Villa vacation rentals in Massachusetts

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Top-rated villa rentals in Massachusetts

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious living room features a large brick fireplace at its center, surrounded by comfortable seating and a coffee table. Natural light floods in through multiple windows, enhancing the open layout that connects to the dining and kitchen areas.

Villa in Mashpee

4.8 out of 5 average rating, 56 reviews

Expansive Beach House - Outdoor Jacuzzi, Shower…

Outdoor JACUZZI, SHOWER, Come stay at our expansive beach house located steps from Popponeset Bay and down the road from multiple beaches, Mashpee Commons, golf courses, hiking trails, restaurants, Children's Museum, and more! Long day at the beach? Relax at the house on the back deck, enjoy the large back yard, or hop in the brand new enclosed private Jacuzzi room! The house also boasts two living rooms, an extra private sleeping bedroom with two queen beds, central air, and an outdoor shower

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Guest favorite

A cozy room is presented with a comfortable bed and wooden accents. A desk and chair are positioned near light-filtering windows, creating a bright workspace. A clothing rack is available for convenience, and a minimal rug adds warmth to the wooden floor.

Private room in West Roxbury

4.96 out of 5 average rating, 77 reviews

Cozy Room with 2 Beds and Den: Sofa & TV@3rd Floor

Welcome to our century-old home. Just a 5-minute walk away is Reservation Park for morning exercises or relaxation. Our serene neighborhood boasts tall evergreen trees. Our historic house was featured in the movie Spotlight, earning recognition with the 2016 Academy Award. Convenience is key with nearby bus routes (35, 36, 37, 38, 34, 34E, 40) to the Orange Line subway. Major amenities are a 15-minute walk away. Parking is available. Boston College is a 15-minute drive away. Warmly welcome!

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Guest favorite

A wooden dining table with two chairs is positioned along the riverside, offering views of the water and distant landscapes. Two wine glasses and a bottle are placed on the table, set against a backdrop of soft sunset clouds reflecting on the river's surface.

Villa in Somerset

4.96 out of 5 average rating, 28 reviews

House Private Access to Water

Welcome to a Romantic & Memorable Place that doesn't just provide luxurious modern accommodation for families but also lets you relax by the Exquisite water view Paradise. Bedrooms where guests enjoy the breath-taking scenic waterfront are greeted by beautiful white swans, ducklings and crane in the morning. Quiet Bay where guests enjoy coffee out front with a spectacular view of the sunrise, and cocktails/bbq with beautiful sunset. 2 Bedrooms w/KingBed, 1 BR w/2 Full Beds, 1 BR w/2 twin beds

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Villa in Charlton

4.63 out of 5 average rating, 84 reviews

Private Poolside Escape Near Tree House Brewery

Bring the whole family to this lovely villa with lots of free parking and multiple comfy King Beds. This Villa seats on 1 Acre in a really residential and quiet neighborhood in Charlton MA. The property boasts of a spacious backyard with a private play ground for kids and a private pool with a large deck. It's less than 10 minutes away from the Treehouse brewery. The Heritage Country Club golf course is about 10 minutes from the Villa. There are several lakes within 20 minutes from the Villa.

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A spacious deck overlooks the ocean, featuring a glass table with four chairs and a sunshade. A bamboo-style umbrella adds warmth, while a chaise lounge offers a spot for relaxation. The coastal view is complemented by the wooden railing and expansive horizon.

Villa in Plymouth

4.79 out of 5 average rating, 39 reviews

Oceanfront Villa, AC, TV, Free WiFi, Pet Friendly

Fabulous oceanfront house with a public beach in 8 minute by walk. You can also access to its own private beach if you are nimble. 2.5 Miles to Plymouth historic town center and waterfront docked Mayflower Ship. The Plymoth Plantation is around the corner. Easy to get to Cape Cod and Boston. The villa has everything a family would need to enjoy a great vacation. Prefer week long rentals, check in/out on Saturday. Shorter term in off season. Contact us for special periods and quotes.

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Villa in Cambridge

4.53 out of 5 average rating, 30 reviews

Harvard Sq Brand New Luxury Home w/ parking

Steps from Harvard Yard, closer than many campus buildings, this newly renovated 3-bedroom residence w/ fully customized furniture offers a serene, sophisticated retreat in the heart of Cambridge w/ fully equipped chef’s kitchen. 02 extra rooms (meditation room and a quiet study room) can fit 2 additional airbeds, which means up to 10 ppl can live comfortably. Five-star bedding, Dead Sea mineral toiletries, and TWO on-site parking for refined living in an unbeatable Harvard location.

