Massachusetts Vacation Home Rentals from CA $293: Search Top Private Vacation Homes for Rent

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A coastal village with houses, a lighthouse, and boats on the water.

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A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.

Our top choices for Massachusetts vacation homes

A circular stone arrangement in a forested area with trees and greenery around.

A kitchen with wooden bar stools, a vintage stove, and a large window.

A bedroom with a bed, a nightstand, a wall-mounted shelf, and two paintings.

A colorful, multi-level house with a porch and a large wheel, surrounded by lush greenery.

1. Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA

Goshen

9.6 out of 10, Exceptional, (22 reviews)

9.6/10

Exceptional

(22 reviews)

"This is a magical stay!"

Ryan B.

Experience Three Sisters Sanctuary in Goshen, MA

A modern kitchen with a stainless steel refrigerator, a microwave, a sink, and a stove.

A dining area with a table, chairs, a cabinet, and a fireplace.

A spacious living room with a dining area, wooden flooring, and a large plant.

A dining room with a chandelier, a fireplace, and a view through a glass door.

2. Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Fenway–Kenmore

10.0 out of 10, Exceptional, (99 reviews)

10/10

Exceptional

(99 reviews)

"This house was clean and has what you need to have a great stay. It is close by to public transportation and walkable to shops"

James B.

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

A compact living space with a sofa, armchairs, a dining table, a refrigerator, and a window with sheer curtains.

A modern kitchen with stainless steel appliances, white cabinetry, and a dining area with a table and chairs.

A tent, a playhouse, and a swing set in a grassy area with trees in the background.

3. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Brimfield

9.2 out of 10, Wonderful, (12 reviews)

9.2/10

Wonderful

(12 reviews)

"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."

Gregory C.

The price is CA $233

CA $233

CA $293 total

includes taxes & fees

Oct 28 - Oct 29

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

A brown leather armchair with a striped pillow, a hanging wall clock, and a potted plant.

A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

A neatly made bed with a textured white blanket and pillows, a wooden headboard, a bedside lamp, and a small plant on a wooden nightstand.

4. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield

10.0 out of 10, Exceptional, (70 reviews)

10/10

Exceptional

(70 reviews)

"It was absolutely amazing Beautiful apartment Clean cozy Beautiful back yard I will definitely stay here again if I am back in this area It’s a 10 out of 10 Thank you David"

Jane P.

The price is CA $214

CA $214

CA $347 total

includes taxes & fees

Oct 25 - Oct 26

Lovely 2nd Floor Apartment

A hallway with wooden flooring, white walls, and a bed in the background.

A spacious living area with a sofa, coffee table, and a kitchen counter with mugs.

A living room with a sofa, coffee table, and dining table set with plates and glasses.

A two-story house with a gabled roof, a chimney, and a front porch.

5. Shelburne Falls on Main

Shelburne Falls on Main

Shelburne Falls

"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."

maureen

The price is CA $282

CA $282

CA $578 total

includes taxes & fees

Oct 25 - Oct 26

Shelburne Falls on Main

A bedroom with a large bed, a bedside table with a lamp, and a view of the outdoors through the window.

A modern kitchen with a stainless steel range hood, a built-in oven, and a gas stove. There is a gray sofa and a small round table in the living area.

A modern bathroom with a white bathtub, toilet, and sink.

A kitchen with a stainless steel refrigerator, a brick wall, a white door, and a plant.

6. Bright Contemporary Escape, Near the T

Bright Contemporary Escape, Near the T

Roxbury

9.8 out of 10, Exceptional, (55 reviews)

9.8/10

Exceptional

(55 reviews)

"Close to everything, great place to stay"

Julio M.

Bright Contemporary Escape, Near the T

A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

A kitchen with wooden cabinets, granite countertops, and a wooden ceiling.

A living room with a sofa, a coffee table with books, a large vase, and a lamp.

A rustic wooden cabin with a stone floor, a wicker sofa with a blue cushion, and a purple door.

7. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach

Gloucester

9.8 out of 10, Exceptional, (62 reviews)

9.8/10

Exceptional

(62 reviews)

"Nice home with great kitchen and all the amenities."

rick b.

