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Massachusetts Condos

Find 37,788 available offers from 43 partners
Massachusetts
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Massachusetts
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Choose the perfect holiday letting

Price per night
Up to £100
£100 - £199
From £200
Accommodation types
House
Apartment
Farmhouse
Rating
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4+

Explore the diversity of Massachusetts with a holiday 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 travellers 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 holiday lettings – they offer privacy and modern amenities, and they also feel like home.

Show all 37,788 properties

Holiday lettings and apartments with air conditioning

Good weather while on holiday is always great - and it's a plus to be able to control the temperature in your accommodation too. Find holiday homes and apartments in Massachusetts with air conditioning and cooling systems to ensure maximum comfort during your stay.

House  Mattapoisett
19 Oct - 26 Oct
-68%
£920
£291 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Mattapoisett with Barbecue, Hot Tub

Mattapoisett, Plymouth County, Massachusetts
Air conditioning
Details
Vacasa
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House  Northwest Harwich
30 Mar - 6 Apr
£960 per night
House ∙ 10 guests ∙ 4 bedrooms

Beautiful House in Northwest Harwich with Garden, Terrace & Barbecue

4.8
Outstanding (10 ratings)
Northwest Harwich, Harwich, Massachusetts
Air conditioning
Details
Vrbo
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House  Dennis Port
30 Mar - 6 Apr
£458 per night
House ∙ 8 guests ∙ 3 bedrooms

Wonderful House in Dennis Port with Barbecue, Terrace & Sauna

5.0
Outstanding (2 ratings)
Dennis Port, Dennis, Massachusetts
Air conditioning
Details
Vrbo
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Holiday rentals with wifi

Whether it's for working remotely or streaming your favourite shows, internet access can be an indispensable amenity when it comes to choosing a holiday home. Check out HomeToGo's range of holiday lettings with WiFi in Massachusetts and enjoy a fast and reliable internet connection during your stay.

Cottage  West Dennis
3 Aug - 10 Aug
-8%
£373
£343 per night
Cottage ∙ 10 guests ∙ 5 bedrooms

Pleasant Cottage in West Dennis with Terrace & Barbecue

4.7
Excellent (46 ratings)
West Dennis, Dennis, Massachusetts
Internet
Details
Vrbo
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House  Dennis Port
14 Sept - 21 Sept
£371 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Dennis Port with Barbecue & Terrace

5.0
Outstanding (2 ratings)
Dennis Port, Dennis, Massachusetts
Internet
Details
Vrbo
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House  Truro
30 Mar - 6 Apr
-25%
£341
£257 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Truro with Barbecue, Hot Tub

5.0
Outstanding
Truro, Barnstable County, Massachusetts
Internet
Details
Vacasa
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Apartments and holiday lettings with a kitchen

Looking for self-catering accommodation in Massachusetts? Find the perfect letting for you with our selection of Massachusetts holiday rentals with kitchens. Well-appointed and equipped with plenty of cooking appliances, these holiday homes are great for self-catered stays.

House  Falmouth
9 Nov - 16 Nov
-54%
£411
£188 per night
House ∙ 4 guests ∙ 2 bedrooms

Holiday Home in Falmouth with Barbecue + Optimal Views

4.3
Very good (50 ratings)
Falmouth, Barnstable County, Massachusetts
Kitchen
Details
Vacasa
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House  Northwest Harwich
30 Mar - 6 Apr
-56%
£589
£261 per night
House ∙ 8 guests ∙ 3 bedrooms

Rental House in Northwest Harwich with Barbecue & Terrace

5.0
Outstanding (49 ratings)
Northwest Harwich, Harwich, Massachusetts
Kitchen
Details
Vrbo
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House  Centerville
7 Dec - 14 Dec
-40%
£507
£302 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Centerville with Wood-Burning Fireplace

4.6
Excellent (50 ratings)
Centerville, Barnstable, Massachusetts
Kitchen
Details
Vacasa
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Best holiday rental deals in Massachusetts

Save up to 68%

House South Dennis
7 Apr - 14 Apr
-68%
£587
£185 per night
House ∙ 8 guests ∙ 3 bedrooms

House in South Dennis with Pool & Barbecue

South Dennis, Dennis, Massachusetts
Details
Vacasa
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House Dennis Port
14 Sept - 21 Sept
-7%
£476
£442 per night
House ∙ 7 guests ∙ 3 bedrooms

Holiday Home in Dennis Port with Adjacent Pool

4.9
Outstanding (36 ratings)
Dennis Port, Dennis, Massachusetts
Details
Vrbo
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You can choose from 37,788 amazing lettings from 43 partner websites in Massachusetts, with prices beginning at £91 per night. Our search engine immediately compares all the properties , allowing you to save up to 11%.

