Villas and Holiday homes in Massachusetts

12003 available villa offers

-
7
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Massachusetts holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Remodeled Cottage Retreat On The Lake, Close To Boston But Nestled In The Woods - Massachusetts
No reviews

Remodeled Cottage Retreat On The Lake, Close To Boston But Nestled In The Woods

cottage, Groton
This Groton, Massachusetts lakeside property, situated on Lost Lake and approximately 72 kilometres from Boston, offers private beach access and proximity to the Westford Museum and the MIT Haystack Observatory.
The two-bedroom, one-bathroom holiday home sleeps six, boasting a fully equipped kitchen, lake views, a deck with barbecue, fire pit, and rentable canoe, plus beach chairs and life vests for family enjoyment.
111 M² House ∙ 1 Bedroom ∙ 1 Guest - Massachusetts
No reviews

111 M² House ∙ 1 Bedroom ∙ 1 Guest

house, Southwick
House rental listing for up to 1 person. Your accommodation will be based in Southwick.
Services and facilities: a fridge, a freeze and free parking. This house also has a terrace!
Plymouth Perch - Massachusetts
No reviews

Plymouth Perch

house, Plymouth
Book this Holiday rental. This accommodation is based in Plymouth.
Services and facilities include a dish washer, a swimming pool and an iron. Take advantage of the air conditioning in this house in Plymouth.
Overlook Poolside Getaway With Seasonal Pool - Massachusetts
10 1 review

Overlook Poolside Getaway With Seasonal Pool

house, Falmouth
This Falmouth holiday home is situated 7.4km from South Cape Beach State Park and approximately 22.5km from attractions including the Sandwich Glass Museum and Heritage Museums & Gardens.
This 171 square metre property boasts one bedroom, two bathrooms, sleeps eleven guests, and includes a private pool, free Wi-Fi, a fully equipped kitchen with dishwasher, washing machine, and a fireplace; enjoy the garden and on-site parking.

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

93 M² House ∙ 2 Bedrooms ∙ 1 Guest - Massachusetts
No reviews

93 M² House ∙ 2 Bedrooms ∙ 1 Guest

house, Auburn
Holiday house for 1 person. You will stay in Auburn.
Facilities and services: a washing machine, a kitchen and a garden. This house is ideal for families.
A Beautiful "Wee " Place By The Sea In Rockport - Massachusetts
8.6 42 reviews

A Beautiful "Wee " Place By The Sea In Rockport

cottage, Rockport
This Rockport holiday home is centrally located, within a 15-minute walk of Cape Ann, Thatcher Island, and the Thatcher Island National Wildlife Refuge, and under 2km from Pebble Beach and Cape Hedge Beach.
This 48 square metre self-catering property sleeps five, boasting two bedrooms, one bathroom, a fully equipped kitchenette, private patio, garden access, and barbecue facilities.
Outdoor Fire Pit And Fireplace Retreat - Spacious Family Oasis - Massachusetts
No reviews

Outdoor Fire Pit And Fireplace Retreat - Spacious Family Oasis

house, Falmouth
This family-friendly detached house is situated in Falmouth, Massachusetts, offering convenient access to Chapoquoit Beach (4.8 km) and Old Silver Beach (8 km), with Falmouth's Main Street shops and restaurants just 1.8 km away.
This 230 square meter residence accommodates up to 8 guests across five bedrooms and features two fully equipped kitchens, two laundry facilities, two kayaks, an outdoor shower, an indoor fireplace, an outdoor fire pit, and an outdoor dining area with a gas grill.
66 M² House ∙ 2 Bedrooms ∙ 5 Guests - Massachusetts
No reviews

66 M² House ∙ 2 Bedrooms ∙ 5 Guests

house, Bourne
This updated 2-bedroom Cape home is located in Pocasset, 0.4 kilometres from Pocasset Park, 0.5 kilometres from Barlows Landing Beach, and 0.7 kilometres from Hen's Cove Public Beach.
This family-friendly property offers 65 square metres of living space for up to 5 guests, featuring central air conditioning, a modern kitchen, and an enclosed outdoor shower, with the added benefit of $750 worth of daily free tickets to local attractions through the Xplorie partnership.

