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

Vacation rentals in Massachusetts

Find 40,427 available vacation homes
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Top 15 Recommended vacation rentals in Massachusetts

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

House West Dennis
House ∙ 12 guests ∙ 6 bedrooms

House with barbecue & terrace | Nature view

West Dennis, Dennis, Massachusetts
from $560
per night
Outstanding(32 ratings)
from $560
per night
View deal
House Eastham
House ∙ 11 guests ∙ 5 bedrooms

House with grill, yard & terrace

Eastham, Orleans Town, Massachusetts
from $487
per night
Outstanding(22 ratings)
from $487
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 $640
per night
Outstanding(47 ratings)
from $640
per night
View deal
House Vineyard Haven
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped house with garden, BBQ & private pool | Nature view

Vineyard Haven, Tisbury, Massachusetts
from $1,021
per night
Outstanding(5 ratings)
from $1,021
per night
View deal
House Falmouth
House ∙ 10 guests ∙ 4 bedrooms

House with patio & barbecue | Nature view

Falmouth, Barnstable County, Massachusetts
from $1,034
per night
Very good(2 ratings)
from $1,034
per night
View deal
Cabin West Dennis
Cabin ∙ 10 guests ∙ 5 bedrooms

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

West Dennis, Dennis, Massachusetts
from $403
per night
Outstanding(48 ratings)
from $403
per night
View deal
House Becket
House ∙ 14 guests ∙ 6 bedrooms

House with garden, private pool & jacuzzi | Suitable for remote work

Becket, Berkshire County, Massachusetts
from $703
per night
Outstanding(22 ratings)
from $703
per night
View deal
House Scituate
House ∙ 10 guests ∙ 5 bedrooms

House with BBQ & terrace

Scituate, Plymouth County, Massachusetts
from $933
per night
Outstanding(21 ratings)
from $933
per night
View deal
House Plymouth
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly charming house with garden, pool & jacuzzi | Perfect for remote work

Plymouth, Plymouth County, Massachusetts
from $490
per night
Outstanding(10 ratings)
from $490
per night
View deal
House Oak Bluffs
House ∙ 6 guests ∙ 3 bedrooms

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

Oak Bluffs, Dukes County, Massachusetts
from $531
per night
Excellent
from $531
per night
View deal
House Eastham
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly vacation home with barbecue

Eastham, Orleans Town, Massachusetts
from $329
per night
Very good
from $329
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 $502
per night
Outstanding(81 ratings)
from $502
per night
View deal
House Scituate
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with barbecue, garden & terrace

Scituate, Plymouth County, Massachusetts
from $538
per night
Outstanding(53 ratings)
from $538
per night
View deal
House Pittsfield
House ∙ 10 guests ∙ 3 bedrooms

Children-friendly wonderful vacation home with barbeque & patio | Lake view

Pittsfield, Berkshire County, Massachusetts
from $282
per night
Outstanding(94 ratings)
from $282
per night
View deal
House Falmouth
House ∙ 10 guests ∙ 5 bedrooms

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

Falmouth, Barnstable County, Massachusetts
from $365
per night
Outstanding(60 ratings)
from $365
per night
View deal

Vacation homes and rentals with a yard

House  Falmouth
from $787
per night
House ∙ 12 guests ∙ 6 bedrooms

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

4.9
Outstanding(56 ratings)
Falmouth, Barnstable County, Massachusetts
Yard
View deal
House  Barnstable
from $901
per night
House ∙ 16 guests ∙ 8 bedrooms

Fully equipped vacation home with pool, BBQ & yard | Pets are welcome

5.0
Outstanding(2 ratings)
Barnstable, Barnstable County, Massachusetts
Yard
View deal
House  South Yarmouth
from $109
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with barbeque & yard | Suitable for remote work

4.2
Very good(49 ratings)
South Yarmouth, Yarmouth, Massachusetts
Yard
View deal
See all offers

Vacation rentals and apartments with air conditioning

House  Brewster
from $609
per night
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, garden & private pool | Suitable for remote work

