luxury houses with terrace for rent Edgartown, United States

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.

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.

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

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 your own dock, or venture into downtown Falmouth, the ferry to Martha's Vineyard, and local shopping and dining—all just minutes from your door. Rental Terms: Other / Short Term - Per Month Off Season: $12,000

Set on just under an acre of beautiful, private, manicured grounds, this furnished five-bedroom, four-bath contemporary home offers an exceptional rental opportunity just minutes from the village of Woods Hole. Featuring soaring ceilings throughout, the home boasts a generous, open, light-filled floor plan designed for comfortable coastal living. The chef's kitchen is outfitted with a Viking range, Sub-Zero refrigerator, and ample space for entertaining. A large, elegant private patio with table and chairs is just off the kitchen for al fresco dinning. With its spacious interiors, modern amenities, and serene private setting, this exceptional property is an ideal Woods Hole retreat. The winter/off season rental rate is $5,000 per month plus utilities. The Summer (July & August) weekly rate is $6,500 per week including utilities. Sept. & June: $4,000 per week utilities included. Please reach out with your rental needs. Rental Terms: Other / Short Term - Monthly: $5,000

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

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

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

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.

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

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

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

Welcome to your ideal summer retreat at 360 Main St, Osterville. This exceptional property offers everything you need for a luxurious and relaxing stay. Enjoy the stunning outdoor amenities, including a sparkling pool, cozy fire pit, fully-equipped outdoor kitchen, and multiple seating areas perfect for entertaining. For sports enthusiasts, a private pickleball court awaits. Inside, the home boasts four beautifully appointed bedrooms, three full baths, and two half baths. The fabulous kitchen is a chef’s dream, and multiple living spaces provide plenty of room for everyone to unwind. Central air conditioning ensures comfort throughout your stay, and an office space offers a quiet retreat for work or reading. The property also features an outside shower for rinsing off after a day at the beach. A Barnstable Beach Pass is included, giving you access to the beautiful Dowses Beach. Located in the charming village of Osterville, you’ll be just minutes away from delightful restaurants, boutique shops, and everything you need for a perfect summer getaway. Experience the best of Cape Cod living at 360 Main St. Your summer escape awaits. No smoking. Rental price does not include state, regional, local, or community taxes or fees. Rental Terms: Summer Weekly: $16,000 Per Week

Welcome to Seasons by the Sea! This fully remodeled Osterville home offers four bedrooms, three and a half baths and all the outdoor living space for a perfect beach vacation. Located less than a mile from Osterville Village, Seasons by the Sea is a short distance to Joshua’s pond and only two miles to Dowses Beach. Enjoy breakfast on the spacious farmer’s porch or curl up on the couch with a good book. Head down to the pergola and fire pit after dinner and have a glass of wine or toast marshmallows for s’mores. Seasons by the Sea has all the amenities to make the most of your Cape vacation. The full sized outdoor shower and changing area is a great place to clean up after a long day at the beach. The house has a fully stocked laundry room with beach towels and premium beach accessories for your enjoyment, including a beach pass. The beautifully redesigned kitchen comes stocked and ready for you to prepare family meals for sharing at the banquet style kitchen table. Just off the kitchen is a spacious deck with a large table, umbrella and chairs. This provides the perfect spot to entertain family and friends while you cook steaks and burgers on the Weber Grill! Seasons by the Sea’s bedrooms are warmly decorated and come complete with new premium mattresses and high end linens. There are two king bedrooms (a master and a separate lower level king suite), one queen and a room with two double beds. All are apportioned with flat screen TVs on the wall. No pets or smoking. Rental Terms: Summer Weekly: $9,300 Per Week