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A clean and modern bathroom features a spacious soaking tub with sleek fixtures. Large windows allow natural light to illuminate the space, showcasing a view of lush greenery and blooming flowers. Fresh towels and potted plants add a touch of warmth to the serene setting.

Villa in New Seabury

5.0 out of 5 average rating, 19 reviews

Beautiful home in New Seabury Close to beach-

The house is located in an ultra private prestigious New Seabury resort on Cape Cod, a bike ride to Popponesset, The Spit beach and Market Place(less than a mile). Day trip to Martha's Vineyard and Nantucket island is a ferry away....The house has hardwood floors, cathedral, vaulted and beamed ceilings with skylights, 3 bedrooms and 2-5 baths and a large den/office....with a wrapped around deck of over 800sq ft overlooking almost an acre of private land filled with pine trees...

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Guest favorite

A lagoon-style pool surrounded by a concrete deck provides lounge chairs and shaded areas under umbrellas. A gazebo is visible in the background, complementing the lush greenery that borders the property.

Villa in Wareham

4.89 out of 5 average rating, 101 reviews

Perfect Farmhouse Discounted for Draft Day!

Old Red Farm Inn invites you to forget your worries in this charming space that has everything to offer. Originally built in 1700’s, this updated Inn can be your sanctuary! A perfect fall getaway! A lagoon pool on site, a golf course across the street, walking distance to Little Harbor Beach, and acres of conservation land for hiking provides everything you need in order to relax. This home is over 5,000 ft. and can fit multiple families that are looking for a fun getaway.

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Top guest favorite

The villa's exterior showcases a large three-story structure, adorned with white siding and multiple windows. A spacious deck leads to the front entrance, framed by greenery from surrounding trees. The sky above is partly cloudy, providing a serene backdrop.

Villa in Stockbridge

4.96 out of 5 average rating, 67 reviews

Historic Stockbridge Villa on 25 acres

At the end of a tree-lined driveway, this huge private eleven bedroom villa sits by the edge of a field with garden and blackberry patch surrounded by 25 acres of woods. Walking paths reveal rocky knolls and paths circling through pine and maple trees. The private estate has ample space for a retreat, a workshop, a grand party or just family togetherness in a beautiful place, far from the madding crowd but close to highways, shopping, spas and everything you might need.

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Guest favorite

A serene beach scene is framed by overhanging trees, showcasing a sandy shore meeting gentle waves. The horizon displays a calm ocean under a clear blue sky, with small boats visible in the distance. The rocky shoreline adds to the natural beauty of the setting.

Villa in Plymouth

5.0 out of 5 average rating, 8 reviews

Ocean Views & Private Beach 3br Nature Escape

Escape to this beautiful 3-bedroom home perfectly nestled in nature, offering breathtaking ocean views from every floor. Wake up to the soothing sounds of the waves and enjoy panoramic vistas that stretch across the horizon. Whether you’re sipping your morning coffee or unwinding at sunset, the scenery will captivate you at every turn. This spacious, light-filled home comfortably accommodates families or groups, with three cozy bedrooms designed for restful nights.

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Superhost

Private room in Amherst

4.87 out of 5 average rating, 15 reviews

Woodland Retreat on Robert Frost Trail

Escape to this serene home nestled on a private one-acre wooded lot with its own exclusive trail connecting to the iconic Robert Frost Trail. This peaceful retreat offers stunning views, a fully stocked kitchen, and cozy, inviting spaces to make you feel right at home. Located just 8-10 minutes from Amherst College, UMass, and downtown Amherst, you'll enjoy the perfect balance of nature and convenience. There is an additional dwelling unit in the property.

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Top guest favorite

The entrance of the historic home is framed by carefully manicured hedges and trees. A path leads to an elegant front door, flanked by large windows. Decorative wall lanterns add charm to the exterior, capturing the welcoming essence of the property.

Villa in Longmeadow

5.0 out of 5 average rating, 67 reviews

Comfort and Luxury - 180 year Old Gothic Estate

This 180 year old home provides luxury and comfort for up to 10 guests. Perfect for family gatherings or a group of friends wanting to get away . Chef prepared meals and house keeping services are offered at additional rates. Conveniently located only 15 miles north of Hartford/Springfield BDL Airport and a 5 minute drive to Springfield's MGM casino. PLEASE note that guest of record is required to have at least 3 Five Star reviews in order to book

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