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

Vacation rentals in Massachusetts

Find 40,139 available vacation homes from 53 partners
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Top 15 Recommended vacation rentals in Massachusetts

Find your perfect vacation rental in Massachusetts from just $19 per night!

House Eastham
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly vacation home with barbecue

Eastham, Orleans Town, Massachusetts
from $298
per night
Very good
from $298
per night
View deal
House East Sandwich
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbecue & patio | Perfect for remote work

East Sandwich, Sandwich, Massachusetts
from $138
per night
Outstanding(18 ratings)
from $138
per night
View deal
House Rockport
House ∙ 9 guests ∙ 4 bedrooms

Children-friendly vacation home with terrace, barbeque & garden | Nature view

Rockport, Gloucester, Massachusetts
from $454
per night
Outstanding(68 ratings)
from $454
per night
View deal
House Sandwich
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with BBQ & patio | Nature view

Sandwich, Barnstable County, Massachusetts
from $673
per night
Outstanding(157 ratings)
from $673
per night
View deal
House Humarock
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped house with patio & barbeque | City view | Next to the beach

Humarock, Scituate, Massachusetts
from $123
per night
Outstanding(21 ratings)
from $123
per night
View deal
Cabin North Truro
Cabin ∙ 4 guests ∙ 2 bedrooms

Family-friendly big cottage with barbeque | Close to the beach

North Truro, Barnstable County, Massachusetts
from $278
per night
Excellent
from $278
per night
View deal
House Popponesset
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with terrace, private pool & BBQ | Lake view

Popponesset, Mashpee, Massachusetts
from $411
per night
Outstanding(126 ratings)
from $411
per night
View deal
House West Dennis
House ∙ 12 guests ∙ 6 bedrooms

House with barbecue & terrace | Nature view

West Dennis, Dennis, Massachusetts
from $580
per night
Outstanding(32 ratings)
from $580
per night
View deal
House Beverly
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with 3 rooms for 8 persons

Beverly, Essex County, Massachusetts
from $234
per night
Excellent
from $234
per night
View deal
House Dennis Port
House ∙ 14 guests ∙ 6 bedrooms

Children-friendly lovely house with patio, private pool & grill | Nature view

Dennis Port, Dennis, Massachusetts
from $619
per night
Outstanding(97 ratings)
from $619
per night
View deal
House West Barnstable
House ∙ 18 guests ∙ 9 bedrooms

House with BBQ, patio & private pool | Nature view

West Barnstable, Barnstable, Massachusetts
from $868
per night
Outstanding(18 ratings)
from $868
per night
View deal
House Sandwich
House ∙ 8 guests ∙ 3 bedrooms

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

Sandwich, Barnstable County, Massachusetts
from $491
per night
Excellent(28 ratings)
from $491
per night
View deal
House Chatham
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented pleasant vacation home with garden, terrace & BBQ | City view | Next to the beach | Pet-friendly

Chatham, Barnstable County, Massachusetts
from $421
per night
Outstanding(81 ratings)
from $421
per night
View deal
House Marstons Mills
House ∙ 14 guests ∙ 6 bedrooms

Fully equipped nice vacation home with terrace, yard & barbeque | Next to the beach | Suitable for remote work

Marstons Mills, Barnstable, Massachusetts
from $220
per night
Outstanding(23 ratings)
from $220
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 $169
per night
Outstanding(90 ratings)
from $169
per night
View deal

Vacation homes and rentals with a yard

House  Weymouth
from $489
per night
House ∙ 8 guests ∙ 3 bedrooms

House with private pool, barbeque & jacuzzi | Water view

4.0
Very good(1 rating)
Weymouth, Plymouth County, Massachusetts
Yard
View deal
House  Orleans
from $9
per night
House ∙ 19 guests ∙ 9 bedrooms

Family-oriented wonderful vacation home with private pool, barbecue & terrace | Nature view | Beach nearby

5.0
Outstanding(44 ratings)
Orleans, Orleans Town, Massachusetts
Yard
View deal
House  Chatham
from $845
per night
House ∙ 10 guests ∙ 4 bedrooms

House with private pool, patio & barbeque

4.9
Outstanding(37 ratings)
Chatham, Barnstable County, Massachusetts
Yard
View deal
See all offers

Vacation rentals and apartments with air conditioning

House  Eastham
from $501
per night
House ∙ 11 guests ∙ 5 bedrooms

House with grill, yard & terrace

4.8
Outstanding(22 ratings)
Eastham, Orleans Town, Massachusetts
Air conditioning
View deal
House  South Yarmouth
from $428
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with BBQ, garden & patio | Nature view

