Cottages in Massachusetts

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Massachusetts cottages
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2799 Best cottages in Massachusetts

Best family friendly Massachusetts cottages

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

Cozy Beach Cottage - Massachusetts
9.8 64 reviews

Cozy Beach Cottage

cottage, Oak Bluffs
This charming cottage is located in Oak Bluffs, just under 2 km from Oak Bluffs Public Library and Inkwell Beach, making it easy to explore the town's attractions and the beautiful waterfront. It has consistently received excellent reviews from guests.
The cottage has two bedrooms and a bathroom, offering comfortable accommodation for up to three guests, and is spread across 51 square metres. The cottage is equipped with a fully fitted kitchen, free Wi-Fi, a garden, and a terrace, ensuring a comfortable 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.
60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Massachusetts
9.5 4 reviews

60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Sandwich
This three-bedroom Sandwich holiday home is situated on the Sagamore Beach side of town, directly opposite Sagamore Beach and a short walk from the Cape Cod Canal cycle path.
The 59 square metre, single-storey property sleeps six, features a microwave, air conditioning, parking, Wi-Fi, a private backyard with deck and gas grill, plus complimentary access to local attractions via Xplorie.
Shore House Steps To The Ocean, 18 Min Ferry To Boston - Massachusetts
8.8 3 reviews

Shore House Steps To The Ocean, 18 Min Ferry To Boston

cottage, Hull
This Hull seaside property, situated 3.2km from Nantasket Beach and within 32km of South Shore Hospital and South Shore Plaza, offers stunning ocean views.
This four-bedroom, two-bathroom holiday home boasts 130 square metres of space, sleeps eight guests, and includes a fully equipped kitchen, private patio, garden, parking, and free Wi-Fi.

Top cities

Best Massachusetts cottages with a garden

Quaint & Cozy Rockport Gem ~ Walk To Sea ~ Bbq & Private Parking! - Massachusetts
10 11 reviews

Quaint & Cozy Rockport Gem ~ Walk To Sea ~ Bbq & Private Parking!

cottage, Rockport
This charming cottage is located in Rockport, just a short walk from the ocean and the village centre, offering easy access to both the natural beauty of the coast and the vibrant village life. It has received excellent ratings from previous guests.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It features a fully equipped kitchen, a luxurious bed, and a terrace or balcony, allowing guests to enjoy the beautiful surroundings and relax in comfort.
Bright And Cozy Menemsha Cottage - Massachusetts
10 5 reviews

Bright And Cozy Menemsha Cottage

cottage, Chilmark
This charming cottage is situated just a mile from Menemsha Beach, a short walk from the charming fishing village atmosphere of Menemsha, with easy access to local attractions like Chilmark Chocolates and Waskosim's Rock Reservation. It has received excellent reviews from past guests.
This two-bedroom, one-bathroom property offers 93 square metres of space, comfortably accommodating up to five guests. Enjoy the peace and quiet of the surrounding area, relax on the terrace or in the garden, and make use of the kitchen, barbecue, and other amenities.
Good Harbor Beach House - Walk To Beach, Close To Restaurants And Shopping! - Massachusetts
10 235 reviews

Good Harbor Beach House - Walk To Beach, Close To Restaurants And Shopping!

cottage, Gloucester
This charming cottage is located just 3 kilometres from Good Harbor Beach and 5 kilometres from Long Beach, offering easy access to Gloucester's beautiful coastline. Guests consistently rate this property as excellent, highlighting its comfortable and family-friendly atmosphere.
The cottage spans 145 square metres and comfortably accommodates up to 8 guests in its 4 bedrooms and 3 bathrooms. With a fully equipped kitchen, a relaxing spa, a private garden, and a terrace, this property provides everything you need for a relaxing and enjoyable stay.
Charming Cottage Overlooking The Bay In Padanaram Village. - Massachusetts
10 15 reviews

Charming Cottage Overlooking The Bay In Padanaram Village.

cottage, Dartmouth
This waterfront holiday home in Padanaram, South Dartmouth, is situated approximately 0.8km from Padanaram Village, offering easy access to local shops and restaurants, and is a 80km and 72km drive from Boston and Newport, Rhode Island respectively.
The self-catering property boasts a fully equipped kitchen, one bedroom with a queen-size bed, a living room with a queen-size pull-out sofa bed accommodating up to four guests, air conditioning, Wi-Fi, a garden, parking, and a 9m deck with amazing bay views; nearby attractions include the Rotch-Jones-Duff House and Garden Museum and Buttonwood Park Zoo.

