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Massachusetts cottages
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2799 Cottages at the best price in Massachusetts

Best family friendly Massachusetts cottages

Among the 2799 accommodations in Massachusetts, here are the 4 best family friendly cottages

Right In Town, Stones Throw From Ferry! Gorgeous! - Massachusetts
9.9 149 reviews

Right In Town, Stones Throw From Ferry! Gorgeous!

apartment, Tisbury
This charming two-bedroom apartment is located in Tisbury, just a short walk from the ferry terminal, the main street, restaurants, and beaches. This makes it the perfect base for exploring the area and enjoying everything Tisbury has to offer. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers 60 square metres of living space, comfortably accommodating up to four guests. It comes fully equipped with a kitchen, a garden, a spa, parking, air conditioning, and internet access, allowing you to relax and enjoy your time away.
Charming 3-bedroom Cottage With Wifi, Ac In Rochester - Massachusetts
No reviews

Charming 3-bedroom Cottage With Wifi, Ac In Rochester

cottage, Rochester
This Mattapoisett River cottage, situated 6.4km from Mattapoisett town beach and a short drive from New Bedford's waterfront, offers convenient access to both coastal attractions and the Bourne Bridge for Cape Cod trips.
This three-bedroom, two-bathroom holiday home boasts 94 square metres of living space with an open-plan layout, sleeping up to seven guests and featuring a modern kitchen, private pond access with a pedal boat, a Weber gas grill, and a provided parking pass for Mattapoisett town beach.
Walking Distance To Private Beach! Charming Cottage North Of Cape Cod. - Massachusetts
9.6 14 reviews

Walking Distance To Private Beach! Charming Cottage North Of Cape Cod.

cottage, Wareham
This charming cottage is located just 8 minutes' walk from Swifts Beach in Wareham, close to the town centre and a river, offering easy access to both the town's amenities and outdoor activities. It has received excellent user ratings.
The cottage has 2 bedrooms and 1 bathroom, covering 62 square metres and accommodating up to 6 guests. It features a fully equipped kitchen, air conditioning, a garden, a spa, parking, and a range of entertainment options including a 65-inch Smart TV and board games.
Cozy Lake Front Cottage On Long Pond - Massachusetts
10 21 reviews

Cozy Lake Front Cottage On Long Pond

cottage, Freetown
This cosy lakeside holiday home is located in the East Freetown district, offering direct access to Long Pond and situated less than 1 kilometre from the town's boat launch, with Boston and Providence approximately 64 kilometres away.
This 84 square metre holiday home accommodates up to 8 guests, featuring 3 bedrooms, 1 bathroom, a fully equipped kitchen, air conditioning, Wi-Fi, and a garden with a private dock, deck, screened porch, and outdoor fire pit, plus a complimentary kayak for lake activities.

Top cities

Best Massachusetts cottages with a garden

Chill By The Lake In A Tranquil & Quiet Area - Massachusetts
10 1 review

Chill By The Lake In A Tranquil & Quiet Area

cottage, Plymouth
This waterside lodge in Plymouth offers a serene location on Micajah Pond with a private beach, a new deck for lake views, and an outdoor fire pit, while being a short drive from Plymouth's historic sites, museums, and waterfront dining.
This 67-square-meter holiday home accommodates up to four guests across two bedrooms and one bathroom, featuring an open-plan living area, a well-equipped kitchen without an oven, partial air conditioning, and a dedicated workspace with pond views.
2br Home Minutes To Downtown Rockport+beach! - Massachusetts
10 12 reviews

2br Home Minutes To Downtown Rockport+beach!

cottage, Rockport
This Rockport holiday home is situated less than 1.6km from Front Beach, Back Beach, and the Shalin Liu Performance Centre, offering easy access to Rockport Station and Motif No. 1.
The 91 square metre property sleeps five guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private patio, free Wi-Fi, and barbecue facilities, all within a smoke-free environment.
Oceanfront Cape Cod Home On Private Beach Just Steps To The Ocean W/ac - Massachusetts
9.8 28 reviews

Oceanfront Cape Cod Home On Private Beach Just Steps To The Ocean W/ac

cottage, Sandwich
This charming cottage is located in Sagamore Beach, a private beach community on Cape Cod, just a short distance from Scussett Beach, the Cape Cod Canal, and the bike path. It has received excellent user ratings and is a perfect choice for a relaxing getaway.
The cottage spans 111 square metres and comfortably accommodates up to 6 guests with 3 bedrooms and 2 bathrooms. It features a fully equipped kitchen, a spacious deck with stunning ocean views, a private beach, and a host of amenities including free Wi-Fi, cable TV, and an outdoor shower.
Cozy Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield - Massachusetts
10 20 reviews

Cozy Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield

cottage, Marshfield
This Marshfield beachfront holiday home offers direct access to a secluded cove beach and is a short walk from Brant Rock's restaurants.
Sleeping five comfortably, the self-catering property boasts one bedroom with three twin beds and a queen-size sofa bed, plus amenities including Wi-Fi, air conditioning, a gas grill, and parking for two cars.

Frequently asked questions about cottages in Massachusetts

  • What are the top must-see attractions in Massachusetts?

    Massachusetts boasts a wealth of attractions! For history buffs, there's Boston, with sites like the Freedom Trail, Faneuil Hall, and the Boston Tea Party Ships & Museum. Plymouth is a must for its Pilgrim history and Plimoth Patuxet Museums. Beyond Boston, Salem's maritime history and witch trial legacy draw many visitors, while the Berkshires offer stunning natural beauty and cultural institutions like Tanglewood. The John F. Kennedy Presidential Library and Museum in Boston is another popular choice.
  • How can one spend a 5-day holiday in Massachusetts?