The price is CA $693

CA $693

CA $1,136 total

includes taxes & fees

Nov 1 - Nov 2

Beach Life Bliss - steps to the beach

A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

A beach with a pier extending into calm waters, a clear sky, and a distant city skyline.

A modern kitchen with a central island, wooden flooring, and large windows with curtains.

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a bar stool area.

8. Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston

Quincy

9.2 out of 10, Wonderful, (124 reviews)

9.2/10

Wonderful

(124 reviews)

"Overall great stay, loved the location"

Anthony E.

The price is CA $280

CA $280

CA $626 total

includes taxes & fees

Nov 23 - Nov 24

Renovated Beach House Close to Everything, Minutes to Boston

A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

A red door with a white frame, two wall-mounted lights, and a welcome mat with a striped design.

A hallway with wooden flooring, a black console table, a staircase with white railings, and a door leading to a kitchen area.

A dining area with a wooden table and chairs, a central decorative piece, and large windows with curtains.

9. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms

Worcester

9.8 out of 10, Exceptional, (23 reviews)

9.8/10

Exceptional

(23 reviews)

"Great, clean location to stay."

Mike O.

The price is CA $385

CA $385

CA $715 total

includes taxes & fees

Oct 25 - Oct 26

Spacious 4-bedroom with four and half bathrooms

A modern kitchen with wooden cabinets, a large island, a stove, and hanging wicker light fixtures.

A coastal scene with a stone pier leading to a small gazebo, a sandy beach, and a house in the background.

A harbor with boats docked, a red building, and a house with a window.

A room with a sofa, a dining table with chairs, a wicker basket, and a view through a sliding glass door to an outdoor area with a red building.

10. Cozy Coastal Holiday Getaway! Gas Fireplace! Walk to Town, Beach & Train!🍂🎄❄️

Cozy Coastal Holiday Getaway! Gas Fireplace! Walk to Town, Beach & Train!🍂🎄❄️

Rockport

10.0 out of 10, Exceptional, (17 reviews)

10/10

Exceptional

(17 reviews)

"The property is comfortable and beautifully decorated. The main attractions within Rockport are all within walking distance and nothing on the entirety of Cape Ann felt more than a 15 min drive away. Great rental and great place to visit."

Mark E.

Cozy Coastal Holiday Getaway! Gas Fireplace! Walk to Town, Beach & Train!🍂🎄❄️

An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

A beach scene with a wooden fence and sand dunes.

A living room with a fireplace, sofas, a coffee table, and a television.

A living room with two sofas, a coffee table, and a chair. There is a door with a blue frame and a window with curtains.

11. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis

10.0 out of 10, Exceptional, (209 reviews)

10/10

Exceptional

(209 reviews)

"The cottage was fantastic. Being able to walk to the beach was great and we were so close to family and resturants for a family party. We were so fortunate that you do weekend rentals and it was open for my son's engagement weekend! We had an amazing weekend!"

Elayne F.

The price is CA $139

CA $139

CA $457 total

includes taxes & fees

Nov 7 - Nov 8

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

A hallway with a white door, a hanging light fixture, and a potted plant on a stand.

A dining area with a table, chairs, a bench, and a cabinet.

A living room with a sofa, armchairs, a coffee table, and a door with glass panels.

A kitchen with a central island, a microwave, cabinets, and a trash bin with a recycling symbol.

12. Leslie's Retreat: Spacious home ideally located to everything

Leslie's Retreat: Spacious home ideally located to everything

Salem

10.0 out of 10, Exceptional, (274 reviews)

10/10

Exceptional

(274 reviews)

"Clean big house was a perfect home base for our group’s weekend"

Steven S.

Leslie's Retreat: Spacious home ideally located to everything

A bedroom with a large bed, a nightstand, a lamp, and a door leading to a bathroom.

A living room with a sofa, two armchairs, a coffee table, a chandelier, and large potted plants.

A laundry room with two washing machines, a window with sheer curtains, and a ceiling light fixture.

A modern kitchen with stainless steel appliances, wooden cabinets, and a large window providing natural light.

13. Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots

Salem

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"Clean ,friendly neighbors and a great community"

Nia F.

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots

A living room with a television, wooden cabinet, fireplace, clock, and a lamp.

