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Massachusetts Vacation Rentals

Find 37,798 available offers from 34 partners
Massachusetts
Anytime
Guests
Massachusetts
Anytime
Guests

Popular Filters to find the Perfect Rental in Massachusetts

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

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.

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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Massachusetts accommodation with high-speed internet.

House  West Chatham
Jun 22 - Jun 29
$840 per night
House ∙ 8 guests ∙ 4 bedrooms

Charming Vacation Home in West Chatham

4.7
Excellent (16 ratings)
West Chatham, Chatham, Massachusetts
Internet
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House  Brewster
Jun 22 - Jun 29
$677 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful Vacation Home in Brewster with Patio, Yard & Grill

4.9
Outstanding (28 ratings)
Brewster, Brewster Town, Massachusetts
Internet
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Condo  Brewster
Jun 22 - Jun 29
$550 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Brewster with Grill, Patio & Yard

4.5
Excellent (8 ratings)
Brewster, Brewster Town, Massachusetts
Internet
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Massachusetts and book a vacation rental with air conditioning.

House  Wellfleet
Jun 22 - Jun 29
$801 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely Vacation Home in Wellfleet with Free Parking

3.4
(10 ratings)
Wellfleet, Barnstable County, Massachusetts
Air conditioning
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House  West Yarmouth
Jun 22 - Jun 29
$570 per night
House ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home in West Yarmouth with Grill & Yard

5.0
Outstanding (8 ratings)
West Yarmouth, Yarmouth, Massachusetts
Air conditioning
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House  Cotuit
Jun 22 - Jun 29
-11%
$762
$675 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Cotuit with Patio, Grill & Yard

5.0
Outstanding (2 ratings)
Cotuit, Barnstable, Massachusetts
Air conditioning
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Massachusetts rental with full kitchen.

House  West Yarmouth
Jun 22 - Jun 29
$793 per night
House ∙ 10 guests ∙ 4 bedrooms

Wonderful House in West Yarmouth with Grill & Yard

4.7
Excellent (29 ratings)
West Yarmouth, Yarmouth, Massachusetts
Kitchen
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House  Marblehead Historic District
Aug 18 - Aug 25
-8%
$636
$585 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Marblehead Historic District with Yard & Patio

4.9
Outstanding (115 ratings)
Marblehead Historic District, Marblehead, Massachusetts
Kitchen
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House  New Seabury
Jun 22 - Jun 29
$788 per night
House ∙ 8 guests ∙ 4 bedrooms

House in New Seabury with Decorative Fireplace

5.0
Outstanding (16 ratings)
New Seabury, Mashpee, Massachusetts
Kitchen
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Best Vacation Home Deals in Massachusetts

Save up to 13%

Cottage Nantucket
Aug 16 - Aug 23
-13%
$2,417
$2,111 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Charming Cottage in Nantucket with Sauna, Grill & Patio + Harbor View

4.9
Outstanding (157 ratings)
Nantucket, Massachusetts, United States
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Find a dreamlike vacation rental from $172 per night by searching and comparing the 37,798 options listed in Massachusetts. HomeToGo instantaneously shows the best offers by comparing all of the available vacation rentals in Massachusetts from its various partners.

Recommended Vacation Rentals in Massachusetts

Find your perfect vacation rental in Massachusetts: from $172 per night

Cottage Gloucester
$693 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Gloucester with Grill, Patio & Yard + Beautiful Views

4.5
Excellent (8 ratings)
Gloucester, Essex County, Massachusetts
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House Eastham
Jun 22 - Jun 29
$1,029 per night
House ∙ 8 guests ∙ 4 bedrooms

Charming Vacation Home in Eastham with Yard, Patio & Grill

4.3
Very good (14 ratings)
Eastham, Orleans Town, Massachusetts
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House Salisbury
$539 per night
House ∙ 12 guests ∙ 3 bedrooms

Nice Vacation Home in Salisbury + Beachfront Views

5.0
Outstanding (11 ratings)
Salisbury, Essex County, Massachusetts
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Cottage Ipswich
$319 per night
Cottage ∙ 5 guests ∙ 4 bedrooms

Sunny Cottage in Ipswich with Yard & Patio + Beautiful Views

4.3
Very good (33 ratings)
Ipswich, Essex County, Massachusetts
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House Brewster
$445 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Brewster with Yard, Grill & Patio

4.9
Outstanding (76 ratings)
Brewster, Brewster Town, Massachusetts
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House Ocean Bluff-Brant Rock
$163 per night
House ∙ 7 guests ∙ 3 bedrooms

Beautiful House in Ocean Bluff-Brant Rock with Patio, Grill & Yard

5.0
Outstanding (119 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
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House Dennis Port
$711 per night
House ∙ 9 guests ∙ 4 bedrooms

Lovely House in Dennis Port with Pool & Grill

5.0
Outstanding (23 ratings)
Dennis Port, Dennis, Massachusetts
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House Salisbury
$258 per night
House ∙ 14 guests ∙ 5 bedrooms

Whole Vacation Home in Salisbury with Grill & Patio + Unsurpassed Views

4.8
Outstanding (91 ratings)
Salisbury, Essex County, Massachusetts
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House Orleans
$456 per night
House ∙ 7 guests ∙ 4 bedrooms

Vacation Home in Orleans with Patio, Grill & Yard

4.6
Excellent (14 ratings)
Orleans, Orleans Town, Massachusetts
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Budget-friendly Rentals in Massachusetts

Find Fantastic yet Inexpensive Rentals

Cottage Sandwich
Jul 20 - Jul 27
$668 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Sandwich with Grill

4.5
Excellent (4 ratings)
Sandwich, Barnstable County, Massachusetts
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House West Chatham
Jun 22 - Jun 29
$491 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in West Chatham with Patio, Grill & Yard

