Holiday houses & accommodation in Massachusetts - HomeToGo base64Hash Holiday houses & accommodation in Massachusetts - HomeToGo

Holiday houses & accommodation in Massachusetts

Find 49,702 available holiday rentals from 30 partners
Anytime
Guests
Anytime
Guests

Top 15 Recommended holiday rentals in Massachusetts

Rent a holiday home, apartment or cottage in Massachusetts from just $201 per night!

House Edgartown
House ∙ 15 guests ∙ 5 bedrooms

390 m² House

Edgartown, Dukes County, Massachusetts
from $1,684
per night
Outstanding(41 ratings)
stayz
from $1,684
per night
View deal
stayz
House Brant Rock
House ∙ 14 guests ∙ 6 bedrooms

520 m² House

Brant Rock, Marshfield, Massachusetts
from $784
per night
Good(69 ratings)
stayz
from $784
per night
View deal
stayz
House Dennis Port
House ∙ 14 guests ∙ 7 bedrooms

367 m² House

Dennis Port, Dennis, Massachusetts
from $967
per night
Outstanding(96 ratings)
stayz
from $967
per night
View deal
stayz
House Scituate
House ∙ 10 guests ∙ 5 bedrooms

House

Scituate, Plymouth County, Massachusetts
from $1,412
per night
Outstanding(28 ratings)
stayz
from $1,412
per night
View deal
stayz
House Dennis Port
House ∙ 12 guests ∙ 6 bedrooms

195 m² House

Dennis Port, Dennis, Massachusetts
from $349
per night
Outstanding(66 ratings)
stayz
from $349
per night
View deal
stayz
House Plymouth
House ∙ 14 guests ∙ 6 bedrooms

437 m² House

Plymouth, Plymouth County, Massachusetts
from $1,668
per night
Excellent(59 ratings)
stayz
from $1,668
per night
View deal
stayz
House West Yarmouth
House ∙ 12 guests ∙ 6 bedrooms

418 m² House

West Yarmouth, Yarmouth, Massachusetts
from $1,719
per night
Excellent(54 ratings)
stayz
from $1,719
per night
View deal
stayz
House Edgartown
House ∙ 9 guests ∙ 4 bedrooms

279 m² House

Edgartown, Dukes County, Massachusetts
from $1,700
per night
Outstanding(45 ratings)
stayz
from $1,700
per night
View deal
stayz
House Oak Bluffs
House ∙ 6 guests ∙ 3 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts
from $488
per night
Excellent
Vacasa
from $488
per night
View deal
Vacasa
House Oak Bluffs
House ∙ 10 guests ∙ 5 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts
from $1,637
per night
Outstanding(4 ratings)
stayz
from $1,637
per night
View deal
stayz
House Vineyard Haven
House ∙ 12 guests ∙ 6 bedrooms

381 m² House

Vineyard Haven, Tisbury, Massachusetts
from $1,662
per night
Outstanding(14 ratings)
stayz
from $1,662
per night
View deal
stayz
House West Dennis
House ∙ 16 guests ∙ 8 bedrooms

229 m² House

West Dennis, Dennis, Massachusetts
from $1,258
per night
Outstanding(1 rating)
stayz
from $1,258
per night
View deal
stayz
House East Falmouth
House ∙ 18 guests ∙ 8 bedrooms

338 m² House

East Falmouth, Falmouth, Massachusetts
from $1,103
per night
Excellent(78 ratings)
stayz
from $1,103
per night
View deal
stayz
House Eastham
-54%
18 May - 25 May
House ∙ 8 guests ∙ 4 bedrooms

158 m² House

Eastham, Orleans Town, Massachusetts
$1,113$508
per night
Very good
Vacasa
$1,113$508
per night
View deal
Vacasa
House Menemsha
-23%
20 Dec - 27 Dec
House ∙ 4 guests ∙ 2 bedrooms

74 m² House

Menemsha, Chilmark, Massachusetts
$786$609
per night
Outstanding
Vacasa
$786$609
per night
View deal
Vacasa

Apartments and vacation rentals with a kitchen

House  South Yarmouth
13 May - 20 May
-61%
$1,017
$401 per night
House ∙ 8 guests ∙ 4 bedrooms

