luxury houses for rent Woods Hole, United States

A Cape Cod Quintessential summer retreat with spectacular views of the Ocean and saltmarsh. A wonderful home to create those Cape Cod Memories. This home is located in the Sippewissett area in desirable West Falmouth. The private association beach is steps away where you can swim, sun, kayak and paddle board. With west facing views you will be mesmerized by the amazing sunsets of West Falmouth. This home has a terrific floor plan for large families with numerous gathering areas, and private sitting areas There are views from nearly every room of the home. With close proximity to downtown Falmouth and Woods Hole, you will be able to enjoy the shopping, restaurants, and access the ferry boat to Martha’s Vineyard. No Availability left for 2021. Rental Terms: Summer Weekly: $3,900 Per Week

Experience coastal sophistication and serene living at 1 Shoreline Drive, located in one of Falmouth’s most desirable seaside neighborhoods. This beautifully furnished, contemporary home offers the perfect blend of elegance, functionality, and comfort — all just minutes from Portland’s vibrant Old Port and surrounded by the natural beauty of Maine’s coastline. Wake up to ocean breezes and spend your evenings on the deck enjoying sunset views. Property Features: 4 Bedrooms | 3.5 Bathrooms | Unfurnished Spacious, light-filled living designed for modern coastal living across three levels First Floor - Main House: Open-concept kitchen featuring quartz countertops, high-end stainless steel appliances, custom cabinetry, and a large island ideal for gathering Inviting dining area and living room with oversized windows that frame water views Primary suite, en-suite bathroom with a walk-in shower, and ample closet space Convenient half bath and laundry area Enclosed three-season pation with an additional screened in porch Access to a private deck overlooking tranquil, landscaped grounds — perfect for morning coffee or evening relaxation Second Floor – Main House: Two additional bedrooms with abundant natural light Full bathroom with modern finishes Additional family room or media space for comfortable lounging Apartment Above 2-Car Garage: Private suite featuring a queen-sized bed Full bathroom Counter space and mini fridge — ideal for guests, in-laws, or a private home office setup Lease Details: Available for long-term lease at $6,000/month Tenant responsible for utilities, landscaping and snow removal No smoking Additional Highlights: The home was thoughtfully designed with both energy efficiency and long-term comfort in mind. Built to maximize sustainability, it features a convection range and a hybrid furnace for optimal performance and reduced energy use. It was also constructed with lifelong living and accessibility in mind — the front entry can easily accommodate a ramp if needed, and once inside, the first-floor layout, primary suite, wider doorways, and no-step shower allow for comfortable, safe, and accessible living for years to come. Contact Legacy Properties Sotheby’s International Realty for more information or to schedule a private showing.

Legacy Properties Sotheby's International Realty is proud to present to you 7 Old MIll Road in Falmouth. Offered on a long term rental basis. This updated three bedroom three bathroom home has garage parking for at least one vehicle and possibly two if parking tandem. This home is not furnished. Located behind Skillins Greenhouse. Minutes to 295 or the Falmouth Connector to get onto I95. Or moments down route 1 to get to downtown Portland. Utilities not included.

Legacy Properties Sotheby's International Realty is delighted to introduce the elegant residence at 239 Foreside Road in Falmouth, Maine. Nestled in the prestigious Falmouth Foreside area, this home features four inviting bedrooms, complemented by two full and two half bathrooms, distributed as follows: Main Floor: Master bedroom with a king-sized bed, accompanied by an infrared sauna and a full bathroom with a luxurious soaking tub. Upper Floor: Offers a double bed, two twin beds, and a queen bed across three bedrooms, alongside a fitness area equipped with a rowing machine and free weights. The architecture of the home adds a unique charm with a second-floor hallway featuring a gently sloping ceiling, while an alternative staircase provides easy access to all upstairs bedrooms. Outdoor living is equally impressive with a heated pool set within a vast, inviting deck area. The lower level adds a playful touch with a ping pong table and additional half bathroom. Located just minutes from the tranquil Mackworth Island, with its laid-back waterfront trails and a mix of sandy and rocky beaches, the home also offers proximity to Town Landing, where you can stroll on more beaches or visit the local market for a quick grocery run or a delightful sandwich lunch. The property’s prime location allows for easy access to Route 1, leading to downtown Portland or further explorations along Maine’s scenic coast. To enhance your stay, inquire about our exclusive private chef services. Contact Legacy Properties Sotheby’s International Realty for more details on this luxurious Falmouth Foreside home.

