Villa vacation rentals in Massachusetts

Find and book unique villas on Airbnb

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

4.81 out of 5 average rating, 53 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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Top guest favorite

A bright and spacious room features two wooden beds dressed in blue quilts, complemented by wooden nightstands. Soft natural light enters through two large windows with sheer curtains. A comfortable armchair sits in the corner, alongside a decorative area rug.

Private room in West Roxbury

5.0 out of 5 average rating, 48 reviews

Charming & Cozy Large Room with 2 Single Beds & TV

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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Top guest favorite

The contemporary tree house stands prominently against a clear blue sky, featuring expansive floor-to-ceiling windows that invite natural light. A vibrant blue staircase leads to the entrance. Lush greenery and carefully arranged landscaping enhance the modern design, creating a harmonious connection with nature.

Villa in Manchester-by-the-Sea

4.97 out of 5 average rating, 73 reviews

Secluded 20 Acre 10BR ultra contemporary Retreat

Family gatherings and family reunions. Make those family memories at this ultra contemporary take on a tree house. Original design based off the iconic Farnsworth house, updated with 10 Bed rooms of individual climate control atop of 20 acres of wildlife. Designer kitchen for the professional chef. Privacy that most movie stars long for. 5 min to beaches 10 min to Gloucester 20 min to historic Salem 45 min to Boston. Pesticide free landscaping Great location for family gatherings and reunions

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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, 26 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, 83 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, 38 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

4.54 out of 5 average rating, 28 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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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

4.95 out of 5 average rating, 64 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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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, 6 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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A charming historic home is framed by lush green trees, with vibrant red foliage accentuating the entrance. A covered porch with decorative railings invites relaxation, while the turreted roof adds architectural interest. Sunlight filters through the leaves, creating a serene and inviting exterior.

Private room in Watertown

4.73 out of 5 average rating, 11 reviews

Historic 1893 Queen Anne Victorian Home

If you’re staying in the Greater Boston Area, don’t subject yourself to modern buildings from the 20th & 21st centuries. Instead, treat yourself to a home that’s stood tall for over half of America’s history. A history that of course began in our great Commonwealth of Massachusetts. Stay in style in scenic Watertown with great transit access to Cambridge (especially Harvard) & Boston. The room has a queen bed, among other amenities all awaiting your patronage.

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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, 66 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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