Search All Cottages in Massachusetts

2799 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Massachusetts cottages
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Seaside Getaway Cottage W Deck, Parking, Ocean View, Shops - Massachusetts
9.8 6 reviews

Seaside Getaway Cottage W Deck, Parking, Ocean View, Shops

cottage, Rockport
Seaside Cottage is located in Rockport, Massachusetts, just a short walk from the picturesque Bearskin Neck district, with its charming shops and restaurants. This cottage has received excellent reviews from previous guests.
This two-bedroom cottage can comfortably accommodate up to five guests. It boasts a well-equipped kitchen, a relaxing jacuzzi, and a private deck with stunning views, perfect for enjoying the fresh sea air.
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.
Lake View | Water Access | Deck | Firepit-ac-kayak - Massachusetts
10 1 review

Lake View | Water Access | Deck | Firepit-ac-kayak

cottage, Plymouth
This waterside lodge in Plymouth offers a serene location on Micajah Pond with a private beach, a new deck for lake views, and an outdoor fire pit, while being a short drive from Plymouth's historic sites, museums, and waterfront dining.
This 67-square-meter holiday home accommodates up to four guests across two bedrooms and one bathroom, featuring an open-plan living area, a well-equipped kitchen without an oven, partial air conditioning, and a dedicated workspace with pond views.
Serene Outdoor Spaces And Kayak Access - Charming Coastal Haven - Massachusetts
10 3 reviews

Serene Outdoor Spaces And Kayak Access - Charming Coastal Haven

cottage, Bourne
This private guest lodge is located in the exclusive Wings Neck district of Pocasset, offering views of the Cape Cod Canal entrance and direct access to the private Association beach and docks at Wings Cove via a 100-metre pathway.
This 3-bedroom, 2-bathroom holiday home accommodates up to six guests and features central air conditioning, a kitchen with a fridge, microwave and dishwasher, a tennis court, parking, and a complimentary Xplorie package providing daily free tickets to local 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.
Cheerful 2 Bedroom Cottage With Lake Access Close To Sturbridge Line - Massachusetts
9.8 6 reviews

Cheerful 2 Bedroom Cottage With Lake Access Close To Sturbridge Line

cottage, Brimfield
This holiday cottage is located in Brimfield, Massachusetts, a short distance from the Brimfield Antique Show and downtown Sturbridge, with convenient highway access.
This 93-square-meter holiday home offers accommodation for up to six guests, featuring two bedrooms, one bathroom, a newly remodelled kitchen with quartz countertops and stainless steel appliances, a year-round sunroom with a daybed, and a shared lakefront area with a dock on Little Alum Lake.
Cape Cod Bay, Charming Cottage Plymouth Ma - Massachusetts
10 12 reviews

Cape Cod Bay, 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.
Enjoy This Cozy Cottage With Panoramic Ocean Views. - Massachusetts
10 134 reviews

Enjoy This Cozy Cottage With Panoramic Ocean Views.

cottage, Rockport
This Rockport cottage, offering panoramic Sandy Bay and Straitsmouth Island views, is conveniently located within walking distance of Rockport's art galleries, restaurants, and beaches, and a short distance from the Shalin Liu Performance Centre and the Paper House.
This 74 square metre property boasts two bedrooms, one bathroom, sleeps three guests, and includes a full kitchen with dishwasher and granite countertops, a private deck with gas grill, and onsite parking; enjoy outdoor dining and relaxation whilst taking in the sweeping ocean views.

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.
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.
Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 27 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.
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.

Best pet friendly Massachusetts cottages

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

The Sky-high Beach House: Panoramic Views & Cozy Night's - Massachusetts
10 1 review

The Sky-high Beach House: Panoramic Views & Cozy Night's

cottage, Fairhaven
This stilt-house holiday let in Fairhaven offers elevated waterfront views, situated 1.7 kilometres from the New Bedford Seastreak Ferry Terminal and Woods Hole Ferry Terminal, with Old Silver Beach a short distance away.
This detached property accommodates five guests and features a private waterfront yard with direct access, an expansive wrap-around deck for sea breezes and stargazing, and a bright, open-concept living area.
Marshfront Retreat; Kayak From Backyard To Onset - Massachusetts
No reviews

Marshfront Retreat; Kayak From Backyard To Onset

cottage, Wareham
This pet-friendly holiday home in Wareham is located next to a golf course and waterfront, a 41-kilometre drive from Cape Cod Beaches and a 14-kilometre drive to Water Wizz.
The 170 square metre property accommodates up to 7 guests across 4 bedrooms and 2 bathrooms, offering a garden, private terrace, on-site kayaking, and Wi-Fi.
Oceanfront Cape Cod Home On Private Beach Just Steps To The Ocean W/ac - Massachusetts
9.8 31 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.
Good Harbor Beach House - Walk To Beach, Close To Restaurants And Shopping! - Massachusetts
10 236 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.
©2026 cozycozy.com