Villas in Massachusetts

12003 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Massachusetts villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

12003 Villas in Massachusetts

Best villas and farmhouses in Massachusetts with a pool

Among the 12003 villas in Massachusetts, here are the 4 best villas with a pool

Pool, Gym & Game Room: Expansive Falmouth Retreat! - Massachusetts
No reviews

Pool, Gym & Game Room: Expansive Falmouth Retreat!

house, Falmouth
This Falmouth holiday home is located just 32km from both the Sandwich Glass Museum and Heritage Museums & Gardens, offering easy access to these attractions and the surrounding area. The house is situated in a quiet residential area, providing a peaceful retreat from the hustle and bustle of the town.
The property spans 303 square metres and comfortably accommodates up to 10 guests, making it ideal for families or groups of friends. It features a well-equipped kitchen, three bedrooms, three bathrooms, a private pool, a gym, and a games room, ensuring a comfortable and enjoyable stay.
The Eliot Noyes - Massachusetts
9.1 25 reviews

The Eliot Noyes

house, Chilmark
The Eliot Noyes is located in Chilmark, just 11 kilometres from Martha's Vineyard Airport and 24 kilometres from Falmouth, offering easy access to the island's beauty and charm. The house has received very good user ratings and excellent scores for location and cleanliness.
This 156 square metre property offers four bedrooms and can accommodate up to eight guests. The house provides a fully equipped kitchen, a private bathroom for each unit, a swimming pool, a terrace, a garden, parking, internet and complimentary toiletries.
Inviting Summer Village Cottage: Golf Cart & More! - Massachusetts
No reviews

Inviting Summer Village Cottage: Golf Cart & More!

house, Westford
This Westford dwelling is conveniently located just a short drive from both Minute Man National Historical Park and Harvard Square, offering easy access to historical landmarks and cultural attractions. The property is ideal for families or groups of friends, with a spacious layout and a capacity for up to five guests.
The house features a fully equipped kitchen, a comfortable living area with a flat-screen TV, and a range of amenities including air conditioning, a washing machine, and a private swimming pool. Guests can enjoy outdoor relaxation in the garden, or stay active with the on-site fitness centre and tennis court.
Luxury Ranch–sleeps 8 |Pet+ |Heated Pool |Game Rm - Massachusetts
No reviews

Luxury Ranch–sleeps 8 |Pet+ |Heated Pool |Game Rm

house, Framingham
This detached house is situated in Framingham, offering suburban convenience with a 30-minute drive to downtown Boston attractions and located just 5 minutes from the Natick Mall.
This spacious 4-bedroom, 2-bathroom property spans over 139 square metres, accommodates up to 8 guests, and features a rare in-ground swimming pool available seasonally, alongside a dedicated game room with billiards, table tennis, and board games.

Top cities

Best family friendly villas in Massachusetts

Among the 12003 villas in Massachusetts, here are the 4 best family friendly villas

Waterfront Retreat W/ Guest Cottage & Sunsets - Massachusetts
No reviews

Waterfront Retreat W/ Guest Cottage & Sunsets

house, Oak Bluffs
This private waterfront property in Oak Bluffs offers superb Lagoon views, situated just over 1.6 kilometres from downtown attractions, beaches, and ferry terminals.
This family-friendly house sleeps seven across four bedrooms and two bathrooms, featuring a separate guest cottage, a dedicated workspace with a Peloton, air conditioning, free Wi-Fi, and parking for four vehicles, with direct shoreline access via a backyard staircase.
Seaside Solstice Hot Tub, Sauna 4 Bedroom - Massachusetts
10 2 reviews

Seaside Solstice Hot Tub, Sauna 4 Bedroom

house, Scituate
This Scituate holiday home is situated a 9-minute walk from Sand Hills Beach and approximately 37 kilometres from the John F. Kennedy Presidential Library and Museum.
This 265 square metre property sleeps up to 19 guests, boasting two bathrooms, a fully equipped kitchen, Wi-Fi, private parking, a hot tub, sauna, terrace, and garden.
Town Neck Beach Oasis - Massachusetts
No reviews

Town Neck Beach Oasis

house, Sandwich
This detached house in Sandwich is situated just over 800 metres from Town Neck Beach and a five-minute drive from the Cape Cod Canal, offering convenient access to local attractions.
This family-friendly property accommodates up to eight guests across three bedrooms and two bathrooms, featuring air conditioning, Wi-Fi, a fully equipped kitchen, parking, and a private backyard with a patio, plus a downstairs entertainment area with a pool table and daily complimentary tickets to attractions including Island Cruises and Whale Watch.
Waterfront Escape - Close To Airport & Downtown - Massachusetts
9.8 5 reviews

Waterfront Escape - Close To Airport & Downtown

house, Boston
This Boston waterfront property, near Constitution Beach and a 5.5km drive from North Station and TD Garden, offers direct access to the beach and is conveniently located for exploring the city's attractions.
The 242 square metre villa boasts a fully equipped kitchen, four bathrooms, sleeps up to 19 guests, includes free Wi-Fi and on-site parking, and features a private terrace with garden views.