A living room with a black leather sofa, a wooden coffee table, a patterned rug, and a view through large glass doors to an outdoor deck.

A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a chandelier.

A staircase with wooden railings leading to a landing area with a clock and a television.

14. Waterview Westend Townhouse

Waterview Westend Townhouse

Provincetown

9.4 out of 10, Exceptional, (102 reviews)

9.4/10

Exceptional

(102 reviews)

"Great place, very spacious, reserved parking spaces (2) right outside the front door, nice deck off the living room, and fantastic location - you can easily walk to everything"

Glen A.

Waterview Westend Townhouse

A spacious living area with a large sectional sofa, a glass dining table, and multiple windows providing natural light.

A living room with a sectional sofa, a dining area with a table and chairs, large windows, and a painting on the wall.

A brick building with a covered patio, outdoor seating, and a well-maintained garden.

A large brick building with a central entrance, steps leading up to it, and a well-maintained lawn.

15. Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Chelsea

9.4 out of 10, Exceptional, (129 reviews)

9.4/10

Exceptional

(129 reviews)

"Great stay for a couple of nights. Great location."

Kevin C.

The price is CA $527

CA $527

CA $1,008 total

includes taxes & fees

Oct 27 - Oct 28

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

A covered outdoor patio with a wooden deck, a table with chairs, and a view of the neighborhood.

A living room with a leather sofa, a hanging lamp, and a brick fireplace.

A white house with a covered patio and a garage door.

A cozy room with a fireplace, a dining table with chairs, and a hanging light fixture.

16. 2 Story Beach House with full screen porch - Short walk to beach

2 Story Beach House with full screen porch - Short walk to beach

Marshfield

9.6 out of 10, Exceptional, (47 reviews)

9.6/10

Exceptional

(47 reviews)

"Beautiful home close to the ocean for our trip, incredibly happy I chose it!"

Brandon R.

2 Story Beach House with full screen porch - Short walk to beach

A bedroom with a bed, a TV mounted on the wall, and a door leading to another room.

A compact kitchen with a dining area, a refrigerator, and a sink.

A shed with a door open, revealing an interior with a wooden floor and a rug.

A room with a bed, a TV, a patterned rug, and a door leading to a staircase.

17. Wonderful 1-bedroom house in Salem perfect for a relaxing getaway

Wonderful 1-bedroom house in Salem perfect for a relaxing getaway

Salem

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Perfect little place for a quick quaint stay."

Annette A.

The price is CA $280

CA $280

CA $490 total

includes taxes & fees

Nov 15 - Nov 16

Wonderful 1-bedroom house in Salem perfect for a relaxing getaway

A deck with a table and chairs, overlooking the ocean.

A beach with large rocks and pebbles, a clear blue sky, and calm water.

A modern kitchen with stainless steel appliances, a large island with bar stools, and a window with floral curtains.

18. 2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay

2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay

Fairhaven

10.0 out of 10, Exceptional, (27 reviews)

10/10

Exceptional

(27 reviews)

"Beautiful location and, even better, our Host thought about all the small details that make the home stand out."

Scott M.

2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay

A stone building with a central entrance, surrounded by lush greenery and flowering plants.

A modern kitchen with white cabinetry, stainless steel appliances, and a large dining table with wicker chairs.

A wooden patio table set for six with white chairs, a stone pathway, and a wooden fence in the background.

A bedroom with a bed, two bedside tables, a desk, and a chair.

19. Beautiful House Minutes from Town, on Bike Path

Beautiful House Minutes from Town, on Bike Path

Nantucket Town

10.0 out of 10, Exceptional, (63 reviews)

10/10

Exceptional

(63 reviews)

"This property is located perfectly between town, the beaches , bike paths and shopping access.House is adorable!"

Richard L.

Beautiful House Minutes from Town, on Bike Path

A dining area with a wooden table and chairs, a ceiling fan, and a view of the outdoors through windows.

A kitchen with wooden cabinets, a black countertop, a window with a view, and a hanging bag.

A hallway leading to a bedroom with a dresser and a mirror on the wall.

A staircase with a wooden handrail and a white wall with a light switch.

