool or the athletic center on Saturday's. In addition, Rental guest have access to the pools and amenities after 10AM) * As for the Saturday restrictions, Check-in during the High season is on Saturday's at 3pm and would not make sense to pay for that day anyway.brbr***We only rent for full weeks (7+ days) during July and August.brbrAt the Peninsula you get the best of both worlds, the resort-like setting close enough to the hustle and bustle of the beach world and far enough away to feel as though you have really gone on a peaceful vacation.brbr

Villa

Cozy, bright and spacious new villa in The Peninsula- 5 star gated community

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$389.08

Welcome to this newly built, luxurious 4BR/3.5 bath townhome, located at the prestigious 18th on the Bay at the Peninsula. Relax and enjoy a quiet morning sunrise or spectacular sunset with scenic views from the patio overlooking the pond. This end unit has plenty of windows and every room is brightly lit and designed to create the perfect environment for your next summer family vacation.brbrThe gourmet kitchen is fully equipped with a large countertop seating six, a connected dining room, an inviting family room with a large Smart TV and sound system. There are primary bedrooms on the first & second floor which include king size beds, Smart TVs with sound bars, walk-in closets and full “En Suite” bathrooms. Two additional guest bedrooms on the second floor share the third full bathroom. The loft area has its own Smart TV with sound bar and a sofa bed. Verizon cable and high-speed Wi-Fi is available throughout the house.brbrNestled within the Peninsula, enjoy a resort style vacation, full of amenities for both kids and adults. The Peninsula is a private, gated waterfront community offering world-class amenities including a championship golf experience, a full-service spa, indoor/outdoor pools and hot tubs, an outdoor wave pool, a professionally designed tennis (4 Premier & 2 Har-Tru courts) & pickle ball venue (6 courts), lighted basketball courts, mini-golf course, large kids game room, nature/hiking trails, kayaking, biking, the Terrace Grille, 33,000 sq. ft. clubhouse and more! A state-of-the-art fitness center is also available. Guests will have access to the world-renowned private Jack Nicklaus golf course ranked as a top course in Delaware for an additional cost.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; Peninsula 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 by the Guest signing the Lodging Agreement, and all occupants of the Property shall be supervised by the Guest for the entire rental period. The Guest signing the Lodging Agreement must be at least 25 years of age and must occupy the Property for the entire rental period. If the party is made up of unrelated individuals (a group rental), 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.

Newly built end unit townhouse with Pond views in The Peninsula!

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$305.24

Super stylish home with coastal vibe! Back deck to enjoy outdoor dining and large yard for games! Extra parking for a boat and trailer. Close to the Delaware beaches, Indian River Inlet, Paradise Grill, Massey’s Landing Public boat ramp and Rehoboth outlets! We provide a guidebook for area attractions and can send you recommendations prior to your arrival! FREE membership to local gym for ages 16 and up! Pets welcome with additional PET FEE however yard is not fully fenced in. We can send you a link for a pet sitter if needed! Kitchen has all quality Williams Sonoma wares for staying in to dine. This property can accommodate 4 adults and has a trundle bed in the 3rd bedroom for children. A pack n play is also available for infants.