4.9
Outstanding(130 ratings)
South Yarmouth, Yarmouth, Massachusetts
Air conditioning
View deal
House  Falmouth
from $361
per night
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented big vacation home with terrace & barbecue | Nature view | Close to the beach

5.0
Outstanding(58 ratings)
Falmouth, Barnstable County, Massachusetts
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Cabin  West Dennis
from $405
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  East Sandwich
from $369
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with patio & barbecue | Nature view

4.7
Excellent(34 ratings)
East Sandwich, Sandwich, Massachusetts
Balcony/Patio
View deal
House  Oak Bluffs
from $630
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly beautiful vacation home with barbeque | Pets are welcome

4.5
Excellent
Oak Bluffs, Dukes County, Massachusetts
Balcony/Patio
View deal
See all offers

Budget-friendly Vacation Rentals in Massachusetts

Find Fantastic yet Inexpensive Offers

House Somerset
from $370
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented vacation home with terrace, garden & barbeque | Perfect for remote work | Dogs allowed

5.0
Outstanding(24 ratings)
Somerset, Bristol County, Massachusetts
View deal
House Salisbury
from $133
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with barbecue & patio

4.8
Outstanding(55 ratings)
Salisbury, Essex County, Massachusetts
View deal
House East Sandwich
from $449
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with BBQ | Water view

4.7
Excellent(3 ratings)
East Sandwich, Sandwich, Massachusetts
View deal

Top-Rated Rentals and Accommodations in Massachusetts

Book Vacation Rental Offers with the Highest User Rating

House Green Harbor-Cedar Crest
from $210
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly house with terrace, barbeque & yard

5.0
Outstanding(66 ratings)
Green Harbor-Cedar Crest, Marshfield, Massachusetts
View deal
House Truro
from $330
per night
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly vacation home with garden, grill & patio | Good for workation

5.0
Outstanding(58 ratings)
Truro, Barnstable County, Massachusetts
View deal
House Spencer
from $456
per night
House ∙ 12 guests ∙ 4 bedrooms

Child-friendly nice vacation home with garden, barbecue & patio | Lake view | Good for workation

4.9
Outstanding(34 ratings)
Spencer, Worcester County, Massachusetts
View deal

Customer ratings and reviews

How are reviews collected?
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 $348
per night
HomeToGo
House ∙ 8 guests ∙ 4 bedrooms
4.0
Very good(1 rating)
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 $231
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 $484
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 $192
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 $383
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 $232
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 $255
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 $150
per night
HomeToGo
House ∙ 3 guests ∙ 1 bedroom
4.7
Excellent(7 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 Rental Amenities in Massachusetts

  • Pet-friendly (12,538)
  • Pool (10,871)
  • WiFi (38,095)
  • Air conditioning (36,936)
  • Kitchen (25,824)
  • Parking (1,797)
  • TV (35,892)
  • Washing machine (22,729)
  • Grill (17,459)
  • Hot tub (2,029)
  • Balcony/patio (16,192)
  • No smoking (37,592)

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 $516 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 $506 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 September (9/20 – 9/27).

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 April, as it comprises the busiest week of the next 12 months (4/11 – 4/18). Conversely, it is in September (9/20 – 9/27) 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 40,139 rentals
💳 Possible discounts up to 17%
🌙 Nightly prices starting at $19
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 12,578 homes
🏊 Vacation rentals with pools 10,891 homes
41 reviews
Massachusetts vacation rentals have an average rating of 4.4/5 on 41 reviews left by travelers.

Frequently Asked Questions

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

The nightly price of accommodations in Massachusetts starts at $19. Average prices for house rentals are $804 per night. Apartment rentals in Massachusetts cost on average $375 per night.

How many vacation rentals are available to book in Massachusetts?

There are 40,139 vacation homes from 53 providers in Massachusetts.

What are the most popular amenities for vacation homes in Massachusetts?

The most popular amenities for vacation rentals in Massachusetts include accommodations with: Pool, Pets allowed, and Internet.

How many vacation homes with pools are in Massachusetts?

There are 10,891 vacation homes across 53 providers in Massachusetts.

Are pets allowed in vacation rentals in Massachusetts?

If you are traveling with a pet in Massachusetts - 31% of rentals allow pets.

What's the best month to travel to Massachusetts?

Massachusetts has its warmest time of year in July and August, with average nightly prices being around $19.

Find the perfect accommodation to stay in Massachusetts

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