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

Holiday houses & accommodation in Massachusetts

Find 38,522 available offers from 35 partners
Massachusetts
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Massachusetts
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Popular Filters to find the Perfect Letting in Massachusetts

Pets allowed
1 Bedroom
2 Adults
House
4 Adults
Farmhouse
200 m to water

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.

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Vacation rentals with Wi-Fi

If it's for remote work or watching your favourite programmes, fast WiFi can be a must-have feature when it comes to selecting a holiday letting. Take a look at HomeToGo's range of holiday homes with internet in Massachusetts and be sure of a quick and reliable connection during your visit.

House  Dennis Port
6 July - 13 July
$1,152 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Dennis Port with Electric Fireplace

4.4
Very good (39 ratings)
Dennis Port, Dennis, Massachusetts
Internet
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Vacasa
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House  Dennis Port
17 Aug - 24 Aug
$423 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in Dennis Port

Dennis Port, Dennis, Massachusetts
Internet
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House  West Yarmouth
8 Mar - 15 Mar
-56%
$1,142
$500 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in West Yarmouth with Terrace, Garden & Barbecue

4.7
Excellent (26 ratings)
West Yarmouth, Yarmouth, Massachusetts
Internet
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Vacasa
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Vacation rentals and apartments with air conditioning

Good weather while travelling is always brilliant - and it's an added bonus to be able to control the temperature in your holiday letting too. Find holiday rentals in Massachusetts with air conditioning to make your visit even more comfortable.

House  North Truro
5 Oct - 12 Oct
-23%
$491
$379 per night
House ∙ 7 guests ∙ 3 bedrooms

House in North Truro with Barbecue, Terrace & Garden

4.4
Very good (22 ratings)
North Truro, Barnstable County, Massachusetts
Air conditioning
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House  West Barnstable
16 Sept - 23 Sept
-54%
$1,522
$699 per night
House ∙ 8 guests ∙ 4 bedrooms

House in West Barnstable with Private Pool

3.5
Good (14 ratings)
West Barnstable, Barnstable, Massachusetts
Air conditioning
Details
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House  Orleans
15 June - 22 June
-50%
$1,049
$525 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Orleans with Garden, Barbecue & Terrace

4.9
Outstanding (33 ratings)
Orleans, Orleans Town, Massachusetts
Air conditioning
Details
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Apartments and vacation rentals with a kitchen

Searching for self-catering holiday homes in Massachusetts? Find the ideal rental for you with our range of Massachusetts holiday lettings with kitchens. Well furnished with all the needed appliances, these accommodation offers are perfect for self-catered stays.

House  East Dennis
12 Oct - 19 Oct
-25%
$505
$380 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in East Dennis with Delicious Barbecue

3.5
Good (14 ratings)
East Dennis, Dennis, Massachusetts
Kitchen
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House  South Yarmouth
24 Dec - 31 Dec
-35%
$740
$481 per night
House ∙ 8 guests ∙ 4 bedrooms

Charming Holiday Home in South Yarmouth with Electric Fireplace + Water Views

4.5
Excellent (51 ratings)
South Yarmouth, Yarmouth, Massachusetts
Kitchen
Details
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House  Sandwich
1 June - 8 June
-58%
$1,499
$626 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday Home in Sandwich with Barbecue, Pool & Terrace

4.4
Very good (25 ratings)
Sandwich, Barnstable County, Massachusetts
Kitchen
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Best holiday rental deals in Massachusetts

Save up to 61%

House East Falmouth
8 Mar - 15 Mar
-54%
$1,593
$728 per night
House ∙ 10 guests ∙ 4 bedrooms

House in East Falmouth with Barbecue

5.0
Outstanding
East Falmouth, Falmouth, Massachusetts
Details
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House Mattapoisett
1 June - 8 June
-61%
$907
$357 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Mattapoisett with Barbecue, Hot Tub

Mattapoisett, Plymouth County, Massachusetts
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House Eastham
19 Oct - 26 Oct
-39%
$1,028
$631 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Eastham with Barbecue

4.5
Excellent
Eastham, Orleans Town, Massachusetts
Details
Vacasa
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Search and find a letting matching your needs among the 38,522 fantastic properties from several providers in Massachusetts. Our search engine immediately evaluates all of the holiday rentals to help you save up to 54%.

