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 3 best family friendly cottage rentals

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.
Cozy, Clean, Relaxing Beach Cottage Awaits You!! - Massachusetts
10 37 reviews

Cozy, Clean, Relaxing Beach Cottage Awaits You!!

cottage, Fairhaven
This Fairhaven holiday home is located directly on the beach, just six miles from West Island, Fort Phoenix State Reservation, and the New Bedford Seastreak Ferry Terminal. The cottage enjoys a peaceful setting with easy access to the area's attractions. It has received excellent reviews from previous guests.
The cottage has one bathroom and can accommodate up to four guests in its 35 square metre space. It features a full kitchen, a fireplace, a patio, a swimming pool, a tennis court, and a spa, as well as internet access and parking.
The Sandbar Casita In Padanaram Village With Beach Access - Massachusetts
No reviews

The Sandbar Casita In Padanaram Village With Beach Access

cottage, Dartmouth
This recently renovated cottage in Padanaram Village, Dartmouth, offers deeded beach rights to Stoneledge Beach and is within walking distance to local amenities, the Rotch Jones-Duff House and Garden Museum (approximately 3.8 kilometers away) and Cornell Farm.
This family-friendly holiday home accommodates up to eight guests with three bedrooms, one bathroom, air conditioning, a garden, parking, and a kitchen equipped with a fridge, microwave, and dishwasher, perfect for both short and long stays.

Top cities

Best Massachusetts cottages with a garden

Enjoy This Cozy Cottage With Panoramic Ocean Views. - Massachusetts
10 131 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.
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.
Peaceful, Rustic Retreat, 100ft Of Private Beach,  300 Acre Sandy Bottom Pond - Massachusetts
10 27 reviews

Peaceful, Rustic Retreat, 100ft Of Private Beach, 300 Acre Sandy Bottom Pond

cottage, Plymouth
This Plymouth waterfront holiday home is situated approximately 2.7km from JunglePlex, and within 10km of Harlow Old Fort House and Jabez Howland House, offering scenic views.
The 71 square metre property sleeps six guests in three bedrooms, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and on-site laundry facilities and barbeque grills.
Walking Distance To Private Beach! Charming Cottage North Of Cape Cod. - Massachusetts
9.6 14 reviews

Walking Distance To Private Beach! Charming Cottage North Of Cape Cod.

cottage, Wareham
This charming cottage is located just 8 minutes' walk from Swifts Beach in Wareham, close to the town centre and a river, offering easy access to both the town's amenities and outdoor activities. It has received excellent user ratings.
The cottage has 2 bedrooms and 1 bathroom, covering 62 square metres and accommodating up to 6 guests. It features a fully equipped kitchen, air conditioning, a garden, a spa, parking, and a range of entertainment options including a 65-inch Smart TV and board games.

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

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 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.
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.
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 cottage rentals

Among the 2799 accommodations in Massachusetts, here are the 2 best pet friendly cottage rentals

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.
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.
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