29 houses for rent in Dukes County

Historic Quaint Waterfront Cottage with spectacular 180 degree views of Edgartown Harbor, Oak Bluffs, Cape Cod and Cape Poge, Over 200 feet of secluded, completely private beach, The back yard abuts the fairways and club house of the'Royal Ancient Chappaquiddick Links' Private Golf Course. (You must pay dues to play golf), Great outdoor shower. You can see the fireworks (in 5 locations at once) from your front porch on the 4th of July in Edgartown, Oak Bluffs, Falmouth, Mashpee and Hyannis. Total of seven bedrooms (4 of them have double beds and 3 of them have only one single bed). The rental price is $7,000.00 per week, and there is a 32 day minimum rental period. 2k refundable security deposit required. Hurry and book now to pick your own weeks for an unforgettably great vacation!

Pond Front Luxury Retreat Discover this stunning 7-bedroom, 9-bathroom estate set on 9 private acres along Martha’s Vineyard’s picturesque South Shore. This newly constructed property masterfully blends elegance, comfort, and breathtaking water views. Property Highlights: Heated saltwater pool & spa (16' x 42') for ultimate relaxation Expansive screened porch with a wood-burning fireplace & soaring 11-ft ceilings Gourmet chef’s kitchen featuring Thermador appliances, quartz countertops & a spacious island Butler's pantry complete with additional refrigerator and dishwasher Outdoor kitchen perfect for al fresco dining Outdoor kitchen perfect for al fresco dining Multiple suites & private decks, offering stunning views & tranquil privacy Primary suite on the main floor with a spa-like ensuite & private outdoor shower Five bedroom suites with king beds and private baths, 2 additional guest bedrooms share a hall bath Media room, reading nook & lounge areas designed for both entertainment &

Chip Chop is the legendary 20-acre beach compound set on Vineyard Sound. The property has lived large in Martha's Vineyard lore since the 1940s when it was built for celebrated Broadway star Katharine Cornell. For many decades it has hosted a broad spectrum of well-known figures from the worlds of literature, theater, cinema, and politics. A mile of private shoreline surrounds the property, including 2000 feet of sandy beach on the exquisite swimming waters of Vineyard Sound, and a large swath of sandy beach on Lake Tashmoo. Features include a two bedroom main house, outside of which sit the Pond Pavilion and the Ocean Pavilion, two separate, detached bedroom suites. There are also two elegant beach houses built in 2007 which offer astonishing water views on Martha's Vineyard. The swimming pool overlooking Vineyard Sound with views of the mainland beyond is simply stunning. A Har-Tru tennis court is discretely nestled in a private corner of the property. Supremely stylish and yet consu

Experience breathtaking views of Sengekontacket Pond, State Beach, and all the way to Chappaquiddick from this stunning newly built property. Overlooking the third, fourth, and fifth holes of the renowned Farm Neck Golf Club, this home offers the perfect balance of natural beauty and luxury. The expansive Great Room features panoramic vistas, while the property includes 5 spacious bedrooms, 6 full baths, and a large lower-level rec room complete with additional sleeping space, kitchenette, and ping pong table. There are two sets of washers and dryers included, one on the main level and one in the lower level. Step outside onto the generous deck facing the water, or relax in the serene bluestone patio courtyard. After a day at the beach, kayaking, or a round of tennis at nearby Farm Neck, rinse off in one of the two convenient outdoor showers. The property is located within the Waterview Farms community, which boasts miles of scenic walking trails and association beach access on Sengeko

A contemporary katama retreat, newly refreshed and ready for summer. Set in one of Edgartown’s most coveted coastal enclaves, this contemporary retreat captures the effortless rhythm of Katama living: sun-filled interiors, generous gathering spaces, ocean breezes, and a private backyard oasis designed for long summer days by the pool. Moments from South Beach, this tri-level contemporary offers the rare combination of relaxed island comfort, strong rental appeal, and meaningful recent improvements that make the property feel refreshed, renewed, and ready for its next chapter. The heart of the home is the dramatic open-concept living level, where vaulted ceilings, a wood-burning fireplace, and walls of sliding glass doors invite light, air, and the sound of the nearby surf inside. The updated kitchen, with quartz countertops, stainless steel appliances, and breakfast bar seating, flows easily into the dining and living areas, creating a natural setting for family, friends, and effortles

