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Massachusetts Vacation Rentals

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Top 15 Recommended vacation rentals in Massachusetts

Find your perfect vacation rental in Massachusetts from just $146 per night!

House Salisbury
House ∙ 14 guests ∙ 5 bedrooms

167 m² House

Salisbury, Essex County, Massachusetts
from $242
per night
Outstanding(97 ratings)
from $242
per night
View deal
House West Dennis
House ∙ 12 guests ∙ 6 bedrooms

House

West Dennis, Dennis, Massachusetts
from $686
per night
Outstanding(36 ratings)
from $686
per night
View deal
House Plymouth
House ∙ 16 guests ∙ 6 bedrooms

372 m² House

Plymouth, Plymouth County, Massachusetts
from $1,100
per night
Outstanding(39 ratings)
from $1,100
per night
View deal
Cabin Oak Bluffs
Cabin ∙ 8 guests ∙ 5 bedrooms

167 m² Cabin

Oak Bluffs, Dukes County, Massachusetts
from $812
per night
Outstanding(40 ratings)
from $812
per night
View deal
House Falmouth
House ∙ 10 guests ∙ 5 bedrooms

195 m² House

Falmouth, Barnstable County, Massachusetts
from $691
per night
Outstanding(62 ratings)
from $691
per night
View deal
House Dennis
House ∙ 12 guests ∙ 5 bedrooms

186 m² House

Dennis, Dennis Town, Massachusetts
from $669
per night
Outstanding(61 ratings)
from $669
per night
View deal
House Brewster
House ∙ 10 guests ∙ 5 bedrooms

232 m² House

Brewster, Brewster Town, Massachusetts
from $708
per night
Outstanding(110 ratings)
from $708
per night
View deal
Condo Provincetown
Condo ∙ 2 guests ∙ 1 bedroom

Condo

Provincetown, Barnstable County, Massachusetts
from $80
per night
Outstanding(20 ratings)
from $80
per night
View deal
House Ocean Bluff-Brant Rock
House ∙ 12 guests ∙ 4 bedrooms

418 m² House

Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
from $608
per night
Excellent(43 ratings)
from $608
per night
View deal
House Eastham
House ∙ 10 guests ∙ 4 bedrooms

House

Eastham, Orleans Town, Massachusetts
from $558
per night
Outstanding(5 ratings)
from $558
per night
View deal
House West Yarmouth
House ∙ 14 guests ∙ 6 bedrooms

372 m² House

West Yarmouth, Yarmouth, Massachusetts
from $983
per night
Outstanding(39 ratings)
from $983
per night
View deal
House East Sandwich
House ∙ 6 guests ∙ 3 bedrooms

House

East Sandwich, Sandwich, Massachusetts
from $188
per night
Outstanding(21 ratings)
from $188
per night
View deal
House Plymouth
House ∙ 8 guests ∙ 4 bedrooms

177 m² House

Plymouth, Plymouth County, Massachusetts
from $921
per night
Outstanding(62 ratings)
from $921
per night
View deal
House Plymouth
House ∙ 10 guests ∙ 4 bedrooms

279 m² House

Plymouth, Plymouth County, Massachusetts
from $781
per night
Outstanding(13 ratings)
from $781
per night
View deal
House Salisbury
House ∙ 10 guests ∙ 4 bedrooms

104 m² House

Salisbury, Essex County, Massachusetts
from $540
per night
Outstanding(49 ratings)
from $540
per night
View deal

Vacation rentals and apartments with air conditioning

House  Dennis Port
from $1,071 per night
House ∙ 12 guests ∙ 6 bedrooms

House

5.0
Outstanding(61 ratings)
Dennis Port, Dennis, Massachusetts
Air conditioning
View deal
House  Northwest Harwich
from $1,251 per night
House ∙ 10 guests ∙ 4 bedrooms

204 m² House

5.0
Outstanding(29 ratings)
Northwest Harwich, Harwich, Massachusetts
Air conditioning
View deal
House  East Falmouth
from $1,464 per night
House ∙ 11 guests ∙ 4 bedrooms

232 m² House

5.0
Outstanding(14 ratings)
East Falmouth, Falmouth, Massachusetts
Air conditioning
View deal
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Apartments with a balcony or patio

House  West Dennis
from $355 per night
House ∙ 6 guests ∙ 3 bedrooms

House

4.9
Outstanding(37 ratings)
West Dennis, Dennis, Massachusetts
Balcony/Patio
View deal
House  West Yarmouth
from $900 per night
House ∙ 12 guests ∙ 5 bedrooms

297 m² House

4.8
Outstanding(36 ratings)
West Yarmouth, Yarmouth, Massachusetts
Balcony/Patio
View deal
House  Nantucket
from $1,139 per night
House ∙ 6 guests ∙ 3 bedrooms

116 m² House

5.0
Outstanding(161 ratings)
Nantucket, Massachusetts, United States
Balcony/Patio
View deal
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Vacation rentals with a fireplace

