Vacation rentals in Massachusetts - HomeToGo base64Hash Vacation rentals in Massachusetts - HomeToGo

Vacation rentals in Massachusetts

Browse 38,253 available vacation homes and compared across 46 trusted partners
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Top 15 most Recommended Vacation Rentals in Massachusetts

Discover your ideal Massachusetts vacation rental with real-time comparisons of 38,078 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Harwich Port
House ∙ 11 guests ∙ 3 bedrooms

Child-friendly charming vacation home with yard, BBQ & patio | City view | Close to the beach | Perfect for remote work

Harwich Port, Harwich, Massachusetts
from $564
per night
Outstanding(8 ratings)
from $564
per night
View deal
House Oak Bluffs
House ∙ 18 guests ∙ 9 bedrooms

House with garden, terrace & BBQ

Oak Bluffs, Dukes County, Massachusetts
from $1,460
per night
Outstanding(4 ratings)
from $1,460
per night
View deal
Cabin Dennis
Cabin ∙ 8 guests ∙ 3 bedrooms

Cottage with patio, BBQ & yard | Lake view | Good for workation

Dennis, Dennis Town, Massachusetts
from $244
per night
Outstanding(128 ratings)
from $244
per night
View deal
House West Yarmouth
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with garden, heated pool & patio | Nature view

West Yarmouth, Yarmouth, Massachusetts
from $638
per night
Outstanding(36 ratings)
from $638
per night
View deal
House Ocean Bluff-Brant Rock
House ∙ 7 guests ∙ 3 bedrooms

Family-friendly lovely house with terrace, yard & barbeque | Nature view | Suitable for remote work

Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
from $158
per night
Outstanding(140 ratings)
from $158
per night
View deal
House West Yarmouth
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with garden, BBQ & terrace | Nature view

West Yarmouth, Yarmouth, Massachusetts
from $695
per night
Outstanding(39 ratings)
from $695
per night
View deal
House South Yarmouth
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ, garden & terrace | Nature view

South Yarmouth, Yarmouth, Massachusetts
from $223
per night
Very good(44 ratings)
from $223
per night
View deal
House Dennis
House ∙ 12 guests ∙ 5 bedrooms

House with grill, terrace & yard | Perfect for remote work

Dennis, Dennis Town, Massachusetts
from $474
per night
Outstanding(61 ratings)
from $474
per night
View deal
House Vineyard Haven
House ∙ 12 guests ∙ 6 bedrooms

Fully equipped wonderful vacation home with BBQ, patio & yard | Suitable for remote work

Vineyard Haven, Tisbury, Massachusetts
from $754
per night
Outstanding(27 ratings)
from $754
per night
View deal
House Brewster
House ∙ 10 guests ∙ 5 bedrooms

Child-friendly lovely vacation home with patio, yard & BBQ

Brewster, Brewster Town, Massachusetts
from $500
per night
Outstanding(110 ratings)
from $500
per night
View deal
House West Chatham
House ∙ 6 guests ∙ 3 bedrooms

House with terrace | Nature view

West Chatham, Chatham, Massachusetts
from $217
per night
Very good(86 ratings)
from $217
per night
View deal
House Edgartown
House ∙ 14 guests ∙ 5 bedrooms

Children-friendly vacation home with barbecue, terrace & private pool | City view | Suitable for remote work | Dogs allowed

Edgartown, Dukes County, Massachusetts
from $596
per night
Outstanding(48 ratings)
from $596
per night
View deal
House Plymouth
House ∙ 16 guests ∙ 6 bedrooms

Fully equipped wonderful house with patio, barbeque & yard | Suitable for remote work

Plymouth, Plymouth County, Massachusetts
from $777
per night
Outstanding(39 ratings)
from $777
per night
View deal
House Wellfleet
House ∙ 5 guests ∙ 3 bedrooms

