Villas and Holiday homes in Massachusetts

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Massachusetts holiday homes
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12003 Villa rentals in Massachusetts

Best Massachusetts villas and holiday homes with a pool

Among the 12003 accommodations in Massachusetts, here are the 4 best villas and holiday homes with a pool

Spacious Retreat With Pool, Game Room & Fireplace, Sleeps 10, Backyard Oasis And Screened Gazebo, Family-friendly Getaway, 24hr Hospitality - Massachusetts
9.5 100 reviews

Spacious Retreat With Pool, Game Room & Fireplace, Sleeps 10, Backyard Oasis And Screened Gazebo, Family-friendly Getaway, 24hr Hospitality

house, Plymouth
This comfortable house is located in Plymouth, just 12.7 kilometres from Heritage Museums & Gardens and the Sandwich Glass Museum, offering a peaceful setting close to attractions. It consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The property spans 205 square metres and comfortably accommodates up to 10 guests in its four bedrooms and three bathrooms. It features a private pool, air conditioning, a spacious patio, and a fully equipped kitchen with modern appliances, ensuring a comfortable and enjoyable stay.
Lake Access & Pools: Sun-soaked Westford Cottage! - Massachusetts
No reviews

Lake Access & Pools: Sun-soaked Westford Cottage!

house, Westford
This Westford cottage, located approximately 35 kilometres from Minute Man National Historical Park and 47 kilometres from both the Brattle Theatre and the Mall of New Hampshire, offers convenient access to local attractions.
This 74 square metre property sleeps seven guests and boasts two bedrooms, two bathrooms, a private swimming pool and hot tub, a fully equipped kitchen, free Wi-Fi, and a fitness centre, ensuring a comfortable and enjoyable stay.
Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow - Massachusetts
No reviews

Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow

house, Longmeadow
This Longmeadow property, a seven-bedroom house, is situated 9.5km from the Eastern States Exposition and The Big E, and 16km from Bradley International Airport.
The 604 square metre residence boasts a private hot tub, swimming pool, fitness centre, and parking, comfortably accommodating up to eleven guests with four bathrooms and a fully equipped kitchen.
House ∙ 4 Bedrooms ∙ 1 Guest - Massachusetts
No reviews

House ∙ 4 Bedrooms ∙ 1 Guest

house, Avon
This detached house in Avon provides ample space with 4 bedrooms and 5 bathrooms, featuring a private swimming pool, a terrace, a balcony, and a garage for parking.
Guests can enjoy a fully-equipped kitchen with a dishwasher, air conditioning, and a BBQ grill, with the property being suitable for families and offering easy access to local amenities and outdoor pursuits a short drive away.

Top cities

Best family friendly Massachusetts villas and holiday home

Among the 12003 accommodations in Massachusetts, here are the 4 best family friendly villas and holiday homes

Falmouth Mist Near Menauhant Beach - Massachusetts
No reviews

Falmouth Mist Near Menauhant Beach

house, Falmouth
Falmouth Mist is a detached house located in Falmouth, 2.25 kilometres from Menauhant Beach and 14 kilometres from South Cape Beach State Park.
This spacious 279 square metre residence offers accommodation for up to 27 guests with four bathrooms, a fully equipped kitchen, air conditioning, a garden, a tennis court, and private parking, with laundry facilities and Wi-Fi included.
180 M² House ∙ 4 Bedrooms ∙ 10 Guests - Massachusetts
No reviews

180 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Bourne
This detached property in Bourne offers direct access to Sagamore Beach with expansive bay views, situated a short drive from Scusset Beach, Market Basket, and Shaw's.
This 179 square metre holiday home accommodates up to 10 guests across four bedrooms, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, and includes daily free tickets to local attractions such as Island Cruises and the Whydah Pirate Museum.
Expansive Outdoor Living And Cozy Sunroom - Charming Coastal Retreat - Massachusetts
No reviews

Expansive Outdoor Living And Cozy Sunroom - Charming Coastal Retreat

house, Marblehead
This detached house in Marblehead offers a unique Witch City Experience and is within a 500-meter walk of Devereux Beach, Gas House Beach, and King's Beach, as well as the historic Old Town, lighthouse, and harbour.
This property accommodates up to six guests in three bedrooms with queen beds, featuring a well-equipped kitchen, an exceptional outdoor living space with a deck and BBQ, a sunroom with a Smart TV and board games, and a private workspace.
Charming 3-bedroom Cottage With Wifi, Ac In Rochester - Massachusetts
No reviews

Charming 3-bedroom Cottage With Wifi, Ac In Rochester

cottage, Rochester
This Mattapoisett River cottage, situated 6.4km from Mattapoisett town beach and a short drive from New Bedford's waterfront, offers convenient access to both coastal attractions and the Bourne Bridge for Cape Cod trips.
This three-bedroom, two-bathroom holiday home boasts 94 square metres of living space with an open-plan layout, sleeping up to seven guests and featuring a modern kitchen, private pond access with a pedal boat, a Weber gas grill, and a provided parking pass for Mattapoisett town beach.

