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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 $26 per night!

House Centerville
House ∙ 16 guests ∙ 6 bedrooms

418 m² House

Centerville, Barnstable, Massachusetts
from $180
per night
Outstanding(45 ratings)
from $180
per night
View deal
House East Dennis
House ∙ 10 guests ∙ 4 bedrooms

260 m² House

East Dennis, Dennis, Massachusetts
from $890
per night
Outstanding(40 ratings)
from $890
per night
View deal
House Brewster
House ∙ 10 guests ∙ 5 bedrooms

House

Brewster, Brewster Town, Massachusetts
from $839
per night
Outstanding(29 ratings)
from $839
per night
View deal
House Cohasset
House ∙ 7 guests ∙ 4 bedrooms

House

Cohasset, Norfolk County, Massachusetts
from $390
per night
Outstanding(7 ratings)
from $390
per night
View deal
House Pittsfield
House ∙ 10 guests ∙ 3 bedrooms

167 m² House

Pittsfield, Berkshire County, Massachusetts
from $390
per night
Outstanding(94 ratings)
from $390
per night
View deal
House Chatham
House ∙ 10 guests ∙ 5 bedrooms

204 m² House

Chatham, Barnstable County, Massachusetts
from $667
per night
Outstanding(82 ratings)
from $667
per night
View deal
House East Falmouth
House ∙ 14 guests ∙ 6 bedrooms

186 m² House

East Falmouth, Falmouth, Massachusetts
from $786
per night
Outstanding(124 ratings)
from $786
per night
View deal
House Stoneham
House ∙ 2 guests ∙ 1 bedroom

46 m² House

Stoneham, Middlesex County, Massachusetts
from $113
per night
from $113
per night
View deal
House Falmouth
House ∙ 12 guests ∙ 6 bedrooms

294 m² House

Falmouth, Barnstable County, Massachusetts
from $1,077
per night
Outstanding(56 ratings)
from $1,077
per night
View deal
House Hyannis
House ∙ 8 guests ∙ 3 bedrooms

House

Hyannis, Barnstable, Massachusetts
from $587
per night
Outstanding(122 ratings)
from $587
per night
View deal
House Salisbury
House ∙ 14 guests ∙ 5 bedrooms

167 m² House

Salisbury, Essex County, Massachusetts
from $233
per night
Outstanding(89 ratings)
from $233
per night
View deal
House Scituate
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

Scituate, Plymouth County, Massachusetts
from $747
per night
Outstanding(53 ratings)
from $747
per night
View deal
House Dennis Port
House ∙ 14 guests ∙ 6 bedrooms

367 m² House

Dennis Port, Dennis, Massachusetts
from $855
per night
Outstanding(97 ratings)
from $855
per night
View deal
House East Sandwich
House ∙ 10 guests ∙ 4 bedrooms

279 m² House

East Sandwich, Sandwich, Massachusetts
from $1,116
per night
Outstanding(32 ratings)
from $1,116
per night
View deal
House Ocean Bluff-Brant Rock
House ∙ 7 guests ∙ 3 bedrooms

130 m² House

Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
from $186
per night
Outstanding(133 ratings)
from $186
per night
View deal

Vacation homes and cottages with a garden

House  South Yarmouth
from $630 per night
House ∙ 10 guests ∙ 5 bedrooms

164 m² House

4.9
Outstanding(130 ratings)
South Yarmouth, Yarmouth, Massachusetts
Yard
View deal
House  Dennis
from $723 per night
House ∙ 10 guests ∙ 4 bedrooms

184 m² House

5.0
Outstanding(28 ratings)
Dennis, Dennis Town, Massachusetts
Yard
View deal
House  Truro
from $1,106 per night
House ∙ 8 guests ∙ 4 bedrooms

195 m² House

4.9
Outstanding(39 ratings)
Truro, Barnstable County, Massachusetts
Yard
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Vacation rentals and apartments with air conditioning

House  Rockport
from $834 per night
House ∙ 10 guests ∙ 5 bedrooms

House

4.3
Very good(86 ratings)
Rockport, Essex County, Massachusetts
Air conditioning
View deal
House  Dennis Port
from $310 per night
House ∙ 12 guests ∙ 4 bedrooms

195 m² House

4.9
Outstanding(68 ratings)
Dennis Port, Dennis, Massachusetts
Air conditioning
View deal
House  Truro
from $975 per night
House ∙ 8 guests ∙ 4 bedrooms

