luxury houses with terrace for rent Massachusetts, United States

Enjoy the comfort and convenience of single-family living in Newton. At the heart of the home, an updated kitchen opens to the family room, with views of the large backyard and access to a spacious deck. A formal dining room connects to the kitchen, while a separate living room, sun-filled office, and full bath complete the first floor. There's also a convenient side entrance from the driveway through a small mudroom leading to the kitchen. Upstairs, you'll find four good-sized bedrooms, including a primary bedroom with an ensuite bath, a second full bathroom, generous closet space, skylights, and a washer/dryer. Built-in shelving, an unfinished basement, and a generously sized storage area provide plenty of room for belongings. Hardwood floors and Nest-controlled central heating and air conditioning add to the home's comfort. Landscaping is maintained by the owner. Newton Centre, Chestnut Hill shopping, and Route 9 are nearby, with convenient commuting access to Boston and surrounding areas. Available January 1, 2027, with possible availability in late December.

Spend your summer on the shores of Greenwater Pond in this peaceful Berkshire waterfront retreat. Offering beautifully designed living spaces, serene water views, and a private dock, this is the perfect setting for long summer days spent kayaking, boating, entertaining, or simply unwinding by the water. The property also offers convenient access to the public boat launch on Greenwater Pond, making it easy to enjoy everything the lake has to offer. Thoughtfully designed for comfort and relaxation, this home provides an ideal escape while remaining within reach of the Berkshires' renowned dining, culture, and outdoor recreation. Available June, July, August, and September 2027. June: $5,700/month July: $8,550/month August: $8,550/month September: $5,225/month No pets.

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

Your Luxury Cape Cod Vacation Awaits! Welcome to "Tranquility" 48 Grandview Drive, South Yarmouth, MA , a Harbor Haven waterfront retreat making its debut, offered at $17,500 per week as a summer rental. With 4 bedrooms (two Primary)and 5 baths, this beautifully renovated home is uniquely positioned to offer both sunrise and sunset views over the water—a truly special Cape Cod experience. Begin your mornings with coffee watching the sun rise, and end your evenings on the extra-large patio watching the sky glow at sunset—all from your own backyard overlooking the river. Spend your days with whatever Watersport you wish from your private dock (33' long x 6’) or your very own private tidal beach just outside your door on Bass River. Bring your own boat or rent one locally (happy to supply information on renting boats), enjoy immediate access to Bass River (speed zone) and beyond. Also perfect for sailing, kayaking, paddleboarding, and swimming. Guests also enjoy access to the Harbor Haven private association beach, perfect for swimming, sunbathing, and relaxed coastal afternoons. Thoughtfully designed for comfort and tranquility, this home captures the essence of luxury Cape Cod living with incredible views of Bass River. This is where summer memories are made! Rental Terms: Summer Weekly: $17,500 Per Week

Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office area, and a lower level game room all add to the enjoyment of this outstanding property. Like to ski? Fairly close to several ski areas. The rental period availability runs from December 15, 2025 to March 15, 2026.

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.

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.

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

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

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

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

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

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

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

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

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

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 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.

Experience country living and modern convenience in this stunning Berkshire rental home. 2 bedroom or 3-bedroom options. Nestled on five serene acres of private land, this beautifully designed 2-to-3-bedroom, 3-full-bathroom residence offers an unparalleled woodland escape. Step inside to find spacious, light-filled rooms with views from every window. The open-concept living area flows seamlessly into a fully equipped kitchen with premium countertops, perfect for entertaining. Outside, a deck overlooks your private acreage, offering the ideal spot for morning coffee, evening gatherings, or simply taking in the peaceful surroundings. Outdoor enthusiasts will love the unparalleled location, situated just minutes from pristine state forest hiking trails and beautiful lakes. Furnished, all utilities included. This home can be rented via 2 options: -2-bed, 2 bath, $4,500 per month, all utilities included -3-bed, 3 bath $6,000 per month, all utilities included

Wonderful, one-level ranch owned, furnished, and decorated by a professional interior designer. Must be seen to be appreciated. Creative and functional space throughout this meticulously maintained home. Bright and attractive rooms. Outstanding, private, well-kept backyard. Dog-friendly landlord. Convenient proximity to three very popular restaurants and other village attractions.

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