Top Vacation Homes in Massachusetts in 2026

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 holiday homes

1. Home Away from Home!

Worcester

Corinne G.

2. Lorenzo Inn

Dorchester

HK$3,030 total

includes taxes & fees

9 Aug - 10 Aug

3. 76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

Dorchester

Clark A.

HK$6,570 total

includes taxes & fees

8 Aug - 9 Aug

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

Salisbury Beach

"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...

Maura

HK$3,785 total

includes taxes & fees

20 Aug - 21 Aug

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

Wellington

Samantha P.

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

Mashpee

Susan f.

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

Gloucester

Ryan

8. Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

HK$2,865 total

includes taxes & fees

9 Aug - 10 Aug

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Top Massachusetts Hotel Reviews

Omni Boston Hotel at the Seaport

8/10 Good

"The Omni was overall a fantastic hotel to stay in. The location was great. The staff was very approachable and friendly. There was always someone there to help. It was convenient to have restaurants on site as well as 24 hour room service. We stayed in an artist king studio. The room was clean and tidy. The view was stunning. Although for the price of this place I do have a few complaints. I really wish the room had a microwave. Plus, I wish there was free breakfast available. While the restaurants are great they were very pricey for a simple breakfast. I know there was something available for a discount on the 5th floor for a limited time in the morning but that still came at a price. In the end, I would still recommend staying here because of the pros out weighing the cons."

The Godfrey Hotel Boston

10/10 Excellent

"1st time in Boston. Great location. Coffee shop attached to the lobby, just try to get there between 7a-7:30a to avoid a lot of foot traffic. Pastries, breads, avocado toast, salmon toast, very tasty, all kinds of coffees. Valet very helpful, there is a self-park lot walking distance if you dont want to pay for Valet service. Snacks and drinks are readily available in the room included. I requested a rollaway bed and had it in my room in less than 10 min. ALL of their staff is super kind, helpful and welcoming. Will be staying there again."

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent

"The building itself is very old and there is only one elevator that you have to go up a flight of stairs to access. Other than this issue, we were very satisfied with our room. The bed was very comfortable. We never made it down for breakfast any of the days we were there."

Encore Boston Harbor

10/10 Excellent

"From the Front Desk to the Casino staff my husband and I felt like we were the most important folks staying at the hotel . The reality was we were weary travelers returning from a business meeting in Connecticut by train . Much more relaxing than driving until ... our train out of Connecticut was late thus making us miss the Amtrak Downeaster by 8 min! We had done our best running through Back bay Station . Racing to the subway connecting to the next big station . No bus . No rental cars and next train didnt leave for 6 hrs . Tired and looking frazzled I looked online and I saw rooms available at Encore . Never stayed . Always wanted . So two worn out folks walked into your incredible lobby and was greeted with such warm . The young lady at the desk was so gracious and after we told our story everyone was " do you need anything ?????" Now 8:30 pm we were hungry and went to "Franks?" a very lovely blond lady looked at us and just knew we needed a kind word. We enjoyed the casino and having been to Vegas and quite a few other casinos none compare to its atmosphere. Not to leave out our room ...it was like a gift to these weary travelers . Again we were not judged or just given our room key we were treated like special guests . I was embarrassed by how worn out we looked as Im a business owner , blah blah but your staff made our crazy trip feel like a special meant to be momment . THANK YOU ! We will be back !"

The Revolution Hotel

10/10 Excellent

"A great value! The shared bathroom thing is only a minor inconvenience. It's essentially a room that has 6-ish doors, each with their own toilet and shower, so it's very private. Be aware that they don't straighten your room everyday either. Overall, for what we spent, it was worth giving up these little things."

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Massachusetts Vacation Homes information

Number of reviews	592
Accommodation	6412 Vacation Homes
Lowest Price	HK$1,578
Highest Price	HK$8,847

Vacation Homes in Massachusetts

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Massachusetts

Boston

Our top choices for Massachusetts holiday homes

1. Home Away from Home!

2. Lorenzo Inn

3. 76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

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

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

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

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

8. Cozy private 2 bed apartment in Shelburne Falls

9. Chill beach 3-bedroom getaway on Nobadeer beach

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

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

12. Lovely 2nd Floor Apartment

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

14. Cozy Riverside Berkshires Retreat

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

16. Cozy 4 bedroom cottage in town, with parking

17. The widow’s walk your very own spa experience

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

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

20. Boston's Best Vacation Home

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Top Massachusetts Hotel Reviews

Omni Boston Hotel at the Seaport

Find out more about Massachusetts

Massachusetts Vacation Homes information

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