20. Leaf-Peeper Paradise in the Berkshires

Leaf-Peeper Paradise in the Berkshires

Great Barrington

9.6 out of 10, Exceptional, (29 reviews)

9.6/10

Exceptional

(29 reviews)

"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."

Kelly B.

The price is CA $246

CA $246

CA $395 total

includes taxes & fees

Oct 26 - Oct 27

Leaf-Peeper Paradise in the Berkshires

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Massachusetts Hotel Reviews

Omni Boston Hotel at the Seaport

10/10 Excellent

"This room was small, but practical and worked perfectly for us for one night’s stay. It was clean, quiet and located in an area to walk to restaurants and cafes."

Kelly 1-night trip

Posted less than an hour ago

Omni Boston Hotel at the Seaport

Hilton Boston Park Plaza

10/10 Excellent

"The location was perfect for out of staters going to the theater district. We arrived early thinking we would just drop our bags but the front desk staff checked availability and quickly got us into a room. We liked the $15 credit allowed when we had a meal at the in hotel restaurant."

Michelle 1-night trip

Posted 3 hours ago

Hilton Boston Park Plaza

Seaport Hotel Boston

10/10 Excellent

"this is a great hotel in a wonderful location close to everything"

Ebony 2-night trip

Posted 3 hours ago

Seaport Hotel Boston

Four Points by Sheraton Boston Newton

10/10 Excellent

"Excellent location. Clean and big rooms. Friendly staff"

Youssef 2-night trip

Posted 4 hours ago

Four Points by Sheraton Boston Newton

Wyndham Boston Beacon Hill

8/10 Good

"Overall, the establishment was great for our visit. Staff were friendly and we had comfortable sleeping."

Amanda 4-night trip

Posted 4 hours ago

Wyndham Boston Beacon Hill

citizenM Boston Back Bay

10/10 Excellent

"Great"

Julio 2-night trip

Posted 4 hours ago

citizenM Boston Back Bay

The Dagny Boston

10/10 Excellent

"Great Hotel. An option for a sit down breakfast would be nice but no complaints."

Mark 4-night trip

Posted 4 hours ago

The Dagny Boston

Harborside Inn Of Boston

8/10 Good

"The room was smallish and nothing special but was clean. I didn't try the restaurant but the bar was good though seemed expensive. Great location for most of Boston's best bits."

Nicholas 2-night trip

Posted 6 hours ago

Harborside Inn Of Boston

Arcadian Hotel

10/10 Excellent

"Such a great place when visiting Boston. Conveniently located - the T is right across the street. A short walk to Coolidge Corner for a coffee and shopping, and a short ride to the city. Highly recommended!"

Yolanda 2-night trip

Posted 7 hours ago

Arcadian Hotel

Find out more about Massachusetts

Massachusetts Vacation Homes information

Number of reviews	1,116
Accommodation	6005 Vacation Homes
Lowest Price	CA $293
Highest Price	CA $1,136

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Book Vacation Homes in Massachusetts on Expedia.com

Massachusetts Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Massachusetts

Boston

Our top choices for Massachusetts vacation homes

1. Experience Three Sisters Sanctuary in Goshen, MA

2. Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

3. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

4. Lovely 2nd Floor Apartment

5. Shelburne Falls on Main

6. Bright Contemporary Escape, Near the T

7. Beach Life Bliss - steps to the beach

8. Renovated Beach House Close to Everything, Minutes to Boston

9. Spacious 4-bedroom with four and half bathrooms

10. Cozy Coastal Holiday Getaway! Gas Fireplace! Walk to Town, Beach & Train!🍂🎄❄️

11. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

12. Leslie's Retreat: Spacious home ideally located to everything

13. Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots

14. Waterview Westend Townhouse

15. Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

16. 2 Story Beach House with full screen porch - Short walk to beach

17. Wonderful 1-bedroom house in Salem perfect for a relaxing getaway

18. 2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay

19. Beautiful House Minutes from Town, on Bike Path

20. Leaf-Peeper Paradise in the Berkshires

Find vacation rentals that suit your style

Top Massachusetts Hotel Reviews

Omni Boston Hotel at the Seaport

Find out more about Massachusetts

Massachusetts Vacation Homes information

Explore a world of travel with Expedia