Cozy cottage by the bay with boat parking

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$1165.0

37004 Sandpiper Rd.- Professionally Managed by Coldwell Banker Premier. brKnown as Sand Point a Coastal, waterfront escape! Tucked away on a secluded peninsula on the Indian River Bay, 37004 Sandpiper Road is a 5 bedroom, 4.5 bath home. This rental truly has no rival, with water views on not just one, but THREE sides. To the east, there are no obstructions until the Indian River Bridge; to the South, nothing until the other coast; to the west, nothing until the inner reaches of the bay. Stay in complete peace and tranquility. Pack what you'll want or need for the week and never leave - how often do you get a rental with that perk With its own section of private beach, this home allows guests to do just that. The stunning interior of this home is equally as amazing as its location. Guests enter from the car port to a ground-floor entry space. Take the steps up the main floor, which features a wide-open space that flows from the kitchen and dining space into a living room and screen porch. Three sliding doors into the living area from the screen porch as well as wall to wall windows on the porch allow guests to open everything up and enjoy the salty summer air as it blows in from the water. The porch opens onto a deck, which has its own set of stairs for going up and down to the beach and dock with ease. One bedroom with an ensuite bathroom can be found on the main floor as well as a half bath. On the top floor, there are four more bedrooms. Two of those share a hall bathroom, while the remaining two have ensuites. The large primary bedroom sits at the back of the house and is highlighted by its own private balcony overlooking the Indian River Bay. No matter where you go in this luxurious home, you are guaranteed to have a water view. Boaters, make sure your vessel is ready to go! This home includes use of the dock space furthest to the left (furthest from the garage structure) which can hold a boat up to 25 feet in length.brHot Tub anyone...... You will LOVE the waterfront hot tub! Relax and watch the boats go by in this spacious covered oasis.brbrPlanning a small wedding, reunion, bridal shower.... owner will consider a small quite intimate events on case by case basis. brbrDon't leave your dog behind- this home is dog friendly. Owner will allow a max occupancy of 2 dogs with a $375 non-refundable pet fee per dog. Dangerous breeds are not permitted and dogs must be under 60lbs.brbrBooking Restrictions-br7 Night Stays- June through Augustbr3 Night Stays- Jan through May and October through DecemberbrbrAll VRBO reservations are a booking request only until confirmed by Property Manager. You will be required to sign a Residential Lease Agreement and make your payment within the required deadlines provided or your booking request will be cancelled. As a property manager, we welcome “Special Event” rentals. All properties are individually owned and not all properties are available for “Special Event” rentals. Credit Card payments subject to 2% fee. A rental must be booked 48 hours prior to arrival or the reservation will not be permitted. brbrBedding- 1 King, 1 King, 1 Double/ Single Bunk Bed with a Single Trundle, 1 Queen, 1 Queen, 1 Sleeper Sofa brbrState of Delaware License # 2025701763

37004 Sandpiper Rd.- Waterfront, Private Beach and a Boat Slip! All included!

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$255.25

CASUAL LUXURY WITH SUN, GOLF, FAMILY FUN AND RELAXATION IN A SECURE AND AMENITY-FILLED GATED COMMUNITY AT THE DELAWARE SHORE ON THE BEAUTIFUL INDIAN RIVER BAY! Our three bedroom resort condominium with a beautiful Jack Nicklaus Signature Golf Course is quiet and comfortable with every amenity you could need. The master bedroom features a large ensuite bathroom, a beautiful king bed, ceiling fan, full-length dressing mirror and flat screen HD television. The second bedroom has a lovely queen bed, ceiling fan and access to a spacious and sunny screened-in porch that is shared with the third bedroom. Bedroom #3 is equipped with a sturdy and stylish full-size bunk bed, with trundle bed underneath, each of which comfortably fits adults as well as children. The living room has a queen sleeper and 52 inch HD flat-screen TV, the dining room sits eight adults comfortably and the large Kitchen is fully equipped for all your needs. Sit on the porch overlooking the tranquil woods with a partial view of the 1st green with your morning coffee or afternoon cocktail while enjoying the quiet serenity, and maybe even enjoy the WiFi internet service. The Peninsula boasts an array of first class amenities including four pools -- a family wave pool with sand beach, an adult-only infinity pool, a new family pool, and an indoor pool -- golf, tennis, a gym, a pool-side restaurant, tiki bar and snack bar, and a beautiful new clubhouse. The grounds are impeccably maintained with miles of biking and hiking trails, a private sandy bay beach with fishing pier and kayak/paddle board rentals. All within a short drive to Lewes, Rehobeth, Dewey and Bethany. The combination of luxury, relaxation and family security cannot be matched on the Delaware shore and we would be proud to share our Peninsula world with you and your family.brbrbr**PLEASE NOTE: (1) BETWEEN MEMORIAL AND LABOR DAYS, OUR CONDO ASSOCIATION RULES REQUIRE SEVEN NIGHT MINIMUM RENTALS, AND (2) THE PENINSULA CLUB SELLS AMENITY PASSES TO USE THE POOLS AND OTHER FACILITIES**

