Cottages in Massachusetts at the best prices

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Massachusetts cottages
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2799 Best cottages in Massachusetts

Best family friendly Massachusetts cottage rentals

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

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.
Charming 3-bedroom Cottage With Wifi, Ac In Rochester - Massachusetts
No reviews

Charming 3-bedroom Cottage With Wifi, Ac In Rochester

cottage, Rochester
This Mattapoisett River cottage, situated 6.4km from Mattapoisett town beach and a short drive from New Bedford's waterfront, offers convenient access to both coastal attractions and the Bourne Bridge for Cape Cod trips.
This three-bedroom, two-bathroom holiday home boasts 94 square metres of living space with an open-plan layout, sleeping up to seven guests and featuring a modern kitchen, private pond access with a pedal boat, a Weber gas grill, and a provided parking pass for Mattapoisett town beach.
Updated 2 Br Cozy Cottage In Lovely Longmeadow W/fenced Yard & Ac. 30 Day Min. - Massachusetts
9.4 3 reviews

Updated 2 Br Cozy Cottage In Lovely Longmeadow W/fenced Yard & Ac. 30 Day Min.

cottage, Longmeadow
This Longmeadow, Massachusetts cottage, near Six Flags New England and the Naismith Memorial Basketball Hall of Fame, offers a convenient base for exploring the area.
The two-bedroom, one-bathroom property sleeps five, includes a fully equipped kitchen, Wi-Fi, air conditioning, a garden, and parking, plus is pet-friendly and close to family attractions like Sand Trap Mini Golf at Twin Silos and the Big E Coliseum.
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.

Top cities

Best Massachusetts cottages with a garden

Cozy Beach Cottage - Massachusetts
9.8 65 reviews

Cozy Beach Cottage

cottage, Oak Bluffs
This charming cottage is located in Oak Bluffs, just under 2 km from Oak Bluffs Public Library and Inkwell Beach, making it easy to explore the town's attractions and the beautiful waterfront. It has consistently received excellent reviews from guests.
The cottage has two bedrooms and a bathroom, offering comfortable accommodation for up to three guests, and is spread across 51 square metres. The cottage is equipped with a fully fitted kitchen, free Wi-Fi, a garden, and a terrace, ensuring a comfortable and enjoyable stay.
Charming, Rustic Oceanview New England Cottage W/ Wraparound Porch & Huge Yard - Massachusetts
10 13 reviews

Charming, Rustic Oceanview New England Cottage W/ Wraparound Porch & Huge Yard

cottage, Kingston
This Kingston holiday home offers coastal views of Kingston and Duxbury Bay, with historic Plymouth, whale watching, and beaches all within a 10-15 minute drive.
This 72 square meter, 3-bedroom, 1-bathroom cottage accommodates up to 6 guests and features a wraparound porch, a screened porch, a fenced garden, and four kayaks, with opportunities for jet skiing, kayaking, and hiking nearby.
Direct Ocean Front Beach Cottage - Massachusetts
8.6 9 reviews

Direct Ocean Front Beach Cottage

cottage, Salisbury
This oceanfront property is located on Salisbury Beach, a short walk from the town centre and near Salisbury State Park, offering direct sea views from two floors.
This 93-square-meter detached house sleeps up to six guests, featuring three bedrooms, a spacious open-plan living area with a modern kitchen, air conditioning, a garden, and parking, with nearby attractions including the Historical Society of Old Newbury and Lowell's Boat Shop.
Witchy Hideaway Cottage; Close To Beaches, Salem & Train To Boston - Massachusetts
10 6 reviews

Witchy Hideaway Cottage; Close To Beaches, Salem & Train To Boston

cottage, Beverly
This Beverly holiday home is situated a short drive (approximately 4.5km) from Salem's Witch Museum and The Witch House, offering easy access to Salem's historical attractions.
The self-catering property sleeps four guests in one bedroom with one bathroom, including a jetted bathtub, and features a private terrace with a fire pit, a fully equipped kitchen, in-unit laundry, and air conditioning.

Frequently Asked Questions about cottages in Massachusetts

  • What are the top must-see attractions in Massachusetts?

    Massachusetts boasts a ton of amazing attractions! For history buffs, there's Plymouth, with its Pilgrim history and Plimoth Patuxet Museums, and Boston, packed with historical sites like the Freedom Trail, Faneuil Hall, and the Boston Tea Party Ships & Museum. Art and culture lovers should check out the Museum of Fine Arts in Boston or the Isabella Stewart Gardner Museum. Nature enthusiasts will love the Cape Cod National Seashore, with its beautiful beaches and hiking trails, or the Berkshires, known for their stunning scenery and outdoor activities like hiking and skiing at places like Mount Greylock State Reservation. And don't forget Salem, famous for its witch trials history and spooky charm.
  • What are the best cottage rentals in Massachusetts?