    A five-day trip allows for a good balance. Spend two days exploring Boston's historical sites and vibrant neighbourhoods like Beacon Hill and the North End. Dedicate a day to a day trip to Salem, exploring its historic sites and charming streets. Another day could be spent in the Berkshires, hiking or visiting cultural attractions like MASS MoCA. The final day could be used for exploring a smaller town like Plymouth, focusing on its historical significance and coastal charm.
  • Is Massachusetts a good destination to rent a cottage?

    Absolutely! Cape Cod and the Islands offer numerous charming cottages perfect for a relaxing getaway. The Berkshires also have many quaint cottages nestled amongst the hills, ideal for a peaceful escape. Many rental options are available through online platforms and local agencies.
  • What weather, wildlife, or natural hazards might affect travellers in Massachusetts?

    Massachusetts experiences all four seasons. Summers are warm and humid, while winters can be cold and snowy, especially in western Massachusetts. Be prepared for rain at any time of year. Wildlife encounters are mostly limited to common animals like deer, squirrels, and birds. The main natural hazard to be aware of is the potential for severe storms and coastal flooding, particularly during hurricane season (June to November).
  • Is Massachusetts pedestrian and cyclist-friendly?

    Massachusetts is reasonably pedestrian and cyclist-friendly, particularly in urban areas like Boston, Cambridge and Salem, which have dedicated bike lanes and walkable streets. However, outside of these areas, infrastructure can be less developed. Boston's Freedom Trail is very pedestrian-friendly, while dedicated cycling paths are available in many areas, though always check local guidelines and safety regulations.
  • Are there any unusual or hidden places to explore in Massachusetts?

    Certainly! The abandoned town of Becket offers a glimpse into Massachusetts' past. The Mount Greylock State Reservation provides stunning hiking trails with breathtaking views. Exploring the numerous smaller coastal towns along Cape Cod and the Islands can reveal hidden gems and charming local businesses. The network of walking trails throughout the state offers opportunities to discover hidden waterfalls and scenic overlooks.
  • What are some of the best cultural experiences that allow one to meet locals in Massachusetts?

    Attending local farmers' markets, particularly those in smaller towns, is a great way to interact with residents. Many towns hold regular events and festivals throughout the year. Participating in a cooking class focusing on New England cuisine could also provide opportunities to meet locals. Visiting local breweries or cideries offers a chance to sample local products and chat with those who work there.
  • What are the best authentic dishes to taste in Massachusetts?

    You must try New England Clam Chowder, a creamy, comforting soup. Lobster rolls are a quintessential coastal treat. Boston baked beans, a slow-cooked staple, are a local favourite. For a sweet treat, indulge in a cannoli from the North End in Boston. Many restaurants offer locally sourced seafood and produce.

Nearby regions

Best Massachusetts cottages with a jacuzzi

Among the 2799 accommodations in Massachusetts, here are the 2 best cottages with a jacuzzi

Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 26 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.
This Romantic Cottage Is Simply A Cut Above - - Massachusetts
10 61 reviews

This Romantic Cottage Is Simply A Cut Above -

cottage, Edgartown
This charming cottage is located in Katama, just 3km from Edgartown's historic landmarks like the Edgartown Public Library and Old Whaling Church, offering a peaceful escape from the town centre. It has received excellent user ratings for its comfort and amenities.
The cottage is a one-bedroom property with two bathrooms, covering 84 square metres and comfortably accommodating two guests. It features a fully equipped kitchen, a private garden, a terrace, a jacuzzi, and a fireplace, ensuring a relaxing and enjoyable stay.

Best pet friendly Massachusetts cottages

Among the 2799 accommodations in Massachusetts, here are the 4 best pet friendly cottages

Adorable Beach House - 5 Min Walk To Private Beach - Massachusetts
10 7 reviews

Adorable Beach House - 5 Min Walk To Private Beach

cottage, Wareham
This Wareham holiday home is situated less than 1.3 km from Tobey Hospital and within 9.7 km of Swifts Beach and the Water Wizz water park, offering easy access to local amenities and attractions.
Sleeping up to nine guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen with dishwasher, a fireplace, Smart TV, barbecue grills, and parking, making it ideal for families or groups visiting the area.
The Sky-high Beach House: Panoramic Waterfront Views - Massachusetts
No reviews

The Sky-high Beach House: Panoramic Waterfront Views

cottage, Fairhaven
This stilt-house holiday let in Fairhaven offers elevated waterfront views, situated 1.7 kilometres from the New Bedford Seastreak Ferry Terminal and Woods Hole Ferry Terminal, with Old Silver Beach a short distance away.
This detached property accommodates five guests and features a private waterfront yard with direct access, an expansive wrap-around deck for sea breezes and stargazing, and a bright, open-concept living area.
Cape Escape  Dog Friendly & Steps To The Sea - Massachusetts
9.6 4 reviews

Cape Escape Dog Friendly & Steps To The Sea

cottage, Sandwich
This Sandwich seaside holiday home is a short walk from The Strand and Cape Cod beaches, and within 5km of the Cape Cod Canal and Scusset Beach State Reservation.
The 59 square metre property sleeps six guests in three bedrooms and one bathroom, and boasts a fully equipped kitchen, swimming pool, on-site parking, and Wi-Fi.
Cottage Sitting Behind The Main House On Approximately 2 Acres Of Property. - Massachusetts
No reviews

Cottage Sitting Behind The Main House On Approximately 2 Acres Of Property.

cottage, Millis
This detached dwelling in Millis is located in a secluded wooded area on approximately 0.8 hectares, offering a private retreat close to Cedariver and Shattuck Reservation, with Medfield Meadow Lots and Rocky Woods also within easy reach.
This 84 square metre cottage accommodates up to two guests, features one bedroom and one bathroom, and allows pets, with air conditioning and internet provided for your convenience.
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