Vacation home with yard, barbecue & patio | Nature view

Wellfleet, Barnstable County, Massachusetts
from $385
per night
Excellent(52 ratings)
from $385
per night
View deal
House East Sandwich
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbecue & patio | Nature view | Perfect for remote work

East Sandwich, Sandwich, Massachusetts
from $133
per night
Outstanding(21 ratings)
from $133
per night
View deal

Vacation houses with Balconies or Patios

House  West Dennis
from $252
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented beautiful house with BBQ & terrace | Close to the beach

4.9
Outstanding(37 ratings)
West Dennis, Dennis, Massachusetts
Balcony/Patio
View deal
Cabin  West Dennis
from $482
per night
Cabin ∙ 10 guests ∙ 5 bedrooms

Spacious cottage with terrace & barbecue | Nature view | Next to the beach | Dogs allowed

4.8
Outstanding(48 ratings)
West Dennis, Dennis, Massachusetts
Balcony/Patio
View deal
House  Harwich Center
from $301
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with garden, terrace & grill

4.5
Excellent(29 ratings)
Harwich Center, Harwich, Massachusetts
Balcony/Patio
View deal
See all offers

Vacation rentals and apartments with air conditioning

House  Nantucket
from $722
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with yard, patio & BBQ

5.0
Outstanding(44 ratings)
Nantucket, Massachusetts, United States
Air conditioning
View deal
House  Vineyard Haven
from $604
per night
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented house with garden, barbecue & terrace | Nature view | Suitable for remote work

5.0
Outstanding(25 ratings)
Vineyard Haven, Tisbury, Massachusetts
Air conditioning
View deal
House  West Chatham
from $393
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with hot tub, barbecue & patio | Nature view

4.8
Outstanding(69 ratings)
West Chatham, Chatham, Massachusetts
Air conditioning
View deal
See all offers

Vacation Rentals With Fireplaces

House  Sandisfield
from $265
per night
House ∙ 9 guests ∙ 4 bedrooms

House with yard, patio & BBQ | Lake view

4.8
Outstanding(174 ratings)
Sandisfield, Berkshire County, Massachusetts
Fireplace
View deal
House  Teaticket
from $934
per night
House ∙ 8 guests ∙ 4 bedrooms

House with barbeque & patio | Suitable for remote work

5.0
Outstanding(46 ratings)
Teaticket, Falmouth, Massachusetts
Fireplace
View deal
House  Mashpee
from $166
per night
House ∙ 8 guests ∙ 3 bedrooms

House with terrace, pool & hot tub | Nature view

Mashpee, Barnstable County, Massachusetts
Fireplace
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Massachusetts offering exceptional value for money

House Plymouth
from $653
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly nice house with terrace & grill | City view

4.8
Outstanding(62 ratings)
Plymouth, Plymouth County, Massachusetts
View deal
House North Falmouth
from $389
per night
House ∙ 8 guests ∙ 5 bedrooms

Children-friendly beautiful vacation home with barbecue | Beach nearby

5.0
Outstanding(10 ratings)
North Falmouth, Falmouth, Massachusetts
View deal
House Bellingham
from $195
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with pool & patio

4.6
Excellent(7 ratings)
Bellingham, Bellingham Town, Massachusetts
View deal

Top-Rated Vacation rentals in Massachusetts

Book the highest-rated Massachusetts vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Cabin Vineyard Haven
from $351
per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Family-friendly lovely cottage with grill & terrace | Nature view

4.9
Outstanding(93 ratings)
Vineyard Haven, Tisbury, Massachusetts
View deal
Cabin Mattapoisett
from $217
per night
Cabin ∙ 7 guests ∙ 3 bedrooms

Cottage with garden, barbeque & terrace

4.8
Outstanding(59 ratings)
Mattapoisett, Plymouth County, Massachusetts
View deal
Cabin Salisbury
from $330
per night
Cabin ∙ 8 guests ∙ 3 bedrooms

Cottage with patio & barbecue

4.9
Outstanding(23 ratings)
Salisbury, Essex 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 $140
per night
Cabin ∙ 2 guests ∙ 2 bedrooms
5.0
Outstanding(75 ratings)
Northfield, Franklin County, Massachusetts
View deal
John M.
Guest verified by HomeToGo

Area great for hiking, cycling or going to the coast. Tiny house very pleasant, hosts very accommodating. Had difficulty with GPS taking me to same address in address rather than Falmouth. Outside shower a bit surprising but works well.

