Cottages in Massachusetts

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Massachusetts cottages
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2799 Best cottages in Massachusetts

Best family friendly Massachusetts cottages

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

Ob Cozy-cottage-glam Off Circuit With Great Outdoor Living - Massachusetts
9.6 11 reviews

Ob Cozy-cottage-glam Off Circuit With Great Outdoor Living

cottage, Oak Bluffs
This Oak Bluffs holiday home is situated a 15-minute walk (approx. 1.2km) from Circuit Avenue and Inkwell Beach, and 10 minutes (approx. 0.8km) from the Cottage Museum and Trinity Park Tabernacle.
The two-bedroom, two-bathroom property sleeps five, offering a fully equipped kitchen, patio, garden with barbecue, Smart TV, and free Wi-Fi; nearby activities include exploring the historic beach and browsing the shops and restaurants on Circuit Avenue.
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.
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.
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.

Top cities

Best Massachusetts cottages with a garden

Oceanfront Cottage On Cape Cod Bay W/ Game Room - Massachusetts
9.4 14 reviews

Oceanfront Cottage On Cape Cod Bay W/ Game Room

cottage, Plymouth
This Plymouth seaside holiday home enjoys direct beach access on Cape Cod Bay, situated 11km from Plymouth Long Beach, 14km from the Plymouth Yacht Club, and 16km from Plymouth town centre.
The 139 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, a games room with ping-pong and Ms Pac-Man, a furnished deck with fire pit, and ample driveway parking.
Cozy New Timberframe Vineyard Haven! - Massachusetts
10 33 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.
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.
Tranquility Stays Here: Peaceful 2-bedroom Cottage With Ac On Pimlico Pond. - Massachusetts
10 26 reviews

Tranquility Stays Here: Peaceful 2-bedroom Cottage With Ac On Pimlico Pond.

cottage, Sandwich
This two-bedroom, one-bathroom holiday home in Forestdale, Sandwich, offers an idyllic lakeside setting adjacent to a golf course, with Cape Cod Beaches located 34 kilometres away and Craigville Beach 43 kilometres away.
This family-friendly cottage sleeps four and features a private terrace, garden, air conditioning, Wi-Fi, and a full kitchen, with on-site parking and laundry facilities, providing convenient access to nearby water sports and attractions.

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, a trip to Plymouth, with its Plymouth Rock and Mayflower II, is essential. Boston offers iconic sites like Faneuil Hall, the Freedom Trail, and the Boston Tea Party Ships & Museum. Further afield, Salem's maritime history and witch trial legacy are fascinating, and the Berkshires offer stunning natural beauty, including the Norman Rockwell Museum and the Mount Greylock State Reservation, home to the highest point in Massachusetts.
  • What are the best cottages in Massachusetts?

  • How to spend a 5-day holiday in Massachusetts?

    A five-day trip allows for a good balance. Spend two days exploring Boston, hitting the Freedom Trail, visiting the Museum of Fine Arts, and enjoying the vibrant atmosphere of the North End. Dedicate a day to Salem, exploring its historic sites and charming shops. Then, head west to the Berkshires for a day of hiking in the stunning natural landscapes, perhaps visiting the Mount Greylock State Reservation. Finally, enjoy a relaxing day in a charming coastal town like Plymouth or Gloucester, exploring its waterfront and enjoying fresh seafood.
  • What are the best cottages with a pool in Massachusetts?

  • Is Massachusetts a good destination to rent a cottage?

    Absolutely! Cape Cod and the islands of Martha's Vineyard and Nantucket are renowned for their charming cottages, perfect for a relaxing getaway. The Berkshires also offer many picturesque cottages nestled amongst rolling hills and forests. You'll find various options, from quaint seaside cottages to more luxurious country retreats, depending on your budget and preference.
  • What are the best cottages with a jacuzzi in Massachusetts?

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

    Massachusetts experiences distinct seasons. Summers are warm and humid, while winters can be cold and snowy, especially in the western parts of the state. Expect rain throughout the year. Wildlife encounters are generally limited to common animals like deer, squirrels, and birds. However, be aware of black bears, particularly in western Massachusetts. Severe weather, including blizzards in winter and hurricanes in late summer/autumn, can disrupt travel plans; it's always wise to check forecasts before and during your trip.
  • What are the best cottages for families and kids in Massachusetts?