5.0
Outstanding(29 ratings)
Brewster, Brewster Town, Massachusetts
Air conditioning
View deal
House  Brewster
from $525
per night
House ∙ 10 guests ∙ 5 bedrooms

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

5.0
Outstanding(107 ratings)
Brewster, Brewster Town, Massachusetts
Air conditioning
View deal
House  Edgartown
from $1,110
per night
House ∙ 15 guests ∙ 5 bedrooms

House with jacuzzi, BBQ & yard | Nature view

5.0
Outstanding(41 ratings)
Edgartown, Dukes County, Massachusetts
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Cabin  Dennis Port
from $575
per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with barbeque, garden & patio | Perfect for remote work

4.4
Very good(115 ratings)
Dennis Port, Dennis, Massachusetts
Balcony/Patio
View deal
House  East Dennis
from $656
per night
House ∙ 12 guests ∙ 4 bedrooms

Children-friendly house with barbeque, hot tub & terrace

5.0
Outstanding(40 ratings)
East Dennis, Dennis, Massachusetts
Balcony/Patio
View deal
House  West Dennis
from $344
per night
House ∙ 12 guests ∙ 6 bedrooms

Family-friendly pleasant vacation home with barbeque, patio & garden | Next to the beach

5.0
Outstanding(67 ratings)
West Dennis, Dennis, Massachusetts
Balcony/Patio
View deal
See all offers

Budget-friendly Vacation Rentals in Massachusetts

Find Fantastic yet Inexpensive Offers

House East Falmouth
from $766
per night
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly vacation home with barbecue, patio & private pool | Close to the beach

East Falmouth, Falmouth, Massachusetts
View deal
House North Quincy
from $337
per night
House ∙ 8 guests ∙ 3 bedrooms

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

4.7
Excellent(130 ratings)
North Quincy, Quincy, Massachusetts
View deal
House Plymouth
from $759
per night
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, barbecue & private pool

4.9
Outstanding(54 ratings)
Plymouth, Plymouth County, Massachusetts
View deal

Top-Rated Rentals and Accommodations in Massachusetts

Book Vacation Rental Offers with the Highest User Rating

House Spencer
from $477
per night
House ∙ 12 guests ∙ 4 bedrooms

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

5.0
Outstanding(32 ratings)
Spencer, Worcester County, Massachusetts
View deal
House Edgartown
from $431
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented lovely house with patio & grill | Pet-friendly

5.0
Outstanding(12 ratings)
Edgartown, Dukes County, Massachusetts
View deal
House Menemsha
from $373
per night
House ∙ 4 guests ∙ 2 bedrooms

House with 2 rooms for 4 persons

5.0
Outstanding
Menemsha, Chilmark, Massachusetts
View deal

Customer ratings and reviews

How are reviews collected?
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 $196
per night
HomeToGo
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
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
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 $264
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 (17,317)
  • Pool (15,710)
  • WiFi (53,563)
  • Air conditioning (51,865)
  • Kitchen (34,296)
  • Parking (2,373)
  • TV (49,770)
  • Washing machine (30,418)
  • Grill (22,971)
  • Hot tub (3,213)
  • Balcony/patio (22,314)
  • No smoking (52,991)

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 $525 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 August, prices go up to $495 per night (8/23 – 8/30), which is the most expensive time of the year to book a vacation home. The cheapest time to book a vacation rental is in October (10/18 – 10/25).

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 (3/14 – 3/21). Conversely, it is in September (9/6 – 9/13) 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 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 40,427 rentals
💳 Possible discounts up to 17%
🌙 Nightly prices starting at $19
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 12,495 homes
🏊 Vacation rentals with pools 10,892 homes
31 reviews
Massachusetts vacation rentals have an average rating of 4.3/5 on 31 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 $815 per night. Apartment rentals in Massachusetts cost on average $376 per night.

How many vacation rentals are available to book in Massachusetts?

There are 40,427 vacation homes from 52 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 10,892 vacation homes across 52 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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