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Massachusetts Vacation Rentals

Find 32,767 available offers from 37 partners
Massachusetts
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Guests
Massachusetts
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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.

Cottage  West Dennis
Jul 27 - Aug 3
-8%
$641
$589 per night
Cottage ∙ 10 guests ∙ 5 bedrooms

Pleasant Cottage in West Dennis with Patio & Grill

4.8
Outstanding (46 ratings)
West Dennis, Dennis, Massachusetts
Internet
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House  Cummaquid
Jul 21 - Jul 28
$1,092 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home in Cummaquid with Yard & Grill

4.5
Excellent (11 ratings)
Cummaquid, Barnstable, Massachusetts
Internet
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House  Orleans
Aug 17 - Aug 24
$1,454 per night
House ∙ 9 guests ∙ 4 bedrooms

Nice House in Orleans with Grill & Yard

4.2
Very good (12 ratings)
Orleans, Orleans Town, Massachusetts
Internet
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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  South Chatham
Aug 17 - Aug 24
$714 per night
House ∙ 7 guests ∙ 3 bedrooms

House in South Chatham with Grill & Yard

South Chatham, Chatham, Massachusetts
Kitchen
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House  Orleans
Jul 27 - Aug 3
$939 per night
House ∙ 8 guests ∙ 4 bedrooms

Wonderful Vacation Home in Orleans with Grill & Patio + Water Views

4.5
Excellent (29 ratings)
Orleans, Orleans Town, Massachusetts
Kitchen
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House  Eastham
Aug 3 - Aug 10
$1,053 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Eastham with Grill, Patio & Yard + Amazing Views

4.4
Very good (20 ratings)
Eastham, Orleans Town, Massachusetts
Kitchen
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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.

Condo  Salisbury
Jul 27 - Aug 3
$755 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Salisbury with Grill & Patio

5.0
Outstanding (6 ratings)
Salisbury, Essex County, Massachusetts
Air conditioning
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House  West Dennis
Jul 27 - Aug 3
$1,185 per night
House ∙ 10 guests ∙ 5 bedrooms

House in West Dennis with Ample Parking

5.0
Outstanding (21 ratings)
West Dennis, Dennis, Massachusetts
Air conditioning
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House  West Yarmouth
Aug 17 - Aug 24
$577 per night
House ∙ 6 guests ∙ 3 bedrooms

Charming Vacation Home in West Yarmouth with Yard, Patio & Grill

5.0
Outstanding (6 ratings)
West Yarmouth, Yarmouth, Massachusetts
Air conditioning
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Best Vacation Home Deals in Massachusetts

Save up to 11%

Cottage Wellfleet
Apr 22 - Apr 29
-11%
$366
$325 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Pleasant Cottage in Wellfleet with Grill, Yard & Patio + Beautiful Views + Beach Nearby

4.7
Excellent (67 ratings)
Wellfleet, Barnstable County, Massachusetts
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Find a dreamlike vacation rental from $157 per night by searching and comparing the 32,767 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 $166 per night

Cottage Gloucester
$697 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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Cottage Sandwich
Aug 17 - Aug 24
$460 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Beautiful Cottage in Sandwich with Patio & Grill

Sandwich, Barnstable County, Massachusetts
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Cottage Sandwich
Aug 17 - Aug 24
$699 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 East Sandwich
Aug 17 - Aug 24
$1,013 per night
House ∙ 8 guests ∙ 4 bedrooms

House in East Sandwich with Grill

5.0
Outstanding (4 ratings)
East Sandwich, Sandwich, Massachusetts
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House Newbury
Jul 27 - Aug 3
$746 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Newbury with Patio & Grill

5.0
Outstanding (43 ratings)
Newbury, Essex County, Massachusetts
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House Dennis Port
Aug 17 - Aug 24
$1,438 per night
House ∙ 11 guests ∙ 4 bedrooms

Vacation Home in Dennis Port with Patio

4.7
Excellent (21 ratings)
Dennis Port, Dennis, Massachusetts
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Cottage East Sandwich
Aug 17 - Aug 24
$496 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Lovely Cottage in East Sandwich with Patio & Grill + Beautiful Views + Next to Beach

4.9
Outstanding (12 ratings)
East Sandwich, Sandwich, Massachusetts
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House West Yarmouth
Aug 17 - Aug 24
$864 per night
House ∙ 10 guests ∙ 4 bedrooms

Wonderful House in West Yarmouth with Grill & Yard

4.7
Excellent (29 ratings)
West Yarmouth, Yarmouth, Massachusetts
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House Rockport
$482 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Rockport with Free Parking + Ocean View

4.3
Very good (66 ratings)
Rockport, Essex County, Massachusetts
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Budget-friendly Rentals in Massachusetts

Find Fantastic yet Inexpensive Rentals

House Salisbury
$216 per night
House ∙ 14 guests ∙ 4 bedrooms

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

4.8
Outstanding (78 ratings)
Salisbury, Essex County, Massachusetts
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Cottage Salisbury
$428 per night
Cottage ∙ 10 guests ∙ 5 bedrooms

Cottage in Salisbury with Grill & Patio

4.9
Outstanding (40 ratings)
Salisbury, Essex County, Massachusetts
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House North Eastham
$596 per night
House ∙ 6 guests ∙ 3 bedrooms

House in North Eastham with Yard, Patio & Grill

4.0
Very good (24 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 Ocean Bluff-Brant Rock
$157 per night
House ∙ 7 guests ∙ 3 bedrooms

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

5.0
Outstanding (117 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
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Apartment Gloucester
Jul 27 - Aug 3
-4%
$195
$187 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Nice Apartment in Gloucester with Yard & Grill

4.8
Outstanding (52 ratings)
Gloucester, Essex County, Massachusetts
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Condo Dennis Port
Jul 27 - Aug 3
$650 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Dennis Port with Private Balcony + Ocean View

5.0
Outstanding (4 ratings)
Dennis Port, Dennis, Massachusetts
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Popular Rental Amenities in Massachusetts

  • Pool (10,325)
  • WiFi (36,212)
  • Pet-friendly (6,808)
  • Kitchen (23,733)
  • Air conditioning (34,739)
  • Washing machine (21,484)
  • TV (34,248)
  • Parking (1,812)
  • Balcony/patio (14,934)
  • Dishwasher (16,376)
  • Grill (17,012)
  • No smoking (35,612)

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 $835 (7/6 – 7/13). Opt for a getaway in January (1/4 – 1/11) 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 44% of the rentals are booked.

The Weather in Massachusetts

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- Rainy days

7-Day Weather Forecast in Massachusetts

Tue., 23 Apr.
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15 km/h

Wed., 24 Apr.
15°
11°

25%

3 h

16 km/h

Thu., 25 Apr.
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6 km/h

Fri., 26 Apr.
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7 km/h

Sat., 27 Apr.
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17 km/h

Sun., 28 Apr.
15°
12°

15%

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12 km/h

Mon., 29 Apr.
20°
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10%

3 h

8 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 $1,077 a night, with an average area of 190 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 $480 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 32,767 rentals
💳 Possible discounts up to 11%
🌙 Nightly prices starting at $157
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 6,837 homes
🏊 Vacation rentals with pools 8,863 homes
34 reviews
Massachusetts vacation rentals have an average rating of 4.1/5 on 34 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 19% 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

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