Tiny House Rentals In Massachusetts For The Perfect Summer Vacation

This private country retreat is a one room cottage that includes a loft in which you can sleep, a kitchen, and a full bathroom.

The retreat is set on 23 acres of woods and meadows of a farmhouse from the 1800s. You can have any fruit, vegetables, and flowers that you want.

It's located about 5 miles from Salmon Falls Gallery, the Shelburne Falls Trolley Museum, Berkshire East Mountain Resort, and Thunder Mountain Bike Park.

Buckland, Massachusetts

This little cottage is cozy for two or perfect for just one. Located less than 200 yards from Harbor View Beach it is great for any beachgoer.

You'll also be just a short walk from Sesuit Harbor which is the perfect little spot to enjoy the sunset.

Several other little beach options are located within 5 miles of the cottage.

This comfy spot offers a queen sized bed, a kitchenette, a bathroom with shower, air conditioning, and outdoor grills.

Dennis, Massachusetts

This historic property is actually a lighthouse. You are quite literally feet away from the Atlantic Ocean.

The lighthouse and keepers house have been renovated into majestic vacation spot where you'll have the entire building and private beach to yourself.

Located at the tip of Wings Neck Point, you'll find amazing 360 degree views of the Atlantic Ocean and surrounding area.

Up to 8 people can sleep in this charming and historic house.

It comes complete with a fireplace, one and half baths, outdoor shower and laundry room. There is also a fully functioning kitchen, complete with lobster pot.

Pocasset, Massachusetts

This charming houseboat is securely nestled in the Charlestown Marina at Boston Harbor.

It is a gated marina, so you'll only be interacting with the locals. The marina can be accessed via water taxi, car, or Uber.

On the houseboat you'll find everything that would be in a hotel, and then some. it offers one bed, a full bath, kitchen, and covered deck.

It is the perfect size for 2 people, but could sleep 4.

Conveniently located just a short walk from the USS Constitution, TD Garden, the North End, and Bunker Hill there is plenty for history buffs to enjoy.

It is also minutes away from the Boston Convention Center.

Boston, Massachusetts

This tiny house is perfectly located on Martha's Vineyard giving you a unique island experience. It has a private entrance and parking spot.

Just 2 miles away from dining and shops in downtown Edgartown, it's the perfect place for a couples staycation.

With an outdoor shower, kitchenette, bathroom, outdoor kitchen and bar, and fireplace there won't be anything extra you'll need to pack.

There is a large patio where you can share a glass of wine outside.

Inside, you will find a convertible table and convertible bed / sofa to make the most use of the small space.

Edgartown, Massachusetts

This tiny house offers 1 bedroom and 1 bathroom and is the perfect stand alone cottage for 2 people that like to be close to each other. It has a queen sized bed and a full bathroom.

The kitchen offers a cooktop, microwave, and refrigerator. It is conveniently located as it is a five minute walk from the heart of Provincetown.

It gets you close to main street but provides peace and quiet as it is about a half a block away.

Provincetown, Massachusetts

This is a one of a kind experience in a one room cabin on the wharf of Provincetown Harbor.

This wharf is ideally located in the West End, which is about a 5 minute walk to the main area of Provincetown that houses art galleries, restaurants, and unique stores.

This cabin holds a queen size bed, a drop table, and two chairs. It contains a kitchenette area with plenty of counter space, cooking area, and a separated toilet area.

There is a detached cabana for showering and changing space.

Provincetown, Massachusetts

This Tree House is off the grid to provide you peace and quiet deep in nature and surrounded by farm animals.

This tree house overlooks a working dairy and vegetable farm with horses, pigs, goats, poultry, and water buffalo.

It also contains a woodstove for heat and lanterns for light.

There is no electricity in the Tree House so there's nothing to distract from your thoughts.

You can feel the breeze blow through the window to keep you cool in the summer.

Rehoboth, Massachusetts

This adorable guest cottage is on a 300 year farm stand, that is now a goat farm.

It has an open floor plan with many amenities including a queen bed, table and chairs, but no kitchen. It was a full bathroom, including shower.

It includes a patio that is shaded. You have access to walking wooded trails, a stream, and an orchard. There are tours available for all guests.

Westport, Massachusetts

This tiny house is only 300 square foot that can sleep up to 4 people. This house is only a short walk from Salem Harbor for the best sunsets.

You are 1 mile from down town and old town.

This house has a private entryway for you. This house offers a kitchen that has a microwave, toaster, and everything you need to prepare food and eat it.

The yard has a grill and chairs for you to enjoy. This house is less than 2 miles from Salem Witch Museum, The House of the Seven Gables, and Salem Willows Park.

Marblehead, Massachusetts

This little house resides in a seaside area that is 40 miles northeast of Boston. Cape Ann is a peninsula completely surrounded by the Atlantic Ocean.

It is full of seafood, beaches, art, and shopping. You can find your fill of kayaking, swimming, sailing, driving, and paddle boarding.

It is less than a half a mile from Roy Moore Lobster Co, Helmut's Strudel, My Place by the Sea, and Feather and Wedge.

Rockport, Massachusetts

Located at the peak of Hoosac Range, this cabin sleeps 2 and provides a real bed with a mattress.

It has AC and heat, a mini fridge, and a full bath. There is also a deck that allows you to see the Berkshires sunset.

This cabin is located less than 3 miles from Natural Bridge State Park, Berkshire Art Museum, PUBLIC eat+drink, MASS MoCA, and Clarksburg State Park.

North Adams, Massachusetts

This romantic cottage is 200 square feet and gives you a unique experience in Cape Cod.

It is located off of main street which put you close to a grocery store, beaches, stores, and restaurants.

It can easily fit 2 people for a cozy weekend. It has a queen sized bed with a closet and cabinets, and ceiling fans.

It also includes AC, beach chairs, and a kayak. It is 2 blocks from Long Pond and Bass River and a few blocks from the ocean.

S. Yarmouth, Massachusetts

This Scandinavian Wigwam has a wood stove to keep you warm. It also includes a fire pit, and large windows.

This is an off the grid location with no electricity or running water.

There are solar lanterns and an outhouse compost toilet.

This Wigwam gives you access to a Finnish Sauna and Forest Baths. The owner allows guests to use their personal shower.

Southbridge, Massachusetts