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 trip to Boston is essential, with sites like the Freedom Trail, Faneuil Hall, and the Boston Tea Party Ships & Museum. Outside of Boston, Plymouth offers a glimpse into the Pilgrims' history at Plimoth Patuxet Museums. Art lovers should visit the Museum of Fine Arts in Boston or the Norman Rockwell Museum in Stockbridge. And for natural beauty, the Berkshires offer stunning mountain scenery and charming towns.
  • What are the best villa rentals in Massachusetts?

    Among the villa rentals in Massachusetts, Luxurious Harbor View Cindy Cottage - Walk & Bike To Everything, Luxurious Renovated House and Captain Gosnold Village are the most popular ones.

  • 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 features rolling hills and mountains, perfect for hiking and outdoor activities. The coastline provides beautiful beaches, particularly on Cape Cod and the islands of Nantucket and Martha's Vineyard. Extensive forests are found throughout the state, offering opportunities for hiking and exploring. In addition to these, you'll also find charming coastal towns and vibrant cityscapes.
  • What are the best villa rentals with a pool in Massachusetts?

  • What are some surprising and hidden attractions in Massachusetts?

    Beyond the well-known spots, Massachusetts holds many surprises. The Mount Auburn Cemetery in Cambridge, while a cemetery, is a beautifully landscaped Victorian-era space with stunning architecture and historical significance. The Fruitlands Museum in Harvard offers a unique blend of history, art, and nature. And for a quirky experience, explore the quirky roadside attractions along Route 6A on Cape Cod.
  • What are the best villa rentals with a jacuzzi in Massachusetts?

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

    To truly understand Massachusetts culture, consider attending a local town meeting – a quintessential New England experience. Visiting a local farm and participating in a harvest festival provides a connection to the agricultural heritage. Exploring the many farmers' markets across the state offers opportunities to interact with local producers and sample regional products. Finally, attending a performance at the Tanglewood Music Center in Lenox provides a cultural immersion in the arts.
  • What are the best villa rentals 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 Massachusetts, hitting major cities and attractions. However, to truly experience the state's diversity – from Boston to the Berkshires and Cape Cod – two weeks or even more would be ideal. It depends on your interests and preferred pace of travel.
  • What are the best pet friendly villa rentals in Massachusetts?

  • Is there anything you might not think to pack for Massachusetts?

    Depending on the time of year, you might overlook packing layers. Massachusetts weather can be unpredictable, even in summer. Comfortable walking shoes are a must, as exploring many towns and historical sites involves a lot of walking. Finally, insect repellent can be useful, especially during warmer months.
  • What are the best villa rentals with parking in Massachusetts?

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

    The Massachusetts Institute of Technology (MIT) offers public lectures and events, providing access to cutting-edge science and technology. Many historical societies and museums offer workshops on topics ranging from historical crafts to local art forms. Check local listings for specific offerings, as these vary seasonally.
  • Are there any food festivals in Massachusetts where you can try local food?

    The Boston Seafood Festival is a popular annual event showcasing fresh seafood. Many smaller towns and regions host their own agricultural fairs and festivals throughout the year, offering opportunities to sample local produce, baked goods, and other regional specialties. Check local event listings for specific dates and locations.
  • What seasonal natural events, such as migrations or blooming periods, occur in Massachusetts?

    Spring brings the blooming of wildflowers across the state, particularly in the Berkshires. Autumn showcases vibrant foliage, with peak colour typically occurring in October. Bird migration is a significant event, with various species passing through during spring and autumn.
  • What exclusive experiences are available when visiting Massachusetts?

    A private tour of the Isabella Stewart Gardner Museum in Boston, focusing on its unique history and collection, offers an exclusive experience. A private whale watching tour from Cape Cod provides a more intimate experience of observing these magnificent creatures. Similarly, a private guided hike in the Berkshires, tailored to your interests, can offer a unique perspective on the region's natural beauty.