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

Cottage On Beautiful Long Pond  With Fantastic Sandy Lakefront Beach - Massachusetts
9.6 52 reviews

Cottage On Beautiful Long Pond With Fantastic Sandy Lakefront Beach

cottage, Plymouth
This Plymouth cottage is situated directly on the beach, just six miles from Pinehills Golf Club, Manomet Beach, and Waverly Oaks Golf Club. The property has consistently received excellent reviews for its location, cleanliness, and overall experience.
This two-bedroom holiday home, spanning 85 square metres, comfortably accommodates up to six guests. It offers a fully equipped kitchen, a private patio, a swimming pool, a jacuzzi, and a garden, making it ideal for families and groups seeking a relaxing and enjoyable stay.
Breezy Marie - Massachusetts
No reviews

Breezy Marie

house, Plymouth
House rental listing. This accommodation is located in Plymouth.
Services and facilities include air conditioning, an iron and a barbecue. This house in Plymouth is ideal for families.
Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview - Massachusetts
9.6 9 reviews

Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview

cottage, Wareham
This Wareham holiday home is situated near Onset Beach and Shell Point Beach, within 5km of the Porter Thermometer Museum and Lyman Reserve.
The two-bedroom property sleeps six, boasting a fully equipped kitchen, three bathrooms, air conditioning, a swimming pool, garden, parking, Wi-Fi and a DVD player, with a nearby water park offering additional entertainment.
4 Mi To Revere Beach! Walkable Family Retreat - Massachusetts
No reviews

4 Mi To Revere Beach! Walkable Family Retreat

house, Lynn
This family retreat in Lynn is located 6.4 kilometres from Revere Beach and within a 9.7 kilometre radius of the Peabody Essex Museum, with Boston North Station and TD Garden approximately 14.8 kilometres away.
This detached house offers 3 bedrooms, 2 bathrooms, and accommodates up to 11 guests with a fully equipped kitchen, air conditioning, parking, and free WiFi, covering a floor area of 139 square metres.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts villas and holiday homes with jacuzzi

The Mermaid Cottage @ The Cape Cod Canal Compound Lodge - Massachusetts
9.2 113 reviews

The Mermaid Cottage @ The Cape Cod Canal Compound Lodge

apartment, Wareham
The Mermaid House @The Onset Beach Compound Resort - Habitat is a short walk from Onset Beach and Shell Point Beach in East Wareham, a peaceful area known for its relaxed atmosphere. This property has received excellent ratings for its location, cleanliness, and overall experience.
The house is spacious, with 102 square metres of space and the capacity to accommodate up to 8 guests. Amenities include a spa tub, a terrace, a garden, and parking, making it a perfect choice for families and groups looking for a comfortable and relaxing stay.
Luxe Chilmark Estatepool, Bbq & Pvt Quansoo Beach - Massachusetts
No reviews

Luxe Chilmark Estatepool, Bbq & Pvt Quansoo Beach

house, Chilmark
This beachfront property in Chilmark offers direct access to Quansoo Beach and is situated 7.1 kilometres from Martha's Vineyard Airport and 17.7 kilometres from Edgartown Lighthouse.
This spacious holiday home, covering 186 square metres, accommodates up to 15 guests with four bedrooms and four bathrooms, featuring air conditioning, a swimming pool, Jacuzzi, fitness centre, and a fully equipped kitchen, alongside complimentary Wi-Fi and private parking.
Winery Studio W/ Private Hot Tub & Wine Tasting - Massachusetts
9.9 297 reviews

Winery Studio W/ Private Hot Tub & Wine Tasting

gîte, North Andover
The Studio Guesthouse is situated in a prestigious neighbourhood in North Andover, just minutes from shops and restaurants and within easy reach of Andover Centre, Salem and Boston. The guesthouse has received excellent ratings for its location, cleanliness and overall guest experience.
The self-contained accommodation sleeps two guests and features a modern industrial design with natural oak wood finishes. Guests can enjoy a range of amenities, including a swimming pool, a patio with lounge chairs and tables, a cabana with comfortable seating and a fully equipped kitchen.
Serene Lake Access And Hot Tub - Cozy Charming Escape - Massachusetts
No reviews

Serene Lake Access And Hot Tub - Cozy Charming Escape

house, Billerica
This Billerica detached house provides direct private access to Nutting Lake, located within a 64-kilometre drive of Boston and the NH Seacoast.
This family-friendly property accommodates up to 10 guests across four bedrooms and three bathrooms, featuring a hot tub, a Pac-Man arcade machine, and a modern kitchen with essential appliances.