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

Serene Outdoor Spaces And Kayak Access - Charming Coastal Haven - Massachusetts
No reviews

Serene Outdoor Spaces And Kayak Access - Charming Coastal Haven

cottage, Bourne
This private guest lodge is located in the exclusive Wings Neck district of Pocasset, offering views of the Cape Cod Canal entrance and direct access to the private Association beach and docks at Wings Cove via a 100-metre pathway.
This 3-bedroom, 2-bathroom holiday home accommodates up to six guests and features central air conditioning, a kitchen with a fridge, microwave and dishwasher, a tennis court, parking, and a complimentary Xplorie package providing daily free tickets to local attractions.
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.
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.
60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Massachusetts
9.5 4 reviews

60 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

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

Cozy New Timberframe Vineyard Haven! - Massachusetts
10 39 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.
The Sandbar Casita In Padanaram Village With Beach Access - Massachusetts
10 1 review

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.
Oceanfront Cape Cod Home On Private Beach Just Steps To The Ocean W/ac - Massachusetts
9.8 31 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.
Beautiful Carriage House On The Chop - Massachusetts
10 30 reviews

Beautiful Carriage House On The Chop

cottage, Oak Bluffs
This charming cottage is located in Oak Bluffs, just 1.5 kilometres from the East Chop Light and Oak Bluffs Harbour, offering a peaceful escape from the town centre. It has consistently received excellent user ratings, making it a popular choice for travellers.
The cottage is a comfortable 70 square metre property with two bedrooms and one bathroom, accommodating up to six guests. It includes a fully equipped kitchen with a fridge, microwave, and dishwasher, a terrace, a garden, a spa, and parking.

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 4 best cottages with a jacuzzi

Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 28 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.
Coastal Cottage On Private Island, Overlooking The Essex Great Marsh - Massachusetts
10 11 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.
Inviting Summer Village Cottage: Golf Cart & More! - Massachusetts
No reviews

Inviting Summer Village Cottage: Golf Cart & More!

cottage, Westford
This Westford holiday home is situated approximately 3.2km from The Butterfly Place and 4.3km from the MIT Haystack Observatory, offering convenient access to Westford Town Common and J.V. Fletcher Library within a 9.6km radius.
The 74 square metre property sleeps five guests in three bedrooms and one bathroom, boasting a swimming pool, hot tub, tennis court, and fully equipped kitchen including a dishwasher and washing machine.
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.

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

The Authentic House. 3-bedroom Cottage With Ac In North Falmouth - Massachusetts
No reviews

The Authentic House. 3-bedroom Cottage With Ac In North Falmouth

cottage, Falmouth
This three-bedroom detached house in North Falmouth offers convenient access to the Woods Hole Ferry Terminal, located approximately 1.6 kilometres away, and is a short drive from Cape Cod Beaches and Old Silver Beach.
This property accommodates up to six guests and features air conditioning, internet access, a clothes dryer, and a bidet, with check-out at 10:00.
A Beautiful "Wee " Place By The Sea In Rockport - Massachusetts
8.6 45 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.
Fully Renovated 4-bedroom In Private Community With Pool & Close To Beach - Massachusetts
10 17 reviews

Fully Renovated 4-bedroom In Private Community With Pool & Close To Beach

cottage, Falmouth
This pet-friendly cottage is located in East Falmouth, just 3km from Cape Cod Beaches and 6km from Ferry Island Queen. The area is known for its relaxed atmosphere and easy access to the beautiful beaches and attractions of Falmouth.
The cottage sleeps 12 guests in its 4 bedrooms and 2 bathrooms. It offers a range of amenities including a shared pool, barbecue facilities, a fully equipped kitchen, laundry facilities, and free Wi-Fi.
Brimfield Bungalow By The Lake Close To Sturbridge - Massachusetts
10 19 reviews

Brimfield Bungalow By The Lake Close To Sturbridge

cottage, Brimfield
This country lodge is located in Brimfield, a short drive from the town centre, providing easy access to Sherman Lake, Sturbridge's restaurant row, and the Brimfield Antique Show.
This 80 square metre holiday home accommodates up to four guests in two bedrooms, offering amenities such as air conditioning, WiFi, a fully equipped kitchen, and a garden, with walking trails nearby and the Walcott Street Playground a short distance away.
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