Condo

Beautiful Peninsula Condo with Jack Nicklaus Golf Course Near Rehoboth and Lewes

Millsboro, Delaware, United States

Bed

2

Bath

7

Sleeps

$597.25

Step inside this stunning luxury home and be greeted by an expansive open-concept living area with high ceilings, perfect for gathering with friends and family. The chef's dream kitchen features a large island and ample counter space, stocked with all your basic cooking needs. After a day on the links, relax in the bright and airy sunroom or enjoy a glass of wine on the back deck.brbrWith two large primary bedrooms, each with a well-appointed ensuite, you'll feel completely pampered. A spacious loft provides a great area for watching movies and playing games, while a dedicated home office allows you to stay productive if needed. The five bedrooms are arranged as follows:brbrBedroom 1 (First Floor Primary): King bedbrBedroom 2 (Second Floor Primary): King bedbrBedroom 3 (Second Floor): Two twin bedsbrBedroom 4 (Second Floor): Queen bedbrBedroom 5 (Second Floor): King bedbrbrCommunity:brbrYou'll have access to world-class community amenities at an affordable price! Take advantage of five pools, wave pool, hot tubs, fitness center, mini golf, bocce, basketball, racquet club for tennis and pickleball. For an additional fee, you can enjoy a round of golf on the 9 or 18-hole courses, kayak rentals, and even a day at the spa. brbrIf you decide to venture out, you're just a short drive from Rehoboth Beach, local shops and restaurants, and plenty of entertainment. Golf lovers can also check out the nearby Baywoods Golf Course, known as The Augusta of the North.brbrImportant Things to Knowbr~ Off Season: 3-night minimum post Labor Day and Pre-Memorial Day.brbr~House Rules: No pets, smoking, or vaping is allowed.brbr~Linen and Supplies: A linen and towel package is available for an additional cost. Otherwise, you must bring your own bath towels and sheets. Beach towels are not provided. You are responsible for providing your own toilet paper, paper towels, laundry soap, and dryer sheets.brbr~Booking Requirements: Guests must be at least 25 years old to book, or be accompanied by a parent or legal guardian for the entire stay.brbrCome and see for yourself what makes this vacation home truly special!

Elegant 5BD Escape in Secure Community

Millsboro, Delaware, United States

5

Bed

Bath

10

Sleeps

$611.56

This luxury home sits beside a top-rated golf course in the exclusive Peninsula resort community, just minutes from the bay and a short drive to Rehoboth Beach and the Route One corridor. Enjoy unmatched amenities: outdoor pools, championship golf, dining, mini golf, a full-service spa, and so much more—all just steps from your door. With so much to offer, you may never want to leave! brbrThe space-brbrThis home boasts 4 spacious bedrooms and 3 1/2 bathrooms, just over 3,000 square feet of room for everyone to enjoy! A spacious open concept kitchen and living room great for entertaining, multiple balconies to enjoy the beautiful Delaware sunsets, sip your morning coffee or enjoy watching the golfers. Also offering a bonus designated office space with a futon. High speed internet, smart tv's, a soaking tub in the owner's suite and so much more!brbrBring the whole family or a group, this home has enough space for everyone to enjoy!! Parking for up to four cars in the driveway. Overflow parking is available on side roads on a 1st come 1st serve basis.brbrBed Inventory:brKing - (Owner's Suite)br2 Queens - (Bedroom #2)brQueen - (Bedroom #3)brQueen - (Bedroom #4)brbr***Renters are responsible for paying to use the community amenities.brbr2025 Amenity Fees-brIn-Season (May 23rd - Sept1)brbrAge 16+brDay Pass - $30brWeek Pass - $125brbrAges 6-15brDay Pass - $20brWeek Pass - $85brbrbr**** PLEASE NOTE ****brbrIn an effort to keep costs down for the guests, the linen and towel fee is not automatically included, we give the guests the option to rent them from the cleaning company or bring your own.brbrThe cost to rent at this property is $200 total - beds will have new mattress protectors, pillows and comforters. The rental package includes fitted and top sheet, pillowcases, towels, hand towels and wash cloths.brbrGuest access-brbrGuests access the main security gate via the internal system whereby the guest is added to the homes rental list. You will then be prompted to enter the internal community called the Veranda, where this home is located.brbrFurthermore, access to the home is via a smart lock keypad on the front door, no keys needed.brbrSmart lock codes will be given out the morning of your arrival. In addition, guests will have access to the garage through the inside of the home.brbr****Amenities in the Peninsula community are not available to guests on Saturdays, as this is typically a turnover day. We like to inform guests in advance so you can plan to enjoy an offsite activity that day!

