Villas and Holiday homes in Massachusetts

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Massachusetts holiday homes
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10727 Villa rentals in Massachusetts

Ocean Front Beach House- Winter Rental Avail. - Massachusetts
9.5 15 reviews
Massachusetts
27/06 – 04/07
517 â‚¬/nighttotal: 3619 â‚¬ (7 )

Ocean Front Beach House- Winter Rental Avail.

1 2
bungalow, Salisbury
This Salisbury Beach oceanfront bungalow, situated on the dunes, offers easy access to restaurants and family activities, lying within a short driving distance (a few kilometres) of Newburyport and other coastal towns.
This two-bedroom, one-bathroom house sleeps six guests and includes a fridge, microwave, dishwasher, air conditioning, garden, parking, and is rated excellent for location, cleanliness, and user experience.
Ping-pong & Fire Pit! Renovated Marshfield Cottage - Massachusetts
Massachusetts
31/07 – 02/08
370 â‚¬/nighttotal: 740 â‚¬ (2 )

Ping-pong & Fire Pit! Renovated Marshfield Cottage

1 2
cottage, Marshfield
This Marshfield holiday let is located near river views, under 1 kilometre from Humarock Beach, and within walking distance of shops such as Yup Sup: Coastal Living Boutique & Watersport Rentals.
This 65 square metre bungalow offers 1 bedroom, 1 bathroom and sleeps 2 guests, featuring a custom VW bus bar, a shared patio with a wood-burning fire pit, a Smart TV, a wood-burning fireplace, a ping-pong table, and a reading nook.
Oak Bluffs Beauty - Massachusetts
9.4 75 reviews
Massachusetts
23/12 – 30/12
481 â‚¬/nighttotal: 3367 â‚¬ (7 )

Oak Bluffs Beauty

4 6
house, Oak Bluffs
Oak Bluffs Beauty is located in Oak Bluffs, just 11 kilometres from Falmouth and 32 kilometres from Hyannis, offering easy access to explore the surrounding areas. The property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
This four-bedroom house spans 191 square metres and comfortably accommodates up to 10 guests. Enjoy a fully equipped kitchen with a fridge, microwave, dishwasher, and other amenities, a private garden, parking, and air conditioning for a pleasant stay.
Modern Single Family Home Minutes From Fort Hill - Massachusetts
8.7 20 reviews
Massachusetts
03/07 – 05/07
421 â‚¬/nighttotal: 842 â‚¬ (2 )

Modern Single Family Home Minutes From Fort Hill

3 2
house, Boston
This modern three-bedroom house near Fort Hill in Boston offers convenient access to the Museum of Fine Arts (3.5 km), Fenway Park (4.8 km), and the Hynes Convention Centre (4.8 km).
The 149 square metre property features a fully equipped kitchen, a terrace, free Wi-Fi, private parking, and comfortably accommodates up to eleven guests.
Amherst Area   Studio Apartment - Massachusetts
9.9 197 reviews
Massachusetts
27/08 – 25/09
97 â‚¬/nighttotal: 2813 â‚¬ (29 )

Amherst Area Studio Apartment

1 2
house, Belchertown
This charming house is situated in a peaceful side road near Belchertown, just a short drive from Amherst, Hampshire, UMass, Smith College, and Mount Holyoke College, making it ideal for visiting students or faculty. The accommodation consistently receives excellent ratings for its cleanliness, location, and overall experience.
The guest suite is a spacious, open studio located above the garage, offering a private and unique experience. Guests can enjoy a comfortable stay with a double and single bed, a sofa, a chair, and a dining nook, along with a kitchenette for preparing simple meals.
Cottage Rental On Chappaquiddick Island With Transferable Ferry Ticket Availability Massachusetts - Massachusetts
Massachusetts
01/07 – 31/07
475 â‚¬/nighttotal: 14250 â‚¬ (30 )

Cottage Rental On Chappaquiddick Island With Transferable Ferry Ticket Availability Massachusetts

1 2
house, Edgartown
This secluded cottage is located on Chappaquiddick Island, a short ferry ride from Edgartown, offering a peaceful island retreat.
This well-appointed one-bedroom holiday home accommodates up to 15 guests and features a full kitchen, two bathrooms with hairdryers, air conditioning, a garden, and a tennis court, with a mini-market on-site for convenience.
Blue Moon Cottage - Massachusetts
Massachusetts
31/08 – 25/09
271 â‚¬/nighttotal: 6775 â‚¬ (25 )

Blue Moon Cottage

2 2
house, Rockport
Blue Moon Cottage, a Rockport self-catering property, is situated an 8-minute walk from Rockport's Front Beach and 32 kilometres from both the Peabody Essex Museum and the House of the Seven Gables.
This 84-square-metre house offers two bedrooms, one bathroom, sleeps three guests, and includes a fully equipped kitchen, washing machine, outdoor dining area, and on-site children's playground.
Cozy Valley View Post & Beam Villa! - Massachusetts
10 9 reviews
Massachusetts
03/07 – 05/07
2165 â‚¬/nighttotal: 4330 â‚¬ (2 )

Cozy Valley View Post & Beam Villa!