Recommended holiday lettings in Massachusetts

Rent a holiday home, apartment or cottage in Massachusetts from just £91 per night

Cottage Salisbury
£251 per night
Cottage ∙ 10 guests ∙ 5 bedrooms

Cottage in Salisbury with Barbecue & Terrace

4.9
Outstanding (40 ratings)
Salisbury, Essex County, Massachusetts
Details
Vrbo
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House Salisbury
£122 per night
House ∙ 14 guests ∙ 4 bedrooms

Whole Holiday Home in Salisbury with Barbecue & Terrace + Unsurpassed Views

4.8
Outstanding (90 ratings)
Salisbury, Essex County, Massachusetts
Details
Vrbo
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House Dennis
£519 per night
House ∙ 9 guests ∙ 4 bedrooms

Beautiful House in Dennis with Large Patio

4.9
Outstanding (20 ratings)
Dennis, Dennis Town, Massachusetts
Details
Vrbo
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Condo Provincetown
£432 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Flat in Provincetown with Barbecue & Terrace

4.5
Excellent (4 ratings)
Provincetown, Barnstable County, Massachusetts
Details
Vrbo
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Cottage Rockport
£94 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Rockport with Terrace + Ocean View

4.7
Excellent (93 ratings)
Rockport, Gloucester, Massachusetts
Details
Vrbo
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House North Eastham
£349 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in North Eastham with Garden, Terrace & Barbecue

4.0
Very good (24 ratings)
North Eastham, Barnstable County, Massachusetts
Details
Vrbo
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Cottage Salisbury
£279 per night
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage in Salisbury with Terrace & Barbecue

4.8
Outstanding (18 ratings)
Salisbury, Essex County, Massachusetts
Details
Vrbo
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House Dennis Port
£448 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful Holiday Home in Dennis Port with Electric Fireplace

4.4
Very good (39 ratings)
Dennis Port, Dennis, Massachusetts
Details
Vrbo
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House Great Barrington
£269 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Great Barrington with Wood-Burning Fireplace + Incredible Views

3.7
Good (111 ratings)
Great Barrington, Berkshire County, Massachusetts
Details
Vrbo
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Budget-friendly Holiday Homes in Massachusetts

Find Fantastic yet Cheap Lettings

House Dennis Port
6 Jul - 13 Jul
£590 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Dennis Port with Electric Fireplace

4.4
Very good (39 ratings)
Dennis Port, Dennis, Massachusetts
Details
Vacasa
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House Harwich Port
11 May - 18 May
£191 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in Harwich Port with Barbecue & Terrace

5.0
Outstanding (12 ratings)
Harwich Port, Harwich, Massachusetts
Details
Vrbo
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Condo Dennis Port
11 May - 18 May
£133 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Clean Flat in Dennis Port with Garden & Barbecue

5.0
Outstanding (14 ratings)
Dennis Port, Dennis, Massachusetts
Details
Vrbo
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Top-Rated Lettings and Properties in Massachusetts

Book Holiday Letting Offers with the Highest User Rating

Cottage Dennis Port
11 May - 18 May
-4%
£178
£171 per night
Cottage ∙ 3 guests ∙ 1 bedroom

Cottage in Dennis Port with Garden & Barbecue + Water Views

4.6
Excellent (118 ratings)
Dennis Port, Dennis, Massachusetts
Details
Vrbo
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View deal
House Northwest Harwich
14 Sept - 21 Sept
£407 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Northwest Harwich with Barbecue & Terrace

4.7
Excellent (32 ratings)
Northwest Harwich, Harwich, Massachusetts
Details
Vrbo
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View deal
House Northwest Harwich
11 May - 18 May
-7%
£442
£410 per night
House ∙ 8 guests ∙ 4 bedrooms

Family Friendly Holiday Home in Northwest Harwich with Terrace, Garden & Barbecue

4.8
Outstanding (30 ratings)
Northwest Harwich, Harwich, Massachusetts
Details
Vrbo
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Popular holiday rental amenities in Massachusetts

  • Pool (10,401)
  • WiFi (36,804)
  • Parking (1,954)
  • Kitchen (24,312)
  • Air conditioning (35,216)
  • TV (34,647)
  • Dishwasher (16,428)
  • Washing machine (21,847)
  • Pet-friendly (7,066)
  • Wheelchair access (7,838)
  • No smoking (36,141)
  • Balcony/patio (14,638)

You will have a large selection of accommodation options to compare and from which to choose if you are looking for a holiday rental offering a pool in Massachusetts. More hotel room include a pool than motel. Most of the hotel room with pools in Massachusetts accommodate 8 guests and cost £419 a night. Many of Massachusetts's properties including a pool are located within 2 kilometres of water, so you can choose between some pool time or waterfront moments.

