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

Vacation rentals in Massachusetts

Browse 39,153 available vacation homes and compared across 45 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 38,642 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Sandwich
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly beautiful vacation home with patio & barbeque | Beach view | Beach nearby | Pets allowed

Sandwich, Barnstable County, Massachusetts
This house rental in Sandwich offers beach access, a sea view, and space for 8, perfect for families and events.
from $459
per night
Outstanding(1 rating)
from $459
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
This house rental in Salisbury features a kitchen, yard, balcony, and beach access, accommodating up to 14 guests for a perfect getaway.
from $170
per night
Outstanding(105 ratings)
from $170
per night
View deal
House Dennis Port
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly pleasant vacation home with garden, barbeque & patio

Dennis Port, Dennis, Massachusetts
This family-friendly house rental in Dennis Port features a cozy fireplace, a full kitchen, a yard, and parking for a perfect getaway.
from $308
per night
Outstanding(27 ratings)
from $308
per night
View deal
House Salisbury
House ∙ 10 guests ∙ 4 bedrooms

House with grill & patio | Suitable for remote work

Salisbury, Essex County, Massachusetts
This waterfront house in Salisbury accommodates 10, featuring beach access, a kitchen, a fireplace, and pet-friendly options.
from $113
per night
Outstanding(49 ratings)
from $113
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
This Edgartown house rental features a private heated pool, spacious yard, and room for 14, perfect for family getaways.
from $639
per night
Outstanding(49 ratings)
from $639
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
This waterfront house rental in Falmouth features a kitchen, balcony, and parking, accommodating up to 10 guests for a perfect getaway.
from $492
per night
Outstanding(64 ratings)
from $492
per night
View deal
Condo Dennis Port
Condo ∙ 6 guests ∙ 2 bedrooms

Family-friendly condo with pool, jacuzzi & grill | Next to the beach | Perfect for remote work

Dennis Port, Dennis, Massachusetts
This waterfront condo in Dennis Port offers direct beach access, a hot tub, pool, and a balcony for stunning views of the coast.
from $304
per night
from $304
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
This waterfront house rental in East Sandwich features a fireplace, kitchen, balcony, beach access, and parking for six guests.
from $136
per night
Outstanding(22 ratings)
from $136
per night
View deal
Cabin Mattapoisett
Cabin ∙ 7 guests ∙ 3 bedrooms

Cottage with garden, barbeque & terrace

Mattapoisett, Plymouth County, Massachusetts
This cabin in Mattapoisett offers a yard, fireplace, and kitchen, making it perfect for family gatherings with pets welcome.
from $240
per night
Outstanding(61 ratings)
from $240
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
This waterfront house rental in Ocean Bluff-Brant Rock offers beach access, a yard, and a balcony for unforgettable family gatherings.
from $137
per night
Outstanding(141 ratings)
from $137
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
This waterfront house rental in Plymouth offers beach access, a yard, a balcony, and room for 16 guests to unwind together.
from $780
per night
Outstanding(41 ratings)
from $780
per night
View deal
Cabin Oak Bluffs
Cabin ∙ 8 guests ∙ 5 bedrooms

Cottage with BBQ, terrace & yard | Nature view

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 $643
per night
Outstanding(40 ratings)
from $643
per night
View deal
House Orleans
House ∙ 19 guests ∙ 9 bedrooms

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

Orleans, Orleans Town, Massachusetts
This waterfront house rental in Orleans features a private heated pool, beach access, and ample space for 19 guests to relax.
from $1,398
per night
Outstanding(45 ratings)
from $1,398
per night
View deal
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 $777
per night
Outstanding(50 ratings)
from $777
per night
View deal
House North Chatham
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented house with barbecue, terrace & yard | City view | Pet-friendly

North Chatham, Chatham, Massachusetts
This North Chatham house rental invites 10 guests to relax by the fireplace, unwind on the balcony, and enjoy the spacious yard.
from $400
per night
Outstanding(82 ratings)
from $400
per night
View deal