  • Is Massachusetts pedestrian and cyclist-friendly?

    Massachusetts is generally pedestrian and cyclist-friendly, particularly in urban areas like Boston and Cambridge, which have extensive networks of cycle paths and pedestrian walkways. However, driving is often necessary to explore areas outside of major cities. Always exercise caution when cycling or walking, particularly near busy roads.
  • What are the best pet friendly cottages in Massachusetts?

  • Are there any unusual or hidden places to explore in Massachusetts?

    Beyond the well-known attractions, explore the charming towns of the Berkshires, like Lenox and Stockbridge. The abandoned town of New Boston is a fascinating site with a history of iron mining. For a unique experience, visit the Fruitlands Museum in Harvard, exploring its Shaker history and stunning views. The many lighthouses along the coast, such as the Boston Light, offer beautiful seaside scenery and historical significance.
  • What are the best cottages with parking in Massachusetts?

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

    Attending local farmers' markets, like the Boston Public Market, is a great way to interact with locals and sample regional produce. Many towns and cities host regular events and festivals; checking local event listings can reveal opportunities to meet people. Visiting smaller, family-run restaurants and pubs provides a more authentic and personal experience than large chain establishments. Consider exploring local craft breweries or attending a concert at Tanglewood in the Berkshires.
  • What are the best authentic dishes to taste in Massachusetts?

    New England clam chowder is a must-try. Lobster rolls are another classic, especially when enjoyed on the coast. Boston baked beans, a hearty and traditional dish, are also worth sampling. For something different, try a Portuguese-style seafood stew, reflecting the state's rich maritime history and immigrant communities. Don't forget to try local craft beers and cider.

Nearby regions

Best Massachusetts cottages with a jacuzzi

Among the 2799 accommodations in Massachusetts, here are the 2 best cottages with a jacuzzi

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.
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 cottages

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

Lakefront; View Of Ski Mountain, Firepit, Dock, Kayaks, Paddle Board - Massachusetts
9.6 39 reviews

Lakefront; View Of Ski Mountain, Firepit, Dock, Kayaks, Paddle Board

cottage, Westminster
This charming cottage is located in the mountains of Westminster, Massachusetts, just a short distance from Wachusett Mountain Ski Area and Great Wolf Lodge Waterpark. It has received excellent reviews from previous guests.
The property features three bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the lakefront location, outdoor amenities such as kayaks and a fire pit, and a well-equipped kitchen.
Bright And Cozy Menemsha Cottage - Massachusetts
10 5 reviews

Bright And Cozy Menemsha Cottage

cottage, Chilmark
This charming cottage is situated just a mile from Menemsha Beach, a short walk from the charming fishing village atmosphere of Menemsha, with easy access to local attractions like Chilmark Chocolates and Waskosim's Rock Reservation. It has received excellent reviews from past guests.
This two-bedroom, one-bathroom property offers 93 square metres of space, comfortably accommodating up to five guests. Enjoy the peace and quiet of the surrounding area, relax on the terrace or in the garden, and make use of the kitchen, barbecue, and other amenities.
Sun & Serenity At A Wave From It All - Massachusetts
10 5 reviews

Sun & Serenity At A Wave From It All

cottage, Bourne
This charming cottage is situated in the exclusive Wings Neck neighbourhood of Pocasset, Bourne, just a short drive from local landmarks like Wings Neck Lighthouse and Pairpoint Glass Works, offering stunning waterfront views of the Cape Cod Canal entrance. It has received excellent user ratings, making it a popular choice for travellers seeking a peaceful and picturesque getaway.
The 109 square metre property features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy access to a private beach, kayaks, a tennis court, a spacious deck with a dining table and gas grill, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
Cape Escape  Dog Friendly & Steps To The Sea - Massachusetts
9.6 4 reviews

Cape Escape Dog Friendly & Steps To The Sea

cottage, Sandwich
This Sandwich seaside holiday home is a short walk from The Strand and Cape Cod beaches, and within 5km of the Cape Cod Canal and Scusset Beach State Reservation.
The 59 square metre property sleeps six guests in three bedrooms and one bathroom, and boasts a fully equipped kitchen, swimming pool, on-site parking, and Wi-Fi.
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