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 Cottage and the Ocean Cottage, two separate, detached bedroom suites. There are also two elegant guest houses, "Naushon" and "Cuttyhunk", 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. Additional sleeping space is available in the Rose Cottage, featuring two bedrooms and one bath, full kitchen, and a gorgeous laundry facility. Supremely stylish and yet consummately casual, this famed Martha's Vineyard compound is the perfect setting for your dream Martha's Vineyard getaway.

Experience the quieter side of Cape Cod in this exceptional five-bedroom, four-bath waterfront retreat overlooking Green Pond with sweeping views toward Vineyard Sound. Embrace the beauty and tranquility of the off-season, where breathtaking sunrises, peaceful harbor views and crisp coastal air create an idyllic escape. Beautifully appointed interiors blend refined coastal elegance with modern comfort. Sun-filled living spaces, an inviting gas fireplace and a gourmet kitchen provide the perfect setting for cozy evenings, festive holiday gatherings and effortless entertaining. Five serene bedrooms, including three waterfront ensuites, offer comfort and privacy for family and guests. Enjoy peaceful strolls along the private sandy association beach, explore the scenic shoreline or discover the charm of Falmouth Village with its boutique shopping, inviting cafés and exceptional dining just minutes away. Whether hosting loved ones for the holidays, enjoying an extended seasonal stay or simply seeking a tranquil waterfront escape, discover the luxury of slowing down and savoring Cape Cod at its most peaceful. Rental Terms: Other / Short Term - Per Month Off Season: $10,000

Vacation in this Spectacular Oceanfront Estate in Falmouth with a private beach on Vineyard Sound. Walls of over-sized windows and sliders provide beautiful ocean views from nearly every room in the home. This custom built contemporary is impeccable, has over 6,000 sqft of living space, and offers 3 floors of living with 2 extraordinary Master Bedroom ensuites with private sitting areas. The home is equipped with an elevator to access second and third floor bedrooms. There are numerous gathering areas for relaxing and entertaining inside the home, and there are tiers of private exterior balconies and decks that wrap around the home to relax in the sun or shade and take in the beautiful vistas. Swim, paddle board, and kayak off of the sandy white beach at your back door. Both Master bedrooms have king size beds, bedrooms 3 and 4 have Queen sized beds, and the 5th bedroom has 2 twin beds. There is a terrific BBQ grill and large yard for cookouts. This home is located in close proximity to downtown Falmouth for shopping, restaurants, and ferry to Martha's Vineyard. Rental Terms: Other / Short Term - Two weeks: $40,000

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

Escape to this perfect waterfront Cape Cod summer rental getaway that has been newly renovated. Enjoy beautiful water views and a private dock with direct access to Vineyard Sound—no bridges required—this home is a boater's paradise. Dock your boat at the deep-water dock and soak in breathtaking sunsets from the west-facing deck. Not a boater, use the dock to launch a kayak or a float. The main level features a spacious primary suite, while the open-concept living area and modern kitchen create a seamless flow for relaxation and entertainment. Upstairs, you'll find two generous bedrooms and a beautifully updated tiled bath. The lower-level walk-out offers extra space for guests, ensuring comfort for all. Enjoy sun-soaked days at the association beach, just a short stroll away, or rinse off in the outdoor shower after a day on the water. Stay cool with split AC units throughout the home. Whether you're seeking adventure or serenity, this wonderful rental is your gateway to coastal living. Ready to set sail on a dream vacation? Book your stay today! Rental Terms: Summer Weekly: $6,000 Per Week

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 Sengekontacket Pond. For those looking to explore more, it's just a short paddle to the lively State Beach. Perfect for a truly unforgettable vacation!

