Cottages in Massachusetts

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Massachusetts cottages
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3429 Best cottages in Massachusetts

Best family friendly Massachusetts cottages

Among the 3429 accommodations in Massachusetts, here are the 4 best family friendly cottages

Charming Cottage On The Water With Beautiful Views - Massachusetts
10 45 reviews
Massachusetts
07/01 – 12/01
NZ$453/nighttotal: NZ$2265 (5 )

Charming Cottage On The Water With Beautiful Views

2 2
cottage , Lakeville
This charming waterfront cottage is situated in Lakeville, Massachusetts, just nine miles from Vibra Hospital of Southeastern Massachusetts and fifteen miles from Massasoit State Park, offering a peaceful retreat close to local attractions. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The two-bedroom property, spanning 79 square metres, comfortably accommodates up to four guests. Enjoy a range of amenities including a fully equipped kitchen, a spa tub, a garden, a terrace, and barbecue facilities, perfect for relaxation and outdoor activities.
Location  & Quality! Right In Town, Freshly Renovated, Near Everything U Need! - Massachusetts
9.9 145 reviews
Massachusetts
31/08 – 07/09
NZ$1953/nighttotal: NZ$13671 (7 )

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

2 2
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.
A Beautiful "Wee " Place By The Sea In Rockport - Massachusetts
8.6 41 reviews
Massachusetts
31/08 – 07/09
NZ$418/nighttotal: NZ$2926 (7 )

A Beautiful "Wee " Place By The Sea In Rockport

2 2
cottage , Rockport
This Rockport holiday home is centrally located, within a 15-minute walk of Cape Ann, Thatcher Island, and the Thatcher Island National Wildlife Refuge, and under 2km from Pebble Beach and Cape Hedge Beach.
This 48 square metre self-catering property sleeps five, boasting two bedrooms, one bathroom, a fully equipped kitchenette, private patio, garden access, and barbecue facilities.
Cozy Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield - Massachusetts
9.8 13 reviews
Massachusetts
21/06 – 23/06
NZ$653/nighttotal: NZ$1306 (2 )

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

1 2
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.

Top cities

Best Massachusetts cottages with a garden

Cozy Family-friendly Cottage On Beautiful Shining Sea Bike Trail - Massachusetts
10 11 reviews
Massachusetts
04/10 – 31/10
NZ$889/nighttotal: NZ$24003 (27 )

Cozy Family-friendly Cottage On Beautiful Shining Sea Bike Trail

4 2
cottage , Falmouth
This charming cottage is located on the Shining Sea bike trail in Falmouth, just a 5km cycle from the town centre and 5km from Woods Hole. It has received excellent reviews from previous guests.
The cottage has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a range of amenities including Wi-Fi, a desk for working remotely, and a terrace for relaxing.
Beachfront 3 Family Home, Best On The Beach!   Not A Full Week    Add 250.00 - Massachusetts
9.8 13 reviews
Massachusetts
10/11 – 07/01
NZ$484/nighttotal: NZ$28072 (58 )

Beachfront 3 Family Home, Best On The Beach! Not A Full Week Add 250.00

3 2
cottage , Salisbury
This charming seaside property is situated just a short walk from the sandy beach in Salisbury, offering a peaceful retreat with easy access to the coast. It has received excellent reviews from previous guests, making it a popular choice for those seeking a relaxing getaway.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. The property comes equipped with a range of amenities, including a fully fitted kitchen, a patio with barbecue, and parking, ensuring a comfortable and enjoyable stay.
Spacious Lakefront Escape W/ 3 Baths + Bonus Bed - Massachusetts
10 29 reviews
Massachusetts
03/08 – 06/08
NZ$1464/nighttotal: NZ$4392 (3 )

Spacious Lakefront Escape W/ 3 Baths + Bonus Bed

3 2
cottage , Essex
This Essex County waterfront property, a short 8km drive from Manchester-by-the-Sea train station and 5km from Essex town centre, offers easy access to Boston (around 72km).
The 158 square metre holiday home sleeps six, boasting three bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, and a private dock with lakefront access, plus family-friendly amenities like a pack 'n play and high chair.
Cozy Lake Front Cottage On Long Pond - Massachusetts
10 21 reviews
Massachusetts
31/08 – 07/09
NZ$675/nighttotal: NZ$4725 (7 )

Cozy Lake Front Cottage On Long Pond

3 2
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.

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 3429 accommodations in Massachusetts, here are the 2 best cottages with a jacuzzi

This Romantic Cottage Is Simply A Cut Above - - Massachusetts
10 60 reviews
Massachusetts
07/01 – 12/01
NZ$622/nighttotal: NZ$3110 (5 )

This Romantic Cottage Is Simply A Cut Above -

1 2
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 24 reviews
Massachusetts
07/01 – 12/01
NZ$590/nighttotal: NZ$2950 (5 )

Shared Hot Tub: Historic Cottage, Walk To Elm Park

2 2
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.

Neighborhoods and points of interest in Massachusetts

Best pet friendly Massachusetts cottages

Among the 3429 accommodations in Massachusetts, here are the 4 best pet friendly cottages

Cape Escape  Dog Friendly & Steps To The Sea - Massachusetts
9.6 4 reviews
Massachusetts
31/08 – 07/09
NZ$842/nighttotal: NZ$5894 (7 )

Cape Escape Dog Friendly & Steps To The Sea

3 2
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.
2br Cottage With Stunning Water Views & Beach Access - Massachusetts
9.4 3 reviews
Massachusetts
04/10 – 31/10
NZ$666/nighttotal: NZ$17982 (27 )

2br Cottage With Stunning Water Views & Beach Access

3 2
cottage , Wareham
This beachside holiday let in Wareham is situated 4.5 kilometres from the Briggs McDermott House and Ned Point Light, and offers convenient access to East Over Reservation and Lyman Reserve.
This 2-bedroom holiday home accommodates up to 7 guests with a fully equipped kitchen, Wi-Fi, a private garden with outdoor furniture and a barbecue, and is located 4.5 kilometres from Cape Cod Beaches and 2.2 kilometres from Water Wizz water park.
Cottage With Direct Water Access! - Massachusetts
10 119 reviews
Massachusetts
07/01 – 12/01
NZ$889/nighttotal: NZ$4445 (5 )

Cottage With Direct Water Access!

2 2
cottage , Ipswich
This family-friendly cottage is situated on the waterfront in Ipswich, just under 2 kilometres from the Parker River National Wildlife Refuge and Ipswich River, and within 5 kilometres of Clark Beach and the Ipswich Museum. The cottage is rated excellent by previous guests, ensuring a comfortable and enjoyable stay.
The 77 square metre cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy modern amenities like free WiFi, a DVD player, and a fully equipped kitchen, as well as outdoor spaces like a terrace, garden, and a spa.
Cozy, Clean, Relaxing Beach Cottage Awaits You!! - Massachusetts
10 37 reviews
Massachusetts
07/08 – 11/08
NZ$607/nighttotal: NZ$2428 (4 )

Cozy, Clean, Relaxing Beach Cottage Awaits You!!

1 2
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.
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