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

Come To The Cape! Get Away For The Weekend! Private, Peaceful Beach! - Massachusetts
10 47 reviews
Massachusetts
07/01 – 12/01
A$725/nighttotal: A$3625 (5 )

Come To The Cape! Get Away For The Weekend! Private, Peaceful Beach!

3 2
cottage , Sandwich
This charming cottage is conveniently located just a short walk from Scusset Beach State Reservation and Cape Cod Beaches, offering easy access to the area's natural beauty. It has received excellent ratings from previous guests, making it a popular choice for those seeking a comfortable and enjoyable stay.
The cottage has three bedrooms, sleeping up to six people, and is perfect for families or groups of friends. The property boasts a range of amenities including a swimming pool, Jacuzzi, and a patio with barbecue facilities, ensuring a relaxing and fun-filled stay for all.
Sunset Waterfront Retreat | Private Beach, Pool & Firepit - Massachusetts
9.8 131 reviews
Massachusetts
07/01 – 12/01
A$886/nighttotal: A$4430 (5 )

Sunset Waterfront Retreat | Private Beach, Pool & Firepit

2 2
cottage , 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.
Spacious Lakefront Escape W/ 3 Baths + Bonus Bed - Massachusetts
10 29 reviews
Massachusetts
07/01 – 12/01
A$590/nighttotal: A$2950 (5 )

Spacious Lakefront Escape W/ 3 Baths + Bonus Bed

3 2
cottage , Essex
This Essex County waterfront property, a short 8km drive from Manchester-by-the-Sea train station and 5km from Essex town centre, offers easy access to Boston (around 72km).
The 158 square metre holiday home sleeps six, boasting three bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, and a private dock with lakefront access, plus family-friendly amenities like a pack 'n play and high chair.
Fully Renovated 4-bedroom In Private Community With Pool & Close To Beach - Massachusetts
10 9 reviews
Massachusetts
10/11 – 07/01
A$883/nighttotal: A$51214 (58 )

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

4 2
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.

Top cities

Best Massachusetts cottages with a garden

Cozy Coastal Cottage In Padanaram Village - Massachusetts
10 2 reviews
Massachusetts
07/01 – 12/01
A$516/nighttotal: A$2580 (5 )

Cozy Coastal Cottage In Padanaram Village

2 2
cottage , Dartmouth
This Dartmouth holiday home is located a 6-minute drive from the Rotch Jones-Duff House and Garden Museum and a 5-minute drive from Buttonwood Park Zoo.
The accommodation sleeps six guests in two bedrooms and offers a private garden, a terrace with outdoor furniture, Wi-Fi, air conditioning, a barbecue, and a fully equipped kitchen.
Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview - Massachusetts
9.8 6 reviews
Massachusetts
01/09 – 31/05
A$410/nighttotal: A$111520 (272 )

Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview

2 2
cottage , Wareham
This Wareham holiday home is situated near Onset Beach and Shell Point Beach, within 5km of the Porter Thermometer Museum and Lyman Reserve.
The two-bedroom property sleeps six, boasting a fully equipped kitchen, three bathrooms, air conditioning, a swimming pool, garden, parking, Wi-Fi and a DVD player, with a nearby water park offering additional entertainment.
Seaside Getaway Cottage W Deck, Parking, Ocean View, Shops - Massachusetts
9.6 5 reviews
Massachusetts
14/09 – 16/09
A$738/nighttotal: A$1476 (2 )

Seaside Getaway Cottage W Deck, Parking, Ocean View, Shops

2 2
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.
Plum Island Guest Cottage With Water View - Massachusetts
9.8 117 reviews
Massachusetts
31/08 – 07/09
A$423/nighttotal: A$2961 (7 )

Plum Island Guest Cottage With Water View

1 2
cottage , Newbury
This charming cottage is located in Newbury, just a short walk from the town centre and train station, making it ideal for exploring the area. The property has received excellent ratings for its cleanliness, location and overall experience.
The cottage offers 60 square metres of comfortable living space, with a bedroom, a fully equipped kitchen and a relaxing garden. Guests can enjoy amenities such as Wi-Fi, parking, a spa and a range of other features, perfect for a relaxing getaway.