139 m² House

4.5
Excellent
South Yarmouth, Yarmouth, Massachusetts
Kitchen
Vacasa
View deal
House  Plymouth
6 Sept - 13 Sept
-18%
$764
$623 per night
House ∙ 5 guests ∙ 2 bedrooms

112 m² House

4.5
Excellent
Plymouth, Plymouth County, Massachusetts
Kitchen
Vacasa
View deal
House  Brewster
31 May - 7 June
-70%
$1,214
$365 per night
House ∙ 7 guests ∙ 3 bedrooms

101 m² House

4.2
Very good(38 ratings)
Brewster, Brewster Town, Massachusetts
Kitchen
Vacasa
View deal
See all offers

Most popular holiday houses with a fireplace

House  Brant Rock
17 May - 24 May
-15%
$713
$604 per night
House ∙ 6 guests ∙ 3 bedrooms

102 m² House

Brant Rock, Marshfield, Massachusetts
Fireplace
HomeToGo
View deal
House  Vineyard Haven
13 Sept - 20 Sept
$712 per night
House ∙ 8 guests ∙ 3 bedrooms

227 m² House

4.5
Excellent
Vineyard Haven, Tisbury, Massachusetts
Fireplace
Vacasa
View deal
House  Rockport
15 Jan - 22 Jan
-44%
$1,574
$877 per night
10 guests ∙ 5 bedrooms

House

4.3
Very good(72 ratings)
Rockport, Essex County, Massachusetts
Fireplace
Vacasa
View deal
See all offers

Holiday cottages, homes & apartments with sauna

Villa  South Lee
3 Jan - 10 Jan
-56%
$673
$296 per night
6 guests ∙ 2 bedrooms

Villa

South Lee, Lee, Massachusetts
Free cancellation
Sauna
HomeToGo
View deal
Villa  South Lee
3 Jan - 10 Jan
-63%
$606
$224 per night
4 guests ∙ 1 bedroom

Villa

South Lee, Lee, Massachusetts
Free cancellation
Sauna
HomeToGo
View deal
Villa  South Lee
3 Jan - 10 Jan
-58%
$741
$314 per night
6 guests ∙ 2 bedrooms

Villa

South Lee, Lee, Massachusetts
Free cancellation
Sauna
HomeToGo
View deal
See all offers

Best holiday rental deals in Massachusetts

Save up to 22%

House Ocean Bluff-Brant Rock
1 Nov - 8 Nov
-22%
$1,439
$1,119 per night
House ∙ 13 guests ∙ 6 bedrooms

167 m² House

5.0
Outstanding(1 rating)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
Free cancellation
HomeToGo
View deal

Search and find a letting matching your needs among the 49,702 fantastic properties from several providers in Massachusetts. Our search engine immediately evaluates all of the holiday rentals to help you save up to 48%.

Budget-friendly Accommodation in Massachusetts

Find Fantastic yet Inexpensive Accommodation

House Great Barrington
from $444 per night
House ∙ 10 guests ∙ 4 bedrooms

186 m² House

3.6
Good(109 ratings)
Great Barrington, Berkshire County, Massachusetts
stayz
View deal
House New Seabury
from $1,722 per night
House ∙ 12 guests ∙ 7 bedrooms

390 m² House

4.9
Outstanding(56 ratings)
New Seabury, Mashpee, Massachusetts
stayz
View deal
House Gloucester
from $628 per night
7 guests ∙ 4 bedrooms

House

4.9
Outstanding(31 ratings)
Gloucester, Essex County, Massachusetts
stayz
View deal

Top-Rated Accommodation in Massachusetts

Book Holiday Offers with the Highest User Rating

House Scituate
from $817 per night
House ∙ 8 guests ∙ 4 bedrooms

149 m² House

5.0
Outstanding(54 ratings)
Scituate, Plymouth County, Massachusetts
stayz
View deal
House Falmouth
from $838 per night
12 guests ∙ 6 bedrooms

House

4.8
Outstanding(39 ratings)
Falmouth, Barnstable County, Massachusetts
stayz
View deal
House West Dennis
from $869 per night
12 guests ∙ 6 bedrooms

