Villas and Holiday homes in Massachusetts

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Massachusetts holiday homes
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10727 Villa rentals in Massachusetts

Best Massachusetts villas and holiday homes with a pool

Among the 10727 accommodations in Massachusetts, here are the 4 best villas and holiday homes with a pool

Waterfront Cottage In Summer Village With Grill - Massachusetts
Massachusetts
23/12 – 30/12
567 â‚¬/nighttotal: 3969 â‚¬ (7 )

Waterfront Cottage In Summer Village With Grill

2 6
house , Westford
This Westford property is conveniently located just 30 kilometres from Harvard Square, 47 kilometres from Peabody Museum and Inman Square, and 31 kilometres from Minute Man National Historical Park, providing easy access to a range of attractions. The surrounding area offers a peaceful and tranquil setting, perfect for a relaxing getaway.
This two-bedroom house spans 81 square metres and comfortably accommodates up to 11 guests. It features a fully equipped kitchen, a washing machine, air conditioning, a swimming pool, a jacuzzi, a fitness centre, a tennis court, and parking.
Spacious Retreat With Pool, Game Room & Fireplace, Sleeps 10, Backyard Oasis And Screened Gazebo, Family-friendly Getaway, 24hr Hospitality - Massachusetts
9.4 91 reviews
Massachusetts
07/01 – 12/01
680 â‚¬/nighttotal: 3400 â‚¬ (5 )

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

4 2
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.
Private Heated Pool Family Cottage In Plymouth! - Massachusetts
9.0 5 reviews
Massachusetts
23/12 – 30/12
278 â‚¬/nighttotal: 1946 â‚¬ (7 )

Private Heated Pool Family Cottage In Plymouth!

2 6
house , Plymouth
This Plymouth family cottage is situated a 1.6km walk from Plymouth Long Beach and less than 1km from Plimoth Patuxet Museums.
The 91 square metre property offers one bedroom, one bathroom, sleeps eleven guests, and boasts a private heated pool, free Wi-Fi, and a fully equipped kitchen including a dishwasher.
Weymouth Waterfront Getaway With Swim Spa And Hot Tub - Massachusetts
9.8 7 reviews
Massachusetts
31/08 – 07/09
835 â‚¬/nighttotal: 5845 â‚¬ (7 )

Weymouth Waterfront Getaway With Swim Spa And Hot Tub

3 2
house , Weymouth Town
This beachfront property in Weymouth is just 8 kilometres from the JFK Presidential Library & Museum and a short walk from Wessagusset Beach, offering a peaceful and convenient location for exploring the area. The property has received excellent ratings for its cleanliness, location, and overall experience.
The house provides comfortable accommodation for up to 9 guests across 3 bedrooms and 3 bathrooms, spanning 144 square metres. Guests can enjoy a range of amenities, including a private pool and hot tub, a fully equipped kitchen, and free Wi-Fi, making it ideal for a relaxing and enjoyable stay.

Top cities

Best family friendly Massachusetts villas and holiday home

Among the 10727 accommodations in Massachusetts, here are the 4 best family friendly villas and holiday homes

Falmouth Mist Near Menauhant Beach - Massachusetts
Massachusetts
05/07 – 10/07
908 â‚¬/nighttotal: 4540 â‚¬ (5 )

Falmouth Mist Near Menauhant Beach

1 14
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.
133 M² House ∙ 3 Bedrooms ∙ 8 Guests - Massachusetts
9.7 6 reviews
Massachusetts
27/06 – 04/07
555 â‚¬/nighttotal: 3885 â‚¬ (7 )

133 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 2
house , Sandwich
This three-bedroom, three-bathroom house in Sandwich's Town Neck area is a short 0.16km walk from Town Neck Beach and within a few kilometres of the Cape Cod Canal and Heritage Museums & Gardens.
The 132 square metre property boasts a reverse floor plan, sleeps eight guests, includes a Playstation 5 and a 75-inch 4K TV with Sonos sound, and offers the Xplorie benefit of £600 worth of free local attraction tickets.
3br2bth Parking Cambridge Boston W&d Subway Ac - Massachusetts
9.6 14 reviews
Massachusetts
07/01 – 12/01
274 â‚¬/nighttotal: 1370 â‚¬ (5 )

3br2bth Parking Cambridge Boston W&d Subway Ac

3 2
house , Somerville
This Somerville holiday home is situated near Inman Square, approximately 1.9km from the Central Square Theatre, 2.3km from the Massachusetts Institute of Technology (MIT), and a short distance from Cambridge College and the Peabody Museum.
The 102 square metre property offers three bedrooms, two bathrooms, sleeps thirteen guests, and includes free Wi-Fi, private parking, and a fully equipped kitchen with a dishwasher.
Vibrant Sterling Lakefront Lodge With Kayaks - Massachusetts
10 66 reviews
Massachusetts
23/12 – 30/12
385 â‚¬/nighttotal: 2695 â‚¬ (7 )

Vibrant Sterling Lakefront Lodge With Kayaks

3 6
house , Sterling
This Sterling lakefront lodge boasts direct access to the lake with kayaks, situated 16km from Tower Hill Botanic Garden and within 21km of Worcester attractions including the DCU Center.
This 279 square metre property offers three bedrooms sleeping six guests, a fully equipped kitchen, three bathrooms, a spa, free Wi-Fi, and a fireplace; enjoy kayaking on the lake and explore nearby Worcester.

