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

Vacation rentals in Massachusetts

Browse 41,538 available vacation homes and compared across 39 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 41,538 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Chatham
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented vacation home with patio, yard & BBQ | City view | Beach nearby | Pets allowed

Chatham, Barnstable County, Massachusetts
This Chatham house rental features a yard, balcony, and kitchen, accommodating up to 10 guests and welcoming pets.
from $725
per night
Outstanding(50 ratings)
from $725
per night
View deal
House West Dennis
House ∙ 12 guests ∙ 6 bedrooms

House with barbecue & terrace | Nature view

West Dennis, Dennis, Massachusetts
This West Dennis house rental features a kitchen and parking, perfect for family gatherings with space for 12 guests.
from $491
per night
Outstanding(36 ratings)
from $491
per night
View deal
House Barnstable
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with garden, terrace & private pool | Nature view

Barnstable, Barnstable County, Massachusetts
This Barnstable house rental features a private pool, yard, and kitchen, perfect for accommodating up to 12 guests.
from $969
per night
from $969
per night
View deal
Cabin Vineyard Haven
Cabin ∙ 6 guests ∙ 3 bedrooms

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

Vineyard Haven, Tisbury, Massachusetts
This waterfront cabin in Vineyard Haven offers beach access, a kitchen, and parking, perfect for families of six.
from $331
per night
Outstanding(95 ratings)
from $331
per night
View deal
House South Yarmouth
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented wonderful house with barbecue, terrace & garden | Lake view | Good for workation

South Yarmouth, Yarmouth, Massachusetts
This waterfront house rental in South Yarmouth features a sauna, spa, fireplace, and a yard perfect for family gatherings.
from $257
per night
Excellent(70 ratings)
from $257
per night
View deal
House Oak Bluffs
House ∙ 13 guests ∙ 6 bedrooms

Fully equipped vacation home with barbecue & terrace | Beach nearby

Oak Bluffs, Dukes County, Massachusetts
This Oak Bluffs house rental features a kitchen, balcony, and parking, perfect for accommodating up to 13 guests.
from $962
per night
Outstanding(16 ratings)
from $962
per night
View deal
Lodge Scituate
Lodge ∙ 15 guests ∙ 6 bedrooms

Lodge with BBQ & terrace | Beach view | Good for workation

Scituate, Plymouth County, Massachusetts
This Scituate lodge offers waterfront access, a fireplace, a kitchen, and a balcony for unforgettable family gatherings.
from $859
per night
Outstanding(137 ratings)
from $859
per night
View deal
House Hyannis
House ∙ 15 guests ∙ 6 bedrooms

House with patio, barbecue & jacuzzi | Nature view

Hyannis, Barnstable, Massachusetts
This Hyannis house rental features a hot tub, fireplace, beach access, and room for 15, making it ideal for family getaways.
from $1,011
per night
Outstanding(48 ratings)
from $1,011
per night
View deal
House Salisbury Beach
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with patio | Dogs allowed

Salisbury Beach, Salisbury, Massachusetts
from $140
per night
from $140
per night
View deal
House Dennis
House ∙ 12 guests ∙ 5 bedrooms

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

Dennis, Dennis Town, Massachusetts
This house rental in Dennis offers beach access, a fireplace, and a spa, perfect for family gatherings of up to 12.
from $484
per night
Outstanding(62 ratings)
from $484
per night
View deal
Cabin North Truro
Cabin ∙ 5 guests ∙ 2 bedrooms

Family-oriented nice cottage with terrace, garden & barbeque | Next to the beach

North Truro, Barnstable County, Massachusetts
This North Truro cabin offers waterfront access, a kitchen, and a family-friendly yard just steps from the beach for up to 5 guests.
from $157
per night
Very good(13 ratings)
from $157
per night
View deal
House West Tisbury
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped charming house with terrace & barbeque

West Tisbury, Dukes County, Massachusetts
This West Tisbury house rental features a kitchen, balcony, and parking, accommodating up to 8 guests for a fantastic getaway.
from $524
per night
Outstanding(37 ratings)
from $524
per night
View deal
House South Chatham
House ∙ 8 guests ∙ 3 bedrooms

House with barbeque & patio | Lake view

South Chatham, Chatham, Massachusetts
This waterfront house in South Chatham features a kitchen, parking, and space for 8, making it a perfect vacation retreat.
from $892
per night
Outstanding(27 ratings)
from $892
per night
View deal
House Wellfleet
House ∙ 15 guests ∙ 6 bedrooms

Vacation home with terrace, barbecue & yard

Wellfleet, Barnstable County, Massachusetts
This waterfront house in Wellfleet offers a yard, beach access, and a balcony, perfect for family gatherings of up to 15.
from $1,170
per night
Outstanding(45 ratings)
from $1,170
per night
View deal
Cabin Oak Bluffs
Cabin ∙ 8 guests ∙ 5 bedrooms

Cottage with BBQ, terrace & yard

Oak Bluffs, Dukes County, Massachusetts
This Oak Bluffs cabin features a kitchen, yard, and parking, perfect for family gatherings of up to eight guests.
from $689
per night
Outstanding(40 ratings)
from $689
per night
View deal