Vacation rentals and apartments with air conditioning

House  Sagamore Beach
from $459
per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation home with barbecue

4.8
Outstanding(9 ratings)
Sagamore Beach, Bourne, Massachusetts
Air conditioning
View deal
House  Dennis Port
from $611
per night
House ∙ 11 guests ∙ 5 bedrooms

Fully equipped house with BBQ, terrace & yard

Dennis Port, Dennis, Massachusetts
Air conditioning
View deal
House  Dennis Port
from $595
per night
House ∙ 9 guests ∙ 4 bedrooms

Ample house with pool & barbecue | Pet-friendly

5.0
Outstanding(27 ratings)
Dennis Port, Dennis, Massachusetts
Air conditioning
View deal
See all offers

Vacation Rentals With Fireplaces

House  Otis
from $270
per night
House ∙ 7 guests ∙ 3 bedrooms

Family-oriented beautiful vacation home

5.0
Outstanding(25 ratings)
Otis, Berkshire County, Massachusetts
Fireplace
View deal
Cabin  Eastham
from $239
per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with BBQ | Water view

Eastham, Orleans Town, Massachusetts
Fireplace
View deal
Apartment  Brookline
from $289
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday apartment with 3 rooms for 6 persons

Brookline, Norfolk County, Massachusetts
Fireplace
View deal
See all offers

Vacation houses with Balconies or Patios

House  West Yarmouth
from $644
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with garden, heated pool & patio

4.9
Outstanding(39 ratings)
West Yarmouth, Yarmouth, Massachusetts
Balcony/Patio
View deal
House  Oak Bluffs
from $1,181
per night
House ∙ 13 guests ∙ 6 bedrooms

Fully equipped vacation home with barbecue & terrace | Beach nearby

5.0
Outstanding(16 ratings)
Oak Bluffs, Dukes County, Massachusetts
Balcony/Patio
View deal
House  West Dennis
from $583
per night
House ∙ 12 guests ∙ 6 bedrooms

House with barbecue & terrace | Nature view

5.0
Outstanding(36 ratings)
West Dennis, Dennis, Massachusetts
Balcony/Patio
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Massachusetts offering exceptional value for money

House Edgartown
from $387
per night
House ∙ 9 guests ∙ 4 bedrooms

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

4.8
Outstanding(45 ratings)
Edgartown, Dukes County, Massachusetts
View deal
House Northwest Harwich
from $338
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with terrace & BBQ

4.7
Excellent(31 ratings)
Northwest Harwich, Harwich, Massachusetts
View deal
House Sandwich
from $687
per night
House ∙ 20 guests ∙ 9 bedrooms

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

5.0
Outstanding(20 ratings)
Sandwich, Barnstable 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 Hyannis
from $202
per night
House ∙ 8 guests ∙ 4 bedrooms

House with patio, barbeque & garden | City view

4.9
Outstanding(80 ratings)
Hyannis, Barnstable, Massachusetts
View deal
House Plymouth
from $720
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
Cabin Dennis Port
from $212
per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Cottage with terrace & barbecue

4.5
Excellent(46 ratings)
Dennis Port, Dennis, 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 $144
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 $353
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 $360
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 $245
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 $182
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 $467
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 $205
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 $446
per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Dennis Port, Dennis, Massachusetts
View deal
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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 $607 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 $824 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 February (2/14 – 2/21).

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 December, as it comprises the busiest week of the next 12 months (12/12 – 12/19). Conversely, it is in June (6/13 – 6/20) 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 38,642 rentals
💳 Possible discounts up to 17%
🌙 Nightly prices starting at $105
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 12,543 homes
🏊 Vacation rentals with pools 10,392 homes
438 reviews
Massachusetts vacation rentals have an average rating of 4.4/5 on 438 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 $105 per night. Nightly prices for house rentals are $949 on average. Apartment rentals in Massachusetts cost $391 per night on average.

How many vacation rentals are available for booking in Massachusetts?

There are currently 38,642 rentals from 45 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 10,392 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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