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 3-bedroom Cottage With Wifi, Ac In Rochester - Massachusetts
Massachusetts
01/09 – 31/05
A$622/nighttotal: A$169184 (272 )

Charming 3-bedroom Cottage With Wifi, Ac In Rochester

3 2
cottage , Mattapoisett
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.
Cozy, Clean, Relaxing Beach Cottage Awaits You!! - Massachusetts
10 37 reviews
Massachusetts
01/09 – 31/05
A$320/nighttotal: A$87040 (272 )

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.
2br Cottage With Stunning Water Views & Beach Access - Massachusetts
9.4 3 reviews
Massachusetts
20/06 – 27/06
A$598/nighttotal: A$4186 (7 )

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.
Cozy 3br Cottage With Lambert's Cove Beach Access - Massachusetts
Massachusetts
23/08 – 25/08
A$1680/nighttotal: A$3360 (2 )

Cozy 3br Cottage With Lambert's Cove Beach Access

3 2
cottage , West Tisbury
This West Tisbury holiday home is situated near Grey Barn, offering easy access to Lambert's Cove Beach (beach pass required) and proximity to attractions such as Polly Hill Arboretum and Chilmark Chocolates.
Sleeping six guests across three bedrooms and three bathrooms, the property boasts a fully equipped kitchen, outdoor dining areas, a firepit, and outdoor shower; upcoming renovations (April 2025) include a new air conditioning system and a fresh coat of paint.

Top cities

Best Massachusetts cottages with a garden

The Sandbar Casita In Padanaram Village With Beach Access - Massachusetts
Massachusetts
26/07 – 31/07
A$1104/nighttotal: A$5520 (5 )

The Sandbar Casita In Padanaram Village With Beach Access

3 4
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.
4-bedroom Cottage In  Stockbridge Ma In Berkshires, Minutes To Private Beach - Massachusetts
Massachusetts
26/06 – 03/08
A$412/nighttotal: A$15656 (38 )

4-bedroom Cottage In Stockbridge Ma In Berkshires, Minutes To Private Beach

4 5
cottage , Stockbridge
This detached house in West Stockbridge is a 10-minute walk from a private beach on Stockbridge Bowl and a 10-minute drive from the Tanglewood Music Centre.
This property offers accommodation for six guests across four bedrooms, featuring two and a half bathrooms, complimentary kayak use, and is well-equipped for spring, summer, and autumn stays with heating and portable air conditioning.
Fifa 40 Minutes To Gillette Steps From The Beach, Charming Cottage Plymouth Ma - Massachusetts
10 11 reviews
Massachusetts
20/06 – 27/06
A$615/nighttotal: A$4305 (7 )

Fifa 40 Minutes To Gillette Steps From The Beach, Charming Cottage Plymouth Ma

3 7
cottage , Plymouth
This charming cottage is situated just a short distance from a private beach and pond, offering a peaceful retreat within easy reach of Plymouth's historic centre, just 5 km away. The cottage is highly rated by previous guests, receiving excellent reviews for its comfortable accommodation and convenient location.
The cottage has three bedrooms and one bathroom, comfortably accommodating up to eight guests. The property offers a range of amenities including a fully equipped kitchen, air conditioning, a garden, and parking, making it ideal for families and groups looking for a relaxing and enjoyable stay.
Grandparents Cottage 250 Steps To The Lake - Massachusetts
8.0 1 review
Massachusetts
26/06 – 03/08
A$629/nighttotal: A$23902 (38 )

Grandparents Cottage 250 Steps To The Lake

4 5
cottage , Stockbridge
This West Stockbridge holiday home is ideally situated near Tanglewood (9.6km), the Berkshire Botanical Garden (11.2km), and the Housatonic River (12.8km), offering easy access to Stockbridge's cultural and natural attractions.
Sleeping seven guests, this four-bedroom, two-bathroom property boasts Wi-Fi, essential amenities, and a peaceful setting, perfect for exploring the area's numerous attractions including the Frelinghuysen Morris House & Studio and Guido's Marketplace.

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, a trip to Plymouth, with its Plymouth Rock and Mayflower II, is essential. Boston offers iconic sites like Faneuil Hall, the Freedom Trail, and the Boston Tea Party Ships & Museum. Further afield, Salem's maritime history and witch trial legacy are fascinating, and the Berkshires offer stunning natural beauty, including the Norman Rockwell Museum and the Mount Greylock State Reservation, home to the highest point in Massachusetts.
  • What are the best cottages in Massachusetts?

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

    A five-day trip allows for a good balance. Spend two days exploring Boston, hitting the Freedom Trail, visiting the Museum of Fine Arts, and enjoying the vibrant atmosphere of the North End. Dedicate a day to Salem, exploring its historic sites and charming shops. Then, head west to the Berkshires for a day of hiking in the stunning natural landscapes, perhaps visiting the Mount Greylock State Reservation. Finally, enjoy a relaxing day in a charming coastal town like Plymouth or Gloucester, exploring its waterfront and enjoying fresh seafood.
  • What are the best cottages with a pool in Massachusetts?

