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

Holiday houses & accommodation in Massachusetts

Find 47,749 available holiday rentals from 30 partners
Anytime
1 guest
Anytime
1 guest

Top 15 Recommended holiday rentals in Massachusetts

Rent a holiday home, apartment or cottage in Massachusetts from just $189 per night!

House East Sandwich
House ∙ 6 guests ∙ 5 bedrooms

104 m² House

East Sandwich, Sandwich, Massachusetts
from $617
per night
Outstanding(28 ratings)
stayz
from $617
per night
View deal
stayz
Cottage North Eastham
Cottage ∙ 4 guests ∙ 3 bedrooms

Cottage

North Eastham, Barnstable County, Massachusetts
from $379
per night
Outstanding(8 ratings)
stayz
from $379
per night
View deal
stayz
Cottage North Truro
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage

North Truro, Barnstable County, Massachusetts
from $399
per night
Outstanding(83 ratings)
stayz
from $399
per night
View deal
stayz
House South Chatham
House ∙ 10 guests ∙ 4 bedrooms

165 m² House

South Chatham, Chatham, Massachusetts
from $331
per night
Outstanding(27 ratings)
stayz
from $331
per night
View deal
stayz
House Falmouth
House ∙ 8 guests ∙ 4 bedrooms

139 m² House

Falmouth, Barnstable County, Massachusetts
from $341
per night
Outstanding(21 ratings)
stayz
from $341
per night
View deal
stayz
House Dennis
House ∙ 8 guests ∙ 3 bedrooms

107 m² House

Dennis, Dennis Town, Massachusetts
from $934
per night
Outstanding(12 ratings)
stayz
from $934
per night
View deal
stayz
House Eastham
House ∙ 15 guests ∙ 5 bedrooms

House

Eastham, Orleans Town, Massachusetts
from $970
per night
Outstanding(45 ratings)
stayz
from $970
per night
View deal
stayz
House East Falmouth
House ∙ 18 guests ∙ 8 bedrooms

338 m² House

East Falmouth, Falmouth, Massachusetts
from $1,022
per night
Excellent(76 ratings)
stayz
from $1,022
per night
View deal
stayz
House Oak Bluffs
House ∙ 10 guests ∙ 5 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts
from $1,337
per night
Outstanding(4 ratings)
stayz
from $1,337
per night
View deal
stayz
House Salisbury
House ∙ 16 guests ∙ 8 bedrooms

House

Salisbury, Essex County, Massachusetts
from $1,473
per night
Outstanding(6 ratings)
stayz
from $1,473
per night
View deal
stayz
House East Dennis
House ∙ 6 guests ∙ 3 bedrooms

142 m² House

East Dennis, Dennis, Massachusetts
from $423
per night
Outstanding(18 ratings)
stayz
from $423
per night
View deal
stayz
House West Barnstable
House ∙ 8 guests ∙ 4 bedrooms

204 m² House

West Barnstable, Barnstable, Massachusetts
from $1,109
per night
Outstanding(27 ratings)
stayz
from $1,109
per night
View deal
stayz
Cottage Wellfleet
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage

Wellfleet, Barnstable County, Massachusetts
from $346
per night
Outstanding(18 ratings)
stayz
from $346
per night
View deal
stayz
House Edgartown
House ∙ 15 guests ∙ 5 bedrooms

390 m² House

Edgartown, Dukes County, Massachusetts
from $1,595
per night
Outstanding(41 ratings)
stayz
from $1,595
per night
View deal
stayz
House Hyannis
House ∙ 16 guests ∙ 8 bedrooms

House

Hyannis, Barnstable, Massachusetts
from $1,524
per night
Outstanding(11 ratings)
stayz
from $1,524
per night
View deal
stayz

Best vacation rentals with a balcony

House  Becket
7 Dec - 14 Dec
-61%
$666
$348 per night
House ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(2 ratings)
Becket, Berkshire County, Massachusetts
Balcony
HomeToGo
View deal
House  Chatham
7 Dec - 14 Dec
-33%
$2,135
$786 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding(25 ratings)
Chatham, Barnstable County, Massachusetts
Balcony
HomeToGo
View deal
House  Barnstable
15 Nov - 22 Nov
-72%
$1,277
$389 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(37 ratings)
Barnstable, Barnstable County, Massachusetts
Balcony
HomeToGo
View deal
See all offers

Best holiday rental deals in Massachusetts

Save up to 48%

House Eastham
17 May - 24 May
-48%
$1,262
$658 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
Very good
Eastham, Orleans Town, Massachusetts
Vacasa
View deal

Search and find a letting matching your needs among the 47,749 fantastic properties from several providers in Massachusetts. Our search engine immediately evaluates all of the holiday rentals to help you save up to 74%.