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 the Freedom Trail in Boston, tracing pivotal sites of the American Revolution. Plymouth, a short trip south, offers insights into the Pilgrims' arrival at Plymouth Rock. Art lovers should visit the Museum of Fine Arts in Boston, showcasing an impressive collection. Nature enthusiasts can explore the stunning beauty of the Berkshires, with hiking trails and charming towns like Lenox and Stockbridge. And don't forget the charming coastal towns like Salem, known for its witch history, and Cape Cod, with its iconic lighthouses and beaches.
  • What are the best cottages in Massachusetts?

  • How to spend a 5-day holiday in Massachusetts?

    A five-day trip allows for a good overview. Days 1 and 2 could be spent exploring Boston, covering the Freedom Trail, Faneuil Hall Marketplace, and perhaps a Red Sox game at Fenway Park (seasonal). Day 3 could involve a day trip to Salem, exploring its historical sites and maritime heritage. Day 4 could be dedicated to Cape Cod, enjoying its beaches, lighthouses (like the Highland Light), and quaint towns like Chatham or Provincetown. Finally, day 5 might be best spent in the Berkshires, hiking or exploring the cultural scene in Lenox or Stockbridge.
  • What are the best cottages with a pool in Massachusetts?

  • Is Massachusetts a good destination to rent a cottage?

    Absolutely! Massachusetts offers fantastic cottage rental opportunities, especially on Cape Cod, the Berkshires, and along the North Shore. These areas provide a charming and relaxing alternative to hotels, perfect for families or couples seeking a peaceful getaway. Many cottages offer proximity to beaches, hiking trails, and other attractions.
  • What are the best cottages with a jacuzzi in Massachusetts?

  • What weather, wildlife, or natural hazards might affect travellers in Massachusetts?

    Massachusetts experiences distinct seasons. Summers are warm and humid, with occasional thunderstorms. Winters can be cold and snowy, especially in the western parts of the state. Wildlife encounters are generally limited to common animals like deer, squirrels, and birds. However, be aware of black bears, particularly in western Massachusetts. Natural hazards include occasional nor'easters (severe winter storms) and the potential for flooding in coastal areas.
  • What are the best cottages for families and kids in Massachusetts?

  • Is Massachusetts pedestrian and cyclist-friendly?

    Massachusetts is increasingly pedestrian and cyclist-friendly, particularly in urban areas like Boston and Cambridge, which have dedicated bike lanes and walkable streets. However, areas outside of major cities can be less accommodating. Always check local conditions and be aware of traffic when cycling.
  • What are the best pet friendly cottages in Massachusetts?

  • Are there any unusual or hidden places to explore in Massachusetts?

    Beyond the well-known attractions, explore the charming towns of the Berkshires, like Great Barrington or Stockbridge, with their unique shops and art galleries. The Mount Greylock State Reservation offers stunning views and hiking opportunities. For a quirky experience, visit the quirky town of Northampton, known for its independent spirit and vibrant arts scene.
  • What are the best cottages with parking in Massachusetts?

  • What are some of the best cultural experiences that allow you to meet locals in Massachusetts?

    Attending local farmers' markets, particularly those in smaller towns, is a great way to interact with locals and sample regional produce. Many towns host regular festivals and events; checking local event listings can uncover opportunities to mingle with the community. Visiting local breweries or wineries can also provide a chance to meet people and learn about the state's craft beverage scene.
  • What are the best authentic dishes to taste in Massachusetts?

    New England clam chowder is a must-try, along with lobster rolls (especially on Cape Cod). You'll also find delicious variations of baked beans, and don't miss trying local seafood, such as cod or haddock. Many restaurants offer regional variations on classic American dishes, showcasing the state's culinary heritage.
  • Are there any recommended items to pack for a stay in Massachusetts?

    Pack for all types of weather, as conditions can change quickly. Comfortable walking shoes are essential, especially if you plan on exploring Boston or hiking. Layers are recommended, as temperatures can fluctuate throughout the day. Sunscreen and insect repellent are also advisable, particularly during the warmer months. Finally, a raincoat is always a good idea, given the state's variable weather patterns.

