Vacation Rentals By Owner In Millsboro, DE

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

4

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

4

Bed

5

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

Sleeps

$349.9

Summary:brbrThe Peninsula - 22198 Dune CirbrbrbrbrThe Space:brbrNestled in the charming town of Millsboro, DE, this townhouse at The Peninsula offers a luxurious retreat for your vacation getaway. With a plethora of amenities and a prime location near the ocean, this property is the perfect choice for those seeking relaxation and recreation. The townhouse features multiple levels, providing ample space for your group to spread out and unwind. Enjoy the convenience of a fully equipped kitchen with modern appliances, a cozy living room with a TV for entertainment, and a private patio and balcony for soaking up the sun. During your stay, take advantage of the community's fantastic amenities, including a hot tub, sauna, tennis court, indoor and outdoor pools, and a fitness room. Whether you prefer to relax poolside, play a game of tennis, or work out in the gym, there's something for everyone to enjoy. For outdoor enthusiasts, the townhouse provides adult bikes for exploring the area, and with golf courses nearby, you can tee off amidst stunning scenery. After a day of adventure, unwind with a movie night using the Netflix streaming service or challenge your companions to a friendly game of board games in the game room. With central AC, a washer/dryer, and all the comforts of home, this townhouse at The Peninsula in Millsboro, DE, ensures a memorable and enjoyable stay. Book now and experience the ultimate vacation retreat on the Delaware coast! bRESORT AMENITIES/b - Indoor/outdoor pools - Hot tubs - 18-hole golf - Virtual golf - Putt-putt - Playground - Tennis courts - Pickleball courts - Fitness center 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 #20257135557 bTHINGS TO KNOW/b Streaming services are available with guests’ own account(s). This home is not equipped with cable. Community quiet hours are observed from 10 pm-8 am. 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 (May 23, 2025 - September 1, 2025) 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. 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. 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.

The Peninsula townhome w/ indoor/outdoor pools, on-site golf & tennis/pickleball

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$459.8

Summary:brbrThe Peninsula - 27606 S Nicklaus AvebrbrbrbrThe Space:brbrEscape to this luxurious house in Millsboro, DE, where every detail has been carefully curated to ensure a memorable vacation experience. The garage has been transformed into a full game room, complete with a sectional sofa, bar with a mini fridge, pool table, ping pong, shuffleboard, darts, ring toss, cornhole, and two 80” flat screens. A split unit HVAC system dedicated to the garage ensures your comfort while you enjoy all the entertainment options available. Step outside to the outdoor pool area and take in the stunning water view while relaxing in the hot tub. With on-site golf, indoor pool, and a deck perfect for soaking up the sun, this property truly feels like a resort. The balcony offers a peaceful spot to enjoy your morning coffee or evening cocktail, overlooking the golf course. Inside, the house is designed with families in mind, featuring a variety of sleeping arrangements including king, queen, twin, and bunk beds. The jetted tub in one of the bathrooms provides a spa-like experience, while amenities such as, Netflix streaming, and central AC ensure your comfort throughout your stay. Whether you're grilling on the gas grill, playing a round of pool, or simply relaxing by the fireplace, this house offers something for everyone. Enjoy the convenience of a fully equipped kitchen, washer/dryer, and internet access. With board games, a ping-pong table, pool table, sauna, tennis court, and gym on-site, there's no shortage of entertainment options. Experience the ultimate family getaway at this Millsboro retreat. Book your stay now and create lasting memories in this beautiful waterfront property. This property has 2 cameras that face the driveway for added security. Amenity Passes (either Weekly or Daily) are required for the following: Pools Tennis & Pickleball Courts* Fitness Center Mini Golf Basketball Courts Bocce Courts Activities Room Use of Kayaks & SUPs* Golf Course* Clubhouse Restaurant & Terrace Grille* (Dine-In and Take Out) *Additional Fees Apply Amenity Pass Charges, purchased in the Lakeside Village at the concierge desk. In Season - Memorial Day - Labor Day Adult (16+ yrs) Weekly = $110 Week day = $20 Fri. & Sun (no Saturday use for rental guests) = $30 Child ( 6-15 yrs.)Weekly = $55 Week day = $10 Fri & Sun (no Saturday use for rental guests) = $15 Off Season - Labor Day - Memorial Day Adult (16+ yrs) Weekly = $51 Daily = $10 (no Saturday restriction) Child (6-15 yrs) Weekly = $25 Daily = $5 (no Saturday restriction) 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. 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. Delaware Accommodations Intermediary License #2024712698