Escape to one of Cape Cod’s most coveted neighborhoods with this beautifully renovated 5-bedroom, 5-bath home in Wianno. Perfect for family gatherings or a relaxing getaway, this spacious retreat offers elegant coastal charm just minutes from Dowses Beach and Nantucket Sound. 5 stylish bedrooms & 4 1/2 spa-inspired bathrooms Gourmet kitchen ideal for entertaining Cozy den for quiet reading or movie nights Outdoor dining with firepit for summer evenings Walk or bike to Osterville village shops & restaurants Nearby Activities: Kayaking, pickleball, tennis, beach days, and more—fun for all ages! Rental Period: Two weeks in Summer 2026 Perfect For: Families, reunions, or couples seeking a luxurious coastal escape DM for photos, pricing, and availability! Rental Terms: Summer Weekly: $12,000 Per Week

Just moments from Keyes Beach, this beautifully renovated three-bedroom, two-bath home perfectly balances modern coastal style with relaxed sophistication. Thoughtfully designed and exquisitely furnished, each bedroom features Matouk linens and Serena & Lily bedding for a luxurious night’s rest. The open-concept living areas flow effortlessly to a private outdoor oasis complete with a fire pit, hot tub, and dining area—ideal for summer evenings under the stars. Additional amenities include central air, high-speed internet, an integrated Sonos sound system, and premium linens and towels. Accommodations comfortably sleep six: two king bedrooms, one queen, and a daybed. Ideally located within walking distance of the Hyannis Yacht Club and just minutes from the Hyannisport Golf Club, this home offers easy access to downtown Hyannis, the harbor, boutique shopping, dining, and ferries to the Islands. Rental Terms: Summer Weekly: $6,000 Per Week

WINTER RENTAL: Charming, fully furnished 3-bedroom cottage located in the heart of Marion. All bedrooms are situated on the second floor. The first floor features a comfortable living room, dining room, home office, utility room, and access to a private backyard patio-perfect for enjoying quiet winter evenings. Available September 1, 2026 through May 30, 2027. Please contact the listing agent to schedule a showing. In addition to a completed application and credit check, applicants will be required to obtain an iCORI (background) report

Welcome to'Anchor Down' in the heart of Brant Point and short walk into town, jetties, and children's beach. Main House 5 Beds | 4 Baths + Cottage 1 Bed | 1 Bath. Sleeps 13 Newly renovated main house and cottage decorated in 2022, enter into the bright & airy living room with wood-burning fireplace, sun room, and dining room with access to newly designed back patio area with custom built-in gas grill, outdoor kitchen area with round dining table (8), a fire pit perfect for entertaining. Open well-equipped island kitchen. Access to private widow's walk for spectacular 360 views of all of Brant Point. Full basement w/washer and dryer. Fenced in front yard with private driveway w/2 off-street parking. Roll Tide', the detached cottage includes 1 bed-King, 1 full bath, living room, and full kitchen. First floor laundry room. Summer weekly rates starting at $23,500. Inquire for more information and availability!

236B Smoke Valley is serene and surrounded by nature, offering peaceful mornings, beautiful sunsets, and water access right outside your door. A deep-water pier and float can accommodate a boat up to 35 feet with a 3.5-foot draft. Enjoy use of the heated pool (seasonal), tennis court, and a detached second-floor pool house office with sweeping views of the salt marsh and tall pines. Outdoor living areas include a hilltop stone terrace with firepit, outdoor shower, hammock, and propane grill. Two kayaks, two paddleboards, and a canoe are available for use. Inside, guests will find central air conditioning, Wi-Fi, television, and laundry. Sleeps up to five adults. Three bedrooms: two king beds and one queen. Monthly rates: $28,000 July and August; $10,000 May, June, September, and October; $4,000 November through April. Rental Terms: Other / Short Term. May June September October: $10,000 Summer Monthly: $28,000 Per Month

Woods Hole furnished rental. This modern home was built in 2024 with attention to detail & high-end finishes. Enjoy the proximity to Woods Hole Village offering world class restaurants, artisan shopping, boating, fishing, and tennis. Spend time exploring Martha's Vineyard, the ferry is a short distance from this home. Also close by is the Woods Hole entrance to the Shining Sea Bike Path a 10.7-mile trail through Falmouth with stunning views of beaches, salt marshes & harbors for walkers, cyclers, & runners to enjoy. Stoney Beach, Nobska Beach & Lighthouse, the Knob, Marine Biological Laboratories, Woods Hole Oceanographic Institute, the Woods Hole Science Aquarium, and the Children's School of Science are also convenient to this fully furnished, modern home. Large finished basement with a ping pong table and full size washer and dryer. Enjoy the high ceilings, natural light and open spaces this newly remodeled home offers. All of the furnishings are new including the kitchen cookware a

