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Massachusetts cottages
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2799 Cottages at the best price in Massachusetts

Best family friendly Massachusetts cottages

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

Cozy Cape Cod Cottage With Peaceful Water Views - Massachusetts
No reviews

Cozy Cape Cod Cottage With Peaceful Water Views

cottage, Sandwich
This three-bedroom cottage in Sandwich, adjacent to Peters Pond, is a 2.7 kilometre drive from Lambert's Farm Market and 10.5 kilometres from Heritage Museums & Gardens.
This dog-friendly holiday home accommodates six guests and includes a kitchen with a fridge and microwave, air conditioning, internet, parking, and complimentary daily tickets and activities through Xplorie, such as Whale Watch tours.
Cozy Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield - Massachusetts
10 26 reviews

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

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.
Cottage With Direct Water Access! - Massachusetts
10 128 reviews

Cottage With Direct Water Access!

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.
Good Harbor Beach House - Walk To Beach, Close To Restaurants And Shopping! - Massachusetts
10 238 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.

Top cities

Best Massachusetts cottages with a garden

Brimfield Waterfront Cottage - Massachusetts
10 22 reviews

Brimfield Waterfront Cottage

cottage, Brimfield
This Brimfield lakeside property, a two-bedroom cottage, is situated 1.6km from the Brimfield Fairgrounds and a short drive from Sturbridge Village.
Sleeping four, this self-catering holiday home boasts lake access for swimming and fishing, air conditioning, Wi-Fi, and a deck with Lake Sherman views; nearby attractions include the Yankee Flea Market and Palmer Motorsports Park.
Dog-friendly, Waterfront Home With Washer And Dryer & Two Decks - Massachusetts
9.8 60 reviews

Dog-friendly, Waterfront Home With Washer And Dryer & Two Decks

cottage, Gloucester
This waterfront flat in Gloucester offers direct harbour views and is situated atop a 1924 stone foundation laid by American inventor John Hays Hammond, Jr., placing it conveniently near Good Harbour Beach and Wingaersheek Beach.
This spacious 149 square meter, two-level studio apartment accommodates up to four guests with a private upper-floor master suite, featuring a fully equipped kitchen, a private upper-level deck for sunbathing, and is ideal for enjoying activities such as sailing, jet skiing, and kayaking.
Escape To Costal Comfort. Step Back In Time At This Waterfront Retreat! - Massachusetts
9.0 6 reviews

Escape To Costal Comfort. Step Back In Time At This Waterfront Retreat!

cottage, Falmouth
This charming waterfront cottage is located in Falmouth, just 1.3km from Cape Cod Beaches and within 5km of both the Shining Sea Bikeway and Old Silver Beach. It has received excellent reviews from previous guests.
The cottage offers six bedrooms, comfortably accommodating up to twelve guests. It features a modern kitchen with a fridge and microwave, a garden, a spa, and parking. Guests can also enjoy outdoor activities like barbequing and cycling on the nearby bike trails.
Cottage Close To Long Beach And Good Harbor - Massachusetts
No reviews

Cottage Close To Long Beach And Good Harbor

cottage, Gloucester
This Gloucester holiday home is situated a 13-minute walk from Good Harbour Beach and a 5-minute (8 km) drive from Cape Ann.
The three-bedroom property, sleeping five, boasts a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, private garden with BBQ, and free Wi-Fi; enjoy nearby coastal walks and explore the attractions of Cape Ann.

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 Boston, with sites like the Freedom Trail, Faneuil Hall, and the Boston Tea Party Ships & Museum. Plymouth is a must for its Pilgrim history and Plimoth Patuxet Museums. Beyond Boston, Salem's maritime history and witch trial legacy draw many visitors, while the Berkshires offer stunning natural beauty and cultural institutions like Tanglewood. The John F. Kennedy Presidential Library and Museum in Boston is another popular choice.
  • How can one spend a 5-day holiday in Massachusetts?

    A five-day trip allows for a good balance. Spend two days exploring Boston's historical sites and vibrant neighbourhoods like Beacon Hill and the North End. Dedicate a day to a day trip to Salem, exploring its historic sites and charming streets. Another day could be spent in the Berkshires, hiking or visiting cultural attractions like MASS MoCA. The final day could be used for exploring a smaller town like Plymouth, focusing on its historical significance and coastal charm.
  • Is Massachusetts a good destination to rent a cottage?

    Absolutely! Cape Cod and the Islands offer numerous charming cottages perfect for a relaxing getaway. The Berkshires also have many quaint cottages nestled amongst the hills, ideal for a peaceful escape. Many rental options are available through online platforms and local agencies.
  • What weather, wildlife, or natural hazards might affect travellers in Massachusetts?