Frequently asked questions about villa rentals in Massachusetts

  • What are the must-see attractions in Massachusetts?

    Massachusetts boasts a wealth of attractions! For history buffs, a visit to Plymouth, with its historical Mayflower II and Plimoth Patuxet Museums, is essential. Boston offers iconic sites like the Freedom Trail, Fenway Park, and the Museum of Fine Arts. Further afield, Salem's maritime history and witch trial legacy are captivating, while the Berkshires offer stunning scenery and cultural attractions like Tanglewood.
  • What are the best villas in Massachusetts?

  • Is Massachusetts known for mountains, beaches, forests, or other types of landscapes?

    Massachusetts offers a diverse range of landscapes. The Berkshires region in western Massachusetts is mountainous, perfect for hiking and outdoor activities. The coast features beautiful beaches, particularly on Cape Cod and the North Shore. Extensive forests are found throughout the state, offering opportunities for hiking and exploring. In addition to these, the state also has charming coastal towns and rolling hills.
  • What are the best villas with a pool in Massachusetts?

  • What are some surprising and hidden attractions in Massachusetts?

    Beyond the well-known spots, explore the charming town of Lenox in the Berkshires, known for its cultural scene and stunning scenery. The Mount Greylock State Reservation, home to the highest point in Massachusetts, offers breathtaking views. The charming coastal town of Rockport, with its vibrant art scene and dramatic cliffs, is another hidden gem. Consider visiting the Fruitlands Museum in Harvard, offering a unique glimpse into 19th-century life.
  • What are the best villas with a jacuzzi in Massachusetts?

  • What are some unique ways to learn about the culture of Massachusetts by engaging with its people?

    Attend a local town meeting – it's a quintessential New England experience. Visit a local farm and participate in a harvest festival or seasonal event. Explore the many farmers' markets across the state, interacting with vendors and learning about local produce. Take a walking tour of a historic neighbourhood, engaging with local guides and residents. Consider attending a performance at a local theatre or music venue.
  • What are the best villas for families and kids in Massachusetts?

  • How much time should you set aside to thoroughly explore Massachusetts?

    A week allows for a good overview of the major cities and attractions. However, to truly appreciate the state's diverse regions – from Cape Cod to the Berkshires – you'd ideally need at least two weeks. Exploring specific interests, like hiking or historical sites, could easily take longer.
  • What are the best pet friendly villas in Massachusetts?

  • What cultural experiences or workshops in Massachusetts offer something different?

    Consider a glassblowing workshop on Cape Ann, known for its artistic heritage. Learn about maritime history through a hands-on experience at the Mystic Seaport Museum in Connecticut (a short trip from Massachusetts). Participate in a traditional New England craft workshop, such as pottery or quilting. Many museums and historical sites offer specialised workshops and tours.
  • What are the best villas with parking in Massachusetts?

  • Are there any food festivals in Massachusetts where you can try local food?

    The Boston Harborfest is a large multi-day event with food offerings. Many smaller towns and cities host their own seasonal festivals and farmers' markets with local food vendors. Specific events vary by season, so checking local event listings closer to your travel dates would be advisable.
  • What seasonal natural events, such as migrations or blooming periods, occur in Massachusetts?

    Spring brings the vibrant bloom of wildflowers, particularly in the Berkshires. Autumn showcases the spectacular fall foliage, best viewed from mid-September to October. Bird migrations are observable throughout the year, with different species passing through at different times. Whale watching tours are popular in the spring and summer months along the coast.
  • What exclusive experiences are available when visiting Massachusetts?

    A private tour of a historic house museum, like the Adams National Historical Park in Quincy, offers an intimate experience. A behind-the-scenes tour of Fenway Park provides baseball fans with a unique perspective. Consider a private whale-watching charter for a more personalised experience. Booking accommodations in a historic inn provides a unique stay.

