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

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Massachusetts
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Sandwich
This three-bedroom holiday home in Sandwich is situated in a wooded area, just steps from Peters Pond, 2.7 kilometres from Lambert's Farm Market and 12.6 kilometres from Town Neck Beach.
This family-friendly cottage accommodates up to six guests with a queen bed and two bunk beds, offering complimentary linens, keyless entry, and a $750 daily Xplorie program for local attractions.
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 Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield - Massachusetts
10 20 reviews

Cozy Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield

cottage, Marshfield
This Marshfield beachfront holiday home offers direct access to a secluded cove beach and is a short walk from Brant Rock's restaurants.
Sleeping five comfortably, the self-catering property boasts one bedroom with three twin beds and a queen-size sofa bed, plus amenities including Wi-Fi, air conditioning, a gas grill, and parking for two cars.
Coastal Plum Island Cottage Steps From Beach - Massachusetts
9.6 20 reviews

Coastal Plum Island Cottage Steps From Beach

cottage, Newbury
This charming cottage in Newbury is ideally located just a 10-minute walk from both Newbury Beach and Plum Island Beach, offering easy access to the beautiful coastline. It has received excellent user ratings, making it a popular choice for travellers.
This comfortable holiday home sleeps up to 6 guests and has two bedrooms and a bathroom. Amenities include a fully equipped kitchen, a patio for outdoor dining, a garden, and parking. Guests can also enjoy the use of a barbecue grill and benefit from the convenient location near other attractions.

Top cities

Best Massachusetts cottages with a garden

Tranquil 3-bedroom Cape Cottage With Central Air In Charming East Falmouth - Massachusetts
No reviews

Tranquil 3-bedroom Cape Cottage With Central Air In Charming East Falmouth

cottage, Falmouth
This holiday home is located in East Falmouth, providing convenient access to Cape Cod Beaches and Inkwell Beach, with Mashpee River Reservation and the Cape Cod Children's Museum also nearby.
This 3-bedroom holiday home accommodates up to 6 guests and offers amenities including air conditioning, Wi-Fi, and an outdoor shower, with a layout featuring two queen beds and one full bed.
The Perfect Family- And Pet-friendly Getaway Steps From The Sandy Beach - Massachusetts
10 1 review

The Perfect Family- And Pet-friendly Getaway Steps From The Sandy Beach

cottage, Sandwich
This 2-bedroom holiday home in Sagamore Beach, Sandwich, is a short 300-metre walk from the dunes and sandy beach, offering convenient access to Sagamore Beach and Scusset Beach State Reservation, and situated before the Cape Cod Bridge to avoid traffic.
This pet-friendly cottage accommodates up to six guests and features Wi-Fi, air conditioning, a terrace, garden, and parking, with nearby attractions including Pairpoint Glass Works and the Hart Family Maze Garden.
63 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Massachusetts
No reviews

63 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Sandwich
This bungalow is situated in Sandwich's Town Neck area, 160 metres from Town Neck Beach, 480 metres from Sandwich Boardwalk, and a 5-minute drive from the Cape Cod Canal.
Offering single-level living across 63 square metres for up to four guests, this property features two bedrooms, a sunroom, and complimentary linens, with Xplorie providing $750 of daily free tickets and activities.
Seaside Getaway Cottage W Deck, Parking, Ocean View, Shops - Massachusetts
9.6 5 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.

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 the Freedom Trail in Boston, tracing pivotal sites of the American Revolution. Plymouth, a short trip south, offers insights into the Pilgrims' arrival at Plymouth Rock. Art lovers should visit the Museum of Fine Arts in Boston, showcasing an impressive collection. Nature enthusiasts can explore the stunning beauty of the Berkshires, with hiking trails and charming towns like Lenox and Stockbridge. And don't forget the charming coastal towns like Salem, known for its witch history, and Cape Cod, with its iconic lighthouses and beaches.
  • What are the best cottages in Massachusetts?