Availability this summer at this beachfront home steps from Old Silver Beach. The house is located in Old Silver Beach Estates on the private, expansive white sandy beach. Enjoy the ocean breeze, and the glorious sunsets. The home is meticulously maintained, with room for eight people (4 bedrooms), and 3 ½ baths. Additionally, there is a spacious family room, kitchen with large dining area and den. The yard has plenty of room for your outdoor activities. This rare opportunity awaits. Amenities: Outdoor shower, A/C, Internet, linens, towels provided. Two week stay is $30,000 Rental Terms: Summer Weekly: $15,000 Per Week

South of Route 28, this 4-bedroom, 3-bath home is available for rent for either short. Or long-term stays. The first floor includes an open kitchen/living area, a primary bedroom with private bath, a laundry room, a fourth bedroom or den, and a second full bath. The second floor offers two additional bedrooms and a third full bath. The property is within walking distance to Englewood Beach and Colonial Acres Beach

Ocean Front on Nantucket Sound. Five Bedrooms, four full baths. Fabulous views, steps to walk or swim on the beach. Outstanding rental. Books quickly Rental Terms: Summer Weekly: $17,000 Per Week

Exclusive waterfront rental in Falmouth, available in August for three weeks. Experience the pinnacle of coastal living in this exceptional 5-bedroom, 4-bath waterfront residence with deep-water dock and sweeping views of the saltwater harbor. Wake each morning to breathtaking sunrises, coffee in hand on your private covered porch, as boats glide by and the harbor comes to life. Designed for effortless luxury and relaxation, the home features upscale interiors that blend refined coastal charm with modern elegance. Sun-filled, spacious living areas invite gathering and entertaining, while the gourmet kitchen is perfectly appointed for culinary creations and hosting family and friends. Five serene bedrooms and four spa-inspired baths provide comfort and privacy, including three ensuite bedrooms with stunning water views. Every detail has been thoughtfully curated to create a tranquil, elevated retreat. Enjoy afternoons at the sandy association beach just five minutes away, explore the ha

This home is located in the heart of Wianno, only minutes to Dowses Beach and the village of Osterville. The first floor offers an open floorplan including living room, dining, kitchen, half bath, and a large master bedroom with ensuite bathroom. The second floor has three additional bedrooms and one large full bath. Fabulous outdoor space for entertaining. Amenities: Central Air, Outside Shower, Wifi, Cable TV, Linens & Towels Included. Barnstable Beach Pass Provided. No Smoking & Pets. Rental price does not include state, regional, local or community taxes or fees. Rental Terms: Summer Weekly: $7,500 Per Week

Escape to a relaxing, fun-filled vacation at this charming rental home located at 97 Sixth Ave, West Hyannisport. This well-appointed retreat is equipped with everything needed for a comfortable and memorable stay. Enjoy central air conditioning, provided linens and towels, high-speed internet, and cable TV. Refresh yourself in the outdoor shower after a day at the beach, and unwind on the spacious deck, perfect for outdoor dining and lounging. Beach chairs and beach towels are provided for your convenience. A Barnstable beach pass is included, offering easy access to beautiful local beaches. The home sleeps up to six guests with two cozy queen beds and two comfortable full beds. Please note that the rental price does not include state, regional, local, or community taxes or fees. Rental Terms: Summer Weekly: $3,400 Per Week

Welcome to 147 Scudder Road in Osterville! This charming rental offers the perfect blend of convenience and relaxation, just a short stroll away from Main Street and the pristine shores of Dowses Beach. With its ideal location and cozy atmosphere, this is the perfect retreat for enjoying all Osterville offers. Amenities: Central Air, Wireless Internet, Cable TV, Outdoor Shower, Barnstable Beach Pass. Sleep: 5, two queens and one full. The rental price does not include state, regional, local, or community taxes or fees. Rental Terms: Summer Weekly: $4,800 Per Week

Osterville Summer Rental! $2500week OR minimum of three-night stay; please call for nightly and off-season rates!This Osterville home is uniquely styled with fine furnishings and touches, tastefully bringing together an aesthetic of Cape Cod with a little Art Deco. Stepping inside your home away from home, youre greeted by rich plantings and soothing color, for that feeling of ahhhh. Now you can relax. The kitchen is well appointed with all your needs; it opens into the spacious, comfortable living room for total leisure. The first-floor features two bedrooms (one, an en suite) and two baths. The finished lower level, also building on the aesthetic, features a third bedroom, new bathroom and living space. Youll love the flow! A spacious backyard and deck make for lasting memories. Convenient Osterville location close to beaches, shopping and dining! Perfect summer getaway! Get the best price at ListedBuy!

