Vacation Rentals in Massachusetts - HomeToGo base64Hash Vacation Rentals in Massachusetts - HomeToGo

Vacation Rentals in Massachusetts

Find 37,415 available offers from 38 partners
Massachusetts
Anytime
Guests
Massachusetts
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Massachusetts

Pets allowed
2 Adults
250 yd to water
1 Bedroom
House
4 Adults
Cabin

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.

Show all 37,415 properties

Vacation rentals and apartments with air conditioning

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

Condo  Salisbury
Sep 21 - Sep 28
-18%
$219
$180 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Salisbury with Patio & Grill

4.9
Outstanding (25 ratings)
Salisbury, Essex County, Massachusetts
Air conditioning
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House  Rockport
Nov 15 - Nov 22
$203 per night
House ∙ 10 guests ∙ 5 bedrooms

Lovely Vacation Home in Rockport with Patio, Yard & Grill + Ocean View

4.3
Very good (66 ratings)
Rockport, Essex County, Massachusetts
Air conditioning
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Cottage  Dennis Port
Nov 15 - Nov 22
-44%
$436
$245 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Dennis Port with Electric Fireplace + Ocean Views

4.4
Very good (92 ratings)
Dennis Port, Dennis, Massachusetts
Air conditioning
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Vacation rentals with Wi-Fi

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

Cottage  Ipswich
Oct 18 - Oct 25
$293 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
Internet
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House  Manchester-by-the-Sea
Aug 24 - Aug 31
$1,000 per night
House ∙ 18 guests ∙ 10 bedrooms

House in Manchester-By-The-Sea with Grill, Patio & Yard

4.8
Outstanding (128 ratings)
Manchester-by-the-Sea, Essex County, Massachusetts
Internet
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House  Salisbury
Sep 17 - Sep 24
$500 per night
House ∙ 8 guests ∙ 3 bedrooms

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

4.8
Outstanding (50 ratings)
Salisbury, Essex County, 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  East Dennis
Oct 18 - Oct 25
-34%
$195
$128 per night
House ∙ 6 guests ∙ 3 bedrooms

House in East Dennis with Delicious Barbecue

3.5
Good (14 ratings)
East Dennis, Dennis, Massachusetts
Kitchen
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Cottage  Chatham
Sep 7 - Sep 14
$129 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Chatham with Patio & Grill

4.6
Excellent (10 ratings)
Chatham, Barnstable County, Massachusetts
Kitchen
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Cottage  Rockport
Sep 17 - Sep 24
$180 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Rockport with Patio, Grill & Yard

4.1
Very good (36 ratings)
Rockport, Gloucester, Massachusetts
Kitchen
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Best Vacation Home Deals in Massachusetts

Save up to 45%

House North Truro
Nov 23 - Nov 30
-45%
$343
$189 per night
House ∙ 7 guests ∙ 3 bedrooms

Pleasant Vacation Home in North Truro with Free Parking

4.4
Very good (22 ratings)
North Truro, Barnstable County, Massachusetts
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House Salisbury
Sep 21 - Sep 28
-20%
$284
$228 per night
House ∙ 6 guests ∙ 2 bedrooms

Family Friendly Vacation Home in Salisbury with Patio & Grill

5.0
Outstanding (18 ratings)
Salisbury, Essex County, Massachusetts
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Cottage North Chatham
Nov 16 - Nov 23
-17%
$210
$175 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in North Chatham with Yard, Grill & Patio

5.0
Outstanding (200 ratings)
North Chatham, Chatham, Massachusetts
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Find a dreamlike property from $94 per night by searching through the 37,415 properties being offered in Massachusetts. By comparing these accommodations, HomeToGo features the most economical offers as well as the highest rated properties in Massachusetts.