Vacation rentals and apartments with air conditioning

House  Wellfleet
from $219
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly lovely vacation home with patio & BBQ | Close to the beach | Pets are welcome

5.0
Outstanding(100 ratings)
Wellfleet, Barnstable County, Massachusetts
Air conditioning
View deal
House  Plymouth
from $685
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
Air conditioning
View deal
House  Northwest Harwich
from $725
per night
House ∙ 8 guests ∙ 4 bedrooms

House with garden, grill & terrace

5.0
Outstanding(71 ratings)
Northwest Harwich, Harwich, Massachusetts
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House  South Yarmouth
from $143
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with barbecue

South Yarmouth, Yarmouth, Massachusetts
Balcony/Patio
View deal
Cabin  Harwich Port
from $186
per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Family-oriented cottage with terrace & barbecue | Good for workation

3.9
Good(18 ratings)
Harwich Port, Harwich, Massachusetts
Balcony/Patio
View deal
House  South Chatham
from $420
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped vacation home with patio, barbecue & garden | Nature view

3.8
Good(11 ratings)
South Chatham, Chatham, Massachusetts
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

House  Rockport
from $150
per night
House ∙ 11 guests ∙ 4 bedrooms

Vacation home with barbeque, yard & patio | City view | Good for workation

4.7
Excellent(37 ratings)
Rockport, Essex County, Massachusetts
Yard
View deal
House  Tolland
from $118
per night
House ∙ 6 guests ∙ 4 bedrooms

House with garden, patio & grill | Lake view

Tolland, Hampden County, Massachusetts
Yard
View deal
House  Sandwich
from $984
per night
House ∙ 20 guests ∙ 9 bedrooms

House with barbeque, private pool & garden | Nature view | Good for workation

5.0
Outstanding(24 ratings)
Sandwich, Barnstable County, Massachusetts
Yard
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Massachusetts offering exceptional value for money

Condo Hull
from $172
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with patio & barbecue | Beach nearby

3.8
Good(53 ratings)
Hull, Plymouth County, Massachusetts
View deal
House Sandwich
from $328
per night
House ∙ 9 guests ∙ 3 bedrooms

House with yard, barbecue & terrace | Nature view

4.8
Outstanding(11 ratings)
Sandwich, Barnstable County, Massachusetts
View deal
House Hull
from $176
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented house | Lake view | Close to the beach | Pets allowed

Hull, Plymouth County, 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

House Harwich Port
from $1,084
per night
House ∙ 12 guests ∙ 7 bedrooms

Fully equipped house with yard & barbecue | City view | Beach nearby

4.8
Outstanding(38 ratings)
Harwich Port, Harwich, Massachusetts
View deal
House West Dennis
from $665
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with patio, grill & garden

4.7
Excellent(27 ratings)
West Dennis, Dennis, Massachusetts
View deal
House Edgartown
from $2,631
per night
House ∙ 15 guests ∙ 6 bedrooms

Child-friendly wonderful vacation home with private pool, garden & barbeque | Nature view | Pet-friendly

5.0
Outstanding(26 ratings)
Edgartown, Dukes County, Massachusetts
View deal

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

How are reviews collected?
Mary H.
Guest verified by HomeToGo

Beautiful home perfect for a large family gathering. The kitchen was well stocked. We took advantage of the hot tub, piano, puzzle table, and playing games on the large dining table. Cross country skiing was available right outside the door and downhill a short drive away. Thanking you for making such a special time possible.

Reviewed on 1/22/2026 | Family
House Stockbridge
from $1,371
per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(7 ratings)
Stockbridge, Berkshire County, Massachusetts
View deal
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 $136
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 $354
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 $322
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 $260
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
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 $571
per night
House ∙ 7 guests ∙ 3 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 $198
per night
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(120 ratings)
Eastham, Orleans Town, 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 (12,655)
  • Pool (10,447)
  • WiFi (37,161)
  • Air conditioning (36,247)
  • Kitchen (24,951)
  • Parking (1,926)
  • TV (35,790)
  • Washing machine (22,416)
  • Grill (16,648)
  • Hot tub (1,825)
  • Balcony/patio (15,342)
  • No smoking (36,266)

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 9 and usually cost around $621 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 $795 per night (7/4 – 7/11), which is the most expensive time of the year to book a vacation home. The cheapest time to book a vacation rental is in April (4/11 – 4/18).

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 March, as it comprises the busiest week of the next 12 months (3/20 – 3/27). Conversely, it is in June (6/6 – 6/13) 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 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 41,538 rentals
💳 Possible discounts up to 17%
🌙 Nightly prices starting at $131
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 13,348 homes
🏊 Vacation rentals with pools 10,874 homes
63 reviews
Massachusetts vacation rentals have an average rating of 4.4/5 on 63 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 $131 per night. Nightly prices for house rentals are $960 on average. Apartment rentals in Massachusetts cost $475 per night on average.

How many vacation rentals are available for booking in Massachusetts?

There are currently 41,538 rentals from 39 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 10,874 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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