Stunning post-and-beam waterfront retreat with sweeping views of Sengekontacket Pond, a private sandy beach, four bedrooms plus two bonus sleeping areas, three full baths, two half baths, and an outdoor shower. Guests enjoy direct pond access along with kayaks and paddleboards included in the rental, perfect for easy Vineyard summer days on the water. Designed for effortless one-floor living, the home features soaring exposed beam ceilings and expansive walls of windows that seamlessly connect indoor and outdoor spaces. The great room is the heart of the home, offering panoramic water views and comfortable gathering space. A chef’s kitchen with premium appliances and generous counter space flows beautifully into the dining and living areas, making entertaining relaxed and enjoyable. The primary suite is privately situated in its own wing, creating a peaceful retreat. Three additional bedrooms are anchored by a shared living area and screened porch, offering ideal separation for families or guests. Flexible sleeping arrangements continue with a pull-out sofa in the office, as well as a separate cottage featuring a TV lounge, pull-out sofa, and half bath perfect for teens, extended family, or overflow guests. Tucked within a quiet waterfront enclave yet conveniently close to all down-island towns, this exceptional vacation rental offers the perfect balance of privacy, comfort, and easy access to everything Martha’s Vineyard has to offer.

Winter rental. Welcome to this beautifully renovated ranch in East Falmouth, the perfect Cape Cod getaway for families and friends. Thoughtfully updated throughout, the home features all-new furnishings, new appliances, and a charming deck for enjoying your morning coffee or evening relaxation. Sleeping up to 8 guests, this inviting home offers a large private backyard with plenty of room for outdoor fun, along with a classic Cape Cod outdoor shower to rinse off after a day at the beach. Conveniently located just minutes from Mashpee Commons, you'll enjoy easy access to shopping, dining, beaches, golf, and everything that makes Cape Cod a favorite vacation destination. Whether you're spending the day exploring Falmouth's beautiful coastline, enjoying time with family and friends in the backyard, or unwinding after a day of adventure, this delightful home is the perfect place to create lasting Cape Cod memories Rental Terms: Summer Weekly: $3,200 Per Week

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 & retreat Two-car garage with an electric vehicle charger Step into the grand living room, where floor-to-ceiling glass doors lead to a mahogany deck, heated pool, and a private boardwalk to the water. Whether you're kayaking, paddle boarding, or simply soaking in the scenery, this home offers unparalleled waterfront living. Located just minutes from Morning Glory Farm, Edgartown Village, Vineyard Golf Club, and the airport, this secluded haven provides effortless access to the island’s finest offerings. Your dream Vineyard escape awaits! *2 week minimum preferred

Tucked away at the end of a private cul-de-sac in Katama, this expansive property offers the perfect blend of privacy, comfort, and style. The sun-filled first floor boasts an open-concept layout featuring a chef’s kitchen, dining area, and a spacious main living room, ideal for entertaining or relaxing with family and friends. Two additional sitting rooms on the main level provide ample space for guests to unwind. The luxurious primary suite with an en suite bath is also located on the first floor, along with a convenient powder room and one of two laundry areas. The second floor features three beautifully appointed guest suites and a second laundry room for added convenience. The finished lower level is a standout feature, offering an additional king bedroom, full bath, large living area, game room, sauna, home gym, and additional sleeping accommodations, perfect for larger groups or families. Step outside to your own private oasis, a meticulously landscaped, fenced-in yard with a heated pool and hot tub, perfect for enjoying warm summer days and starry Vineyard nights. Located just minutes from South Beach and downtown Edgartown, this Katama retreat offers the ideal Vineyard vacation experience. *Available for 2 consecutive weeks only summer 2027