The Peninsula house w/ indoor/outdoor pools, on-site golf & tennis/pickleball

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$390.55

Summary:brbrThe Peninsula - 22308 Dune Cir #74brbrbrbrThe Space:brbrWelcome to your perfect getaway in Millsboro, DE! This spacious townhouse is designed with families in mind, offering a wealth of amenities to ensure a comfortable and enjoyable stay. With a fully equipped kitchen featuring a fridge, stove, oven, and dishwasher, you can easily prepare meals for your loved ones. The living room is perfect for relaxation, complete with a sofa bed and a TV for movie nights, while the dining area provides ample space for family meals. Step outside to enjoy the community's fantastic amenities, including a refreshing outdoor pool, hot tub, and tennis court. For the more adventurous, the nearby ocean offers opportunities for sailing, kayaking, and paddleboarding. After a day of fun, unwind in the townhouse or take a stroll to explore local attractions such as water parks, restaurants, and shopping outlets. With comfortable sleeping arrangements, including a king bed, queen bed, and twin bed, everyone will have their own space to recharge. Additional conveniences like central AC, WiFi, and a washer/dryer make this townhouse a true home away from home. Whether you're looking to relax or explore, this Millsboro townhouse is the ideal family-friendly retreat. Book your stay 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

The Peninsula spacious home w/community pool, hot tub, tennis courts

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$405.84

Summary:brbrThe Peninsula - 24647 Navigators WalkbrbrbrbrThe Space:brbrDelight in the ultimate family vacation with this sprawling, multi-level Millsboro home, nestled perfectly within the Peninsula resort community and bursting with fantastic amenities! Enjoy access to everything this idyllic community has to offer including a small private beach on the Indian River Bay, indoor/outdoor pools, hot tubs, 18-hole golf, virtual golf and putt-putt, a children’s playground, tennis and pickleball courts, as well as a sauna and fitness center. Explore the outdoors using one of the four provided bikes. The community also offers over six miles of hiking paths by the water and a fishing pier. With no shortage of family-friendly fun, spend your sunny afternoons making a splash in one of the four pools or playing a leisurely round of golf on a scenic course. When looking to venture out, you are eight miles to Lewes Beach and State Park. Jungle Jim’s, Gordons Pond State Park, and the Delaware Seashore State Park are all within 18 miles. Inside, the epitome of luxury awaits in the sun-drenched, open-concept interiors featuring high ceilings, expansive windows, and stylish furnishings. Have a family movie night upstairs, get some work done in the home office, or play board games by the cozy fireplace. Discover your next beach read in the well-furnished study. Don’t forget the piano serenade as the evening winds down! An elegant, well-appointed kitchen hosts high-end appliances and plenty of sparkling counter space for easy meal preparation and tasty dinners. Start your morning with a hot cup of coffee, courtesy of Keurig. The bedrooms inspire supreme relaxation with plush linens and spa-like en suite baths. As golden hour approaches, unwind on the private balcony with a glass of wine to watch the sunset and prepare for another day in this resort paradise. 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 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Streaming only with guest’s own account. This home is not equipped with cable. There is a partial AC unit in one of the bedrooms. 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. 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.

Amazing Peninsula retreat with pools, hot tubs, sports courts, & ample golfing

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$275.37

Beautiful home in a quiet residential community just minutes away from Indian River bay. There you will find dining on the water at restaurants such as Serendipity and Paradise Grill come and experience beautiful bay views. Bring your water crafts and experience the bays relaxing adventures. Gull Point public boat ramp with crabbing pier is just 2 miles away. Baywood Greens is very close with easy access to and from the course. The property has spacious front and backyards that provide plenty room for outdoor fun. The property is regularly treated and is a mosquito and tick free zone!!! You can fire up the gas grill and enjoy outside dining without being on the menu yourself :). 3 major grocery stores less than 3 miles away and also plenty of restaurants to choose from. The beaches and boardwalks less than 13 miles away. This is a easy access property without alot of traffic and congestion. Bring Your family and friends and enjoy!!