6 7
house, Whately
This six-bedroom villa in South Deerfield, Massachusetts, is situated 3.9km from Black Birch Vineyard and within 14.5km of Mount Sugarloaf State Reservation and David Mustante Beach.
The property boasts a fully equipped kitchen, jacuzzi, terrace, garden, parking, and accommodates up to 13 guests, offering easy access to Meadowcrest Golf Range and South Centre/Pumpkin Hollow Cemetery within a 14.5km radius.
9 Mi To Wachusett Mtn! Family Base With Porch - Massachusetts
Massachusetts
25/07 – 01/08
214 â‚¬/nighttotal: 1498 â‚¬ (7 )

9 Mi To Wachusett Mtn! Family Base With Porch

3 2
apartment, Fitchburg
This Fitchburg flat is located 14 kilometres from Wachusett Mountain, 39 kilometres from Worcester Polytechnic Institute, and 32 kilometres from Tower Hill Botanic Garden, with Ecotarium A Museum Of Science Nature 40 kilometres and Fitton Football Stadium 43 kilometres away.
This 121 square metre apartment offers three bedrooms, a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, and free WiFi, suitable for up to 15 guests with a private entrance and parking.
Luxury By The Lake - Massachusetts
9.7 181 reviews
Massachusetts
10/08 – 31/08
214 â‚¬/nighttotal: 4494 â‚¬ (21 )

Luxury By The Lake

3 2
house, West Brookfield
This recently remodelled three-bedroom lakeside property near West Brookfield, Massachusetts, is located a short 3.2km drive from the Salem Cross Inn and 19km from the Oakholm Wedding Venue & Brewery.
The dwelling boasts an open-plan layout, sleeps eight guests, includes a private six-person hot tub, and offers easy lake access for swimming and sunbathing.
Paradise Boathouse - Massachusetts
10 117 reviews
Massachusetts
31/07 – 07/08
205 â‚¬/nighttotal: 1435 â‚¬ (7 )

Paradise Boathouse

3 1
cabin, Shutesbury
The Boathouse cabin is located in Shutesbury, just a short drive from the picturesque town centre and within easy reach of Lake Wyola. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cosy cabin sleeps four guests comfortably and features a spacious bedroom with a queen-size bed. Amenities include a fully equipped kitchen, a wood-burning stove, and a charming four-season porch with stunning views of the lake. Guests can enjoy swimming, boating, and fishing in the summer, and ice skating, ice fishing, and cross-country skiing in the winter.
~*Pet Friendly 30min To Downtown*~ The Bostonian - Massachusetts
9.6 378 reviews
Massachusetts
01/08 – 30/09
298 â‚¬/nighttotal: 17880 â‚¬ (60 )

~*Pet Friendly 30min To Downtown*~ The Bostonian

2 2
house, Boston
This charming house is located in Boston, just a short distance from the Hynes Convention Center, Back Bay, and the Boston Museum of Fine Arts. The property has consistently received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers seeking a comfortable and convenient stay.
The property features two bedrooms and one bathroom, spanning 93 square metres, providing ample space for a small family or group of friends. Guests can enjoy a fully equipped kitchen, a private garden, and free Wi-Fi, along with a washing machine for added convenience.

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

Peaceful Getaway Cottage On Grounds Of Historic Mid-century Gem - Massachusetts
9.7 9 reviews
Massachusetts
25/07 – 01/08
436 â‚¬/nighttotal: 3052 â‚¬ (7 )

Peaceful Getaway Cottage On Grounds Of Historic Mid-century Gem

2 2
house, Northborough
This Peaceful Getaway Cottage is located in Northborough, just 12 miles from the DCU Center Arena & Convention Center and 24 miles from the Minute Man National Historical Park. The cottage has received excellent ratings for its location, cleanliness and user experience.
The cottage has 2 bedrooms, 2 bathrooms and a fully equipped kitchen, offering 121 square meters of space for up to 4 guests. Enjoy a private pool and garden, a games room, a bar, a fitness centre and free parking and Wi-Fi.
Fully Renovated 4-bedroom In Private Community With Pool & Close To Beach - Massachusetts
10 9 reviews
Massachusetts
01/10 – 31/10
622 â‚¬/nighttotal: 18660 â‚¬ (30 )

