Search Massachusetts villas and holiday homes

12003 available villa offers

-
7
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
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

Relax & Renew At Luxury Villa With Heated Pool & Hot Tub,tennis,bikes,firepit! - Massachusetts
9.4 31 reviews

Relax & Renew At Luxury Villa With Heated Pool & Hot Tub,tennis,bikes,firepit!

apartment, Oak Bluffs
This family-friendly holiday home is located in Oak Bluffs, just a short distance from the beach, Circuit Avenue, and other local attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious 4-bedroom property spans 223 square metres and features a range of amenities including a private pool, a Jacuzzi, a tennis court, and a barbecue grill. Guests can enjoy the beautiful weather in the private garden or relax in the comfortable living spaces.
Breezy Marie - Massachusetts
No reviews

Breezy Marie

house, Plymouth
House to rent. This accommodation is based in Plymouth.
Services and facilities: air conditioning, a washing machine and an iron. This house also has a terrace!
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.
Bright, Coastal Mashpee Condo Near The Commons - Massachusetts
9.7 39 reviews

Bright, Coastal Mashpee Condo Near The Commons

house, Mashpee
This two-bedroom apartment is situated in Mashpee, just 3.2km from South Cape Beach and 2.1km from South Cape Beach State Park, offering easy access to the beautiful coastline and outdoor activities. It has consistently received excellent ratings for location, cleanliness, and user experience.
The 97 square metre apartment comfortably accommodates up to 6 guests and includes a fully equipped kitchen with a fridge, microwave, dishwasher, and other appliances. Enjoy the convenience of air conditioning, a private patio, free Wi-Fi, a washing machine, and a swimming pool, as well as a garden and 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

Cozy 5bd Single -Family Home In Longmeadow - Massachusetts
No reviews

Cozy 5bd Single -Family Home In Longmeadow

house, Longmeadow
This two-bedroom holiday home in Longmeadow is conveniently situated 11.9 kilometres from the Eastern States Expo Centre and The Big E, and 37 kilometres from the XL Centre.
This property offers complimentary Wi-Fi, a fully equipped kitchen, a flat-screen television, a washing machine, and a balcony, with parking provided and pets welcome.
Maison Pour World Cup Près Du Stade De Boston - Massachusetts
9.9 25 reviews

Maison Pour World Cup Près Du Stade De Boston

house, Ashburnham
This renovated three-bedroom Ashburnham carriage house, near Cushing Academy and within easy driving distance (approximately 80km) of Great Wolf Lodge and Mount Wachusett, offers a blend of historical character and modern conveniences.
The property includes a fenced yard with a deck and barbecue, a basketball hoop, a soon-to-be-completed pickleball court, and comfortably accommodates up to six guests with amenities such as internet access, parking, and a fully equipped kitchen.
184 M² House ∙ 3 Bedrooms ∙ 8 Guests - Massachusetts
No reviews

184 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Sandwich
This Dexter Dunes property is a detached house situated in Sandwich, just 560 metres from Town Neck Beach and a short drive from the Cape Cod Canal.
This family-friendly accommodation offers 184 square metres of living space for up to 8 guests, featuring 3 bedrooms, 2 bathrooms, a private garden with a patio, an open-plan living area, a lower-level games room with a pool table, and includes complimentary linens and $750 worth of daily attraction tickets through Xplorie.
Sea Spark - Cape Escape With Pool Access - Massachusetts
No reviews

Sea Spark - Cape Escape With Pool Access

house, Mashpee
This Sea New Seabury retreat is situated 2.4 kilometres from South Cape Beach and 8.2 kilometres from Mashpee Commons, offering serene golf course views of the Dunes golf course.
This two-bedroom, two-bathroom holiday home accommodates six guests and features a private patio, a well-equipped galley kitchen, air conditioning, a communal pool access, and includes £750 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 rich history and diverse landscapes. For history buffs, a visit to Boston is essential, exploring sites like the Freedom Trail, Faneuil Hall, and the Boston Tea Party Ships & Museum. Outside of Boston, Plymouth offers a glimpse into the Pilgrims' story at Plimoth Patuxet Museums. Salem is renowned for its witch history, with museums and historic sites dedicated to the Salem Witch Trials. For a different perspective, consider the cultural attractions of the Berkshires, including Tanglewood, the renowned summer home of the Boston Symphony Orchestra, and the Norman Rockwell Museum.
  • 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 surprising variety of landscapes. The Berkshires region in western Massachusetts features rolling hills and mountains, perfect for hiking and scenic drives. The coastline offers stunning beaches, from the popular shores of Cape Cod to the quieter coves of the North Shore. Extensive forests, particularly in central and western Massachusetts, provide opportunities for hiking, camping, and exploring the natural beauty of the state. It's a blend of all these, really.
  • What are the best villa rentals with a pool in Massachusetts?

  • What are some surprising and hidden attractions in Massachusetts?