Cozy 3-bedroom house in enjoyable Long Neck Delaware, By the Indian River bay

Millsboro, Delaware, United States

Bed

Bath

8

Sleeps

$321.11

Located in Millsboro, enjoy what this 2-bedroom recreational vehicle has to offer. With a pleasant queen bed, twin bed, and futon, guests can relax comfortably. The property features heating, AC, pool, camp store w/ game room and a fitness room for a brilliant stay. The bathroom includes a shower and a hair dryer for added convenience. We'll be available to answer any questions while you stay at our place.

Mobile Home

Cozy 2-bedroom RV with fitness room and AC in charming Millsboro

Millsboro, Delaware, United States

Bed

1

Bath

5

Sleeps

$685.64

Experience the pinnacle of resort-style living at this stunning vacation retreat, perfectly situated within the prestigious Peninsula on the Indian River Bay. This elegant home blends sophisticated design with a relaxed coastal vibe, offering spacious interiors and high-end finishes that cater to families and groups seeking a premium getaway. From the moment you step through the door, you’ll be greeted by an open-concept layout, flooded with natural light and curated for ultimate comfort.brbrThe heart of the home features a gourmet kitchen equipped with stainless steel appliances and ample counter space, making it easy to whip up a seaside feast. Transition seamlessly from the dining area to the inviting living room, or take the conversation outdoors to your private patio. Whether you’re enjoying a quiet morning coffee or hosting a sunset dinner, the serene surroundings of The Peninsula provide the perfect backdrop for making lasting memories.brbrStaying at this home grants you access to the unparalleled amenities of Delaware’s premier gated community. Spend your days perfecting your swing on the Jack Nicklaus Signature golf course (extra fees charged by the club), lounging by the sandy beach wave pool, or staying active at the state-of-the-art athletic club and tennis courts. With miles of nature trails and a professional-grade spa just minutes away, every member of your party will find their personal version of paradise.brbrBeyond the gates, you are perfectly positioned to explore the best of the Delaware coast. A short drive brings you to the boardwalks and pristine sands of Rehoboth and Lewes beaches, as well as tax-free boutique shopping and award-winning dining. At the end of the day, retreat to your quiet sanctuary on Medallion Avenue.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.