Price and Availability Index for Massachusetts

Click on any bar to see price and availability information

Holiday Letting Price Information in Massachusetts

We summarised price information data in the above graph to give you more insights as to costs in Massachusetts. Prices during one week in July (06/07 – 13/07) go up to £477 per night, which is the highest average price in the next 12 months. Conversely, the cheapest average prices are in one week of January (25/01 – 01/02).

Rental availability information in Massachusetts

This graph shows the holiday letting availability rate for the upcoming year. The week with the lowest percentage of available properties is in January (25/01 – 01/02). It will be easy to find a holiday home that suits you in one week in June (01/06 – 08/06), when 64 of the rentals are still available.

The Weather in Massachusetts

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- Rainy days

Above are the weather conditions for Massachusetts. On average, the warmest month is July. January is the coolest month, with the average minimum temperature falling to -7°. The rainiest month is %rainiestMonth%, while the driest month is January.

7-Day Weather Forecast in Massachusetts

Fri, 29 Mar

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24 km/h

Sat, 30 Mar
12°

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6 h

18 km/h

Sun, 31 Mar
14°
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10%

4 h

21 km/h

Mon, 1 Apr
13°
12°

15%

2 h

4 km/h

Tue, 2 Apr
11°

10%

0 h

9 km/h

Wed, 3 Apr

15%

0 h

17 km/h

Thu, 4 Apr

15%

0 h

21 km/h

Accommodation options for your holiday in Massachusetts

Users who are hoping to find house rentals in Massachusetts will have plenty of options to choose from, since this is the most prevalent accommodation option there. The standard size of house rentals in Massachusetts is 185 m², with a median price of £611 a night. Furthermore, these properties are perfect if you're going in a group of 8, since that's the average number of holidaymakers that house rentals can host in Massachusetts. A apartment rental is the second most frequently offered type of rental in Massachusetts. These properties cost £283 a night, on average, and have an average size of 88 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 colour, 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 holiday rentals in Massachusetts

🏡 Holiday homes available 37,788 rentals
💳 Discounts available up to 11%
🌙 Nightly prices from £91
⭐ Popular amenities Pool, Internet and Parking
🐾 Pet friendly rentals 7,037 properties
🏊 Holiday rentals with pools 10,415 properties
20 reviews
Massachusetts holiday rentals have an average rating of 3.8/5 across 20 reviews left by travellers.

Frequently Asked Questions

How many holiday homes are available to book in Massachusetts?

Currently there are 37,788 holiday apartments from 43 providers on offer in Massachusetts.

What is the most searched holiday apartment amenity in Massachusetts?

When choosing a holiday rental in Massachusetts, consider looking for a place with Pool, Internet, or Parking, which are the most popular amenities for this destination.

How many holiday homes in Massachusetts have a pool?

Holiday apartments with pools are 28 of all offers in Massachusetts.

May i bring my pet when staying in a Massachusetts holiday apartment?

Yes, there are 7,037 holiday rentals in Massachusetts that allow pets for £469 per night.

What is the perfect time to travel to Massachusetts?

August and July are usually the warmest months in Massachusetts, while January and February have the least rain.

Where can I see discounts on holiday homes in Massachusetts?

You can get brilliant bargains on holiday lettings in Massachusetts with the nightly price of a letting beginning at £91 - and HomeToGo has launched plenty of features that make it a piece of cake to see the top offers. If you don't have set dates for your holiday, try a search using HomeToGo's flexible dates technology to scan for lower cost date options and see discounts of up to 11%. Moreover, HomeToGo's 'distance from' filter enables you to see hidden gem holiday homes in great value, under-the-radar spots with good proximity to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start searching with time to spare to get the best of a wide range of offers and top discounts - and do so with confidence by using HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the pros of choosing a holiday home in Massachusetts with HomeToGo?

From serenity away from the crowds to plenty of room for relaxing with your loved ones, holiday rentals in Massachusetts provide a wide range of bonuses. HomeToGo lets you read genuine ratings from verified visitors, and searching is safe, simple, and hassle-free - so with 37,788 deals from 43 providers in the region, you're sure to uncover the ideal holiday home with the amenities and features you need in Massachusetts.

Find the perfect Massachusetts home to match your style

Travel tips, inspiration and ideas for your holiday in Massachusetts

Holiday Homes & Cottages

What are the most popular holiday destinations and places to visit in Massachusetts?

Top cities to visit

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Top holiday ideas

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