Fully Renovated 4-bedroom In Private Community With Pool & Close To Beach

4 2
cottage, Falmouth
This pet-friendly cottage is located in East Falmouth, just 3km from Cape Cod Beaches and 6km from Ferry Island Queen. The area is known for its relaxed atmosphere and easy access to the beautiful beaches and attractions of Falmouth.
The cottage sleeps 12 guests in its 4 bedrooms and 2 bathrooms. It offers a range of amenities including a shared pool, barbecue facilities, a fully equipped kitchen, laundry facilities, and free Wi-Fi.
Rustic Cabin | 25 Min (16 Mi) To Gillette Stadium - Massachusetts
9.9 66 reviews
Massachusetts
27/06 – 30/06
317 â‚¬/nighttotal: 951 â‚¬ (3 )

Rustic Cabin | 25 Min (16 Mi) To Gillette Stadium

1 3
cabin, Bellingham
This Bellingham lodge, situated above the campground office, offers a convenient base for exploring the area, though precise distances to local attractions are not specified.
Sleeping up to six guests, this three-bedroom retreat boasts a fully equipped kitchen including a dishwasher and microwave, a modern bathroom with walk-in shower and laundry facilities, plus access to a shared seasonal swimming pool and other campground amenities such as mini-golf and a games room.
209 M² House ∙ 6 Bedrooms ∙ 14 Guests - Massachusetts
Massachusetts
10/11 – 08/12
363 â‚¬/nighttotal: 10164 â‚¬ (28 )

209 M² House ∙ 6 Bedrooms ∙ 14 Guests

6 2
house, Falmouth
This Falmouth property is centrally located, approximately 1.9km from Surf Drive Beach and various restaurants, and under 5km from Falmouth Harbour.
This six-bedroom, four-bathroom house boasts 209 square metres of floor space, a private unheated pool (open 15 May - 2024), and accommodates up to ten guests, offering a fully equipped gourmet kitchen and beach essentials.

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

Gorgeous Timber Frame Home In Ashfield - 4 Bedrooms, 3 Bathrooms And Sauna - Massachusetts
9.6 8 reviews
Massachusetts
03/07 – 06/07
566 â‚¬/nighttotal: 1698 â‚¬ (3 )

Gorgeous Timber Frame Home In Ashfield - 4 Bedrooms, 3 Bathrooms And Sauna

4 2
manor house, Ashfield
This farmstead is situated in Shelburne Falls, western Massachusetts, approximately 32 kilometres from Berkshire East Ski Resort and near the Bridge of Flowers.
This property accommodates up to nine guests across four bedrooms and three bathrooms, featuring a pool table, a wood-burning sauna with a cold plunge pond, and immediate access to hiking and biking trails.
Stunning Beachfront 3br, Ocean Views, Near Boston - Massachusetts
9.6 5 reviews
Massachusetts
03/07 – 05/07
417 â‚¬/nighttotal: 834 â‚¬ (2 )

Stunning Beachfront 3br, Ocean Views, Near Boston

1 2
house, Quincy
This Quincy beachfront property, near Wollaston Beach and 7.8 km from the John F. Kennedy Presidential Library and Museum, offers stunning ocean views.
The 154 square metre house sleeps 15 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen with fridge and dishwasher, free Wi-Fi, private parking, and a terrace/balcony.
70 M² House ∙ 4 Bedrooms ∙ 10 Guests - Massachusetts
Massachusetts
01/09 – 28/02
457 â‚¬/nighttotal: 82260 â‚¬ (180 )

70 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 1
house, Ashburnham
House rental listing for up to 10 guests. This accommodation is located in Ashburnham.
Facilities and services include a terrace, a washing machine and a freeze. This house in Ashburnham also has air conditioning!
Onset Beach, Cape Code , Blackmore Pond, Private Waterfront Cottage - Massachusetts
9.7 197 reviews
Massachusetts
01/10 – 31/10
248 â‚¬/nighttotal: 7440 â‚¬ (30 )

Onset Beach, Cape Code , Blackmore Pond, Private Waterfront Cottage

2 2
cottage, Wareham
This charming waterfront cottage is located in Wareham, just a short drive from Tobey Hospital, Swifts Beach, Water Wizz, and Lyman Reserve, offering easy access to attractions and activities. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom cottage provides comfortable accommodation for up to four guests, with a spacious 74 square meters of living space. Enjoy a range of amenities including a private pool, a terrace, a garden, and free Wi-Fi, perfect for relaxing and enjoying the beautiful surroundings.

