Cottages in Massachusetts

2799 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Massachusetts cottages
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

2799 Best cottages in Massachusetts

Best family friendly Massachusetts cottages

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

A Beautiful "Wee " Place By The Sea In Rockport - Massachusetts
8.6 42 reviews

A Beautiful "Wee " Place By The Sea In Rockport

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, Clean, Relaxing Beach Cottage Awaits You!! - Massachusetts
10 38 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.
Beach & Waterpark Cottage Near Cape Cod! Pet-free Smoke-free For Allergy Safety - Massachusetts
9.6 15 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.
Coastal Plum Island Cottage Steps From Beach - Massachusetts
9.8 22 reviews

Coastal Plum Island Cottage Steps From Beach

cottage, Newbury
This charming cottage in Newbury is ideally located just a 10-minute walk from both Newbury Beach and Plum Island Beach, offering easy access to the beautiful coastline. It has received excellent user ratings, making it a popular choice for travellers.
This comfortable holiday home sleeps up to 6 guests and has two bedrooms and a bathroom. Amenities include a fully equipped kitchen, a patio for outdoor dining, a garden, and parking. Guests can also enjoy the use of a barbecue grill and benefit from the convenient location near other attractions.

Top cities

Best Massachusetts cottages with a garden

Plymouth Charming Cozy Cottage Private Beach - Massachusetts
No reviews

Plymouth Charming Cozy Cottage Private Beach

cottage, Plymouth
This 3-bedroom holiday home in Plymouth, Massachusetts, is situated just 240 metres from a private sandy beach and approximately 160 kilometres south of Boston, offering convenient access to Gillette Stadium and Cape Cod.
This accommodation sleeps four guests and features a garden, parking, air conditioning, and Wi-Fi, with nearby attractions including Plymouth Rock, Plymouth Harbor, and Jungleplex, plus an outdoor fire pit and hammock for guest enjoyment.
Beachfront 3 Family Home, Best On The Beach!   Not A Full Week    Add 250.00 - Massachusetts
9.8 14 reviews

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

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.
Lakefront; View Of Ski Mountain, Firepit, Dock, Kayaks, Paddle Board - Massachusetts
9.6 40 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.
Oceanfront Cape Cod Home On Private Beach Just Steps To The Ocean W/ac - Massachusetts
9.8 28 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.

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 2799 accommodations in Massachusetts, here are the 2 best cottages with a jacuzzi

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.
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.

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

Fully Renovated 4-bedroom In Private Community With Pool & Close To Beach - Massachusetts
10 11 reviews

Fully Renovated 4-bedroom In Private Community With Pool & Close To Beach

cottage, Falmouth
This pet-friendly cottage is located in East Falmouth, just 3km from Cape Cod Beaches and 6km from Ferry Island Queen. The area is known for its relaxed atmosphere and easy access to the beautiful beaches and attractions of Falmouth.
The cottage sleeps 12 guests in its 4 bedrooms and 2 bathrooms. It offers a range of amenities including a shared pool, barbecue facilities, a fully equipped kitchen, laundry facilities, and free Wi-Fi.
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.
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 Hideaway On Westport Point - Massachusetts
9.8 43 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.
©2026 cozycozy.com