297 m² House

5.0
Outstanding(47 ratings)
Truro, Barnstable County, Massachusetts
Air conditioning
View deal
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Apartments with a balcony or patio

House  Dennis
from $1,129 per night
House ∙ 8 guests ∙ 3 bedrooms

112 m² House

4.8
Outstanding(24 ratings)
Dennis, Dennis Town, Massachusetts
Balcony/Patio
View deal
House  Gloucester
from $1,138 per night
House ∙ 15 guests ∙ 6 bedrooms

372 m² House

4.6
Excellent(68 ratings)
Gloucester, Essex County, Massachusetts
Balcony/Patio
View deal
House  New Seabury
from $1,015 per night
House ∙ 12 guests ∙ 5 bedrooms

House

5.0
Outstanding(2 ratings)
New Seabury, Mashpee, Massachusetts
Balcony/Patio
View deal
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Budget-friendly Rentals in Massachusetts

Find Fantastic yet Inexpensive Rentals

House East Falmouth
from $1,055 per night
House ∙ 10 guests ∙ 4 bedrooms

House

East Falmouth, Falmouth, Massachusetts
View deal
House East Sandwich
from $715 per night
House ∙ 8 guests ∙ 4 bedrooms

House

5.0
Outstanding(41 ratings)
East Sandwich, Sandwich, Massachusetts
View deal
House Wareham
from $353 per night
House ∙ 8 guests ∙ 4 bedrooms

102 m² House

4.4
Very good(15 ratings)
Wareham, Plymouth County, Massachusetts
View deal

Top-Rated Offers and Accommodations in Massachusetts

Book Vacation Rentals with the Highest User Rating

House Quincy
from $707 per night
House ∙ 8 guests ∙ 4 bedrooms

288 m² House

5.0
Outstanding(92 ratings)
Quincy, Norfolk County, Massachusetts
View deal
House West Dennis
from $468 per night
House ∙ 12 guests ∙ 6 bedrooms

279 m² House

5.0
Outstanding(67 ratings)
West Dennis, Dennis, Massachusetts
View deal
House Salisbury
from $183 per night
House ∙ 8 guests ∙ 3 bedrooms

82 m² House

4.8
Outstanding(54 ratings)
Salisbury, Essex County, Massachusetts
View deal

Customer ratings and reviews

How are reviews collected?
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 $312 per night
HomeToGo
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Indian Lake East, Worcester, Massachusetts
View deal
Patricia M.
Guest verified by HomeToGo

The house was very clean and bright. The rooms were good size. It had a great location. The outdoor area was nice and felt secluded even though the neighbors were close. It was well equipped with all that we needed. I would definitely rent it again. Your description on this email however said it was a 4 bedroom rental. It had 3 bedrooms. Maybe the couch could be used as a bed, but there are only 3 bedrooms in this house.

Reviewed on 6/22/2025 | Family
House Vineyard Haven
from $650 per night
HomeToGo
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Vineyard Haven, Tisbury, 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
from $265 per night
HomeToGo
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(2 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 $522 per night
HomeToGo
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 $318 per night
HomeToGo
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 $347 per night
HomeToGo
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 $204 per night
HomeToGo
House ∙ 3 guests ∙ 1 bedroom
4.7
Excellent(7 ratings)
Dennis Port, Dennis, Massachusetts
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Find your dream stay

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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Massachusetts

  • Pool (10,847)
  • WiFi (37,663)
  • Pet-friendly (12,236)
  • Kitchen (25,317)
  • Air conditioning (36,486)
  • Washing machine (22,278)
  • TV (35,470)
  • Parking (1,797)
  • Balcony/patio (16,054)
  • Dishwasher (17,046)
  • Grill (17,096)
  • No smoking (37,223)

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 9, 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 $669 (6/20 – 6/27). Opt for a getaway in October (10/4 – 10/11) 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 April (4/11 – 4/18), as 99% of the vacation rentals are booked. People tend to travel less to Massachusetts during a week in September (9/27 – 10/4) when only 37% 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 39,467 rentals
🌙 Nightly prices starting at $26
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 12,190 homes
🏊 Vacation rentals with pools 10,847 homes
21 reviews
Massachusetts vacation rentals have an average rating of 4.4/5 on 21 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Massachusetts?

September 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 31% 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.

Discover more vacation accommodations

Destinations in Massachusetts

Beautiful regions nearby to consider for your next trip

Explore other provinces

Top Vacation Destinations

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