Recommended holiday rentals in Massachusetts

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

House Yarmouth Port
29 June - 6 July
$1,477 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Yarmouth Port with Hot Tub, Barbecue & Pool

Yarmouth Port, Yarmouth, Massachusetts
Details
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House Rockport
$527 per night
House ∙ 10 guests ∙ 5 bedrooms

Lovely Holiday Home in Rockport with Terrace, Garden & Barbecue + Ocean View

4.3
Very good (66 ratings)
Rockport, Essex County, Massachusetts
Details
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Cottage Gloucester
$764 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Gloucester with Barbecue, Terrace & Garden + Beautiful Views

4.5
Excellent (8 ratings)
Gloucester, Essex County, Massachusetts
Details
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House Oak Bluffs
14 Sept - 21 Sept
-25%
$928
$692 per night
House ∙ 7 guests ∙ 4 bedrooms

Holiday Home in Oak Bluffs with Garden & Terrace

3.9
Good (9 ratings)
Oak Bluffs, Dukes County, Massachusetts
Details
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House Bourne
8 June - 15 June
-61%
$896
$351 per night
House ∙ 10 guests ∙ 3 bedrooms

Pleasant Holiday Home in Bourne with Barbecue, Garden & Terrace + Ocean Views

4.6
Excellent (45 ratings)
Bourne, Barnstable County, Massachusetts
Details
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House Salisbury
$594 per night
House ∙ 12 guests ∙ 3 bedrooms

Nice Holiday Home in Salisbury + Beachfront Views

5.0
Outstanding (11 ratings)
Salisbury, Essex County, Massachusetts
Details
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House Sagamore Beach
$832 per night
House ∙ 8 guests ∙ 5 bedrooms

House in Sagamore Beach with Seasonal Pool + Gorgeous Views

5.0
Outstanding (21 ratings)
Sagamore Beach, Bourne, Massachusetts
Details
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House Brewster
$490 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Brewster with Garden, Barbecue & Terrace

4.9
Outstanding (76 ratings)
Brewster, Brewster Town, Massachusetts
Details
stayz
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House Ocean Bluff-Brant Rock
$180 per night
House ∙ 7 guests ∙ 3 bedrooms

Beautiful House in Ocean Bluff-Brant Rock with Terrace, Barbecue & Garden

5.0
Outstanding (119 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
Details
stayz
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Budget-friendly Accommodation in Massachusetts

Find Fantastic yet Inexpensive Accommodation

House North Eastham
19 Oct - 26 Oct
-34%
$462
$307 per night
House ∙ 4 guests ∙ 2 bedrooms

Charming Holiday Home in North Eastham with Barbecue & Terrace + Close to Beach

4.5
Excellent (24 ratings)
North Eastham, Barnstable County, Massachusetts
Details
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Cottage Ipswich
$351 per night
Cottage ∙ 5 guests ∙ 4 bedrooms

Sunny Cottage in Ipswich with Garden & Terrace + Beautiful Views

4.3
Very good (33 ratings)
Ipswich, Essex County, Massachusetts
Details
stayz
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House Orleans
$650 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Orleans with Barbecue & Terrace

5.0
Outstanding (12 ratings)
Orleans, Orleans Town, Massachusetts
Details
stayz
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Top-Rated Accommodation in Massachusetts

Book Holiday Offers with the Highest User Rating

House Salisbury
$284 per night
House ∙ 14 guests ∙ 5 bedrooms

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

4.8
Outstanding (91 ratings)
Salisbury, Essex County, Massachusetts
Details
stayz
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House West Dennis
16 Sept - 23 Sept
-37%
$669
$422 per night
House ∙ 6 guests ∙ 3 bedrooms