27523 Medallion Ave., The Peninsula ~

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$528.69

Summary:brbrEnjoy this luxurious, stunning new modern coastal 5BR/3.5 Bathroom townhome located at the Peninsula. Every room of the home is styled and brimming with comfort, a perfect backdrop for your family vacation! LINENS PROVIDED FOR NO EXTRA CHARGE!brbrbrbrThe Peninsula is located on over 800 acres of land surrounded by the Indian River Bay.brbrbrbrThe Space:brbrThe Peninsula is a lovely, 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, family activity, toddler splash pad, a professionally designed tennis (4 Premier & 2 Har-Tru courts) & pickle ball venue (6 courts), lighted basketball courts, large kids game room, 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 (extra fee applies). There are also water sports on the bay through paddle board and kayak rentals.brbrbrbrbrbrInside, you will find sun-filled living spaces, a fresh & fully-equipped kitchen, a dining room table that seats 10, high-speed WiFi, Smart TVs that you can login to your accounts and stream your favorite shows from and a dedicated office space for remote work. There is also a private stoned patio with a gas fireplace and a barbecue grill. brbrThe place is fully updated, with all of the comforts of home. Kick back & relax! Nestled within the Peninsula--enjoy a resort vacation, full of amenities for kids and adults. The house offers a breath of fresh air and is a true home away from home.brbrbrbrFIVE bedrooms + a dedicated office space and a LOFT can be found in this cozy home. All provide you with the high-level comfort and convenience needed to relax and rest after an exciting day of exploring.brbrbrbr★ SLEEPING ARRANGEMENTS★brbrMain Floor (Ensuite Primary Bedroom) --King w/ en-suite with two walk-in closets and a TVbrbr2nd Floor -- 2 Bunk Beds with a TV (4 Twin Beds total)brbr2nd Floor Bedroom # 2 -- Queen Bed with a TVbrbr2nd Floor Bedroom #3 -- King Bed with TVbrbr2nd Floor Bedroom # 4 -- Queen Bed with a TVbrbr2nd Floor Loft- Pull Out Couch (converts to Queen Bed) + Air mattress. TV in this roombrbr*Pack N Play is available (for free)brbrbrbrThere is plenty of parking space, our garage is available at your convenience (2cars), our driveway can fit up to 2 cars easily as well. 4 car maximum. NO STREET PARKING is allowed but guests are welcome to park at the clubhouse, if you have more than 4 cars. brbrbrbrWe are committed to providing great service to this property! We put a lot of time, effort, and love into this home. We personally work very hard to ensure the home is perfectly clean and exceptional for each and every single one of our guests.brbrbrbr**** 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. They are not included in the quoted rental rates.brbrbrbrAMENITIES MENU AND PRICINGbrbrbrbrGuests will have optional access to the world-renowned private Jack Nicklaus golf course on property. This home’s location is just a short walk to the club house and pools (a map will be provided after booking). There is also easy access to the nature trails, fishing pier, private beach, Lakeside Village Center featuring tennis/pickle-ball courts, wave pool, spa, outdoor adult pool, new outdoor family 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. Water sports on the bay through paddle-board and kayak rentals are also available.brbrbrbr- Golf Feesbrbr - In Season 18 holes: $200 (May 28th - Sep 5th)brbr - In Season 9 holes: $127 (May 28th - Sep 5th)brbr - Off Season 18 holes: $132 (Sep 6th - May 27th)brbr - Off Season 9 holes: $92 (Sep 6th - May 27th)brbr -Includes golf cart fees. Clubs and practice range can be purchased/rented brbr at the clubhouse separately.brbrbrbr- Amenities and Pools brbr Renter & Guest Pass Policies (Subject to Change in the Future)brbrbrbrAMENITIES PASS INFORMATION 2026brbrGuest Rates 2026 In Season (May 25– Sept. 7)brbrDay Passbrbr(price per day)brbrUnaccompanied Guests &brbrRenters brbrAge 16+: $30brbrAge 6-15: $20brbrbrbrWeek Pass brbrAge 16+:$125brbr Age 6-15: $85brbrbrbrbrbrOff-Season (Unaccompanied Guests & Renters):brbr-Age 16 and up: $10 per day or $51 per weekbrbr-Age 6–15: $5 per day or $30 per weekbrbrbrbr- These fees exclude golf fees. Tennis and pickle-ball 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. During the in-season, the fitness and pool facilities are closed to renters on Saturdays.brbrbrbrIMPORTANT NOTE: brbr--The Peninsula requires submission of the Gatehouse Registration Form 10 days prior to rental start. Please let us know if your booking window has passed to check if we are able to accommodate.brbr--This property DOES NOT ALLOW PETS.brbr--The Peninsula rules allow for a maximum of 4 cars.brbr--7 night minimum June, July and August (in season) - 3 night minimum in the off-seasonbrbrbrbrThis home offers the best of all worlds: 5 star amenities, pools, golf, a short drive to the shopping outlets, local beaches (Rehoboth, Dewey and Bethany) and Jungle Jim's Water parkbrbrbrbrMessage us & ask about our early check-in/out optionsbrbrbrbrGuest Access:brbrThe home is exclusively yours, without interruption for the duration of your stay, so relax, unwind, and make yourself at home.brbrbrbrThe Neighborhood:brbrFrom the moment you arrive at the community, you’ll be impressed. The 24/7 gated entryway, winding streets and lush landscaping greet you at the entrance of the community. While you don’t have to leave, when you decide to venture outside this resort community, you’ll be just a mile off Route 24 — close to great beaches, local restaurants, and everyday shopping needs. Nearby Harris Teeter, Giant and other daily conveniences offer everything you need without going far. Plus, Tanger Outlets are just a few minutes further! brbrbrbrbrbrCoastal Delaware offers a relaxed environment that is close to the action of the East Coast’s major metropolitan regions, while providing a vibrant culture and active lifestyle all its own.brbrbrbrGetting Around:brbrAt The Peninsula, walkability is real! A 5-minute walk puts you on the private beach (outdoor wave pool) , in the indoor pool, on the golf course or in our amazing clubhouse. The indoor pool and fitness center will keep homeowners in shape year-round. You can also enjoy fishing, kayaking, crabbing, and bird-watching right inside this 24 hour-gated community.brbrbrbrOther Things to Note:brbrIMPORTANT REMINDERS:brbrbrbr-Disclaimer of LIABILITY: The property is privately owned and neither the owners nor we, the management company, accept any responsibility whatsoever for personal injury, accidents, loss or damage to persons or personal effects, however caused.brbrbrbr- Primary renter MUST be at least 25 years old to book, must be staying at the rental property with other guests, and is responsible for all guests and visitorsbrbrbrbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrbrbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrbrbrABSOLUTELY NO PARTIES. No Gatherings. Be kind to the neighbors. Do not block their parking spots/driveways. If you BREAK THE NO PARTY RULE, you will be asked to leave and forfeit your rent. We have the right to assess a $2000 fine if this rules are violated. This home is in a residential neighborhood so please observe the quiet times— 10:00pm to 8:00am.brbrbrbrSTARTER SUPPLIES : This is a self-served unit and we recommend all guests to purchase daily necessities prior to their arrival. We provide the starter pack of toiletries. If any initial supplies (coffee, trash bags, paper products, soaps, detergents, etc.) that have been provided are used up, you will need to purchase your own for your use.brbrbrbrbrbrPARKING : Guest park vehicles at their own risk and must abide by all community, city, county and state parking rules and laws. The community does not allow street parking and will tow cars. All vehicles must be parked in the garage and the driveway. Additional parking is allowed at the clubhouse brbrbrbrbrbrThe property has an external camera at the exterior of the home. This video footage is not shared and is recorded for liability reasons in the case of a break-in, death, injury, or in the rare stay where house rules are broken, and in no way infringes upon the guests’ expectations of privacy in these public areas of the property. Any attempt at disabling or obscuring the cameras is prohibited and may result in the guest being evicted without refund.brbrbrbrInteraction with Guests:brbrI give my guests space but am available when neededbrbrYou are welcome to contact us with questions through the Airbnb app should anything come up during your stay— we are not far away.. but we do not interact directly with guests unless it’s necessary. We make sure you feel like you're in your home-away-from-home, free of intrusion.