Budget-friendly Accommodation in Massachusetts

Find Fantastic yet Inexpensive Accommodation

House Orleans
20 Dec - 27 Dec
$812 per night
House ∙ 5 guests ∙ 3 bedrooms
4.9
Outstanding(30 ratings)
Orleans, Orleans Town, Massachusetts
stayz
View deal
House Eastham
from $594 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(24 ratings)
Eastham, Orleans Town, Massachusetts
stayz
View deal
House East Dennis
from $1,636 per night
House ∙ 16 guests ∙ 7 bedrooms
4.9
Outstanding(57 ratings)
East Dennis, Dennis, Massachusetts
stayz
View deal

Top-Rated Accommodation in Massachusetts

Book Holiday Offers with the Highest User Rating

House Brewster
from $227 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding(9 ratings)
Brewster, Brewster Town, Massachusetts
stayz
View deal
Apartment Salisbury
from $306 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(40 ratings)
Salisbury, Essex County, Massachusetts
stayz
View deal
House Wellfleet
from $420 per night
House ∙ 7 guests ∙ 3 bedrooms
4.7
Excellent(34 ratings)
Wellfleet, Barnstable County, 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 $298 per night
HomeToGo
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Sherwood Forest, Becket, Massachusetts
View deal
from $298 per night
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Sherwood Forest, Becket, Massachusetts
HomeToGo
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 $550 per night
HomeToGo
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Sandwich, Barnstable County, Massachusetts
View deal
from $550 per night
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Sandwich, Barnstable County, Massachusetts
HomeToGo
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 $427 per night
HomeToGo
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(120 ratings)
Eastham, Orleans Town, Massachusetts
View deal
from $427 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(120 ratings)
Eastham, Orleans Town, Massachusetts
HomeToGo
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 $440 per night
HomeToGo
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Dennis Port, Dennis, Massachusetts
View deal
from $440 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Dennis Port, Dennis, Massachusetts
HomeToGo
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 $282 per night
HomeToGo
House ∙ 3 guests ∙ 1 bedroom
4.7
Excellent(7 ratings)
Dennis Port, Dennis, Massachusetts
View deal
from $282 per night
House ∙ 3 guests ∙ 1 bedroom
4.7
Excellent(7 ratings)
Dennis Port, Dennis, Massachusetts
HomeToGo
View deal
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Find your dream stay

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

Popular holiday rental amenities in Massachusetts

  • Pool (11,194)
  • WiFi (45,900)
  • Kitchen (32,386)
  • Pet-friendly (13,613)
  • Air conditioning (43,741)
  • Washing machine (22,773)
  • TV (42,021)
  • No smoking (44,660)
  • Parking (2,182)
  • Microwave (32,798)
  • Balcony/patio (15,181)
  • Grill (17,226)

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 $819 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 July (19/07 – 26/07), where prices are on average $1,043 a night. Massachusetts is cheaper in a week of January (24/01 – 31/01), where prices are on average $469 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 January (03/01 – 10/01), where 95% of the holiday lettings are booked. People tend to travel less to Massachusetts during a week in June (07/06 – 14/06) when only 47% 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 47,749 rentals
💳 Discounts available up to 74%
🌙 Nightly prices from $189
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly lettings 13,600 properties
🏊 Holiday rentals with pools 11,188 properties
8,400,647 reviews
Massachusetts holiday lettings have an average rating of 4.4/5 across 8,400,647 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 $189 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 47,749 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 13,600 pet-friendly holiday lettings in Massachusetts.

Top holiday destinations in Massachusetts

Destinations in Massachusetts

Explore other states

Beautiful regions nearby to consider for your next trip.

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