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

Private Heated Pool: Family Cottage In Plymouth! - Massachusetts
9.6 4 reviews

Private Heated Pool: Family Cottage In Plymouth!

cottage, Plymouth
This Plymouth holiday home is situated less than 1.6km from Plymouth Long Beach and a short drive from Plimoth Patuxet Museums, offering easy access to the coast and local historical attractions.
The 91 square metre property sleeps six guests across two bedrooms and one bathroom, boasting a private heated pool, fenced garden, Smart TVs, and a well-equipped kitchen including a dishwasher.
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.
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.
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.

Top cities

Best Massachusetts cottages with a garden

Charming 6-bedroom Oceanfront Cottage In Falmouth - Massachusetts
10 3 reviews

Charming 6-bedroom Oceanfront Cottage In Falmouth

cottage, Falmouth
This Falmouth waterfront holiday home boasts six bedrooms, three bathrooms, and sleeps twelve guests, situated less than 5km from Menauhant Beach and Waquoit Bay National Estuarine Research Reserve, and approximately 5km from Falmouth Heights Beach.
The 251 square metre property offers a fully equipped kitchen, laundry facilities, a private patio, garden, barbecue, and parking, alongside modern conveniences including a Smart TV and air conditioning.
Private Pond W/ Beach! Family Cottage In Wareham - Massachusetts
10 6 reviews

Private Pond W/ Beach! Family Cottage In Wareham

cottage, Wareham
This East Wareham holiday home is situated on White Island Pond, offering direct access to swimming, fishing, and kayaking, and lies within 10km of Onset Beach and 24km of Plymouth.
The 90 square metre property boasts two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, garden, parking, Wi-Fi, air conditioning, two Smart TVs, and access to on-site kayaks, paddle boat, and canoe.
Cottage With Direct Water Access! - Massachusetts
10 121 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.
Entire Cottage, Walk To/from Ferry & Downtown, Newly Renovated, Parking On Site - Massachusetts
10 34 reviews

Entire Cottage, Walk To/from Ferry & Downtown, Newly Renovated, Parking On Site

cottage, Tisbury
This charming cottage is located just two blocks from the bustling centre of Vineyard Haven, offering easy access to shops, restaurants, the harbour beaches, and the main island ferry terminal. It has been rated excellent by previous guests.
The holiday home has three bedrooms, one bathroom, and can accommodate up to four guests. It features modern comforts such as air conditioning, a fully equipped kitchen, and a relaxing living space, as well as on-site parking for two cars.

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 3 best cottage rentals 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.
Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 24 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.

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

Gorgeous Mcm Deck House Near Gillette Stadium! - Massachusetts
No reviews

Gorgeous Mcm Deck House Near Gillette Stadium!

cottage, Dover
This Dover cottage is situated within 10 kilometres of Medfield Rhododendrons, Belkin Family Lookout Farm, and Shattuck Reservation, also close to the World War II Museum and Elm Bank.
The self-catering property boasts 2.5 bathrooms, a private balcony, a fireplace, a fully equipped kitchen with microwave and dishwasher, and free on-site parking and Wi-Fi; pets are welcome.
Westfield Vacation Rental W/ Porch, Pets Welcome! - Massachusetts
No reviews

Westfield Vacation Rental W/ Porch, Pets Welcome!

cottage, Westfield
This Westfield holiday home is conveniently located within a 15-minute walk of the Westfield River and Woodward Center, and under 3km from Baystate Noble Hospital and Westfield State University.
The self-catering property features a fully equipped kitchen with oven, hob, microwave, and dishwasher, in-unit laundry, free Wi-Fi, parking, and an outdoor grill; pets are welcome.
Cozy New Timberframe Vineyard Haven! - Massachusetts
10 32 reviews

Cozy New Timberframe Vineyard Haven!

cottage, Tisbury
This Tisbury cottage, a recently built timber-framed guesthouse, is situated on a quiet residential cul-de-sac, a short drive from the town centre and its amenities.
Sleeping up to five guests, the property boasts a spacious great room with 20-foot ceilings, a gourmet kitchen with gas stove and coffee bar, two bedrooms (one with a private deck), a bathroom with a walk-in shower, and a garden with parking; internet access is also available.
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.
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