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Massachusetts cottages
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2799 Cottages at the best price in Massachusetts

Best family friendly Massachusetts cottages

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

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.
Cottage At Back Beach - Massachusetts
9.9 24 reviews

Cottage At Back Beach

cottage, Rockport
This Rockport holiday home enjoys a superb location directly opposite Back Beach, a short 0.8 km stroll from Rockport's town centre, the Shalin Liu Performing Arts Centre, and various galleries and coffee shops.
The two-bedroom, two-bathroom dwelling sleeps four guests, offering an open-plan kitchen and dining area leading to an ocean-facing patio with stunning sea views, plus private off-street parking and a shared garden; weekly summer concerts are audible from the property.
Cozy Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield - Massachusetts
10 25 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.
Charming Beach Cottage, Steps To Beach;  Ocean Views, Reasonably Priced - Massachusetts
8.6 96 reviews

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

cottage, Mashpee
This charming cottage is situated just 1.6 kilometres from three beautiful beaches: South Cape Beach, South Cape Beach State Park, and Popponesset Beach, offering easy access to the stunning Cape Cod coastline. It is also conveniently located near the Cape Cod Children's Museum, making it a great choice for families. The cottage has consistently received very good ratings from previous guests.
The property has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, and spa, as well as a fully equipped kitchen with a fridge, microwave, and dishwasher.

Top cities

Best Massachusetts cottages with a garden

Sunset Waterfront Retreat | Private Beach, Pool & - Massachusetts
9.9 145 reviews

Sunset Waterfront Retreat | Private Beach, Pool &

apartment, Newburyport
This charming waterfront cottage is situated just a short distance from the bustling centre of Newburyport, offering a tranquil escape with stunning views of the marsh. It has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The property features three bedrooms, accommodating up to six guests, and a modern kitchen equipped with a dishwasher, washer, and dryer. Guests can enjoy the private pool, relax on the beach, explore the island on bikes provided, and witness breathtaking sunsets over the water.
Maids Quarters; Private Beach - Massachusetts
9.2 5 reviews

Maids Quarters; Private Beach

cottage, Gloucester
This two-bedroom, one-bathroom holiday cottage is situated behind a historic Victorian mansion in Gloucester, offering direct access to a 55-acre estate with 1.6 kilometres of granite shoreline and 400 meters of sandy beaches, and is conveniently located near Dogtown and Halibut Point State Park.
This property accommodates four guests and features a deck with views of Ipswich Bay, a private granite swimming pier, and shared access to beaches, making it ideal for those seeking a peaceful retreat with opportunities for outdoor exploration and visits to maritime attractions.
Luxury 1900's Romantic Retreat Steps From The Beach - King Suite! - Massachusetts
9.8 59 reviews

Luxury 1900's Romantic Retreat Steps From The Beach - King Suite!

cottage, Gloucester
This Gloucester holiday home is situated in a coastal area, 0.15km from Plum Cove Beach, offering easy access to Cape Ann's attractions including Ravenswood Park and the Cape Ann Museum.
The 84 square metre property boasts one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and internet access; seasonal ocean views and proximity to whale watching excursions are further benefits.
Walk To Swift's Beach! Classic Cottage W/ Deck - Massachusetts
9.8 6 reviews

Walk To Swift's Beach! Classic Cottage W/ Deck

cottage, Wareham
This charming cottage is situated just a short walk from Swifts Beach in Wareham, a peaceful coastal town, and is 3.8km from Tobey Hospital. The cottage has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The cottage offers 62 square meters of space, accommodating up to four guests in two bedrooms and one bathroom. It includes a fully equipped kitchen, a private garden, a spa, parking, and air conditioning, ensuring a comfortable and enjoyable stay.

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 Boston, with sites like the Freedom Trail, Faneuil Hall, and the Boston Tea Party Ships & Museum. Plymouth is a must for its Pilgrim history and Plimoth Patuxet Museums. Beyond Boston, Salem's maritime history and witch trial legacy draw many visitors, while the Berkshires offer stunning natural beauty and cultural institutions like Tanglewood. The John F. Kennedy Presidential Library and Museum in Boston is another popular choice.
  • How can one spend a 5-day holiday in Massachusetts?

    A five-day trip allows for a good balance. Spend two days exploring Boston's historical sites and vibrant neighbourhoods like Beacon Hill and the North End. Dedicate a day to a day trip to Salem, exploring its historic sites and charming streets. Another day could be spent in the Berkshires, hiking or visiting cultural attractions like MASS MoCA. The final day could be used for exploring a smaller town like Plymouth, focusing on its historical significance and coastal charm.
  • Is Massachusetts a good destination to rent a cottage?