House

5.0
Outstanding(32 ratings)
West Dennis, Dennis, Massachusetts
stayz
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 24/09/2024 | Family
House Sherwood Forest
from $317 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 14/05/2024 | Couple
House Sandwich
from $786 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 06/08/2023 | Couple
Accommodation Eastham
from $374 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 31/07/2023 | Family
House Dennis Port
from $395 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 03/07/2023
House Dennis Port
from $232 per night
HomeToGo
House ∙ 3 guests ∙ 1 bedroom
4.7
Excellent(7 ratings)
Dennis Port, Dennis, Massachusetts
View deal
Show more

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Massachusetts

  • Pool (11,467)
  • WiFi (47,398)
  • Kitchen (34,035)
  • Pet-friendly (13,937)
  • Air conditioning (44,947)
  • Washing machine (29,440)
  • TV (43,047)
  • No smoking (46,033)
  • Parking (2,219)
  • Microwave (34,570)
  • Balcony/patio (16,134)
  • Grill (18,653)

Nearly a quarter of the holiday rentals offer a pool, which makes Massachusetts a fantastic destination for people looking to spend their holidays poolside. Also, rentals with pools in Massachusetts have an average price of $853 per night. Most of the listed properties with pools are hotel room. More than half of Massachusetts's accommodation options offering a pool are situated within 2 kilometres of water, so you can divide your time between the pool and the waterfront.

Price and Availability Index in Massachusetts

Click on any bar to see price and availability information

Holiday Rental Price Information in Massachusetts

The graph shows average prices of rental prices in Massachusetts for the next twelve months. Massachusetts is more expensive in August (16/08 – 23/08), where prices are on average $784 a night. Massachusetts is cheaper in a week of May (17/05 – 24/05), where prices are on average $744 a night.

Rental availability information in Massachusetts

Find out the percentage of available rentals & cottages in Massachusetts with the graph above. The week with the highest booking rate in the next 6 months is in April (25/04 – 02/05), where 92% of the holiday lettings are booked. People tend to travel less to Massachusetts during a week in June (07/06 – 14/06) when only 49% of the rentals are booked.

Visiting Massachusetts for Cutlure, Food and Leisure

Massachusetts' holiday homes vary as much as the landscape, with Federal-style houses lining the streets of Boston, Cape Cods scattered along the Rockport seaside, and small 'gingerbread' cottages adding a touch of colour to a beachy Martha's Vineyard.

What are the best places to discover the arts and culture of Massachusetts?

Boston and the Beginnings of America

The city of Boston is more of a small town with a busy but quaint ambience. History buffs will enjoy Beacon Street, which is filled with rare antique stores. The Boston Commons hosts live music every weekend, and Faneuil Hall features events ranging from chess tournaments and harmonica lessons to history tours.

Boston's famous Freedom Trail, which winds around downtown, takes visitors on a journey through the American Revolution - passing by numerous historical museums, such as the Old State House, the USS Constitution, and the Bunker Hill Monument.

Information about holiday rentals in Massachusetts

🏡 Holiday rentals available 49,797 rentals
💳 Discounts available up to 48%
🌙 Nightly prices from $202
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly lettings 14,232 properties
🏊 Holiday rentals with pools 11,583 properties
8,465,812 reviews
Massachusetts holiday lettings have an average rating of 4.4/5 across 8,465,812 reviews left by travellers.

Frequently Asked Questions

How much should I expect to pay for a holiday letting in Massachusetts?

You can find a holiday home to suit your budget in Massachusetts, with prices starting from $202 per night.

How many holiday accommodation offers will I find in Massachusetts?

Visit Massachusetts in June for the greatest choice of accommodation. This is the month during which the largest amount of House rental and Apartment rental are available.

What holiday rental amenities do people typically look for when visiting Massachusetts?

The top accommodation priorities for visitors to Massachusetts are Pool, Internet and Kitchen.

How many accommodation offers are there in Massachusetts?

There are 49,797 holiday rental offers in Massachusetts, with plenty of House rental and Apartment rental available.

Are pets permitted in holiday accommodation in Massachusetts?

Want to go on holiday with your dog? You'll find 14,232 pet-friendly holiday lettings in Massachusetts.

Top holiday destinations in Massachusetts

Show more

Destinations in Massachusetts

Explore other states

Beautiful regions nearby to consider for your next trip.

image-tag