House  South Yarmouth
from $315 per night
House ∙ 8 guests ∙ 4 bedrooms

House

4.4
Very good(44 ratings)
South Yarmouth, Yarmouth, Massachusetts
Fireplace
View deal
House  West Dennis
from $1,160 per night
House ∙ 17 guests ∙ 7 bedrooms

331 m² House

5.0
Outstanding(32 ratings)
West Dennis, Dennis, Massachusetts
Fireplace
View deal
House  Dennis Port
from $382 per night
House ∙ 6 guests ∙ 3 bedrooms

House

4.8
Outstanding(35 ratings)
Dennis Port, Dennis, Massachusetts
Fireplace
View deal
See all offers

Budget-friendly Rentals in Massachusetts

Find Fantastic yet Inexpensive Rentals

House West Dennis
from $354 per night
House ∙ 6 guests ∙ 3 bedrooms

House

5.0
Outstanding(11 ratings)
West Dennis, Dennis, Massachusetts
View deal
Cabin Salisbury
from $398 per night
Cabin ∙ 8 guests ∙ 4 bedrooms

93 m² Cabin

4.9
Outstanding(37 ratings)
Salisbury, Essex County, Massachusetts
View deal
Cabin Vineyard Haven
from $504 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cabin

4.9
Outstanding(93 ratings)
Vineyard Haven, Tisbury, Massachusetts
View deal

Top-Rated Offers and Accommodations in Massachusetts

Book Vacation Rentals with the Highest User Rating

House Brant Rock
from $639 per night
House ∙ 10 guests ∙ 4 bedrooms

279 m² House

4.7
Excellent(137 ratings)
Brant Rock, Marshfield, Massachusetts
View deal
House Upham's Corner
from $672 per night
House ∙ 18 guests ∙ 6 bedrooms

House

5.0
Outstanding(22 ratings)
Upham's Corner, Boston, Massachusetts
View deal
House Falmouth
from $330 per night
House ∙ 8 guests ∙ 4 bedrooms

167 m² House

4.9
Outstanding(33 ratings)
Falmouth, Barnstable County, Massachusetts
View deal

Discover real guest reviews to help you choose the perfect stay in Massachusetts

How are reviews collected?
Jo-Ellen K.
Guest verified by HomeToGo

The house was clean and thoughtfully decorated. The grounds were beautiful. We had what we needed and were comfortable. The only downside was the step stairs which we didn’t discover until we arrived but we made do.

Reviewed on 10/29/2025 | Couple
Cabin Northfield
from $196 per night
Cabin ∙ 2 guests ∙ 2 bedrooms
5.0
Outstanding(75 ratings)
Northfield, Franklin County, Massachusetts
View deal
Jeanette N.
Guest verified by HomeToGo

This lovely house is in a quiet neighborhood on the Cape Cod Canal. We had the nicest time. It's outfitted very well and is full of mementos from its original family, which we loved. Kitchen has everything you could need. We could easily have spent our time on the deck, the beach and in the water and never left and been perfectly happy. We did venture to Gilder beach (2 blocks from house) and had some other excursions. But being here was divine overall.

Reviewed on 8/18/2025 | Family
House Bourne
from $591 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding(12 ratings)
Bourne, Barnstable County, Massachusetts
View deal
Joe S.
Guest verified by HomeToGo

The home is very spacious. Cupboards were well stocked with plates, bowls, etc. I received prompt replies to inquiries. The photos of the outside are deceiving, the deck and furniture were not maintained/cleaned. I didn't find a broom. There were no instructions for check out other than to take out the trash. A/C was blasting when we got there and we couldn't figure out how to regulate it (again, no instructions), so we turned it off and used the room units and fans. I did not find the coffee maker that I was told was there.

Reviewed on 7/7/2025 | Group
House North Eastham
from $456 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
Excellent(18 ratings)
North Eastham, Barnstable County, Massachusetts
View deal
Suzanne H.
Guest verified by HomeToGo

We came to stay here as a Mini honey moon and on first impressions it’s very sweet and romantic. And our only complaints would be that the beds were very uncomfortable and there was hair left in the shower drain.

Reviewed on 7/2/2025 | Couple
House Indian Lake East
from $292 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Indian Lake East, Worcester, Massachusetts
View deal
Christine C.
Guest verified by HomeToGo

The house was very nice, clean, and comfortable, the screened in porch was lovely, there was a great backyard with a fire-pit, and the road and neighborhood was quiet. WiFi worked great. The lake access was much closer than I thought, just a quick walk, great for kids that like to fish and swim. Roads were minimally traveled on and safe for kids to ride bikes. Nearby is a supermarket and a shopping center as well. We did not get to hike while we were there but it is clear that there is a ton of hiking nearby. All in all it was a great few days at a great house and I would highly recommend for a quiet getaway.

Reviewed on 9/24/2024 | Family
House Sherwood Forest
-14%
$269
from $232 per night
House ∙ 7 guests ∙ 2 bedrooms
4.7
Excellent(3 ratings)
Sherwood Forest, Becket, Massachusetts
View deal
Gail M.
Guest verified by HomeToGo

The location and home were both beautiful! We thoroughly enjoyed our stay! Rock Properties were very accommodating to any of our concerns and responded immediately! There was even a welcome basket with an assortment of Cape Cod gifts.