  • Is Massachusetts a good destination to rent a cottage?

    Absolutely! Cape Cod and the islands of Martha's Vineyard and Nantucket are renowned for their charming cottages, perfect for a relaxing getaway. The Berkshires also offer many picturesque cottages nestled amongst rolling hills and forests. You'll find various options, from quaint seaside cottages to more luxurious country retreats, depending on your budget and preference.
  • 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, while winters can be cold and snowy, especially in the western parts of the state. Expect rain throughout the year. Wildlife encounters are generally limited to common animals like deer, squirrels, and birds. However, be aware of black bears, particularly in western Massachusetts. Severe weather, including blizzards in winter and hurricanes in late summer/autumn, can disrupt travel plans; it's always wise to check forecasts before and during your trip.
  • What are the best cottages for families and kids in Massachusetts?

  • Is Massachusetts pedestrian and cyclist-friendly?

    Massachusetts is generally pedestrian and cyclist-friendly, particularly in urban areas like Boston and Cambridge, which have extensive networks of cycle paths and pedestrian walkways. However, driving is often necessary to explore areas outside of major cities. Always exercise caution when cycling or walking, particularly near busy roads.
  • 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 Lenox and Stockbridge. The abandoned town of New Boston is a fascinating site with a history of iron mining. For a unique experience, visit the Fruitlands Museum in Harvard, exploring its Shaker history and stunning views. The many lighthouses along the coast, such as the Boston Light, offer beautiful seaside scenery and historical significance.
  • 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, like the Boston Public Market, is a great way to interact with locals and sample regional produce. Many towns and cities host regular events and festivals; checking local event listings can reveal opportunities to meet people. Visiting smaller, family-run restaurants and pubs provides a more authentic and personal experience than large chain establishments. Consider exploring local craft breweries or attending a concert at Tanglewood in the Berkshires.
  • What are the best authentic dishes to taste in Massachusetts?

    New England clam chowder is a must-try. Lobster rolls are another classic, especially when enjoyed on the coast. Boston baked beans, a hearty and traditional dish, are also worth sampling. For something different, try a Portuguese-style seafood stew, reflecting the state's rich maritime history and immigrant communities. Don't forget to try local craft beers and cider.

Nearby regions

Best Massachusetts cottages with a jacuzzi

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

Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 24 reviews
Massachusetts
30/07 – 01/08
A$578/nighttotal: A$1156 (2 )

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.
Coastal Cottage On Private Island, Overlooking The Essex Great Marsh - Massachusetts
10 10 reviews
Massachusetts
30/07 – 01/08
A$939/nighttotal: A$1878 (2 )

Coastal Cottage On Private Island, Overlooking The Essex Great Marsh

2 2
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 3429 accommodations in Massachusetts, here are the 4 best pet friendly cottages

109 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Massachusetts
9.3 3 reviews
Massachusetts
20/06 – 27/06
A$689/nighttotal: A$4823 (7 )

109 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Bourne
This three-bedroom Bourne holiday home is situated in the exclusive Wings Neck neighbourhood of Pocasset, offering direct access to a private association beach and docks, and is close to the Cape Cod Canal.
The 108-square-metre property, sleeping six, boasts a fully equipped kitchen with dishwasher, air conditioning, a private tennis court, and includes the Xplorie offer providing free tickets to local attractions such as Island Cruises and the Whydah Pirate Museum.
Plum Island Guest Cottage With Water View - Massachusetts
9.8 117 reviews
Massachusetts
12/07 – 17/07
A$441/nighttotal: A$2205 (5 )

Plum Island Guest Cottage With Water View

1 4
cottage , Newbury
This charming cottage is located in Newbury, just a short walk from the town centre and train station, making it ideal for exploring the area. The property has received excellent ratings for its cleanliness, location and overall experience.
The cottage offers 60 square metres of comfortable living space, with a bedroom, a fully equipped kitchen and a relaxing garden. Guests can enjoy amenities such as Wi-Fi, parking, a spa and a range of other features, perfect for a relaxing getaway.
Charming 2-bedroom Cottage Newly Renovated In Peaceful Sandwich - Massachusetts
Massachusetts
01/09 – 31/05
A$616/nighttotal: A$167552 (272 )

Charming 2-bedroom Cottage Newly Renovated In Peaceful Sandwich

2 2
cottage , Sandwich
This coastal bungalow is situated in a Cape Cod neighbourhood in Sandwich, just 100 metres from First Beach and a minute's walk from the TreeHouse Brewery.
This 2-bedroom property accommodates up to 4 guests and offers amenities such as internet and air conditioning, with easy access to Cape Cod Beaches, Scusset Beach State Reservation, Sandwich Mini Golf, and Hart Family Maze Garden.
60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Massachusetts
9.5 4 reviews
Massachusetts
20/06 – 27/06
A$548/nighttotal: A$3836 (7 )

60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
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.
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