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

Walking Distance To Private Beach! Charming Cottage North Of Cape Cod. - Massachusetts
9.6 14 reviews

Walking Distance To Private Beach! Charming Cottage North Of Cape Cod.

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 40 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.
Fifa 40 Minutes To Gillette Steps From The Beach, Charming Cottage Plymouth Ma - Massachusetts
10 12 reviews

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

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.
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.

Top cities

Best Massachusetts cottages with a garden

Shore House Steps To The Ocean, 18 Min Ferry To Boston - Massachusetts
8.8 2 reviews

Shore House Steps To The Ocean, 18 Min Ferry To Boston

cottage, Hull
This Hull seaside property, situated 3.2km from Nantasket Beach and within 32km of South Shore Hospital and South Shore Plaza, offers stunning ocean views.
This four-bedroom, two-bathroom holiday home boasts 130 square metres of space, sleeps eight guests, and includes a fully equipped kitchen, private patio, garden, parking, and free Wi-Fi.
Adorable 3 Bed Cottage - 2 Blocks To Private Beach; Pond; Ac, Pets Ok - Massachusetts
9.8 24 reviews

Adorable 3 Bed Cottage - 2 Blocks To Private Beach; Pond; Ac, Pets Ok

cottage, Plymouth
This Plymouth seaside holiday home is situated near Manomet Beach (0.5km), with White Horse Beach and the Priscilla Beach Theatre within 4.8km, and Ellisville Harbor State Park and Plymouth Long Beach within 9.6km.
The 111 square metre property sleeps eight guests in three bedrooms and one bathroom, boasting a jacuzzi, private garden, barbecue, and free Wi-Fi, alongside a fully equipped kitchen and parking.
Ping-pong & Fire Pit! Renovated Marshfield Cottage - Massachusetts
No reviews

Ping-pong & Fire Pit! Renovated Marshfield Cottage

cottage, Marshfield
This Marshfield holiday let is located near river views, under 1 kilometre from Humarock Beach, and within walking distance of shops such as Yup Sup: Coastal Living Boutique & Watersport Rentals.
This 65 square metre bungalow offers 1 bedroom, 1 bathroom and sleeps 2 guests, featuring a custom VW bus bar, a shared patio with a wood-burning fire pit, a Smart TV, a wood-burning fireplace, a ping-pong table, and a reading nook.
Good Harbor Beach House - Walk To Beach, Close To Restaurants And Shopping! - Massachusetts
10 233 reviews

Good Harbor Beach House - Walk To Beach, Close To Restaurants And Shopping!

cottage, Gloucester
This charming cottage is located just 3 kilometres from Good Harbor Beach and 5 kilometres from Long Beach, offering easy access to Gloucester's beautiful coastline. Guests consistently rate this property as excellent, highlighting its comfortable and family-friendly atmosphere.
The cottage spans 145 square metres and comfortably accommodates up to 8 guests in its 4 bedrooms and 3 bathrooms. With a fully equipped kitchen, a relaxing spa, a private garden, and a terrace, this property provides everything you need for a relaxing and enjoyable stay.

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

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.
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

Spacious Lakefront Escape W/ 3 Baths + Bonus Bed - Massachusetts
10 31 reviews

Spacious Lakefront Escape W/ 3 Baths + Bonus Bed

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.
A Beautiful "Wee " Place By The Sea In Rockport - Massachusetts
8.6 41 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.
16 Mi To Boston: Home W/ Deck In Weymouth - Massachusetts
10 1 review

16 Mi To Boston: Home W/ Deck In Weymouth

cottage, Weymouth Town
This South Weymouth holiday home is situated 1.3km from South Shore Hospital and within 10km of Weymouth Back River Reservation and Braintree Municipal Golf Course.
The pet-friendly property boasts a fully equipped kitchen with dishwasher, air conditioning, free parking, and Wi-Fi, plus a cosy fireplace; it's ideal for exploring Weymouth and the surrounding area.
Sun & Serenity At A Wave From It All - Massachusetts
10 5 reviews

Sun & Serenity At A Wave From It All

cottage, Bourne
This charming cottage is situated in the exclusive Wings Neck neighbourhood of Pocasset, Bourne, just a short drive from local landmarks like Wings Neck Lighthouse and Pairpoint Glass Works, offering stunning waterfront views of the Cape Cod Canal entrance. It has received excellent user ratings, making it a popular choice for travellers seeking a peaceful and picturesque getaway.
The 109 square metre property features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy access to a private beach, kayaks, a tennis court, a spacious deck with a dining table and gas grill, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
©2026 cozycozy.com