    Massachusetts experiences all four seasons. Summers are warm and humid, while winters can be cold and snowy, especially in western Massachusetts. Be prepared for rain at any time of year. Wildlife encounters are mostly limited to common animals like deer, squirrels, and birds. The main natural hazard to be aware of is the potential for severe storms and coastal flooding, particularly during hurricane season (June to November).
  • Is Massachusetts pedestrian and cyclist-friendly?

    Massachusetts is reasonably pedestrian and cyclist-friendly, particularly in urban areas like Boston, Cambridge and Salem, which have dedicated bike lanes and walkable streets. However, outside of these areas, infrastructure can be less developed. Boston's Freedom Trail is very pedestrian-friendly, while dedicated cycling paths are available in many areas, though always check local guidelines and safety regulations.
  • Are there any unusual or hidden places to explore in Massachusetts?

    Certainly! The abandoned town of Becket offers a glimpse into Massachusetts' past. The Mount Greylock State Reservation provides stunning hiking trails with breathtaking views. Exploring the numerous smaller coastal towns along Cape Cod and the Islands can reveal hidden gems and charming local businesses. The network of walking trails throughout the state offers opportunities to discover hidden waterfalls and scenic overlooks.
  • What are some of the best cultural experiences that allow one to meet locals in Massachusetts?

    Attending local farmers' markets, particularly those in smaller towns, is a great way to interact with residents. Many towns hold regular events and festivals throughout the year. Participating in a cooking class focusing on New England cuisine could also provide opportunities to meet locals. Visiting local breweries or cideries offers a chance to sample local products and chat with those who work there.
  • What are the best authentic dishes to taste in Massachusetts?

    You must try New England Clam Chowder, a creamy, comforting soup. Lobster rolls are a quintessential coastal treat. Boston baked beans, a slow-cooked staple, are a local favourite. For a sweet treat, indulge in a cannoli from the North End in Boston. Many restaurants offer locally sourced seafood and produce.

Nearby regions

Best Massachusetts cottages with a jacuzzi

Among the 2799 accommodations in Massachusetts, here are the 4 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.
Coastal Cottage On Private Island, Overlooking The Essex Great Marsh - Massachusetts
10 11 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.
Inviting Summer Village Cottage: Golf Cart & More! - Massachusetts
No reviews

Inviting Summer Village Cottage: Golf Cart & More!

cottage, Westford
This Westford holiday home is situated approximately 3.2km from The Butterfly Place and 4.3km from the MIT Haystack Observatory, offering convenient access to Westford Town Common and J.V. Fletcher Library within a 9.6km radius.
The 74 square metre property sleeps five guests in three bedrooms and one bathroom, boasting a swimming pool, hot tub, tennis court, and fully equipped kitchen including a dishwasher and washing machine.

Best pet friendly Massachusetts cottages

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

1 Block To Humarock Beach: Dog-friendly Cottage - Massachusetts
10 2 reviews

1 Block To Humarock Beach: Dog-friendly Cottage

cottage, Scituate
This Marshfield holiday let offers an exceptional seaside location, situated just 100 metres from the beach and within walking distance of local shops, restaurants, and gift shops, while Scituate Harbour is 11 kilometres away and Plymouth Rock is 27 kilometres distant.
This two-bedroom bungalow, accommodating up to eight guests, features a sunroom with a sleeper sofa, air conditioning, complimentary WiFi, a garden, and a fenced sandy yard with deck seating, all within 11 kilometres of Scituate Harbour's shops and spas.
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks! - Massachusetts
10 92 reviews

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

cottage, Holland
This charming beach house is located in Holland, within a 15 km radius of St. Anne's Shrine, Westville Recreation Area, and Old Sturbridge Village, offering easy access to historical attractions and natural beauty. The cottage has received excellent user ratings, indicating a positive experience for previous guests.
The property spans 74 square metres and features two bedrooms, comfortably accommodating up to six guests. The cottage offers a range of amenities, including a well-equipped kitchen, a private terrace, and a garden, perfect for relaxing and enjoying the outdoors.
60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Massachusetts
9.5 4 reviews

60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

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.
Cheerful Cottage By Little Alum Lake & Sturbridge - Massachusetts
10 99 reviews

Cheerful Cottage By Little Alum Lake & Sturbridge

cottage, Brimfield
This Brimfield holiday cottage boasts deeded lake rights to Little Alum Lake, is minutes from the Brimfield Flea Market, and a short drive (approximately 8 km) from Sturbridge and its Old Sturbridge Village.
The self-catering property offers two bedrooms sleeping up to six guests, a country-style kitchen, open-plan living area, four-season sunroom, private courtyard, two kayaks, and access to a fitness centre; professional cleaning ensures a comfortable stay.
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