  • How can one spend a 5-day holiday in Massachusetts?

    A five-day trip allows for a good mix! Spend a couple of days exploring Boston, hitting the Freedom Trail, Fenway Park (if baseball's in season), and the North End for delicious Italian food. Then, head out to Cape Cod for a day or two of beach relaxation and maybe a whale watching tour. Finally, consider a day trip to Salem to explore its unique history and charming downtown. This itinerary balances city exploration with coastal relaxation and historical immersion.
  • What are the best cottage rentals with a pool in Massachusetts?

  • Is Massachusetts a good destination to rent a cottage?

    Absolutely! Massachusetts offers fantastic cottage rentals, especially on Cape Cod and the islands like Martha's Vineyard and Nantucket. These areas are known for their quaint, charming cottages perfect for a relaxing getaway. The Berkshires also have many lovely cottages nestled in the countryside, ideal for a more secluded experience. You'll find a wide range of options, from cozy seaside cottages to larger properties with amenities.
  • What are the best cottage rentals with a jacuzzi in Massachusetts?

  • What weather, wildlife, or natural hazards might affect travelers in Massachusetts?

    Massachusetts experiences distinct seasons. Summers are warm and humid, with occasional heat waves. Winters can be cold and snowy, especially in the western part of the state. Be prepared for rain throughout the year. Wildlife includes deer, various bird species, and occasionally, black bears (mostly in western areas). Natural hazards include occasional nor'easters (severe winter storms) and the possibility of hurricanes, particularly along the coast during hurricane season. Check weather forecasts before and during your trip.
  • What are the best cottage rentals for families and kids in Massachusetts?

  • Is Massachusetts pedestrian and cyclist-friendly?

    Massachusetts is generally pedestrian and cyclist-friendly, especially in urban areas like Boston and Cambridge, which have extensive networks of bike paths and walkable streets. However, driving is often necessary to access some attractions outside of major cities. Always be mindful of traffic, especially when cycling. Cape Cod and Martha's Vineyard offer dedicated bike paths along the coast.
  • What are the best pet friendly cottage rentals in Massachusetts?

  • What are some of the best cultural experiences that allow one to meet locals in Massachusetts?

    Attending local festivals is a great way to meet people. Check out the local farmers' markets throughout the state – they're a great way to experience local produce and interact with vendors. Many towns host summer concerts and events in town squares, creating a welcoming atmosphere. Consider visiting a local brewery or distillery for a taste of Massachusetts' craft beverage scene and a chance to chat with the staff and other patrons.
  • What are the best cottage rentals with parking in Massachusetts?

  • What are the best authentic dishes to taste in Massachusetts?

    You must try New England Clam Chowder (creamy, not Manhattan style!), Boston Baked Beans, and Lobster Rolls. The North End in Boston is a great place to find authentic Italian-American dishes. Cape Cod offers fresh seafood options galore. Don't forget to sample local craft beers and spirits!
  • What are some recommended items to pack for a stay in Massachusetts?

    Pack for all types of weather, especially if traveling during the shoulder seasons. Bring comfortable walking shoes, as you'll likely do a lot of exploring on foot. Layers are essential, as temperatures can fluctuate. In summer, pack sunscreen, insect repellent, and swimwear. In winter, pack warm coats, hats, gloves, and scarves. Don't forget a reusable water bottle to stay hydrated.

Nearby regions

Best Massachusetts cottage rentals with jacuzzi

Among the 2799 accommodations in Massachusetts, here are the 4 best cottage rentals with a jacuzzi

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.
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.

Neighborhoods and points of interest in Massachusetts

Best pet friendly Massachusetts cottage rentals

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

Cozy Lake Front Cottage On Long Pond - Massachusetts
10 22 reviews

Cozy Lake Front Cottage On Long Pond

cottage, Freetown
This cosy lakeside holiday home is located in the East Freetown district, offering direct access to Long Pond and situated less than 1 kilometre from the town's boat launch, with Boston and Providence approximately 64 kilometres away.
This 84 square metre holiday home accommodates up to 8 guests, featuring 3 bedrooms, 1 bathroom, a fully equipped kitchen, air conditioning, Wi-Fi, and a garden with a private dock, deck, screened porch, and outdoor fire pit, plus a complimentary kayak for lake activities.
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.
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.
Cozy Cape Cod Cottage With Peaceful Water Views - Massachusetts
No reviews

Cozy Cape Cod Cottage With Peaceful Water Views

cottage, Sandwich
This three-bedroom bungalow is located in Sandwich, a short walk from Peters Pond and within 10.5 kilometres of Heritage Museums & Gardens.
This pet-friendly property offers lakeside living with a private dog swimming area, complimentary daily tickets to attractions like Island Cruises through Xplorie, and access to campground amenities including walking trails and a playground, with parking and air conditioning provided for up to six guests.
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