    Absolutely! Cape Cod and the Islands offer numerous charming cottages perfect for a relaxing getaway. The Berkshires also have many quaint cottages nestled amongst the hills, ideal for a peaceful escape. Many rental options are available through online platforms and local agencies.
  • What weather, wildlife, or natural hazards might affect travellers in Massachusetts?

    Massachusetts experiences all four seasons. Summers are warm and humid, while winters can be cold and snowy, especially in western Massachusetts. Be prepared for rain at any time of year. Wildlife encounters are mostly limited to common animals like deer, squirrels, and birds. The main natural hazard to be aware of is the potential for severe storms and coastal flooding, particularly during hurricane season (June to November).
  • Is Massachusetts pedestrian and cyclist-friendly?

    Massachusetts is reasonably pedestrian and cyclist-friendly, particularly in urban areas like Boston, Cambridge and Salem, which have dedicated bike lanes and walkable streets. However, outside of these areas, infrastructure can be less developed. Boston's Freedom Trail is very pedestrian-friendly, while dedicated cycling paths are available in many areas, though always check local guidelines and safety regulations.
  • Are there any unusual or hidden places to explore in Massachusetts?

    Certainly! The abandoned town of Becket offers a glimpse into Massachusetts' past. The Mount Greylock State Reservation provides stunning hiking trails with breathtaking views. Exploring the numerous smaller coastal towns along Cape Cod and the Islands can reveal hidden gems and charming local businesses. The network of walking trails throughout the state offers opportunities to discover hidden waterfalls and scenic overlooks.
  • What are some of the best cultural experiences that allow one to meet locals in Massachusetts?

    Attending local farmers' markets, particularly those in smaller towns, is a great way to interact with residents. Many towns hold regular events and festivals throughout the year. Participating in a cooking class focusing on New England cuisine could also provide opportunities to meet locals. Visiting local breweries or cideries offers a chance to sample local products and chat with those who work there.
  • What are the best authentic dishes to taste in Massachusetts?

    You must try New England Clam Chowder, a creamy, comforting soup. Lobster rolls are a quintessential coastal treat. Boston baked beans, a slow-cooked staple, are a local favourite. For a sweet treat, indulge in a cannoli from the North End in Boston. Many restaurants offer locally sourced seafood and produce.

Nearby regions

Best Massachusetts cottages with a jacuzzi

Among the 2799 accommodations in Massachusetts, here are the 4 best cottages 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 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.
Lake Access & Pools: Sun-soaked Westford Cottage! - Massachusetts
10 1 review

Lake Access & Pools: Sun-soaked Westford Cottage!

cottage, Westford
This Westford holiday home is located in the Summer Village district, offering convenient access to nearby beaches and is within driving distance of Lowell Heritage State Park and Great Brook Farm State Park.
The 74-square-metre property boasts two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, swimming pool, Jacuzzi, and garden, plus on-site hot tub and games room.
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.

Best pet friendly Massachusetts cottages

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

Lovely 'The Buoys Cottage' On Annisquam River! - Massachusetts
No reviews

Lovely 'The Buoys Cottage' On Annisquam River!

cottage, Gloucester
This non-smoking holiday home is located in Gloucester, under 2 kilometres from Stage Fort Park, Fishermen's Memorial Monument, and Half Moon Beach, with Pavilion Beach and the Unitarian Universalist Church of Gloucester within 3 kilometres.
This property offers a well-equipped kitchen with a microwave and dishwasher, air conditioning, free Wi-Fi in common areas, and complimentary unassigned parking, with barbecue facilities available for guests.
< 1 Mi To Beach: Family-friendly Falmouth Home! - Massachusetts
No reviews

< 1 Mi To Beach: Family-friendly Falmouth Home!

cottage, Falmouth
This Falmouth Heights cottage is just a 1.6km walk from Falmouth's Main Street and the Island Queen Ferry, placing you close to the town's attractions while enjoying a peaceful, quiet location. The cottage is ideal for families or groups, with three bathrooms and a balcony overlooking the garden.
The cottage offers a fully equipped kitchen, including a microwave and dishwasher, as well as free parking and Wi-Fi. You can also enjoy direct access to the beach, making it easy to spend your days swimming, sunbathing, or exploring the beautiful coastline.
Charming 2-bedroom Cottage Newly Renovated In Peaceful Sandwich - Massachusetts
10 5 reviews

Charming 2-bedroom Cottage Newly Renovated In Peaceful Sandwich

cottage, Sandwich
This coastal bungalow is situated in a Cape Cod neighbourhood in Sandwich, just 100 metres from First Beach and a minute's walk from the TreeHouse Brewery.
This 2-bedroom property accommodates up to 4 guests and offers amenities such as internet and air conditioning, with easy access to Cape Cod Beaches, Scusset Beach State Reservation, Sandwich Mini Golf, and Hart Family Maze Garden.
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.
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