    Beyond the well-known destinations, Massachusetts holds many hidden gems. The Mount Auburn Cemetery in Cambridge, while a cemetery, is a beautiful and historic landscape with stunning architecture and walking trails. The Fruitlands Museum in Harvard offers a unique blend of history, art, and nature. The charming town of Lenox in the Berkshires, with its stunning scenery and historic mansions, is another often-overlooked treasure. For a unique experience, consider exploring the abandoned cranberry bogs near Plymouth.
  • 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 experience Massachusetts culture, consider attending a local town meeting – a quintessential New England experience. Visiting farmers' markets across the state provides opportunities to interact with local producers and learn about regional specialties. Exploring the vibrant arts scene in Boston, Cambridge, or the Berkshires, by attending a performance or visiting local galleries, offers another avenue for cultural engagement. Many smaller towns host festivals and events throughout the year which are great for meeting locals.
  • 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 the major cities and attractions, but to truly appreciate the state's diversity, two weeks or more are ideal. This allows for more in-depth exploration of specific regions, such as Cape Cod or the Berkshires, and enables a slower pace to enjoy the natural beauty and cultural experiences.
  • 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, with significant temperature variations between day and night, especially during the shoulder seasons (spring and autumn). Comfortable walking shoes are essential for exploring the many historic sites and charming towns. Insect repellent is also advisable, particularly during the warmer months.
  • What are the best villa rentals with parking in Massachusetts?

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

    The John F. Kennedy Presidential Library and Museum in Boston offers unique insights into American history and politics. Numerous craft breweries across the state offer tours and tastings, providing a fun and informative experience. The many historical societies and museums throughout Massachusetts often host workshops and demonstrations related to historical crafts and traditions, such as blacksmithing or quilting. The Boston Harbor Islands offer a unique blend of history and nature, with ranger-led programs and opportunities for kayaking and hiking.
  • Are there any food festivals in Massachusetts where you can try local food?

    The Boston Seafood Festival is a popular event showcasing fresh seafood. Many towns and cities across Massachusetts host smaller, local food festivals throughout the year, often celebrating specific agricultural products or regional cuisines. Checking local event listings closer to your travel dates would be helpful to find these smaller events.
  • What seasonal natural events, such as migrations or blooming periods, occur in Massachusetts?

    Spring brings the spectacular bloom of wildflowers across the state, particularly in the Berkshires and along the coast. Autumn is renowned for its vibrant foliage, with peak colours typically appearing in October. Bird migration is a significant event, with many species passing through during spring and autumn. Whale watching tours are popular along the coast, particularly during the summer months.

Nearby regions

Best Massachusetts villas and holiday homes with a kitchen

Winery Bungalow W/ Vineyard Views & Wine Tasting - Massachusetts
9.9 186 reviews

Winery Bungalow W/ Vineyard Views & Wine Tasting

gîte, North Andover
This charming bungalow is situated in the picturesque Marble Ridge Farm neighbourhood of North Andover, just a short drive from the centre of Andover and within easy reach of major highways, hiking trails, beaches, and nearby cities like Boston, Salem, and Portsmouth. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cosy cottage has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a modern kitchen, a spacious living area, a private patio, and access to an adults-only pool and a wine tasting at the on-site Marble Ridge Winery, making it perfect for a relaxing getaway.
Golden Slumbers - Massachusetts
9.5 2 reviews

Golden Slumbers

house, Bourne
"Golden Slumbers" is located in Bourne, just 16 kilometres from popular attractions like the Heritage Museums & Gardens and the Sandwich Glass Museum. This holiday home has consistently received excellent ratings for its location, cleanliness and overall experience.
The property has three bedrooms and three bathrooms, spanning 121 square metres and accommodating up to seven guests. Amenities include a fully-equipped kitchen, air conditioning, a private patio, free Wi-Fi, and a garden where guests can relax or enjoy cycling in the surrounding area.
Pet Friendly Cottage Near Boston - Massachusetts
No reviews

Pet Friendly Cottage Near Boston

house, Canton
This pet-friendly cottage in Canton is situated 22.5 kilometres from Boston's Museum of Fine Arts and Fenway Park, with Norwood Memorial Airport 5.9 kilometres away.
This 74 square metre dwelling offers three bedrooms, one bathroom, and accommodates up to nine guests, featuring complimentary Wi-Fi, private parking, and a fully equipped kitchen.
Peaceful Waterfront Cottage With Pond Views - Massachusetts
No reviews

Peaceful Waterfront Cottage With Pond Views

cottage, Sandwich
This detached dwelling is located in Sandwich, 2.7 kilometres from Peters Pond and within easy driving distance of Lambert's Farm Market (2.7 kilometres) and Town Neck Beach (12.6 kilometres).
The property sleeps six guests across three bedrooms and features a kitchen with a fridge and microwave, air conditioning, Wi-Fi, and parking, with complimentary daily tickets worth £600 through Xplorie for attractions such as Island Cruises and Whale Watch.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts villas and holiday homes with jacuzzi

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.
Luxury Villa Heated Indoor Pool - Massachusetts
9.9 17 reviews

Luxury Villa Heated Indoor Pool

house, Easton
This luxurious flat is located in a refined district of Easton, offering convenient access to local landmarks.
This spacious accommodation sleeps up to 10 guests, featuring three en-suite bedrooms, a stylish entertainment room with extra sleeping capacity, and an indoor heated saltwater swimming pool, with parking and internet provided.
Elegant 3br Home In Worcester - Massachusetts
8.7 3 reviews

Elegant 3br Home In Worcester

house, Worcester
This elegant three-bedroom house in Worcester is situated 6.1km from the DCU Center and 3.5km from Fitton Field, offering convenient access to local attractions.
The 167 square metre property boasts three bathrooms, sleeps nine guests, and includes a fully equipped kitchen, jacuzzi, garden, parking, and free Wi-Fi.