Sleeps 12_5BR_FirePit+Pool_Linens Included

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$981.05

Discover the beauty of Millsboro from this marvelous 6-bedroom house. With 3 queen beds, 2 full beds, 2 twin bed, and 4 futon, our superb property offers ample space for guests to relax and unwind. Enjoy the convenience of amenities like an iron, washing machine, WiFi, heating, hair dryer, and AC. Plus, there are 5 bathrooms available for your comfort. Whether you're planning a long or short stay, our nice living room with 2 sofa beds ensures a memorable holiday experience. Come and make yourself at home in our inviting vacation rental.

Your vacation home of 4200sq ft Millsboro.Pet friendly,Private Pool Jacuzzi etc

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$117.35

Take it easy at this unique & cozy getaway, completely private with it's own entrance. Minutes away from Delaware beaches, Tangier Outlets (tax free shopping) and Plantation Lakes Golf & Country Club.brLarge bedroom w/king, private bath, efficiency kitchen and seating area! Kitchenette has Coffee maker, efficiency fridge, & Air fryer.brThis is a perfect getaway for a couple & there is a pack n play for the baby! Longer stays avail for work, located near many local hospitals (pls message if interested).brThe private bedroom, bathroom, and kitchenette have been renovated to have the perfect getaway experience with an affordable budget! There is private access and is completely separate for guests. There is a deck with seating to sit and enjoy the nice weather! All rooms are spacious and nicely decorated.brOther things to notebrThere is ample parking spaces for 1 to 2 cars near the front porch, on the property in the driveway. Follow the front paver sidewalk around the side of the house, the entrance will be at the top of the stairs to the 2nd floor.

Apartment

Getaway! Close to beach, outlet shopping & golf!