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

    A five-day trip allows for a good overview. Days 1 and 2 could be spent exploring Boston, covering the Freedom Trail, Faneuil Hall Marketplace, and perhaps a Red Sox game at Fenway Park (seasonal). Day 3 could involve a day trip to Salem, exploring its historical sites and maritime heritage. Day 4 could be dedicated to Cape Cod, enjoying its beaches, lighthouses (like the Highland Light), and quaint towns like Chatham or Provincetown. Finally, day 5 might be best spent in the Berkshires, hiking or exploring the cultural scene in Lenox or Stockbridge.
  • What are the best cottages with a pool in Massachusetts?

  • Is Massachusetts a good destination to rent a cottage?

    Absolutely! Massachusetts offers fantastic cottage rental opportunities, especially on Cape Cod, the Berkshires, and along the North Shore. These areas provide a charming and relaxing alternative to hotels, perfect for families or couples seeking a peaceful getaway. Many cottages offer proximity to beaches, hiking trails, and other attractions.
  • 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, with occasional thunderstorms. Winters can be cold and snowy, especially in the western parts of the state. Wildlife encounters are generally limited to common animals like deer, squirrels, and birds. However, be aware of black bears, particularly in western Massachusetts. Natural hazards include occasional nor'easters (severe winter storms) and the potential for flooding in coastal areas.
  • What are the best cottages for families and kids in Massachusetts?

  • Is Massachusetts pedestrian and cyclist-friendly?

    Massachusetts is increasingly pedestrian and cyclist-friendly, particularly in urban areas like Boston and Cambridge, which have dedicated bike lanes and walkable streets. However, areas outside of major cities can be less accommodating. Always check local conditions and be aware of traffic when cycling.
  • 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 Great Barrington or Stockbridge, with their unique shops and art galleries. The Mount Greylock State Reservation offers stunning views and hiking opportunities. For a quirky experience, visit the quirky town of Northampton, known for its independent spirit and vibrant arts scene.
  • 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, particularly those in smaller towns, is a great way to interact with locals and sample regional produce. Many towns host regular festivals and events; checking local event listings can uncover opportunities to mingle with the community. Visiting local breweries or wineries can also provide a chance to meet people and learn about the state's craft beverage scene.
  • What are the best authentic dishes to taste in Massachusetts?

    New England clam chowder is a must-try, along with lobster rolls (especially on Cape Cod). You'll also find delicious variations of baked beans, and don't miss trying local seafood, such as cod or haddock. Many restaurants offer regional variations on classic American dishes, showcasing the state's culinary heritage.
  • Are there any recommended items to pack for a stay in Massachusetts?

    Pack for all types of weather, as conditions can change quickly. Comfortable walking shoes are essential, especially if you plan on exploring Boston or hiking. Layers are recommended, as temperatures can fluctuate throughout the day. Sunscreen and insect repellent are also advisable, particularly during the warmer months. Finally, a raincoat is always a good idea, given the state's variable weather patterns.

Nearby regions

Best Massachusetts cottages with a jacuzzi

Among the 2799 accommodations in Massachusetts, here are the 4 best cottages with a 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.
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.
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.

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

Escape To Costal Comfort. Step Back In Time At This Waterfront Retreat! - Massachusetts
9.0 6 reviews

Escape To Costal Comfort. Step Back In Time At This Waterfront Retreat!

cottage, Falmouth
This charming waterfront cottage is located in Falmouth, just 1.3km from Cape Cod Beaches and within 5km of both the Shining Sea Bikeway and Old Silver Beach. It has received excellent reviews from previous guests.
The cottage offers six bedrooms, comfortably accommodating up to twelve guests. It features a modern kitchen with a fridge and microwave, a garden, a spa, and parking. Guests can also enjoy outdoor activities like barbequing and cycling on the nearby bike trails.
Adorable 3 Bed Cottage - 2 Blocks To Private Beach; Pond; Ac, Pets Ok - Massachusetts
9.8 25 reviews

Adorable 3 Bed Cottage - 2 Blocks To Private Beach; Pond; Ac, Pets Ok

cottage, Plymouth
This Plymouth seaside holiday home is situated near Manomet Beach (0.5km), with White Horse Beach and the Priscilla Beach Theatre within 4.8km, and Ellisville Harbor State Park and Plymouth Long Beach within 9.6km.
The 111 square metre property sleeps eight guests in three bedrooms and one bathroom, boasting a jacuzzi, private garden, barbecue, and free Wi-Fi, alongside a fully equipped kitchen and parking.
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.
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.
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