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

Beach & Waterpark Cottage Near Cape Cod! Pet-free Smoke-free For Allergy Safety - Massachusetts
9.8 16 reviews

Beach & Waterpark Cottage Near Cape Cod! Pet-free Smoke-free For Allergy Safety

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.
Peaceful Hideaway On Westport Point - Massachusetts
9.8 44 reviews

Peaceful Hideaway On Westport Point

cottage, Westport
This Westport Point holiday home is situated in a peaceful rural location, approximately 5km from Horseneck Beach State Reservation and 10km from Gooseberry Island and Westport Town Farm.
Sleeping up to five guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen with dishwasher, a private garden with barbecue, free Wi-Fi, and parking; ideal for families seeking a relaxing Westport getaway.
Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview - Massachusetts
9.6 10 reviews

Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview

cottage, Wareham
This Wareham holiday home is situated near Onset Beach and Shell Point Beach, within 5km of the Porter Thermometer Museum and Lyman Reserve.
The two-bedroom property sleeps six, boasting a fully equipped kitchen, three bathrooms, air conditioning, a swimming pool, garden, parking, Wi-Fi and a DVD player, with a nearby water park offering additional entertainment.
Beach Front On Beautiful Jenkins Pond, Quiet Area,  Discounted Off Season Rates! - Massachusetts
9.7 191 reviews

Beach Front On Beautiful Jenkins Pond, Quiet Area, Discounted Off Season Rates!

apartment, Falmouth
This charming cottage is situated just 5 kilometres from Falmouth town centre, offering a peaceful retreat in a quiet neighbourhood with easy access to the town's amenities and attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The property spans 204 square metres and comfortably accommodates up to 8 guests across its four bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a private beach, a spacious garden, a fully equipped kitchen, and a large deck with barbecue facilities.

Top cities

Best Massachusetts cottages with a garden

Entire Cottage, Walk To/from Ferry & Downtown, Newly Renovated, Parking On Site - Massachusetts
10 42 reviews

Entire Cottage, Walk To/from Ferry & Downtown, Newly Renovated, Parking On Site

cottage, Tisbury
This charming cottage is located just two blocks from the bustling centre of Vineyard Haven, offering easy access to shops, restaurants, the harbour beaches, and the main island ferry terminal. It has been rated excellent by previous guests.
The holiday home has three bedrooms, one bathroom, and can accommodate up to four guests. It features modern comforts such as air conditioning, a fully equipped kitchen, and a relaxing living space, as well as on-site parking for two cars.
Remodeled Cottage Retreat On The Lake, Close To Boston But Nestled In The Woods - Massachusetts
10 1 review

Remodeled Cottage Retreat On The Lake, Close To Boston But Nestled In The Woods

cottage, Groton
This Groton, Massachusetts lakeside property, situated on Lost Lake and approximately 72 kilometres from Boston, offers private beach access and proximity to the Westford Museum and the MIT Haystack Observatory.
The two-bedroom, one-bathroom holiday home sleeps six, boasting a fully equipped kitchen, lake views, a deck with barbecue, fire pit, and rentable canoe, plus beach chairs and life vests for family enjoyment.
Charming Cottage On Goat Farm In Picturesque Westport - Massachusetts
10 2 reviews

Charming Cottage On Goat Farm In Picturesque Westport

cottage, Westport
This 33m² holiday home in Westport offers convenient access, situated a 2-minute drive from the Acoaxet Club and a 4-minute drive from Westport Rivers Vineyard & Winery.
This property provides accommodation for up to three guests with one bedroom and one bathroom, featuring on-site parking, complimentary Wi-Fi, air conditioning, a garden with a fire pit, and is a short drive to Horseneck Beach State Reservation and Four Corners Arts Center.
The Sandbar Casita In Padanaram Village With Beach Access - Massachusetts
10 1 review

The Sandbar Casita In Padanaram Village With Beach Access

cottage, Dartmouth
This recently renovated cottage in Padanaram Village, Dartmouth, offers deeded beach rights to Stoneledge Beach and is within walking distance to local amenities, the Rotch Jones-Duff House and Garden Museum (approximately 3.8 kilometers away) and Cornell Farm.
This family-friendly holiday home accommodates up to eight guests with three bedrooms, one bathroom, air conditioning, a garden, parking, and a kitchen equipped with a fridge, microwave, and dishwasher, perfect for both short and long stays.

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

Coastal Cottage On Private Island, Overlooking The Essex Great Marsh - Massachusetts
10 11 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.
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.
Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 28 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.
Inviting Summer Village Cottage: Golf Cart & More! - Massachusetts
No reviews

Inviting Summer Village Cottage: Golf Cart & More!

cottage, Westford
This Westford holiday home is situated approximately 3.2km from The Butterfly Place and 4.3km from the MIT Haystack Observatory, offering convenient access to Westford Town Common and J.V. Fletcher Library within a 9.6km radius.
The 74 square metre property sleeps five guests in three bedrooms and one bathroom, boasting a swimming pool, hot tub, tennis court, and fully equipped kitchen including a dishwasher and washing machine.

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

3-bedroom Cottage In Swifts Beach, Relaxing Coastal Living, Outdoor Shower, Ac. - Massachusetts
10 2 reviews

3-bedroom Cottage In Swifts Beach, Relaxing Coastal Living, Outdoor Shower, Ac.

cottage, Wareham
This detached house is situated in Wareham, offering convenient access to Swifts Beach and within driving distance of Boston, approximately 90 kilometres away, and Gillette Stadium.
This property accommodates up to eight guests across three bedrooms and features a fully equipped kitchen, air conditioning, an outdoor shower, and private parking, with Wi-Fi and pets welcome.
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.
Cozy Cape Cod Cottage With Peaceful Water Views - Massachusetts
No reviews

Cozy Cape Cod Cottage With Peaceful Water Views

cottage, Sandwich
This three-bedroom bungalow is located in Sandwich, a short walk from Peters Pond and within 10.5 kilometres of Heritage Museums & Gardens.
This pet-friendly property offers lakeside living with a private dog swimming area, complimentary daily tickets to attractions like Island Cruises through Xplorie, and access to campground amenities including walking trails and a playground, with parking and air conditioning provided for up to six guests.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Massachusetts
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Sandwich
This pet-friendly holiday home is located in historic Sandwich, next to a quiet wooded area and a short walk from Peters Pond, with Lambert's Farm Market 2.7 kilometres away and Town Neck Beach 12.5 kilometres distant.
This 3-bedroom lodge accommodates up to 6 guests and offers direct access to Peters Pond with a dedicated dog-friendly swimming area, complimentary linens, and included daily free tickets valued at £600 for local attractions such as Island Cruises and Whale Watch.
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