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

Marblehead Tiny House - Massachusetts
10 249 reviews
Massachusetts
03/08 – 06/08
242 â‚¬/nighttotal: 726 â‚¬ (3 )

Marblehead Tiny House

1 2
cabin, Marblehead
This charming tiny house is located in a peaceful wooded backyard, just a short walk from Salem Harbour and a mile from both Old Town and Downtown Marblehead. The property has received excellent ratings for location, cleanliness, and overall user experience.
This cosy dwelling comfortably accommodates four guests and features a fully equipped kitchen, outdoor seating, and a private entrance. Enjoy a tranquil retreat with modern amenities and easy access to the vibrant attractions of Marblehead.
Walk To Swifts Beach! Classic Cottage With Deck - Massachusetts
10 5 reviews
Massachusetts
11/09 – 13/09
377 â‚¬/nighttotal: 754 â‚¬ (2 )

Walk To Swifts Beach! Classic Cottage With Deck

2 2
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.
Spacious And Cozy 3 Bedroom Home - Massachusetts
Massachusetts
03/08 – 01/09
379 â‚¬/nighttotal: 10991 â‚¬ (29 )

Spacious And Cozy 3 Bedroom Home

2 2
house, Worcester
This 2-bedroom house in Worcester is situated 1.8 kilometres from the Ecotarium and 3.1 kilometres from the DCU Center Arena & Convention Center.
This property offers 1800 square metres of floor area, accommodates up to 15 guests, and includes amenities such as air conditioning, a fully equipped kitchen, free WiFi, and private parking.
Pet-friendly Apartment, 6 Miles To Downtown - Massachusetts
10 1 review
Massachusetts
04/10 – 31/10
229 â‚¬/nighttotal: 6183 â‚¬ (27 )

Pet-friendly Apartment, 6 Miles To Downtown

1 2
apartment, Revere
This pet-friendly apartment in Revere is situated approximately 1.9 kilometres from Revere Beach and within a 10.5 kilometre radius of Boston's North Station and TD Garden, as well as Old North Church and Cambridge College.
This 93 square metre holiday home offers one bedroom, one bathroom, air conditioning, a fully equipped kitchen with a dishwasher and a coffee machine, a fireplace, and free WiFi, with parking also available.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts villas and holiday homes with jacuzzi

Waterfront Cottage In Summer Village W/ Grill - Massachusetts
10 1 review
Massachusetts
10/11 – 08/12
535 â‚¬/nighttotal: 14980 â‚¬ (28 )

Waterfront Cottage In Summer Village W/ Grill

2 2
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.
Clifford Luxury Retreat 3br Self Check In Home - Massachusetts
9.0 2 reviews
Massachusetts
21/07 – 30/07
296 â‚¬/nighttotal: 2664 â‚¬ (9 )

Clifford Luxury Retreat 3br Self Check In Home

3 3
house, Northbridge
This detached house in Northbridge is situated 21 kilometres from the DCU Centre Arena & Convention Centre, with Providence attractions such as Providence College and Brown University located between 43 and 45 kilometres away.
This property accommodates up to 11 guests and features two bedrooms, three bathrooms, a fully equipped kitchen, air conditioning, a jacuzzi, a balcony, and complimentary Wi-Fi, with free private parking also provided.
The Bonnieview - Massachusetts
Massachusetts
10/11 – 08/12
3522 â‚¬/nighttotal: 98616 â‚¬ (28 )

The Bonnieview

5 2
house, Plymouth
The Bonnieview, a spacious Plymouth holiday home in Nameloc Heights, is located approximately 10km from Plimoth Patuxet Museums and 21km from Heritage Museums & Gardens and the Sandwich Glass Museum.
This 609 square metre property boasts five bedrooms, six bathrooms, and accommodates up to 19 guests, featuring a private swimming pool, jacuzzi, and free Wi-Fi; nearby cycling routes explore the area.
Tiffany's Treasure - Massachusetts
Massachusetts
27/06 – 30/06
1234 â‚¬/nighttotal: 3702 â‚¬ (3 )

Tiffany's Treasure

4 3
house, Oak Bluffs
This spacious Oak Bluffs holiday home is situated 4km from Martha's Vineyard Airport and 10.6km from Edgartown Lighthouse, offering convenient access to local attractions.
The 176 square metre property boasts four bedrooms, three bathrooms including a jacuzzi, a fully equipped kitchen, and can comfortably accommodate up to fifteen guests, with a terrace, garden and free Wi-Fi.
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