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

3 Bedroom Cottage Just Steps To Private Beach! Pet Friendly! - Massachusetts
9.6 52 reviews

3 Bedroom Cottage Just Steps To Private Beach! Pet Friendly!

cottage, Mattapoisett
This charming cottage is located just 1.3 kilometres from Nasketucket Bay State Reservation and within 10 kilometres of Wings & Things and the Haunted House, making it a great base for exploring Mattapoisett. It has consistently received excellent reviews from previous guests.
The cottage has three bedrooms and one bathroom, offering space for up to seven guests across its 111 square metres. It comes with a fully equipped kitchen, a private patio, a garden, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Tranquility Stays Here: Peaceful 2-bedroom Cottage With Ac On Pimlico Pond. - Massachusetts
10 29 reviews

Tranquility Stays Here: Peaceful 2-bedroom Cottage With Ac On Pimlico Pond.

cottage, Sandwich
This two-bedroom, one-bathroom holiday home in Forestdale, Sandwich, offers an idyllic lakeside setting adjacent to a golf course, with Cape Cod Beaches located 34 kilometres away and Craigville Beach 43 kilometres away.
This family-friendly cottage sleeps four and features a private terrace, garden, air conditioning, Wi-Fi, and a full kitchen, with on-site parking and laundry facilities, providing convenient access to nearby water sports and attractions.
Central Ac And Access To Beautiful Beach Path - Charming Getaway - Massachusetts
No reviews

Central Ac And Access To Beautiful Beach Path - Charming Getaway

cottage, Sandwich
This three-bedroom, one-bathroom bungalow on the Sandwich side of Sagamore Beach offers direct access to the sandiest beach via a dune path, located just across the street, with the Cape Cod Canal bike path a short ride away.
This family-friendly holiday home accommodates up to six guests, features central air conditioning and heating, a private garden with a gas grill, and includes $750 worth of daily exclusive Xplorie tickets for attractions such as Island Cruises and Whale Watch.
Cozy Coastal Cottage In Padanaram Village - Massachusetts
10 5 reviews

Cozy Coastal Cottage In Padanaram Village

cottage, Dartmouth
This Dartmouth holiday home is located a 6-minute drive from the Rotch Jones-Duff House and Garden Museum and a 5-minute drive from Buttonwood Park Zoo.
The accommodation sleeps six guests in two bedrooms and offers a private garden, a terrace with outdoor furniture, Wi-Fi, air conditioning, a barbecue, and a fully equipped kitchen.

Top cities

Best Massachusetts cottages with a garden

Oceanfront Cape Cod Home On Private Beach Just Steps To The Ocean W/ac - Massachusetts
9.8 31 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.
Location  & Quality! Right In Town, Freshly Renovated, Near Everything U Need! - Massachusetts
9.9 151 reviews

Location & Quality! Right In Town, Freshly Renovated, Near Everything U Need!

cottage, 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.
Dog-friendly, Waterfront Home With Washer And Dryer & Two Decks - Massachusetts
9.8 60 reviews

Dog-friendly, Waterfront Home With Washer And Dryer & Two Decks

cottage, Gloucester
This waterfront flat in Gloucester offers direct harbour views and is situated atop a 1924 stone foundation laid by American inventor John Hays Hammond, Jr., placing it conveniently near Good Harbour Beach and Wingaersheek Beach.
This spacious 149 square meter, two-level studio apartment accommodates up to four guests with a private upper-floor master suite, featuring a fully equipped kitchen, a private upper-level deck for sunbathing, and is ideal for enjoying activities such as sailing, jet skiing, and kayaking.
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.

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

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.
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.
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.

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

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.
Lakefront; View Of Ski Mountain, Firepit, Dock, Kayaks, Paddle Board - Massachusetts
9.6 41 reviews

Lakefront; View Of Ski Mountain, Firepit, Dock, Kayaks, Paddle Board

cottage, Westminster
This charming cottage is located in the mountains of Westminster, Massachusetts, just a short distance from Wachusett Mountain Ski Area and Great Wolf Lodge Waterpark. It has received excellent reviews from previous guests.
The property features three bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the lakefront location, outdoor amenities such as kayaks and a fire pit, and a well-equipped kitchen.
Escape To Costal Comfort. Step Back In Time At This Waterfront Retreat! - Massachusetts
9.0 6 reviews

Escape To Costal Comfort. Step Back In Time At This Waterfront Retreat!

cottage, Falmouth
This charming waterfront cottage is located in Falmouth, just 1.3km from Cape Cod Beaches and within 5km of both the Shining Sea Bikeway and Old Silver Beach. It has received excellent reviews from previous guests.
The cottage offers six bedrooms, comfortably accommodating up to twelve guests. It features a modern kitchen with a fridge and microwave, a garden, a spa, and parking. Guests can also enjoy outdoor activities like barbequing and cycling on the nearby bike trails.
A Charming Vineyard Cottage Just Off The Pond - Massachusetts
9.6 43 reviews

A Charming Vineyard Cottage Just Off The Pond

cottage, Edgartown
This three-bedroom cottage is situated on a lake just under 5 kilometres from Edgartown's attractions such as the Gus Ben David's World of Reptiles and Birds Park and the Felix Neck Wildlife Sanctuary.
The 121 square metre property features a fully equipped kitchen, a terrace, a garden, parking, and can accommodate up to seven guests.
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