Recommended Vacation Rentals in Massachusetts

Find your perfect vacation rental in Massachusetts: from $94 per night

Cottage North Eastham
Jun 15 - Jun 22
$273 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in North Eastham with Beautiful Patio

4.8
Outstanding (47 ratings)
North Eastham, Barnstable County, Massachusetts
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Cottage Hyannis
Aug 17 - Aug 24
$175 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Gorgeous Cottage in Hyannis with Private Parking

3.6
Good (10 ratings)
Hyannis, Barnstable, Massachusetts
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House Ocean Bluff-Brant Rock
Oct 18 - Oct 25
$280 per night
House ∙ 7 guests ∙ 3 bedrooms

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

5.0
Outstanding (120 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
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Cottage Salisbury
Oct 12 - Oct 19
$330 per night
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage in Salisbury with Patio & Grill

4.8
Outstanding (18 ratings)
Salisbury, Essex County, Massachusetts
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Cottage Dennis
Nov 23 - Nov 30
$258 per night
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage in Dennis with Grill, Yard & Patio

5.0
Outstanding (119 ratings)
Dennis, Dennis Town, Massachusetts
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House Dennis Port
Jul 6 - Jul 13
$173 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Dennis Port with Yard, Grill & Patio

4.7
Excellent (22 ratings)
Dennis Port, Dennis, Massachusetts
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House Ocean Bluff-Brant Rock
Aug 10 - Aug 17
$250 per night
House ∙ 6 guests ∙ 2 bedrooms

Pleasant House in Ocean Bluff-Brant Rock with Grill & Patio

5.0
Outstanding (2 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
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Cottage Westport
Oct 18 - Oct 25
$180 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Beautiful Cottage in Westport with Grill & Patio + Inlet Views

4.9
Outstanding (8 ratings)
Westport, Bristol County, Massachusetts
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House Wellfleet
Jul 6 - Jul 13
$250 per night
House ∙ 5 guests ∙ 2 bedrooms

Family Friendly Vacation Home in Wellfleet with Yard, Grill & Patio

5.0
Outstanding (40 ratings)
Wellfleet, Barnstable County, Massachusetts
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Budget-friendly Vacation Rentals in Massachusetts

Find Fantastic yet Inexpensive Offers

House Orleans
Nov 23 - Nov 30
$286 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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House Ocean Bluff-Brant Rock
Jul 28 - Aug 4
-23%
$507
$391 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Ocean Bluff-Brant Rock with Patio & Grill + Ocean Views

3.3
(8 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
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House South Yarmouth
Aug 31 - Sep 7
-19%
$640
$520 per night
House ∙ 10 guests ∙ 4 bedrooms

Beautiful Vacation Home in South Yarmouth with Yard, Grill & Patio

5.0
Outstanding (61 ratings)
South Yarmouth, Yarmouth, Massachusetts
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Top-Rated Rentals and Accommodations in Massachusetts

Book Vacation Rental Offers with the Highest User Rating

Cottage Hyannis
Jan 16 - Jan 23
-36%
$228
$145 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Hyannis with Private Patio + Close to Beach

5.0
Outstanding (247 ratings)
Hyannis, Barnstable, Massachusetts
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House Eastham
Jun 14 - Jun 21
$700 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Eastham with In-Ground Pool

4.9
Outstanding (29 ratings)
Eastham, Orleans Town, Massachusetts
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House Orleans
Jun 29 - Jul 6
$300 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Orleans with Yard, Grill & Patio

4.8
Outstanding (14 ratings)
Orleans, Orleans Town, Massachusetts
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Popular Rental Amenities in Massachusetts

  • Pet-friendly (6,916)
  • Pool (10,224)
  • WiFi (35,612)
  • Air conditioning (34,134)
  • Kitchen (23,294)
  • Parking (1,791)
  • TV (33,491)
  • Washing machine (21,240)
  • Grill (16,815)
  • Hot tub (1,797)
  • Balcony/patio (15,425)
  • No smoking (35,128)

Our search page's filters will help you find your dream accommodation in Massachusetts. In Massachusetts, 7,090 properties include "Pets allowed". So, if you travel with your pet, select the Pets allowed filter to compare these accommodations. Plan your vacation in advance if you'd like to have a fenced-in yard or you need a crib for your baby. There are just 1,117 listed rentals providing "Fenced" and 7,048 properties including "Crib."

