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

Vacation Homes in Massachusetts

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Top Cities in Massachusetts

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

Boston

Boston

Our top choices for Massachusetts vacation homes

Interior

1. Lorenzo Inn

Lorenzo Inn
Dorchester
9.8 out of 10, Exceptional, (7 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 1,419 total
includes taxes & fees
9 Aug - 10 Aug
Lorenzo Inn
Smart TV, fireplace

2. Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (27 reviews)
"Spacious, quieter area of Worcester. Sidewalks and nearby parks for our dog."
United States
Corinne G.
Home Away from Home!
Dining

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

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Yarmouth
9.6 out of 10, Exceptional, (5 reviews)
The price is AED 1,631
AED 3,065 total
includes taxes & fees
2 Sep - 3 Sep
Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Dining

4. 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, (145 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

5. Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76

Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76
Dorchester
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was excellent, the property was clean and spacious with everything we needed. The host was responsive and very helpful before and throughout the trip."
United States
Clark A.
The price is AED 1,649
AED 3,099 total
includes taxes & fees
9 Aug - 10 Aug
Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76
TV, offices

6. 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
Iron/ironing board, WiFi, bed sheets

7. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
The price is AED 591
AED 1,342 total
includes taxes & fees
9 Aug - 10 Aug
Cozy private 2 bed apartment in Shelburne Falls
On the beach, sun loungers

8. Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5

Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
Bass River
9.8 out of 10, Exceptional, (150 reviews)
"Great place and great location"
United States
Daniel K.
Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
Interior

9. Chill beach 3-bedroom getaway on Nobadeer beach

Chill beach 3-bedroom getaway on Nobadeer beach
Nantucket
The price is AED 3,246
AED 4,143 total
includes taxes & fees
23 Aug - 24 Aug
Chill beach 3-bedroom getaway on Nobadeer beach
Smart TV, books, computer monitors

10. Modern 2BR Home Close to Campus & 10 min Boston

Modern 2BR Home Close to Campus & 10 min Boston
Wellington
9.6 out of 10, Exceptional, (20 reviews)
"Good restaurants in the area for dinner and breakfast! Highly recommend The Ford tavern for dinner and the donut villa for breakfast! "
United States
Samantha P.
Modern 2BR Home Close to Campus & 10 min Boston
Interior

11. Cozy 2BR Fort Hill Apartment | Near the T

Cozy 2BR Fort Hill Apartment | Near the T
Roxbury
9.2 out of 10, Wonderful, (45 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
Exterior

12. Charming 5BR Retreat on 1 Acre , Quiet Cul-de-Sac + Garden & Deck

Charming 5BR Retreat on 1 Acre , Quiet Cul-de-Sac + Garden & Deck
West Barnstable
9.8 out of 10, Exceptional, (18 reviews)
"All around great stay, very clean, had everything we needed."
United States
Donald G.
Charming 5BR Retreat on 1 Acre , Quiet Cul-de-Sac + Garden & Deck
4 bedrooms, iron/ironing board, WiFi (free), bed sheets

13. Clean contemporary escape

Clean contemporary escape
Roxbury
9.8 out of 10, Exceptional, (43 reviews)
"Great stay, would book again if i'm back in Boston"
United States
Paul C.
Clean contemporary escape
Exterior detail

14. Gorgeous 3-bedroom house close to Willowbend in charming Mashpee

Gorgeous 3-bedroom house close to Willowbend in charming Mashpee
Mashpee
10.0 out of 10, Exceptional, (2 reviews)
"Great location"
United States
Susan f.
Gorgeous 3-bedroom house close to Willowbend in charming Mashpee
Exterior

15. Cozy 4 bedroom cottage in town, with parking

Cozy 4 bedroom cottage in town, with parking
Nantucket Town
8.8 out of 10, Excellent, (26 reviews)
"Excellent value, lot of space, great location, seamless check-in, and clean property!"
United States
Mathew S.
Cozy 4 bedroom cottage in town, with parking
Interior

16. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (60 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 739 total
includes taxes & fees
9 Aug - 10 Aug
Lovely 2nd Floor Apartment
TV, fireplace

17. 4 Mi to Lake! Spacious Oxford Home w/ Pool

4 Mi to Lake! Spacious Oxford Home w/ Pool
Oxford
9.6 out of 10, Exceptional, (9 reviews)
"Perfect location for our event in the area"
United States
Eileen D.
4 Mi to Lake! Spacious Oxford Home w/ Pool
Beach nearby

18. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
10.0 out of 10, Exceptional, (1 review)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is AED 498
AED 1,656 total
includes taxes & fees
6 Aug - 7 Aug
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Property grounds

19. Peaceful centrally located home: w/ yard & walking distance to town

Peaceful centrally located home: w/ yard & walking distance to town
Gloucester
8.8 out of 10, Excellent, (12 reviews)
"Everything was perfect thank you so much for having us "
United States
Ryan
Peaceful centrally located home: w/ yard & walking distance to town
Interior

20. Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.6 out of 10, Exceptional, (21 reviews)
"We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)"
United States
Colin E.
The price is AED 793
AED 1,218 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Riverside Berkshires Retreat
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

Hyatt Regency Boston

Hyatt Regency Boston

10/10 Excellent
"Awesome hotel, location and staff, walking distance or uber to about everything. I didn’t appreciate the daily $35.00 resort fee (called something else but I don’t recall now), it’s a fee for nothing really and $40.00 daily self parking fee as well. No doubt it was all in the fine print when I signed up so it is what it is. Free bowl of clam chowder for you and your guest who stay there, huge bonus for my daughter and granddaughter who love the stuff, they said it was delicious."
Jay 3-night trip
Posted 1 hour ago
Hyatt Regency Boston

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