Located in West Falmouth this 4/5 bedroom modern home is just a short stroll from a private beach and is nestled in a quiet neighborhood between West Falmouth harbor and Old Silver beach. The open concept main floor features a living room, dining and kitchen with vaulted ceilings, a large brick hearth gas fireplace as well as three bedrooms. Lower level boasts 2 bedrooms and a family room. Updated baths, beautiful wood floors and tons of natural light. Winter rental starting September 2026, Inquire for information on weekly rate for a couple select weeks in the summer

Exclusive off season waterfront rental in Falmouth, available until June 1, 2026. Luxurious living in this exceptional 5-bedroom, 4-bath waterfront residence with deep-water dock and sweeping views of the saltwater harbor. Wake each morning to breathtaking sunrises, coffee in hand on your private covered porch, as boats glide by and the harbor comes to life. Designed for effortless luxury and relaxation, the home features upscale interiors that blend refined coastal charm with modern elegance. Sun-filled, spacious living areas invite gathering and entertaining, while the gourmet kitchen is perfectly appointed for culinary creations and hosting family and friends. Five serene bedrooms and four spa-inspired baths provide comfort and privacy, including three ensuite bedrooms with stunning water views. Every detail has been thoughtfully curated to create a tranquil, elevated retreat. Enjoy strolls on the private sandy association beach just moments away, explore the harbor by boat from you

Nestled in the heart of Osterville, 48 Bayview Circle offers the perfect Cape Cod getaway with timeless coastal charm and a relaxed, comfortable feel. This beautifully maintained home features inviting living spaces filled with natural light, a well-appointed kitchen, and thoughtfully designed bedrooms ideal for family and guests. Enjoy quiet mornings with coffee on the deck, afternoons at nearby beaches, and evenings dining in the village or relaxing at home after a day on the water. Conveniently located near Osterville Village, marinas, beaches, restaurants, and shopping, this home is the perfect retreat to experience all that Cape Cod has to offer. Amenities: Sleeps 6: 1 King, 1 Queen, 2 Twins | Barnstable Beach Pass | Central AC | Internet Rental Terms: Summer Weekly: $4,200 Per Week

Experience the charm of this picturesque 3-bedroom, 2.5-bathroom Craftsman home ideally located in Falmouth Heights. Situated on Worcester Avenue, with a park across the street perfect for outdoor activities, and just steps from Falmouth Heights beach, it offers the quintessential Cape Cod summer experience. After a day at the beach, stroll over to the popular dining spots Shipwrecked and The Wharf. You can also enjoy convenient access to Downtown Falmouth and Ferries to Martha's Vineyard which are just minutes away. The updated interior features a first-floor primary bedroom with an ensuite marble bathroom, a well-appointed kitchen, a spacious dining area with seating for 10, and delightful water views from the first-floor covered porch and second-floor balcony. Upstairs, you'll find two spacious bedrooms and a second living area. Outside, there is a large private bluestone patio perfect for grilling and enjoying outdoor meals with friends and family. This property ensures you'll make

Coastal charm at its best. This home is a short stroll to Osterville Village and Dowses Beach, sits on an expansive lot with plenty of room for backyard play. A sizeable screened-in sun porch makes it an ideal space for indoor/outdoor summer living. The sunny, well-appointed kitchen with marble waterfall countertops, wine fridge, and gas range opens to a tastefully designed living room decorated in coastal blues and whites. Recently renovated, the home includes shiplap details, Serena & Lily accents, brass hardware throughout for a look that combines coastal charm with a modern touch. The first-floor master bedroom features a private deck and an adjacent bath. Two additional first-floor bedrooms include desks/home office areas. Upstairs the “bonus” room features two sections – a playful nautical-inspired hangout space equipped with TV, games, and seating and an additional sleeping area. The home offers three full bedrooms (and bonus sleeping space), a well-equipped kitchen, a living ro

Cape Cod summertime magic awaits at this classic shingled charmer in the heart of Wianno. Just moments from Osterville Village and Dowses beach, and superbly appointed, everything needed for carefree indoor/outdoor vacation living is here. A well-equipped kitchen flows seamlessly into the dining and seating area, opening up to a three-season room overlooking a bluestone patio with outdoor dining. The first floor primary bedroom with ensuite bathroom offers privacy and sanctuary. A second bedroom. Also on the first floor. Has an adjacent full bath. Upstairs offers additional sleeping space with two twin beds with trundles. Amenities: central air, linens and towels provided, high-speed internet, and patio. Sleeps six: one king, one queen, and two twins with trundles. Barnstable Beach Pass Included. No smoking. Rental Terms: Summer Weekly: $7,000 Per Week