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

Vacation rentals in Massachusetts

Browse 37,287 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 37,287 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

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 $642
per night
Outstanding(48 ratings)
from $642
per night
View deal
House West Dennis
House ∙ 12 guests ∙ 6 bedrooms

House with barbecue & terrace | Nature view

West Dennis, Dennis, Massachusetts
from $480
per night
Outstanding(36 ratings)
from $480
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 $704
per night
Outstanding(39 ratings)
from $704
per night
View deal
House Oak Bluffs
House ∙ 18 guests ∙ 9 bedrooms

House with garden, terrace & BBQ

Oak Bluffs, Dukes County, Massachusetts
from $1,385
per night
Outstanding(4 ratings)
from $1,385
per night
View deal
Lodge Scituate
Lodge ∙ 15 guests ∙ 6 bedrooms

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

Scituate, Plymouth County, Massachusetts
from $806
per night
Outstanding(126 ratings)
from $806
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 $136
per night
Outstanding(22 ratings)
from $136
per night
View deal
House East Falmouth
House ∙ 11 guests ∙ 4 bedrooms

Family-oriented vacation home with patio, pool & BBQ | Close to the beach | Perfect for remote work

East Falmouth, Falmouth, Massachusetts
from $1,045
per night
Outstanding(14 ratings)
from $1,045
per night
View deal
Cabin Oak Bluffs
Cabin ∙ 8 guests ∙ 5 bedrooms

Cottage with BBQ, terrace & yard

Oak Bluffs, Dukes County, Massachusetts
from $642
per night
Outstanding(40 ratings)
from $642
per night
View deal
House Dennis Port
House ∙ 16 guests ∙ 7 bedrooms

Vacation home with patio, barbecue & garden | City view

Dennis Port, Dennis, Massachusetts
from $869
per night
Outstanding(76 ratings)
from $869
per night
View deal
House Wellfleet
House ∙ 15 guests ∙ 6 bedrooms

Vacation home with terrace, barbecue & yard

Wellfleet, Barnstable County, Massachusetts
from $1,024
per night
Outstanding(43 ratings)
from $1,024
per night
View deal
House Harwich Port
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped vacation home with terrace, grill & yard | City view | Suitable for remote work | Dogs allowed

Harwich Port, Harwich, Massachusetts
from $298
per night
Good(39 ratings)
from $298
per night
View deal
House Northwest Harwich
House ∙ 10 guests ∙ 4 bedrooms

House with patio, yard & grill | City view

Northwest Harwich, Harwich, Massachusetts
from $574
per night
Outstanding(21 ratings)
from $574
per night
View deal
Apartment Brookline
Apartment ∙ 6 guests ∙ 3 bedrooms

Family-friendly charming holiday apartment | Pets are welcome

Brookline, Norfolk County, Massachusetts
from $261
per night
from $261
per night
View deal
House Falmouth
House ∙ 12 guests ∙ 6 bedrooms

Children-friendly ample house with hot tub, barbecue & garden | Nature view | Next to the beach | Dogs allowed

Falmouth, Barnstable County, Massachusetts
from $770
per night
Outstanding(57 ratings)
from $770
per night
View deal
House Salisbury
House ∙ 14 guests ∙ 5 bedrooms

Family-oriented vacation home with garden, terrace & grill | Nature view

Salisbury, Essex County, Massachusetts
from $168
per night
Outstanding(102 ratings)
from $168
per night
View deal

Vacation rentals and apartments with air conditioning

House  Vineyard Haven
from $601
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  Ocean Bluff-Brant Rock
from $512
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with BBQ & patio | Nature view

5.0
Outstanding(63 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
Air conditioning
View deal
House  Sandwich
from $660
per night
House ∙ 20 guests ∙ 9 bedrooms

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

5.0
Outstanding(18 ratings)
Sandwich, Barnstable County, Massachusetts
Air conditioning
View deal
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Vacation homes and rentals with a yard

House  Vineyard Haven
from $827
per night
House ∙ 12 guests ∙ 6 bedrooms

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

5.0
Outstanding(27 ratings)
Vineyard Haven, Tisbury, Massachusetts
Yard
View deal
House  Plymouth
from $560
per night
House ∙ 16 guests ∙ 9 bedrooms

Children-friendly vacation home with jacuzzi, private pool & BBQ | Good for workation | Pet-friendly

4.8
Outstanding(61 ratings)
Plymouth, Plymouth County, Massachusetts
Yard
View deal
House  Ocean Bluff-Brant Rock
from $430
per night
House ∙ 12 guests ∙ 4 bedrooms

Family-friendly vacation home with barbecue, patio & yard

4.7
Excellent(44 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
Yard
View deal
See all offers

Vacation Rentals With Fireplaces

House  West Dennis
from $857
per night
House ∙ 17 guests ∙ 7 bedrooms

Vacation home with yard, barbecue & terrace | Nature view

5.0
Outstanding(32 ratings)
West Dennis, Dennis, Massachusetts
Fireplace
View deal
House  South Yarmouth
from $227
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ, garden & terrace | Nature view

4.4
Very good(44 ratings)
South Yarmouth, Yarmouth, Massachusetts
Fireplace
View deal
House  Teaticket
from $954
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
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Massachusetts offering exceptional value for money

House West Dennis
from $306
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
View deal
Cabin Salisbury
from $315
per night
Cabin ∙ 8 guests ∙ 3 bedrooms

Cottage with patio & barbecue

4.9
Outstanding(23 ratings)
Salisbury, Essex County, Massachusetts
View deal
House Oak Bluffs
from $958
per night
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly house with BBQ & patio | Close to the beach

5.0
Outstanding(28 ratings)
Oak Bluffs, Dukes 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 Nantucket
from $662
per night
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ, terrace & yard | Nature view

5.0
Outstanding(162 ratings)
Nantucket, Massachusetts, United States
View deal
House Brant Rock
from $495
per night
House ∙ 10 guests ∙ 4 bedrooms

House with patio, barbeque & garden

4.7
Excellent(140 ratings)
Brant Rock, Marshfield, Massachusetts
View deal
House Ocean Bluff-Brant Rock
from $265
per night
House ∙ 7 guests ∙ 3 bedrooms

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

5.0
Outstanding(139 ratings)
Ocean Bluff-Brant Rock, Plymouth 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 $143
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 $358
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 $292
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 $212
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 $193
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 $502
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 $276
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 $447
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 (11,752)
  • Pool (10,465)
  • WiFi (35,995)
  • Air conditioning (34,310)
  • Kitchen (22,845)
  • Parking (1,899)
  • TV (33,733)
  • Washing machine (21,207)
  • Grill (16,110)
  • Hot tub (1,853)
  • Balcony/patio (15,430)
  • No smoking (36,028)

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 $514 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 $543 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 January (1/10 – 1/17).

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 (11/21 – 11/28). Conversely, it is in December (12/27 – 1/3) 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 37,287 rentals
💳 Possible discounts up to 17%
🌙 Nightly prices starting at $104
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 11,746 homes
🏊 Vacation rentals with pools 10,461 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 $104 per night. Nightly prices for house rentals are $839 on average. Apartment rentals in Massachusetts cost $352 per night on average.

How many vacation rentals are available for booking in Massachusetts?

There are currently 37,287 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 10,461 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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