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

Cataumet Cottage - Massachusetts
9.4 5 reviews
Massachusetts
19/07 – 24/07
415 â‚¬/nighttotal: 2075 â‚¬ (5 )

Cataumet Cottage

2 4
house , Bourne
Cataumet Cottage, a Bourne holiday home near Cataumet, Massachusetts, is situated approximately 21 kilometres from Sandwich and 24 kilometres from South Cape Beach State Park.
This two-bedroom property offers 57 square metres of living space, sleeping up to seven guests and boasting a well-equipped kitchen, air conditioning, a garden, and access to nearby cycling routes.
Westfield Vacation Rental W/ Porch, Pets Welcome! - Massachusetts
Massachusetts
23/06 – 25/06
263 â‚¬/nighttotal: 526 â‚¬ (2 )

Westfield Vacation Rental W/ Porch, Pets Welcome!

1 2
cottage , Westfield
This Westfield holiday home is conveniently located within a 15-minute walk of the Westfield River and Woodward Center, and under 3km from Baystate Noble Hospital and Westfield State University.
The self-catering property features a fully equipped kitchen with oven, hob, microwave, and dishwasher, in-unit laundry, free Wi-Fi, parking, and an outdoor grill; pets are welcome.
Cozy Beach Cottage- Walk To Beach - Massachusetts
10 31 reviews
Massachusetts
04/10 – 31/10
305 â‚¬/nighttotal: 8235 â‚¬ (27 )

Cozy Beach Cottage- Walk To Beach

3 2
cottage , Westport
This charming 3-bedroom cottage is located in the Westport Harbor district, just a short walk from the beach and a few kilometers from attractions like The Breakers and Newport Mansions. It has received excellent reviews from previous guests.
The property can accommodate up to 6 guests and boasts a spacious back deck with ocean views, a garden, and a kitchen equipped with a fridge and microwave. You can enjoy the central air conditioning, two smart TVs, and the convenience of parking.
Plum Island Beautiful Views Weekly Summer Rental - Massachusetts
9.0 18 reviews
Massachusetts
25/07 – 01/08
328 â‚¬/nighttotal: 2296 â‚¬ (7 )

Plum Island Beautiful Views Weekly Summer Rental

3 2
cottage , Newbury
This renovated cottage in Newbury offers private beach access and is a 5-minute walk to the main beach, with Newburyport's shops and restaurants a 10-minute drive away.
This 74 square meter dwelling accommodates up to five guests, featuring three bedrooms, one bathroom, air conditioning, a garden, parking, and a kitchen equipped with a fridge and microwave oven, whilst also providing easy day trip access to Boston, located 1 hour away by car.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts villas and holiday homes with jacuzzi

Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 24 reviews
Massachusetts
31/08 – 07/09
318 â‚¬/nighttotal: 2226 â‚¬ (7 )

Shared Hot Tub: Historic Cottage, Walk To Elm Park

2 2
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.
A Timeless Retreat At Historic Crompton House - Massachusetts
Massachusetts
27/08 – 25/09
356 â‚¬/nighttotal: 10324 â‚¬ (29 )

A Timeless Retreat At Historic Crompton House

2 2
house , Worcester
This holiday home is situated in Worcester, a short walk from Worcester Polytechnic Institute and the DCU Centre Arena & Convention Centre, and 1.8 kilometres from Worcester, MA Station.
This property offers 158 square metres of living space for up to 7 guests, featuring 2 bedrooms, 2 bathrooms, air conditioning, an outdoor swimming pool, a hot tub, and a well-equipped kitchen.
Spacious Accessible Waterfront Retreat With Hot Tub - Massachusetts
10 2 reviews
Massachusetts
07/01 – 12/01
260 â‚¬/nighttotal: 1300 â‚¬ (5 )

Spacious Accessible Waterfront Retreat With Hot Tub

4 2
house , Orange
The Zen Waterfront Retreat is a three-bedroom house in Orange, Massachusetts, offering waterfront access with canoeing and fishing, situated approximately 34km from the Pelham Town Hall Historic District and 46km from the East Village Historic District.
This 196 square metre property boasts three bathrooms, two living rooms, sleeps up to 15 guests, includes free Wi-Fi, private parking, and air conditioning, making it ideal for families or large groups exploring the area.
Heart Of Southie - Hot Tub + Walk To Top Bars - Massachusetts
10 4 reviews
Massachusetts
06/07 – 08/07
1849 â‚¬/nighttotal: 3698 â‚¬ (2 )

Heart Of Southie - Hot Tub + Walk To Top Bars

4 2
house , Boston
This South Boston property is situated 0.6km from Carson Beach and a short walk from popular bars and restaurants in the area.
The 167 square metre house boasts four bedrooms, three bathrooms, sleeps thirteen guests, and includes a Jacuzzi, garden, parking, and fully equipped kitchen.
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