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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

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.
The Pool House - Massachusetts
9.4 109 reviews

The Pool House

house, Braintree Town
This Braintree Town pool house, a private self-contained unit near Braintree Plaza and major highways, offers convenient access to shopping and transport links.
The 400 sq ft (approx. 37 sq m) property features a spacious deck overlooking the pool, one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, air conditioning, and dedicated parking.
88 Ashumet Road - Massachusetts
No reviews

88 Ashumet Road

house, Falmouth
This East Falmouth property, situated on a quiet cul-de-sac bordering conservation land, offers convenient access to beaches such as Falmouth Heights, Old Silver, and Surf Drive Beach, all within 11 kilometres, and is close to downtown Falmouth and Mashpee Commons.
This detached house for 7 guests features 4 bedrooms, 2 bathrooms, air conditioning, a private heated pool (July-Labour Day), a fenced garden, Wi-Fi, a fully equipped kitchen, and a dedicated study, with nearby attractions including the Shining Sea Bikeway, Falmouth Ice Arena (6 kilometres away), and ferry services to Martha's Vineyard and Nantucket.
2 Mi To Beach: Retreat W/ Pool & Grill In Mashpee! - Massachusetts
9.9 34 reviews

2 Mi To Beach: Retreat W/ Pool & Grill In Mashpee!

house, Mashpee
This two-bedroom house is located in Mashpee, just 2.7 kilometres from South Cape Beach and 3.5 kilometres from South Cape Beach State Park.
The 118 square metre property boasts a private pool, a fully equipped kitchen, air conditioning, a garden, and parking, ideal for families or groups of up to four looking for a comfortable and convenient base to explore the area.

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

Home Away From Home - Massachusetts
9.0 1 review

Home Away From Home

house, Leicester
This Leicester house, near the DCU Center Arena & Convention Centre (16km), Fitton Football Stadium (14.8km), and Worcester Regional Airport (11km), offers excellent location ratings.
Sleeping up to 19 guests, this 14 square metre property boasts 5 bedrooms, 4 bathrooms, 2 living rooms, a fully equipped kitchen, garden, terrace, parking, and free Wi-Fi; laundry service is also provided.
Private Retreat Ranch House In South Amherst - Massachusetts
No reviews

Private Retreat Ranch House In South Amherst

house, Amherst
This detached property in South Amherst provides a secluded holiday home experience, situated 2.3 kilometres from Hampshire College and 4.7 kilometres from Amherst College, with convenient access to the Beneski Museum of Natural History and Mead Art Museum.
This 102 square metre ranch house accommodates up to five guests, featuring a kitchenette, a hot tub, free WiFi and air conditioning, a balcony with garden views, and private on-site parking.
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.
Quaint Horse Farm For A Nice Escape! - Massachusetts
10 27 reviews

Quaint Horse Farm For A Nice Escape!

farm, Brimfield
This Brimfield farmhouse, situated in Massachusetts, offers easy access to the Brimfield Antique Show and is a short drive (distance unspecified, needs conversion to km) from Brimfield State Forest, Old Sturbridge Village, and Palmer Motorsports Park.
The 60-acre property boasts a recently renovated, fully equipped kitchen, three bedrooms sleeping eight guests, a dedicated children's area, outdoor amenities including a swing set and patio with grill, and on-site farm animals including horses, goats, mini donkeys, and chickens.

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

Peace & Serenity - Massachusetts
9.7 3 reviews

Peace & Serenity

house, Falmouth
Peace & Serenity, a Falmouth holiday home, is situated near Wood Neck Beach (2.9km), Surf Drive Beach (2.6km), and South Cape Beach State Park (19km), offering easy access to these coastal locations.
This 148 square metre property sleeps up to 11 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a garden, parking, air conditioning, and free Wi-Fi; cycling is readily available nearby.
3br3bth Entire House Steps To Downtown & Td Garden - Massachusetts
No reviews

3br3bth Entire House Steps To Downtown & Td Garden

house, Boston
This Boston holiday home is centrally located near North Station, a 5-minute walk from Boston North Station and within walking distance of the Old North Church, King's Chapel, and Boston Common (1.6km).
The 111 square metre property offers three bedrooms, three bathrooms, sleeps up to 11 guests, and includes a fully equipped kitchen, laundry facilities, and free Wi-Fi; its proximity to TD Garden and Logan Airport (4km) adds further convenience.
Steps To Cape Cod Canal: Pet-friendly Home - Massachusetts
No reviews

Steps To Cape Cod Canal: Pet-friendly Home

house, Wareham
Holiday house to rent. You will be based in Wareham.
Services and facilities include free parking, a barbecue and a terrace.
Cataumet Cottage - Massachusetts
9.4 5 reviews

Cataumet Cottage

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.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts villas and holiday homes with jacuzzi

Ocean's Edge With Pool, Hot Tub & Beach Access - Massachusetts
No reviews

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

house, Plymouth
This beachfront property in Plymouth provides direct ocean access and is located 13 kilometres from the Sandwich Glass Museum and Heritage Museums & Gardens.
This detached house offers four bedrooms, four bathrooms, a heated outdoor swimming pool, a hot tub, air conditioning, and free WiFi, with a floor area of 325 square metres and a guest capacity of 15.
Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub - Massachusetts
9.8 5 reviews

Weymouth Waterfront Getaway W/ Swim Spa & Hot Tub

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.
Lake Access & Pools: Sun-soaked Westford Cottage! - Massachusetts
No reviews

Lake Access & Pools: Sun-soaked Westford Cottage!

house, Westford
This Westford cottage, located approximately 35 kilometres from Minute Man National Historical Park and 47 kilometres from both the Brattle Theatre and the Mall of New Hampshire, offers convenient access to local attractions.
This 74 square metre property sleeps seven guests and boasts two bedrooms, two bathrooms, a private swimming pool and hot tub, a fully equipped kitchen, free Wi-Fi, and a fitness centre, ensuring a comfortable and enjoyable stay.
Private Hot Tub, Yard & Games Galore: Plymouth Gem - Massachusetts
No reviews

Private Hot Tub, Yard & Games Galore: Plymouth Gem

house, Plymouth
This detached house in Plymouth is located within 11 kilometres of Plimoth Plantation and 37 kilometres from the Sandwich Glass Museum and Heritage Museums & Gardens.
This spacious residence offers 161 square meters of living space with four bedrooms, accommodating up to 15 guests, and features a private hot tub, air conditioning, and free private parking.
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