Nearby regions

Best Massachusetts villas and holiday homes with a kitchen

Captain Morse House - Luxury, Waterfront, Town, & Beaches - 5 Stars - Massachusetts
10 117 reviews

Captain Morse House - Luxury, Waterfront, Town, & Beaches - 5 Stars

house, Edgartown
This luxurious Edgartown waterfront property is located a short walk (approximately 0.6km) from Lighthouse Beach and less than 1km from Edgartown Lighthouse, offering exceptional sea views.
This twelve-bedroom residence boasts two living rooms, seven bathrooms, a fully equipped kitchen, a private tennis court, a bar, and ample parking, comfortably accommodating large groups and families, with additional amenities including a spa and concierge service.
Serene Coastal Cottage On The Water W/ Private Dock - Massachusetts
No reviews

Serene Coastal Cottage On The Water W/ Private Dock

cottage, Swansea
This coastal lodge in Swansea offers a private waterfront location with a dock, situated a short distance from the beach and local attractions including the USS Massachusetts and Fall River Historical Society.
This 1-bedroom retreat accommodates two guests, featuring air conditioning, Wi-Fi, a microwave, and a dishwasher, with a fire pit and private deck for enjoying sunsets and proximity to Narrows Center for the Arts and Battleship Cove.
Periwinkle: Gateway To Cape Cod Coastal Cottage - Massachusetts
8.0 1 review

Periwinkle: Gateway To Cape Cod Coastal Cottage

house, Wareham
Periwinkle: Gateway to Cape Cod Coastal Cottage is a detached house in Wareham, located 21 kilometres from the Rotch-Jones-Duff House and Garden Museum and 27 kilometres from South Cape Beach State Park, with Sandwich Glass Museum and Heritage Museums & Gardens both 21 kilometres away.
This 60 square metre cottage offers accommodation for up to seven guests, featuring two bedrooms, one bathroom, a fully equipped kitchen with an oven and microwave, air conditioning, a terrace, garden, fitness centre, parking, and an outdoor dining area.
Buttermilk Bliss - Massachusetts
10 1 review

Buttermilk Bliss

house, Wareham
Buttermilk Bliss, a four-bedroom house in Wareham, Massachusetts, is situated approximately 18 kilometres from the Sandwich Glass Museum and Heritage Museums & Gardens.
This 195 square metre property sleeps 15 guests, boasting three bathrooms, a fully equipped kitchen with dishwasher, a private garden, and amenities including a washing machine and flat-screen TV; cycling is readily available nearby.

Best Massachusetts villas and holiday homes with jacuzzi

Waterfront Cottage In Summer Village W/ Grill - Massachusetts
10 2 reviews

Waterfront Cottage In Summer Village W/ Grill

cottage, Westford
This charming cottage is located in Westford's Summer Village district, a short 7-minute drive (4.4km) from Westford Town Common and a 13-minute drive (8.1km) from Kimball Farm. The cottage offers a peaceful retreat with easy access to local attractions.
The 81 square metre property sleeps up to six guests and features two bedrooms and one bathroom. This comfortable holiday home comes with a fully equipped kitchen, a private outdoor area with a barbecue, and access to a shared swimming pool and jacuzzi.
Big New England Family Home; Walk To Beach, Shops - Massachusetts
10 1 review

Big New England Family Home; Walk To Beach, Shops

house, Rockport
This Rockport holiday home, an eight-minute walk from Back Beach, is situated 34 kilometres from Logan Airport and 34 kilometres from both the Peabody Essex Museum and the House of the Seven Gables.
This spacious nine-bedroom property boasts 372 square metres of floor area, sleeps 23 guests, includes free Wi-Fi and private parking, and is unsuitable for bachelor/hen parties.
Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 28 reviews

Shared Hot Tub: Historic Cottage, Walk To Elm Park

cottage, Worcester
This charming cottage is located in Worcester, just a 1.3 kilometre walk from Mechanics Hall and a 0.8 kilometre stroll from Elm Park, making it a great base for exploring the city. It has consistently received excellent reviews from previous guests.
The cottage offers 111 square metres of space, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private garden, a shared swimming pool, and a range of other amenities for a relaxing and enjoyable stay.
Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub - Massachusetts
No reviews

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub

house, Weymouth Town
House to rent. This accommodation is located in Weymouth Town.
Facilities and services: a barbecue, a terrace and a swimming pool. Take advantage of the air conditioning in this house!
©2026 cozycozy.com