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 3429 accommodations in Massachusetts, here are the 3 best cottages with a jacuzzi

Clean Cottage W/heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat - Massachusetts
10 3 reviews
Massachusetts
04/10 – 31/10
A$559/nighttotal: A$15093 (27 )

Clean Cottage W/heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat

2 2
cottage , Westford
This charming cottage is situated in Summer Village, Westford, a peaceful lakeside location within easy reach of Kimball Farms Ice Cream and Activity Centre, The Butterfly Place, and New Hampshire's tax-free shopping. The property has received excellent user ratings, making it a popular choice for travellers seeking a relaxing getaway.
The two-bedroom cottage, spanning 74 square metres, comfortably accommodates up to six guests. It offers a range of amenities, including a swimming pool, Jacuzzi, garden, bar, and parking, as well as access to a gated community with numerous activities, such as tennis, kayaking, and a restaurant.
This Romantic Cottage Is Simply A Cut Above - - Massachusetts
10 60 reviews
Massachusetts
10/11 – 07/01
A$450/nighttotal: A$26100 (58 )

This Romantic Cottage Is Simply A Cut Above -

1 2
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.
Waterfront Cottage In Summer Village W/ Grill - Massachusetts
10 1 review
Massachusetts
10/11 – 07/01
A$779/nighttotal: A$45182 (58 )

Waterfront Cottage In Summer Village W/ Grill

2 2
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.

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

A Beautiful "Wee " Place By The Sea In Rockport - Massachusetts
8.6 41 reviews
Massachusetts
31/08 – 07/09
A$346/nighttotal: A$2422 (7 )

A Beautiful "Wee " Place By The Sea In Rockport

2 2
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.
Cottage With Direct Water Access! - Massachusetts
10 119 reviews
Massachusetts
07/01 – 12/01
A$735/nighttotal: A$3675 (5 )

Cottage With Direct Water Access!

2 2
cottage , Ipswich
This family-friendly cottage is situated on the waterfront in Ipswich, just under 2 kilometres from the Parker River National Wildlife Refuge and Ipswich River, and within 5 kilometres of Clark Beach and the Ipswich Museum. The cottage is rated excellent by previous guests, ensuring a comfortable and enjoyable stay.
The 77 square metre cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy modern amenities like free WiFi, a DVD player, and a fully equipped kitchen, as well as outdoor spaces like a terrace, garden, and a spa.
Charming 1-bedroom Cottage On Lake Lashaway In East Brookfield. - Massachusetts
Massachusetts
27/06 – 30/06
A$438/nighttotal: A$1314 (3 )

Charming 1-bedroom Cottage On Lake Lashaway In East Brookfield.

1 3
cottage , East Brookfield
This East Brookfield holiday let is situated directly on Lake Lashaway, offering immediate access to water activities and within a 500-metre walk of the town centre's amenities including restaurants and a convenience store.
This 1-bedroom lodge accommodates up to four guests and features air conditioning, a microwave, and a private dock with kayaks, while being a short drive from attractions such as Wells State Park and Old Sturbridge Village.
Private Heated Pool: Family Cottage In Plymouth! - Massachusetts
10 3 reviews
Massachusetts
07/01 – 12/01
A$439/nighttotal: A$2195 (5 )

Private Heated Pool: Family Cottage In Plymouth!

2 2
cottage , Plymouth
This Plymouth holiday home is situated less than 1.6km from Plymouth Long Beach and a short drive from Plimoth Patuxet Museums, offering easy access to the coast and local historical attractions.
The 91 square metre property sleeps six guests across two bedrooms and one bathroom, boasting a private heated pool, fenced garden, Smart TVs, and a well-equipped kitchen including a dishwasher.
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