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

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

FamilyLocationHospitality

4.8 out of 5 average rating, 56 reviews

Top 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

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!

FamilyLocationHospitality

4.96 out of 5 average rating, 79 reviews

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

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

LocationFamilyOutdoor spaces

4.97 out of 5 average rating, 75 reviews

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

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

FamilyLocationLayout

4.96 out of 5 average rating, 28 reviews

Villa in Charlton

Fall & Winter Home 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.

LocationValueCheck-in

4.64 out of 5 average rating, 85 reviews

Guest favorite

Villa in Nantucket

Center located, spacious villa 1 mile to town

Our center island home is tucked away on a quiet lane. All major appliances are new after a comprehensive renovation. Spacious living room with cathedral ceilings, fireplace and stairs leading to the 2nd floor sleeping quarters. Enjoy the grill and dining area outside on our spacious red brick patio or relax with a book under the veranda listening to the birds or crickets sing. Detached from the main house we have a garage apartment where we rent to a friendly, quiet, full-time teacher.

FamilyLocationCheckout

5.0 out of 5 average rating, 12 reviews

Villa in Cambridge

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.

FamilyLocationIndoor spaces

4.53 out of 5 average rating, 30 reviews

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

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...

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 19 reviews

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

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.

FamilyLocationWalkability

4.89 out of 5 average rating, 101 reviews

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

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.

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 67 reviews

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

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.

LocationFamilyCleanliness

5.0 out of 5 average rating, 8 reviews

Top guest favorite

An aerial view showcases the contemporary villa surrounded by lush greenery and colorful landscaping. The inviting pool and multi-level deck complement the expansive structure, which features large windows that capture the beauty of the surroundings.

Villa in Plymouth

Ocean View Luxury Villa with Inground Pool

Welcome to Villa on the Bluff. This beautiful contemporary villa has been designed for your comfort and viewing pleasure with architecture that intentionally focuses on the sweeping ocean view and the Italian mid-century interior which offers a deliciously enjoyable retreat. Step outside into a garden paradise enjoying the sounds of the frogs in the koi pond while sipping hot cocoa by the fire pit. Slip into our heated deep pool for endless fun with the family.

FamilyLocationLayout

5.0 out of 5 average rating, 39 reviews