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

Vacation Homes in Massachusetts

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Top Cities in Massachusetts

A marina with various boats docked, a wooden pier, and houses in the background.
Vacation HomesVacation Homes

Hyannis

Hyannis

Our top choices for Massachusetts vacation homes

Dining

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Yarmouth
The price is AED 2,134
AED 3,750 total
includes taxes & fees
16 Aug - 17 Aug
Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Dining

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge
10.0 out of 10, Exceptional, (144 reviews)
"We so enjoyed our time at this nicely appointed home. Great location - close to so many different attractions. Would definitely stay again!"
United States
Emily M.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Interior

Lorenzo Inn

Lorenzo Inn
Dorchester
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful house. Very well furnished and equipped. Friendly host. Comfortable beds. Easy to quickly get town centre in an Uber. Highly recommend."
United Kingdom
patrick
The price is AED 955
AED 1,410 total
includes taxes & fees
18 Aug - 19 Aug
Lorenzo Inn
Terrace/patio

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (145 reviews)
"Amazing view right on the bay"
United States
John T.
The price is AED 918
AED 1,407 total
includes taxes & fees
26 Jul - 27 Jul
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Private kitchen

Bright & Cozy Woodland Home In Foxborough

Bright & Cozy Woodland Home In Foxborough
Foxborough
10.0 out of 10, Exceptional, (1 review)
"Great host hospitality"
United States
Elijah S.
The price is AED 1,266
AED 1,607 total
includes taxes & fees
27 Jul - 28 Jul
Bright & Cozy Woodland Home In Foxborough
TV, offices

Pristine bungalow with amazing walkable location - WiFi, firepit, dog-friendly

Pristine bungalow with amazing walkable location - WiFi, firepit, dog-friendly
West Yarmouth
Pristine bungalow with amazing walkable location - WiFi, firepit, dog-friendly
Dining

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
South Medford
9.6 out of 10, Exceptional, (5 reviews)
"Clean rooms and comfortable beds "
United States
camilo r.
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
Smart TV, fireplace

Home Away from Home!

Home Away from Home!
Worcester
9.6 out of 10, Exceptional, (25 reviews)
"Spacious, quieter area of Worcester. Sidewalks and nearby parks for our dog."
United States
Corinne G.
Home Away from Home!
Terrace/patio

Charming house with WiFi and AC in superb Randolph

Charming house with WiFi and AC in superb Randolph
Randolph
9.8 out of 10, Exceptional, (22 reviews)
"Exceptional stay in a well appointed guest suite. Convenient location and quiet neighborhood. Our host was wonderful and accommodating. "
United States
Matt M.
Charming house with WiFi and AC in superb Randolph
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is AED 426
AED 743 total
includes taxes & fees
27 Jul - 28 Jul
Lovely 2nd Floor Apartment
Beach

New listing 3-bedroom house with AC in Falmouth Heights, close to beach & parks.

New listing 3-bedroom house with AC in Falmouth Heights, close to beach & parks.
Falmouth Heights
New listing 3-bedroom house with AC in Falmouth Heights, close to beach & parks.
Beach nearby

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Oak Bluffs
5.0 out of 10, (2 reviews)
"N/a"
United States
Stefanie P.
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Smart TV

Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.2 out of 10, Wonderful, (25 reviews)
"Excellent stay! "
United States
Melissa R.
The price is AED 767
AED 1,806 total
includes taxes & fees
29 Jul - 30 Jul
Centrally located in the heart of Boston near T
Dining

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (22 reviews)
"Very clean, great place for kids!"
United States
Ruth
Cape Cod's "Beach Rose"
On the beach

A Gem in Ptown: cozy retreat for all seasons! walk to beach.

A Gem in Ptown: cozy retreat for all seasons! walk to beach.
Provincetown
10.0 out of 10, Exceptional, (155 reviews)
"Cute cozy cottage, very dog friendly and 5 min walk to the beach. "
United States
Conrad T.
A Gem in Ptown: cozy retreat for all seasons! walk to beach.
Smart TV

Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!

Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!
Brewster
9.8 out of 10, Exceptional, (16 reviews)
"The decor is beautiful! We enjoyed our our stay at this property. "
United States
Marsha H.
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!
Aerial view

Maushop - Perfect for your Vacation

Maushop - Perfect for your Vacation
New Seabury
9.6 out of 10, Exceptional, (40 reviews)
"Nice place. Close to the beach and other things to do. "
United States
Marie J.
Maushop - Perfect for your Vacation
Dining

Artistic Historical home, walkDT

Artistic Historical home, walkDT
Salem
10.0 out of 10, Exceptional, (34 reviews)
"This is the perfect place to stay to walk to most locations in Salem. The home itself has everything you could need and I highly recommend this rental."
United States
Brian
Artistic Historical home, walkDT
Interior

Cozy 2BR Fort Hill Apartment | Near the T

Cozy 2BR Fort Hill Apartment | Near the T
Roxbury
9.2 out of 10, Wonderful, (43 reviews)
"It was was a really cute place, beds are very comfortable, and was easy to get around, and parking was not an issue. I would stay here again "
United States
Elissa R.
Cozy 2BR Fort Hill Apartment | Near the T
Outdoor dining

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, (194 reviews)
"The house was very comfortable. Our dog was at ease. The heating system was wonderful for the off season. "
United States
Michael C.
The price is AED 551
AED 1,442 total
includes taxes & fees
7 Aug - 8 Aug
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Massachusetts Hotel Reviews

The Langham, Boston

The Langham, Boston

10/10 Excellent
"Great hotel in Boston. central to everything."
Michael 2-night trip
Posted less than an hour ago
The Langham, Boston