4.6
Excellent (21 ratings)
West Chatham, Chatham, Massachusetts
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Cottage North Eastham
Jul 20 - Jul 27
$554 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in North Eastham with Beautiful Patio

4.8
Outstanding (37 ratings)
North Eastham, Barnstable County, Massachusetts
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Top-Rated Offers and Accommodations in Massachusetts

Book Vacation Rentals with the Highest User Rating

House West Dennis
$701 per night
House ∙ 12 guests ∙ 6 bedrooms

House in West Dennis with Grill & Patio + Ocean Views

5.0
Outstanding (28 ratings)
West Dennis, Dennis, Massachusetts
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House Wellfleet
Jun 22 - Jun 29
$554 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Wellfleet with Private Balcony

4.8
Outstanding (14 ratings)
Wellfleet, Barnstable County, Massachusetts
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House Orleans
$590 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Orleans with Grill & Patio

5.0
Outstanding (12 ratings)
Orleans, Orleans Town, Massachusetts
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Popular Rental Amenities in Massachusetts

  • Pool (10,220)
  • WiFi (35,696)
  • Pet-friendly (7,009)
  • Kitchen (23,820)
  • Air conditioning (34,376)
  • Washing machine (21,406)
  • TV (33,794)
  • Parking (1,825)
  • Balcony/patio (14,776)
  • Dishwasher (16,477)
  • Grill (17,156)
  • No smoking (35,552)

Many users pay a closer look at the vacation rentals offering a pool. More than a quarter of the properties have one. In addition, more House rental have pools than any other property type. They are an excellent choice if you go in a group of 9, as that is the number of people they can usually accommodate. In Massachusetts, many of the vacation homes with a pool are located close to the water.

Price and Availability Index in Massachusetts

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Vacation Rental Price Information in Massachusetts

The graph shows average prices of rentals in Massachusetts for the next twelve months. in Massachusetts, prices can go up to $833 (8/24 – 8/31). Opt for a getaway in February (2/22 – 3/1) for optimal savings when heading to Massachusetts.

Rental availability information in Massachusetts

Check out the graph above to find out how many vacation rentals are available in Massachusetts(in %). It is harder to find an accommodation during a week of January (1/11 – 1/18), as 95% of the vacation rentals are booked. People tend to travel less to Massachusetts during a week in June (6/1 – 6/8) when only 45% of the rentals are booked.

The Weather in Massachusetts

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- Rainy days

7-Day Weather Forecast in Massachusetts

Tue., 21 May
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22°

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5 h

14 km/h

Wed., 22 May
29°
27°

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6 h

15 km/h

Thu., 23 May
30°
19°

15%

1 h

17 km/h

Fri., 24 May
28°
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10%

6 h

13 km/h

Sat., 25 May
25°
22°

0%

3 h

6 km/h

Sun., 26 May
24°
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0%

6 h

15 km/h

Mon., 27 May
19°
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15%

0 h

6 km/h

Accommodations for your vacation in Massachusetts

Users who are hoping to find house rental in Massachusetts will have a lot of alternatives, as they are the most common property type there. Interestingly, the average rental fee for this type of property in particular is $1,097 a night, with an average area of 192 m². Moreover, these vacation rentals are excellent for large groups, as most can accommodate 8 guests. If you are interested in a different accommodation type, you may want to consider apartment rental, which are the second most typical property type in Massachusetts. The average size of vacation rentals in Massachusetts is 76 m², and the average price is $498 a night.
Where to find the best food in Massachusetts?

Most iconic dishes of Massachusetts

Seafood lovers will be in for a treat in Massachusetts, which offers a wide range of dishes, including scallops, oysters, cod, and trout. A dish you must try while visiting is New England Clam Chowder. This rich and creamy dish is a New England classic, and you will find it in restaurants throughout the state.

Another dish to sample is Boston Baked Beans – so popular that Boston is also known as ‘Beantown’ today. Unlike other types of baked beans, this Massachusetts dish is made of salt pork and molasses. One bite of this meaty wonder will leave you craving more.

What is the weather like in Massachusetts?

Best time to visit Massachusetts

As New England experiences four distinct seasons, the best time to visit Massachusetts depends on what kind of landscape and weather you want. Spring is the perfect time to visit if you’re a Red Sox fan, as that’s when the baseball season starts in Boston.

Beach lovers will find that there’s much to explore along the coastline of Massachusetts, and the best time to sunbathe is in summer when it is hot and sunny. Winters in Massachusetts, cold and snowy, make for the perfect climate for winter sports and festivals, such as Winterfest in Lowell. If you’re eager to catch the leaves changing color, visit between the middle of September and the end of October.

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.

Information about vacation rentals in Massachusetts

🏡 Vacation rentals available 37,798 rentals
💳 Possible discounts up to 42%
🌙 Nightly prices starting at $172
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 6,981 homes
🏊 Vacation rentals with pools 10,524 homes
42 reviews
Massachusetts vacation rentals have an average rating of 3.9/5 on 42 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Massachusetts?

June has the highest availability of House rental in Massachusetts, so you can expect a lot of vacation rentals available, even for last-minute bookings.

What are the most popular vacation home amenities in Massachusetts?

When looking to book a vacation home in Massachusetts, the most requested amenities include Pool, Internet, and Pets allowed.

Are there pet-friendly vacation rentals in Massachusetts?

If you're travelling with a dog, over 18% of vacation rentals in Massachusetts are pet-friendly.

What's the best month to visit Massachusetts?

If you're looking for balmy weather, July and August are typically the hottest months in Massachusetts with temperatures around 28 °C. January and February in Massachusetts are the coldest, with -7 °C on average.

Find the perfect Massachusetts home to match your style

Top vacation destinations in Massachusetts

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