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

Walkable Area! Historic 2-home Worcester Retreat - Massachusetts
No reviews

Walkable Area! Historic 2-home Worcester Retreat

house, Worcester
This historic two-home retreat in Worcester is located in a walkable district, 15 minutes on foot from the DCU Center Arena & Convention Centre and less than 965 metres from Worcester Polytechnic Institute.
This property offers 269 square metres of living space with four bedrooms and four bathrooms, accommodating up to 15 guests with amenities including air conditioning, a swimming pool, a hot tub, a terrace, a garden, and on-site private parking.
3 Mi To Megansett Beach: Home W/ Pool & Game Room - Massachusetts
No reviews

3 Mi To Megansett Beach: Home W/ Pool & Game Room

house, Falmouth
This detached house in North Falmouth is situated 4.8 kilometres from Megansett Beach, 17.7 kilometres from South Cape Beach State Park, and within 27.4 kilometres of various museums and Cape Cod Gateway Airport.
This spacious 280 square metre property offers accommodation for 21 guests across 4 bedrooms and 5 bathrooms, featuring a private outdoor swimming pool, a dedicated games room, a fully equipped kitchen with modern appliances, an outdoor dining area, and complimentary Wi-Fi.
Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
9.0 6 reviews

Shared Hot Tub: Historic Cottage, Walk To Elm Park

house, Worcester
This historic cottage is situated in Worcester, just a short walk from Elm Park, 0.96 kilometres from Worcester Polytechnic Institute, and 24 kilometres from the DCU Center Arena & Convention Center. The cottage offers a peaceful setting close to the city centre, allowing easy access to Worcester's attractions.
The 2-bedroom cottage has a floor area of 111 square metres and can accommodate up to 7 guests. The house features a fully equipped kitchen, a garden, a swimming pool, and parking, making it an ideal choice for families or groups of friends.
Private Pool And Coastal Serenity Await - Tranquil Escape - Massachusetts
No reviews

Private Pool And Coastal Serenity Await - Tranquil Escape

house, Falmouth
This Falmouth residence is situated 1.9 kilometres from Surf Drive Beach, providing easy access to coastal attractions and local eateries.
This six-bedroom property accommodates fourteen guests and features a private, unheated swimming pool open from May 15th, along with a fully equipped kitchen and air conditioning.

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

149 M² House ∙ 3 Bedrooms ∙ 8 Guests - Massachusetts
No reviews

149 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Bourne
This Bourne holiday home, situated in Taylor's Point, enjoys direct beach access and is minutes from the Cape Cod Canal cycle path and Buzzards Bay's shops and boat launch, offering easy access to Cape Cod's attractions without crossing the Sagamore Bridge.
The 148 square metre (1590 square feet) property boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen with microwave and dishwasher, air conditioning, a garden with a deck, propane grill, outdoor shower, and a ping pong table.
Ocean's Edge With Pool, Hot Tub & Beach Access - Massachusetts
No reviews

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

house, Plymouth
This detached house in Plymouth, located in Cape Cod, offers a spectacular oceanfront bluff setting with panoramic Atlantic views, situated 5.3 kilometres from Sagamore Beach and 10.6 kilometres from the Cape Cod Canal.
This family-friendly property accommodates eight guests across four bedrooms and four bathrooms, boasting resort-style amenities including a heated pool, hot tub, spa, game room, and a separate suite above the garage, with the added benefit of complimentary daily tickets worth £615 through Xplorie for local attractions such as Island Cruises and Whale Watch.
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.
Tranquil Lakeview Escape With Hot Tub - Cozy And Inviting Retreat - Massachusetts
No reviews

Tranquil Lakeview Escape With Hot Tub - Cozy And Inviting Retreat

house, Billerica
This Billerica residence offers direct access to Nutting Lake, featuring a public beach for swimming and fishing, and is located approximately 800 metres from Billerica Centre's shops and restaurants, with easy access to Routes 3 and I-95, as well as the Billerica Purple Line Commuter Rail.
This family-friendly holiday home comfortably accommodates up to eight guests across three queen bedrooms and a sofa bed, boasting a modern kitchen with stainless steel appliances, a hot tub and BBQ grill in the private garden, and fast Wi-Fi suitable for remote working.

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

House ∙ 2 Bedrooms ∙ 4 Guests - Massachusetts
9.8 1 review

House ∙ 2 Bedrooms ∙ 4 Guests

house, Chesterfield
This Chesterfield, Massachusetts lodge is situated amongst chestnut pines, offering a tranquil retreat near local hiking trails and the scenic Berkshire Hills.
The 1-bedroom cottage, sleeping up to 4 guests, boasts 2 bathrooms, a fully equipped kitchen with fridge and freezer, a games room with a double sofa bed, and a back deck overlooking a brook; outdoor amenities include a barbecue and fire pit.
2 Mi To Main St & Beach! Family Home In Edgartown - Massachusetts
10 1 review

2 Mi To Main St & Beach! Family Home In Edgartown

house, Edgartown
This Edgartown family home is situated 3.2 kilometres from Main Street and the beach, and 3.1 kilometres from the Edgartown Lighthouse.
This property offers 177 square metres of living space with air conditioning, free Wi-Fi, a fully equipped kitchen, and accommodation for up to 15 guests.
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.
Charming Home Centrally Located In Worcester - Massachusetts
8.0 11 reviews

Charming Home Centrally Located In Worcester

house, Worcester
This three-bedroom house is located in Worcester, just 3.2 kilometres from the DCU Centre Arena and Convention Centre.
The property offers a comfortable living space with a fully equipped kitchen, a garden, and free parking, perfect for families or groups of up to 15 guests.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts villas and holiday homes with jacuzzi

Private Pool, Hot Tub, Minutes From Beach! - Massachusetts
No reviews

Private Pool, Hot Tub, Minutes From Beach!

house, Mashpee
This detached house in Mashpee is located a mere 3 minutes' drive from South Cape Beach, with Mashpee Commons and Popponesset Marketplace also just 10 minutes away, offering convenient access to local amenities and attractions.
This family-friendly property accommodates up to eight guests and features a private heated swimming pool and hot tub, a BBQ grill, a wood fire pit, and a finished basement for entertainment, alongside essential amenities such as WiFi and air conditioning.
Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 27 reviews

Shared Hot Tub: Historic Cottage, Walk To Elm Park

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.
325 M² House ∙ 4 Bedrooms ∙ 8 Guests - Massachusetts
No reviews

325 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Plymouth
This oceanfront bluff property in Cape Cod offers panoramic Atlantic views, situated 5.3 kilometres from Sagamore Beach and 18.5 kilometres from Plimoth Patuxet Museums.
This detached house boasts a 324 square meter floor area, accommodating up to 8 guests across 4 bedrooms and 4 bathrooms, and includes a heated swimming pool, hot tub, and a daily Xplorie ticket offer worth £600.
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.
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