Nearby regions

Best Massachusetts cottages with a jacuzzi

Among the 2799 accommodations in Massachusetts, here are the 4 best cottages with a jacuzzi

Waterfront Cottage In Summer Village W/ Grill - Massachusetts
10 2 reviews

Waterfront Cottage In Summer Village W/ Grill

cottage, Westford
This charming cottage is located in Westford's Summer Village district, a short 7-minute drive (4.4km) from Westford Town Common and a 13-minute drive (8.1km) from Kimball Farm. The cottage offers a peaceful retreat with easy access to local attractions.
The 81 square metre property sleeps up to six guests and features two bedrooms and one bathroom. This comfortable holiday home comes with a fully equipped kitchen, a private outdoor area with a barbecue, and access to a shared swimming pool and jacuzzi.
Lake Access & Pools: Sun-soaked Westford Cottage! - Massachusetts
10 1 review

Lake Access & Pools: Sun-soaked Westford Cottage!

cottage, Westford
This Westford holiday home is located in the Summer Village district, offering convenient access to nearby beaches and is within driving distance of Lowell Heritage State Park and Great Brook Farm State Park.
The 74-square-metre property boasts two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, swimming pool, Jacuzzi, and garden, plus on-site hot tub and games room.
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.
Coastal Cottage On Private Island, Overlooking The Essex Great Marsh - Massachusetts
10 10 reviews

Coastal Cottage On Private Island, Overlooking The Essex Great Marsh

cottage, Essex
This charming cottage is situated in Essex, just a short drive from Cranes Beach and other attractions, offering a peaceful escape in the heart of the Essex countryside. It has consistently received excellent reviews from guests, making it a popular choice for a relaxing getaway.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to five guests. Enjoy modern amenities, a private waterfront location, and a range of on-site activities, including swimming, fishing, and relaxing by the fire pit.

Neighborhoods and points of interest in Massachusetts

Best pet friendly Massachusetts cottages

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

Cozy, Clean, Relaxing Beach Cottage Awaits You!! - Massachusetts
10 39 reviews

Cozy, Clean, Relaxing Beach Cottage Awaits You!!

cottage, Fairhaven
This Fairhaven holiday home is located directly on the beach, just six miles from West Island, Fort Phoenix State Reservation, and the New Bedford Seastreak Ferry Terminal. The cottage enjoys a peaceful setting with easy access to the area's attractions. It has received excellent reviews from previous guests.
The cottage has one bathroom and can accommodate up to four guests in its 35 square metre space. It features a full kitchen, a fireplace, a patio, a swimming pool, a tennis court, and a spa, as well as internet access and parking.
Brimfield Bungalow By The Lake Close To Sturbridge - Massachusetts
10 18 reviews

Brimfield Bungalow By The Lake Close To Sturbridge

cottage, Brimfield
This country lodge is located in Brimfield, a short drive from the town centre, providing easy access to Sherman Lake, Sturbridge's restaurant row, and the Brimfield Antique Show.
This 80 square metre holiday home accommodates up to four guests in two bedrooms, offering amenities such as air conditioning, WiFi, a fully equipped kitchen, and a garden, with walking trails nearby and the Walcott Street Playground a short distance away.
Peaceful, Rustic Retreat, 100ft Of Private Beach,  300 Acre Sandy Bottom Pond - Massachusetts
10 27 reviews

Peaceful, Rustic Retreat, 100ft Of Private Beach, 300 Acre Sandy Bottom Pond

cottage, Plymouth
This Plymouth waterfront holiday home is situated approximately 2.7km from JunglePlex, and within 10km of Harlow Old Fort House and Jabez Howland House, offering scenic views.
The 71 square metre property sleeps six guests in three bedrooms, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and on-site laundry facilities and barbeque grills.
Private Heated Pool: Family Cottage In Plymouth! - Massachusetts
9.2 9 reviews

Private Heated Pool: Family Cottage In Plymouth!

cottage, Plymouth
This Plymouth holiday home is situated less than 1.6km from Plymouth Long Beach and a short drive from Plimoth Patuxet Museums, offering easy access to the coast and local historical attractions.
The 91 square metre property sleeps six guests across two bedrooms and one bathroom, boasting a private heated pool, fenced garden, Smart TVs, and a well-equipped kitchen including a dishwasher.
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