Reviewed on 9/30/2025 | Couple
House East Falmouth
from $143
per night
House ∙ 2 guests ∙ 1 bedroom
4.5
Excellent(2 ratings)
East Falmouth, Falmouth, 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 $422
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 $325
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 $208
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%
$192
from $165
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 $382
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 $213
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 $445
per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Dennis Port, Dennis, Massachusetts
View deal
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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 Features & Amenities in Massachusetts

  • Pet-friendly (12,188)
  • Pool (10,513)
  • WiFi (36,690)
  • Air conditioning (35,108)
  • Kitchen (23,751)
  • Parking (1,880)
  • TV (34,555)
  • Washing machine (21,907)
  • Grill (16,107)
  • Hot tub (1,896)
  • Balcony/patio (15,536)
  • No smoking (35,861)

You can find a large selection of vacation homes to compare and choose from if you are looking for an accommodation with a pool in Massachusetts. Hotel room with pools in Massachusetts are a good option for groups of 4 and usually cost around $484 per night. You can also rent a vacation rental with a pool near the water, which is the case for more than half of the rentals in this destination.

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 upcoming twelve months. In July, prices go up to $530 per night (7/11 – 7/18), which is the most expensive time of the year to book a vacation home. The cheapest time to book a vacation rental is in December (12/27 – 1/3).

Rental availability information in Massachusetts

Check out the graph above to find out how many vacation homes are available in Massachusetts throughout the year. Be careful if you plan to go to Massachusetts in November, as it comprises the busiest week of the next 12 months (11/7 – 11/14). Conversely, it is in November (11/29 – 12/6) that the highest percentage of rentals are available.

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.

What are the top sights in Massachusetts?
A Massachusetts apartment rental will open the doors to New England's largest metropolitan area, Greater Boston, including cities such as Worcester, Lowell or Quincy. Many destinations and places of interest are easily accessible from your Massachusetts apartment or rental home. For example, you can visit Salem, a town where witches were hunted in the late seventeenth century. Also, if you visit Salem in the fall, you can celebrate Halloween and enjoy a unique experience. The state's farm and forest interior is reminiscent of the quiet rurality of other states in the region, and a Massachusetts vacation rental is perfect for enjoying the welcoming and relaxing nature.

Information about vacation rentals in Massachusetts

🏡 Vacation rentals available 38,078 rentals
💳 Possible discounts up to 17%
🌙 Nightly prices starting at $80
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 12,161 homes
🏊 Vacation rentals with pools 10,561 homes
43 reviews
Massachusetts vacation rentals have an average rating of 4.5/5 on 43 reviews left by travelers.

Frequently Asked Questions

What is the price per night for a vacation home in Massachusetts?

Prices for vacation rentals in Massachusetts start from $80 per night. Nightly prices for house rentals are $828 on average. Apartment rentals in Massachusetts cost $353 per night on average.

How many vacation rentals are available for booking in Massachusetts?

There are currently 38,078 rentals from 46 providers in Massachusetts.

What amenities are most popular for vacation homes in Massachusetts?

Travelers search for Pets allowed, Pool, and Internet when booking a vacation rental in Massachusetts.

How many vacation rentals with pools are there in Massachusetts?

Massachusetts has 10,561 Hotel room and Motel on offer to rent.

Are pets allowed in vacation rentals in Massachusetts?

In case if you are traveling with a pet in Massachusetts - 32% of rentals are pet-friendly.

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