Cottages in Massachusetts

2799 available cottage rental offers

-
7
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

Cozy Coastal Cottage In Padanaram Village - Massachusetts
10 4 reviews

Cozy Coastal Cottage In Padanaram Village

cottage, Dartmouth
This Dartmouth holiday home is located a 6-minute drive from the Rotch Jones-Duff House and Garden Museum and a 5-minute drive from Buttonwood Park Zoo.
The accommodation sleeps six guests in two bedrooms and offers a private garden, a terrace with outdoor furniture, Wi-Fi, air conditioning, a barbecue, and a fully equipped kitchen.
Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview - Massachusetts
9.6 9 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.
Shore House Steps To The Ocean, 18 Min Ferry To Boston - Massachusetts
8.8 3 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.
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access! - Massachusetts
9.5 49 reviews

Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!

cottage, West Tisbury
This charming cottage is situated in Vineyard Haven, just a short drive from Manuel F Correlus State Forest and the Clay Cliffs of Aquinnah, offering a peaceful retreat in a picturesque setting. The property consistently receives excellent reviews for its location, cleanliness, and overall experience.
The 65 square metre cottage comfortably accommodates up to four guests in its two bedrooms. It boasts a range of amenities, including a fully equipped kitchen, a spa tub, a garden, and a terrace, providing everything you need for a relaxing and enjoyable stay.

Top cities

Best Massachusetts cottages with a garden

Cottage On Beautiful Long Pond  With Fantastic Sandy Lakefront Beach - Massachusetts
9.6 52 reviews

Cottage On Beautiful Long Pond With Fantastic Sandy Lakefront Beach

cottage, Plymouth
This Plymouth cottage is situated directly on the beach, just six miles from Pinehills Golf Club, Manomet Beach, and Waverly Oaks Golf Club. The property has consistently received excellent reviews for its location, cleanliness, and overall experience.
This two-bedroom holiday home, spanning 85 square metres, comfortably accommodates up to six guests. It offers a fully equipped kitchen, a private patio, a swimming pool, a jacuzzi, and a garden, making it ideal for families and groups seeking a relaxing and enjoyable stay.
Cozy Cottage 1/2 Mile To Woods Hole Village - Massachusetts
9.4 14 reviews

Cozy Cottage 1/2 Mile To Woods Hole Village

cottage, Falmouth
This waterfront property in Woods Hole offers a prime location, just 800 meters from Woods Hole village, the ferry and bus terminal, and the bike path.
This 46 square meter cottage accommodates up to three guests, featuring a kitchen with a fridge, microwave, and dishwasher, plus a garden, parking, and WiFi, with special pricing for extended stays.
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.
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.

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 1 best cottages with a jacuzzi

Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 26 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.

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

Charming 2br Coastal Cottage  Walk To Surf Drive Beach & Downtown! - Massachusetts
9.4 3 reviews

Charming 2br Coastal Cottage Walk To Surf Drive Beach & Downtown!

cottage, Falmouth
This Falmouth holiday home on King Street is a short walk from Falmouth town centre and Surf Drive Beach.
Sleeping seven, the two-bedroom property boasts a fully equipped kitchen, air conditioning, parking, and a large living area with a TV; nearby attractions include the Shining Sea Bikeway and Island Queen Ferry to Martha's Vineyard.
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.
3 Bedroom Cottage Just Steps To Private Beach! Pet Friendly! - Massachusetts
9.6 50 reviews

3 Bedroom Cottage Just Steps To Private Beach! Pet Friendly!

cottage, Mattapoisett
This charming cottage is located just 1.3 kilometres from Nasketucket Bay State Reservation and within 10 kilometres of Wings & Things and the Haunted House, making it a great base for exploring Mattapoisett. It has consistently received excellent reviews from previous guests.
The cottage has three bedrooms and one bathroom, offering space for up to seven guests across its 111 square metres. It comes with a fully equipped kitchen, a private patio, a garden, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Cozy 3br Cottage With Lambert's Cove Beach Access - Massachusetts
10 1 review

Cozy 3br Cottage With Lambert's Cove Beach Access

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.