Experience the pinnacle of Vineyard living at this extraordinarily updated 9-acre estate, nestled within the exclusive Herring Creek Farm Association. Set along the tranquil shores of Edgartown Great Pond, this 10,000+ square foot residence offers unmatched privacy, refined elegance, and direct access to pristine beaches. The main level showcases timeless design with a grand foyer, sweeping staircase, sunlit formal dining room, gourmet chef’s kitchen, and multiple living areas designed for both relaxation and entertaining. A separate guest wing ensures comfort and privacy for visitors. French doors open to a resort-style outdoor oasis with a heated pool, expansive bluestone patio, and a covered porch with fireplace for elegant al fresco dining. Upstairs, five spacious bedrooms include an expansive primary suite featuring a private balcony with water views, a large walk-in closet, private office, and spa-like bath. Spend your days lounging poolside, enjoying sunset views over the Pond, or following a short private path to your own sandy beach. The Association’s exclusive Atlantic beach is a short golf cart ride away. Framed by beautifully landscaped grounds and open farm fields, this exceptional property offers total seclusion just minutes from downtown Edgartown.

Located in the lovely seaside Cape Cod village of Cotuit, this renovated, impeccable home features three bedrooms, two and a half baths and new laundry. Entertain in the sun filled brand new eat-in kitchen and large living room with fireplace. Enjoy one floor living with en-suite primary bedroom with sliders out to the deck and two other bedrooms and an office. The deck runs the entire length of the rear of the home and overlooks the private acre yard. Enjoy the convenient location close to shopping, restaurants, town docks and Nantucket Sound beaches. The popular Cotuit Kettleers baseball team games entertain folks of all ages just a short distance away. Other local activities include Cahoon Museum, Cotuit Center for the Arts and Kettle-Ho restaurant. What a wonderful place to enjoy your warm summer days and breezy nights. The pricing includes $800 per night for Memorial Day weekend, $5000 for June 1-27 and $6000 for June 27-July 31. Please contact agent for any other dates. Rental Terms: Summer Weekly: $5,000 Per Week

Set along the coveted Moshup Trail in Aquinnah, this exceptional island compound offers the ultimate Martha's Vineyard retreat, combining breathtaking ocean views, unparalleled privacy, and resort-style amenities across a beautifully landscaped property. The main residence features four spacious bedrooms and expansive living spaces designed to capture Aquinnah's natural beauty. Large windows and outdoor gathering areas frame sweeping ocean views, creating the perfect backdrop for unforgettable Vineyard sunsets. A separate two-bedroom guest house provides additional accommodations for extended family and friends, ensuring both comfort and privacy for larger groups. A private pool and spa invite leisurely afternoons under the sun, while a fully equipped home gym allows guests to maintain their wellness routine throughout their stay. Beyond the property, enjoy exclusive access to a private beach, where the pristine shoreline and tranquil Atlantic waters await just moments from your door. Whether you spend your days poolside, exploring Aquinnah's natural beauty, or gathering with loved ones to watch the ocean sunset, this Moshup Trail compound offers an extraordinary Vineyard experience in one of the island's most sought-after locations. A rare opportunity to enjoy luxury, privacy, and the best of Martha's Vineyard from a truly remarkable coastal estate.

Spend your Cape Cod vacation in this magnificent property located on Garrison Lane in Osterville. Enjoy your days relaxing by the private pool surrounded by professionally landscaped grounds. Amenities: heated pool, central air, linens and towels provided, high-speed internet and cable tv, outdoor shower, spacious patio & screened-in porch. Sleeps: 8 four queen beds. Barnstable beach pass included. No smoking. Rental price does not include state, regional, local, or community taxes or fees. Rental Terms: Summer Weekly: $15,000 Per Week

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

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

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 room, and so much more. Amenities:Central air, linens & towels provided, high-speed internet & cable tv, patio, outdoor shower. Sleeps six: one king, one full, and four twin. Barnstable Beach Pass Included. No smoking. No pets. Rental price does not include state, regional, local, or community taxes or fees. Seasonal rental rates upon request. Rental Terms: Summer Weekly: $6,500 Per Week

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

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