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$514.8

All new updates and furnishings! This spacious, coastal-themed home in The Peninsula has no everything you need for a fun and relaxing getaway. We are conveniently located within biking distance to the pools, including the signature wave pool, full service spa, poolside Terrace Grille, gym/athletic center with 2 Peloton bikes, tennis/pickleball courts and the excellent clubhouse bar/restaurant.brbrElectric car charging in the garage, ping pong, bicycles in various sizes. The open floor plan is perfect for entertaining friends or hosting family. The kitchen area is equipped with all the essentials to start and end your day; including brand new stainless steel appliances, pots/pans, coastal dishes, glasses, mugs and flatware, kids dishes, spices, Regular and Keurig coffee maker, toaster/oven, and butler’s pantry with bar and stemware.brbrUpstairs you will find 3 well appointed and tastefully decorated bedrooms. Main bath has a large tiled shower w/ seat, separate toilet, his/her sinks and plenty of counter space. All upstairs bedrooms have either porch or patio access and and new ceiling fans installed. brThere is a convenient upstairs laundry room with full size washer, dryer and utility sink. brThe lower, garage/walk-in level is complete with the 4th generously sized queen bedroom. along with a privatefull bathroom, brick patio, game/roulette table, wet bar w/second living room, and 55inch smart TV.brbrbr***Guests must bring sheets, bath towels and beach towels unless opting in for a linen service to be arranged separately.brbr**Notes from Athletic Club to use the amenities***br**Daily or weekly passes to use the pools/fitness center/Athletic Club can be purchased at the Athletic Club front desk. **Renters and Unaccompanied Guests will not have access to the Athletic Club and Pools on Saturdays.br**Renters and Unaccompanied Guests are not allowed to access the Athletic Club before 10am, Sunday through Friday all year. brbrDuring your stay with us at The Peninsula you get the best of both worlds, the resort-like setting close enough to the hustle and bustle of the beach, boardwalk and outlets, yet far enough away to truly enjoy a peaceful vacation.brbrThis home offers enhanced safety features including: brfire sprinkler system throughoutbrcarbon monoxide detector/alarm brnatural gas/LP detector/alarm and doorbell cam

1st floor suite, EV car charger, 6 patios&porches at 5 star Peninsula resort!

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$277.91

Unwind at this stunning ranch house near several beaches like Rehoboth Beach, Dewey Beach, and Bethany Beach. The house was lovingly designed and built with waterproof floors, high-beamed ceilings, and antique details for a luxurious yet charming feel.brIt only takes five minutes to walk to the waterfront at Indian River Bay. Most of the time, you can enjoy the waterside amenities like in a private setting as the house is in the quiet Warwick Park. Very family friendly.

Spacious Home to Create Memories - access to Bay river and beaches

Millsboro, Delaware, United States

Bed

Bath

8

Sleeps

$634.39

Welcome to this stunning contemporary residence where coastal elegance meets modern convenience. Located within the gated community of The Peninsula on the Indian River Bay, this expansive home is designed to impress from the moment you step through the door. Featuring a rare private elevator that services all levels, this property ensures effortless accessibility for every guest, making it the perfect choice for multi-generational families or those simply looking for a touch of high-end convenience during their stay.brbrThe heart of the home is defined by a spectacular open-concept living area that seamlessly integrates the gourmet kitchen, dining space, and great room. With soaring ceilings and walls of glass, the interior feels bright, airy, and interconnected, allowing conversations to flow as easily as the natural light. Whether you are whipping up a coastal feast in the chef-inspired kitchen or gathering around the fireplace for a cozy evening, the layout is meticulously crafted to foster togetherness while maintaining an undeniable sense of grandeur.brbrEntertainment is taken to the next level in the dedicated game room, featuring a pool table and ample space for indoor fun. It’s the ultimate hangout spot for rainy afternoons or late-night tournaments after a day on the water. When it’s time to wind down, step outside to the private decks to take in the serene pond views. The shimmering water and manicured landscape provide a tranquil backdrop for your morning coffee or a sunset cocktail, offering a peaceful sanctuary away from the hustle and bustle.brbrBeyond the home’s private luxuries, you’ll enjoy full access to the world-class amenities that make The Peninsula Delaware’s premier resort destination. From the Jack Nicklaus Signature golf course and the sandy beach wave pool to the state-of-the-art athletic club and miles of nature trails, there is never a dull moment. This home isn't just a vacation rental; it’s an invitation to experience a lifestyle of leisure, sport, and total relaxation in one of the East Coast's most prestigious enclaves.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.brPeninsula rules allow for a maximum of 3 cars.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 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.

26960 Sunburst Path, The Peninsula

Millsboro, Delaware, United States

Bed

Bath

Sleeps

$240.97

Bring your family and the boat and enjoy this lovely home! Catch a beautiful sunrise over the water while enjoying your morning coffee on the front deck! Public boat ramp access is only one mile away. Boat slip is available and access to dock right in front of the house! Two kayaks available for guest use. 10 miles from Rehoboth and popular beaches! 10 minute boat ride to Paradise Grill, a fun, family-friendly restaurant!

Cozy Home on River- dock access

Millsboro, Delaware, United States

Bed