Nearby regions

Best Massachusetts villas and holiday homes with a kitchen

191 M² House ∙ 4 Bedrooms ∙ 8 Guests - Massachusetts
10 2 reviews

191 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Sandwich
This four-bedroom, two-bathroom house in Sandwich, Massachusetts, enjoys a prime location directly opposite Sagamore Beach, offering breathtaking views of Cape Cod Bay and the salt marsh.
The 172 square metre property boasts a recently renovated main level with hardwood floors, two decks, a finished basement game room, and sleeps up to eight guests; included is access to the Xplorie complimentary activities package worth £600.
Spacious 3 Bedroom Duplex Home Inside Worcester - Massachusetts
9.7 3 reviews

Spacious 3 Bedroom Duplex Home Inside Worcester

house, Worcester
This three-bedroom duplex is located in Worcester, 1.1 kilometres from Ecotarium A Museum Of Science Nature and 1.9 kilometres from the DCU Center Arena & Convention Centre.
The property offers free Wi-Fi, air conditioning, and private parking, with select units featuring a private entrance, dining area, fireplace, and oven, and some equipped with a fully fitted kitchen including a dishwasher.
Updated Vintage Bungalow With Incredible Views - Massachusetts
9.9 190 reviews

Updated Vintage Bungalow With Incredible Views

bungalow, Dartmouth
This Dartmouth bungalow, near the University of Massachusetts Dartmouth and Interstate 195, offers easy access to Boston, Providence, and Cape Cod, all within a convenient driving distance.
This 400 sq ft (approx. 37 sq m) self-catering property features a 350 sq ft (approx. 33 sq m) deck, one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchenette, laundry facilities, and panoramic lake views; pets are welcome (upon approval).
Walk To Swift's Beach! Classic Cottage W/ Deck - Massachusetts
10 5 reviews

Walk To Swift's Beach! Classic Cottage W/ Deck

house, Wareham
Wareham Cottage, a self-catering house in Wareham, Dorset, is a seven-minute walk from Swift Beach and within 34km of attractions including the Heritage Museums & Gardens and Plimoth Patuxet Museums.
This 62 square metre property offers two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and free Wi-Fi, sleeping up to four guests and providing easy access to Wareham's amenities and attractions.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts villas and holiday homes with jacuzzi

Cozy Colonial Home: Hot Tub, Game Roomm, Home Theatre, Karaoke - Massachusetts
No reviews

Cozy Colonial Home: Hot Tub, Game Roomm, Home Theatre, Karaoke

house, Framingham
This Colonial-style residence in Framingham, Massachusetts, offers convenient access to downtown Boston, just a 48-kilometre drive away, with Fenway Park and Boston Common also reachable within 48 kilometres, and is a mere 10-minute journey to Natick Mall and Shoppers World.
This spacious 4-bedroom, 2.5-bathroom property sleeps up to 10 guests and boasts a dedicated coffee bar, a game lounge with a convertible pool and ping pong table, a home theatre with a popcorn machine, a karaoke setup, and outdoor amenities including a hot tub and a pet-friendly yard, all complemented by four off-street parking spaces.
Hot Tub, Electric Bikes, Solo Stove, Projector, Smores - Massachusetts
9.0 24 reviews

Hot Tub, Electric Bikes, Solo Stove, Projector, Smores

house, Marblehead
This charming three-bedroom house is situated just 2.6 kilometres from Gas House Beach and 7.6 kilometres from the Peabody Essex Museum, offering a peaceful escape in the heart of Marblehead. The property has received excellent ratings for location, cleanliness and overall user experience, making it an ideal choice for your stay.
The house spans 279 square metres and comfortably accommodates up to 10 guests. Enjoy a range of amenities including a private hot tub, electric bikes, a fire pit, a projector, stunning sea views, a fully equipped kitchen, outdoor dining, free parking, and close proximity to Marblehead's top attractions.
Ocean's Edge With Pool, Hot Tub & Beach Access - Massachusetts
No reviews

Ocean's Edge With Pool, Hot Tub & Beach Access

house, Plymouth
This beachfront property in Plymouth provides direct ocean access and is located 13 kilometres from the Sandwich Glass Museum and Heritage Museums & Gardens.
This detached house offers four bedrooms, four bathrooms, a heated outdoor swimming pool, a hot tub, air conditioning, and free WiFi, with a floor area of 325 square metres and a guest capacity of 15.
Experience Classic New England-walk To Beach&shops - Massachusetts
No reviews

Experience Classic New England-walk To Beach&shops

house, Rockport
This Rockport holiday let is an 8-minute walk from Back Beach and within 34 kilometres of Logan Airport, situated 34 kilometres from Peabody Essex Museum and The House of the Seven Gables.
This five-bedroom detached house accommodates up to fifteen guests with air conditioning, Wi-Fi, a garden, a hot tub, and private parking, and is a short walk to Rockport's shops.
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