Reviewed on 5/14/2024 | Couple
House Sandwich
from $536 per night
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Sandwich, Barnstable County, Massachusetts
View deal
William S.
Guest verified by HomeToGo

Found this hidden gem and couldn’t have been happier. We had our dog with us, who also had a great time. Place is very clean and the room had full amenities, which is rare (in my opinion). We had a full kitchen, tv with several streaming stations, and nice walk in shower. There was a pool out front and different hammocks and games out back. Very close to restaurants and beaches. Will definitely stay here again

Reviewed on 8/6/2023 | Couple
Accommodation Eastham
from $298 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(120 ratings)
Eastham, Orleans Town, Massachusetts
View deal
Paulina C.
Guest verified by HomeToGo

We had a nice stay ! We really enjoyed how close the beach was. The house is clean and pretty well furnished. The master bed is a little short so if you’re very tall, this might be an issue

Reviewed on 7/31/2023 | Family
House Dennis Port
from $624 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Dennis Port, Dennis, Massachusetts
View deal
Richard M.
Guest verified by HomeToGo

The price was affordable and the location was fantastic. The cottage was clean and the contact with realtor was extremely helpful.

Reviewed on 7/3/2023
House Dennis Port
from $522 per night
House ∙ 3 guests ∙ 1 bedroom
4.7
Excellent(7 ratings)
Dennis Port, Dennis, Massachusetts
View deal
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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Massachusetts

  • Pool (10,539)
  • WiFi (36,459)
  • Pet-friendly (12,062)
  • Kitchen (23,416)
  • Air conditioning (34,890)
  • Washing machine (21,651)
  • TV (34,316)
  • Parking (1,847)
  • Balcony/patio (15,450)
  • Dishwasher (16,476)
  • Grill (15,934)
  • No smoking (35,775)

Many users pay a closer look at the vacation rentals offering a pool. More than a quarter of the properties have one. In addition, more House rental have pools than any other property type. They are an excellent choice if you go in a group of 4, as that is the number of people they can usually accommodate. In Massachusetts, more than half of the vacation homes with a pool are located close to the water.

Price and Availability Index in Massachusetts

Click on any bar to see price and availability information

Vacation Rental Price Information in Massachusetts

The graph shows average prices of rentals in Massachusetts for the next twelve months. in Massachusetts, prices can go up to $734 (7/11 – 7/18). Opt for a getaway in December (12/6 – 12/13) for optimal savings when heading to Massachusetts.

Rental availability information in Massachusetts

Check out the graph above to find out how many vacation rentals are available in Massachusetts(in %). It is harder to find an accommodation during a week of October (10/31 – 11/7), as 89% of the vacation rentals are booked. People tend to travel less to Massachusetts during a week in November (11/29 – 12/6) when only 38% of the rentals are booked.

Explore the diversity of Massachusetts with a vacation home

The state of Massachusetts was the site of the first colony in New England. Despite being a small state, there is a lot for travelers to do in Massachusetts. You can learn about fascinating historical events such as the Salem witch trials and the Boston Tea Party, or simply lounge on a Cape Cod beach.

When visiting Massachusetts, consider staying in one of the area’s many vacation rentals – they offer privacy and modern amenities, and they also feel like home.

What are the best places to discover the arts and culture of Massachusetts?

Historical landmarks in Massachusetts

If you’d like to experience what life was like in the early 1800s, pay a visit to Old Sturbridge Village. Home to over 40 historic houses and farm buildings, it is one of the most popular attractions in Massachusetts. People in costumes recreate life in the 1800s and demonstrate the routine tasks of craftspeople, blacksmiths, and farmers.

You can also venture along the Freedom Trail, which takes you to 16 historic landmarks in Boston – just keep following the brass medallions and the red brick line. Some of the landmarks along the route include the State House, the Old Granary Burial Ground, Old North Church, and Faneuil Hall. Faneuil Hall, also known as “the cradle of liberty” is where revolutionaries regularly met.

Information about vacation rentals in Massachusetts

🏡 Vacation rentals available 38,034 rentals
🌙 Nightly prices starting at $146
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 12,137 homes
🏊 Vacation rentals with pools 10,557 homes
27 reviews
Massachusetts vacation rentals have an average rating of 4.4/5 on 27 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Massachusetts?

November has the highest availability of House rental in Massachusetts, so you can expect a lot of vacation rentals available, even for last-minute bookings.

What are the most popular vacation home amenities in Massachusetts?

When looking to book a vacation home in Massachusetts, the most requested amenities include Pool, Internet, and Pets allowed.

Are there pet-friendly vacation rentals in Massachusetts?

If you're travelling with a dog, over 32% of vacation rentals in Massachusetts are pet-friendly.

What's the best month to visit Massachusetts?

If you're looking for balmy weather, July and August are typically the hottest months in Massachusetts with temperatures around 28 °C. January and February in Massachusetts are the coldest, with -7 °C on average.

Destinations in Massachusetts

Beautiful regions nearby to consider for your next trip

Explore other provinces

Similar vacation rentals nearby

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