Luxury Retreat at The Peninsula, Endless Amenities, Private Beach, Sleeps 10

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$541.32

Escape to your perfect coastal retreat, a stunning 4-bedroom, 3.5-bathroom single-family home located in the desirable Peninsula community. This home is a sanctuary of light and space, thoughtfully designed with a light and airy decor that invites relaxation from the moment you step inside. The open-concept living area is perfect for gathering with family and friends, featuring a soothing color palette of whites, pale blues, and sandy tones, complemented by natural textures and ample sunlight.brbrThe gourmet kitchen, equipped with stainless steel appliances and granite countertops, is a dream for any home chef. With four spacious bedrooms, including a primary suite, there is plenty of room for everyone to find their own personal haven.brbrGuests of this property will have access to the private Jack Nicklaus golf course with a fee. Guests will enjoy nature walks through hundreds of acres of private nature paths that provide beautiful views of the bay. There is an indoor pool, spa, basketball courts, volleyball court, tennis courts including clay courts, an outdoor family wave pool, and adult only swimming pool with hot tub. The Lakeside Village also includes a state of the art work out facility and the newly renovated restaurant, The Terrace Grill, or have a special dinner out at the Club. Drive to the Rehoboth boardwalk, the quaint town of Lewes, or lovely town of Bethany. Ideal for visiting the hustle and bustle of the local beach towns with the ability to escape back to the peaceful setting of The Peninsula. 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;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.

27531 S Nicklaus Ave - Four bedroom home in the amenity filled Peninsula!

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$334.04

CLASSIC BEACH HOUSE RIGHT ON THE BAY - Just what you've been looking for! MINI-WEEKS AVAILABLE ALL YEARbrbrIf you're dreaming of a beach vacation, love listening to the music of the waves, then this beach house is exactly where you want to be! This home that sleeps 6 people on 1-queen and 2-full beds, plus a pull-out sofa bed - and is just steps from the bay. The cottage has all the comforts of home including a screened in porch and comfortable living room. You can enjoy your morning coffee with the breathtaking sunrise or at dusk for the stunning sunset and gaze at all the stars in the dark sky.brbrBOOK TODAY BEFORE ITS GONE!!brbrWe’ve partnered with Xplorie to offer you up to $275 per day in complimentary activities for each day of your stay. Explore top local attractions and unforgettable adventures like golf, a bike rental and a wine tasting. One free ticket to each activity per day of your stay is included! brBook now to unlock these exclusive guest perks and start planning your adventures! Valid for stays under 28 days. Activity value varies by season and availability.

MINI-WEEKS AVAILABLE ALL YEAR!! CLASSIC BEACH HOUSE RIGHT ON THE BAY - Just what you've been looking for!

Millsboro, Delaware, United States

2

Bed

1

Bath

6

Sleeps

$324.95

Enjoy a wonderful stay at this 3-bedroom house on Rehoboth Bay in Long Neck Delaware. The space welcomes guests with a cozy atmosphere and thoughtful touches like central air-conditioning and heating to keep you comfortable year-round. Two full bathrooms offer convenience without sacrificing charm. Whether you’re relaxing indoors or exploring nearby, this adorable home provides a quiet retreat after a day of adventure. Brand new (May 2026) gas grill. On the water along Rehoboth Bay, with a dock for your boat, enjoy cruising and fishing on the water. Incredible restaurants and attractions nearby! (note that some of the photos were taken during winter, we will update them when the weather gets warmer). Brand new (May 2026) 55 QLED Roku Smart TV with guest mode (protects your info). Brand new (May 2026) Broilmaster gas grill.

Incredible 3-bedroom house WITH BOAT DOCK on Rehoboth Bay

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$259.85

Welcome! Escape to The Peninsula with its numerous amenities and walks along gorgeous wetland vistas. The Peninsula is a 5-star, private waterfront resort for the whole family on 775 acres of coastal terrain and a short drive to Rehoboth Beach and outlet shopping!brbrWorld-class amenities include indoor and outdoor pools (adult only pool and hot tub, WAVE Pool and year round indoor pool), tennis courts, Jack Nicklaus Signature Golf Course, state of the art fitness center, Calm-water Spa, volleyball, bocce ball, kayaking, paddle boarding, miles of walking and biking trails with observation decks. There are also 2 sandy beaches on the bay and crabbing and fishing piers. brbrOur spacious condo has 3 Bedrooms and sleeps up to 8 (6 adults max), but can also comfortably accommodate a 4 some for a golf trip. 2 rooms have a queen bed, 1 room (den converted to sleeping area with 2 twins, comfortable couch and fold-out futon for additional sleeping space. 2.5 Bathrooms, Laundry Room, kitchen bar, and flat screen TV. Partial balcony view of golf course and water. Fully equipped kitchen for meal sharing nights or dine al fresco at the grille or clubhouse.brbrPlease note the Peninsula Community Assocation charges a weekly amenity pass for all recreation and pool access. Weekly fees are $110/per adult over age 16 and $55 for kids ages 6 - 15. We do not collect payment at time of rental to save you on service-related charges.

Condo

Family Friendly Condo, Rehoboth Beach, Resort Amenities

Millsboro, Delaware, United States