Cottages in Massachusetts

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Massachusetts cottages
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3429 Best cottages in Massachusetts

Best family friendly Massachusetts cottages

Among the 3429 accommodations in Massachusetts, here are the 4 best family friendly cottages

Cozy 3br Cottage With Lambert's Cove Beach Access - Massachusetts
Massachusetts
23/08 – 25/08
NZ$2032/nighttotal: NZ$4064 (2 )

Cozy 3br Cottage With Lambert's Cove Beach Access

3 2
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.
Cozy, Clean, Relaxing Beach Cottage Awaits You!! - Massachusetts
10 37 reviews
Massachusetts
01/09 – 31/05
NZ$386/nighttotal: NZ$104992 (272 )

Cozy, Clean, Relaxing Beach Cottage Awaits You!!

1 2
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.
Seas The Day Cape Cod Cottage - Massachusetts
Massachusetts
24/06 – 29/06
NZ$614/nighttotal: NZ$3070 (5 )

Seas The Day Cape Cod Cottage

2 1
cottage , Wareham
This Wareham holiday home, near Buzzards Bay and conveniently located for easy access to Cape Cod beaches and Scusset Beach State Reservation, offers a perfect base for exploring the area.
This 70 square metre self-catering property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, air conditioning, a terrace, garden, parking, and Wi-Fi; nearby attractions include Water Wizz and Heritage Museums & Gardens.
60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Massachusetts
9.5 4 reviews
Massachusetts
20/06 – 27/06
NZ$661/nighttotal: NZ$4627 (7 )

60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Sandwich
This three-bedroom Sandwich holiday home is situated on the Sagamore Beach side of town, directly opposite Sagamore Beach and a short walk from the Cape Cod Canal cycle path.
The 59 square metre, single-storey property sleeps six, features a microwave, air conditioning, parking, Wi-Fi, a private backyard with deck and gas grill, plus complimentary access to local attractions via Xplorie.

Top cities

Best Massachusetts cottages with a garden

Coastal Plum Island Cottage Steps From Beach - Massachusetts
9.8 18 reviews
Massachusetts
20/06 – 27/06
NZ$744/nighttotal: NZ$5208 (7 )

Coastal Plum Island Cottage Steps From Beach

2 2
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.
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access! - Massachusetts
9.6 46 reviews
Massachusetts
24/06 – 29/06
NZ$985/nighttotal: NZ$4925 (5 )

Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!

2 1
cottage , West Tisbury
This charming cottage is situated in Vineyard Haven, just a short drive from Manuel F Correlus State Forest and the Clay Cliffs of Aquinnah, offering a peaceful retreat in a picturesque setting. The property consistently receives excellent reviews for its location, cleanliness, and overall experience.
The 65 square metre cottage comfortably accommodates up to four guests in its two bedrooms. It boasts a range of amenities, including a fully equipped kitchen, a spa tub, a garden, and a terrace, providing everything you need for a relaxing and enjoyable stay.
Grandparents Cottage 250 Steps To The Lake - Massachusetts
8.0 1 review
Massachusetts
26/06 – 03/08
NZ$761/nighttotal: NZ$28918 (38 )

Grandparents Cottage 250 Steps To The Lake

4 5
cottage , Stockbridge
This West Stockbridge holiday home is ideally situated near Tanglewood (9.6km), the Berkshire Botanical Garden (11.2km), and the Housatonic River (12.8km), offering easy access to Stockbridge's cultural and natural attractions.
Sleeping seven guests, this four-bedroom, two-bathroom property boasts Wi-Fi, essential amenities, and a peaceful setting, perfect for exploring the area's numerous attractions including the Frelinghuysen Morris House & Studio and Guido's Marketplace.
Renovated Charming 3-bedroom Cottage In Sandwich With Ac, Wifi - Massachusetts
Massachusetts
26/07 – 31/07
NZ$1177/nighttotal: NZ$5885 (5 )

Renovated Charming 3-bedroom Cottage In Sandwich With Ac, Wifi

3 4
cottage , Sandwich
This Sandwich holiday home, a 15-minute walk (approx. 2.4km) from Historic Sandwich Village and 13 minutes (approx. 2.1km) from Shawme-Crowell State Forest, offers convenient access to local attractions.
The 84 square metre property sleeps eight guests across three bedrooms and one bathroom, featuring a fully equipped kitchen with dishwasher, air conditioning, Wi-Fi, on-site parking, and laundry facilities.

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 3429 accommodations in Massachusetts, here are the 1 best cottages with a jacuzzi

Coastal Cottage On Private Island, Overlooking The Essex Great Marsh - Massachusetts
10 10 reviews
Massachusetts
30/07 – 01/08
NZ$1135/nighttotal: NZ$2270 (2 )

Coastal Cottage On Private Island, Overlooking The Essex Great Marsh

2 2
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 3429 accommodations in Massachusetts, here are the 4 best pet friendly cottages

Charming Seaside Cottage In Marblehead - Massachusetts
Massachusetts
31/07 – 16/08
NZ$500/nighttotal: NZ$8000 (16 )

Charming Seaside Cottage In Marblehead

1 1
cottage , Marblehead
This historic fisherman's shanty, offering one bedroom and accommodating two guests, is located on a picturesque street in Marblehead, a short walk from local shops, beaches, and historic streets, and is close to the Marblehead Museum & Historical Society and the King Hooper Mansion.
The property features a sunlit open-plan living area with an efficient kitchen and office space, air conditioning, Wi-Fi, a landscaped garden, and a front porch, with pets welcome and a check-out time of 11:00 AM.
Private Pond W/ Beach! Family Cottage In Wareham - Massachusetts
10 6 reviews
Massachusetts
26/07 – 31/07
NZ$846/nighttotal: NZ$4230 (5 )

Private Pond W/ Beach! Family Cottage In Wareham

2 4
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.
Sun & Serenity At A Wave From It All - Massachusetts
10 5 reviews
Massachusetts
20/06 – 27/06
NZ$1026/nighttotal: NZ$7182 (7 )

Sun & Serenity At A Wave From It All

3 2
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.
Charming 2-bedroom Guest House In Dedham On Private Estate - Massachusetts
Massachusetts
01/07 – 31/07
NZ$1181/nighttotal: NZ$35430 (30 )

Charming 2-bedroom Guest House In Dedham On Private Estate

2 2
cottage , Dedham
This Dedham guest house provides a convenient base, located close to major motorways and a short drive from Boston's attractions, including Harvard Square (approximately 16 kilometres), Newbury Street (approximately 16 kilometres), the New England Aquarium (approximately 19 kilometres), and the Museum of Science (approximately 19 kilometres).
This spacious two-bedroom property accommodates up to four guests and features an open-plan living area, an updated kitchen with essential utensils, two bedrooms each with a Queen bed, and one en suite bathroom with a shower, washer, and dryer.
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