Price and Availability Index in Massachusetts

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Vacation Rental Price Information in Massachusetts

This graph displays average prices of the vacation rentals and holiday apartments located in Massachusetts. The most expensive week to book a rental in Massachusetts is in May (5/17 – 5/24). Prices drop in February to an average of $325 per night (2/22 – 3/1).

Rental availability information in Massachusetts

Have a look at the above graph to see the global availability of vacation rentals in Massachusetts. The week with the highest booking rate is in February (2/8 – 2/15). Only 5% of the rentals are still available. On the other hand, the week with the most available offers is in August (8/31 – 9/7).

The Weather in Massachusetts

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- Rainy days

Above are the weather conditions for Massachusetts. On average, the warmest month is July. However, temperatures can go lower than 19° in Massachusetts in January. The rainiest month is %rainiestMonth% while the driest month is January.

7-Day Weather Forecast in Massachusetts

Thu, 13 Jun
75°
73°

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5 h

6 mi/h

Fri, 14 Jun
82°
69°

15%

1 h

11 mi/h

Sat, 15 Jun
75°
71°

0%

6 h

9 mi/h

Sun, 16 Jun
75°
73°

0%

3 h

4 mi/h

Mon, 17 Jun
77°
68°

10%

1 h

9 mi/h

Tue, 18 Jun
87°
78°

15%

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5 mi/h

Wed, 19 Jun
80°
75°

15%

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5 mi/h

Accommodations for your vacation in Massachusetts

In Massachusetts, house rental are the most frequent vacation accommodation type. In addition, the average nightly price of house rental in this destination is $797, and their size, on average, is 189 m². Furthermore, if you are going in a group of 8, house rental are the ideal type of accommodation in Massachusetts, as they usually welcome this exact group size. You can also search and compare other accommodation options in Massachusetts. Apartment rental are, for example, another common property type in this destination, with 2,276 listed accommodations. Our data reveals that the average price of apartment rental is $358 a night for an area of 76 m².
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 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.
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.

Top Cabin Destinations in the USA

Information about vacation rentals in Massachusetts

🏡 Vacation rentals available 37,415 rentals
💳 Possible discounts up to 58%
🌙 Nightly prices starting at $94
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 7,095 homes
🏊 Vacation rentals with pools 10,293 homes
32 reviews
Massachusetts vacation rentals have an average rating of 4.1/5 on 32 reviews left by travelers.

Frequently Asked Questions

What is the average price per night for a vacation home in Massachusetts?

The price of a night's stay in Massachusetts starts at $94. If you’re interested in a house rental, the average price is $797 per night. A apartment rental Massachusetts will cost on average $358 per night.

How many vacation rentals are available to book in Massachusetts?

Currently there are 37,415 rentals in Massachusetts to choose from and book for your upcoming trip.

What amenities are most popular for vacation homes in Massachusetts?

Three most popular amenities for vacation rentals in Massachusetts include accommodations that have: Pool, Pets allowed, and Internet.

How many vacation homes with a pool are there in Massachusetts?

Choose from 10,293 vacation rentals available in Massachusetts.

Are pets allowed in vacation rentals in Massachusetts?

Yes, currently there are 7,095 rentals in Massachusetts that allow pets and the average price is $618 per night.

When is it better to travel to Massachusetts?

July and August are the warmest months in Massachusetts with temperatures around 82 °F. January and February in Massachusetts are the coldest, with 19 °F on average.

Find the perfect Massachusetts home to match your style

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Top Vacation Destinations in Massachusetts

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Top regions for vacation rentals

What are the popular vacation destinations in Massachusetts?

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Top cities to visit

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Top Vacation Ideas

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