House in West Dennis with Barbecue, Garden & Terrace

4.6
Excellent (27 ratings)
West Dennis, Dennis, Massachusetts
Details
Vacasa
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House Dennis Port
$784 per night
House ∙ 9 guests ∙ 4 bedrooms

Lovely Holiday Home in Dennis Port with Pool & Barbecue

5.0
Outstanding (23 ratings)
Dennis Port, Dennis, Massachusetts
Details
stayz
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Popular holiday rental amenities in Massachusetts

  • Pool (10,307)
  • WiFi (36,420)
  • Kitchen (24,546)
  • Pet-friendly (7,210)
  • Air conditioning (35,037)
  • Washing machine (21,991)
  • TV (34,513)
  • No smoking (36,277)
  • Parking (1,837)
  • Microwave (26,510)
  • Balcony/patio (15,133)
  • Grill (17,732)

More than 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 $825 per night. Most of the listed properties with pools are hotel room. Many 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 August (24/08 – 31/08), where prices are on average $912 a night. Massachusetts is cheaper in a week of February (22/02 – 01/03), where prices are on average $498 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 (11/01 – 18/01), where 95% of the holiday lettings are booked. People tend to travel less to Massachusetts during a week in June (01/06 – 08/06) when only 45% of the rentals are booked.

The weather in Massachusetts

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- Rainy days

This is the climate diagram in Massachusetts. The highest average temperatures are in the month of July. On the contrary, the coolest month is January. The rainiest month is %rainiestMonth% while the driest month is January.

7-Day Weather Forecast in Massachusetts

Tue, 21 May
25°
22°

0%

5 h

14 km/h

Wed, 22 May
29°
27°

0%

6 h

15 km/h

Thu, 23 May
30°
19°

15%

1 h

17 km/h

Fri, 24 May
28°
25°

10%

6 h

13 km/h

Sat, 25 May
25°
22°

0%

3 h

6 km/h

Sun, 26 May
24°
22°

0%

6 h

15 km/h

Mon, 27 May
19°
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15%

0 h

6 km/h

Where to find the best food in Massachusetts?

Seafood Dining on Rockport's Famous 'Lobsta'

The town of Rockport in north-eastern Massachusetts is home to a bustling community of artists and fishermen living in Cape Cod homes. Rockport's main industry is fishing - haddock, tuna, and herring. But, the real highlight of Rockport's delicious seafood is lobster.

'Lobsta' is a town speciality that one can find inexpensively throughout the area. Visitors can be brave and purchase the clawed animal live from the famous market, Roy Moore Lobster Co., to cook at home from scratch, or go the traditional route and dine at the locally-loved restaurant LobstaLand.

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.

What are the best events and festivals in Massachusetts?

Relaxing at Martha's Vineyard for the Weekend

Weekending at Martha's Vineyard has been an East Coast tradition for centuries because of its proximity to the city and its small-town atmosphere. The famous gingerbread-looking cottages of the Vineyard provide the perfect holiday getaway.

Staying in Martha's Vineyard offers a plethora of activities and events for enjoying the coastal life of leisure. From boating at Edgartown Yacht Club to the MV Wine Festival and sand sculpting tournaments on South Beach, Martha's Vineyard is a playground for relaxation and recreation.

Information about holiday rentals in Massachusetts

🏡 Holiday rentals available 38,522 rentals
💳 Discounts available up to 54%
🌙 Nightly prices from $189
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly lettings 7,181 properties
🏊 Holiday rentals with pools 10,611 properties
42 reviews
Massachusetts holiday lettings have an average rating of 3.9/5 across 42 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 38,522 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 7,181 pet-friendly holiday lettings in Massachusetts.

What are the popular vacation destinations in Massachusetts?

Top cities to visit

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Top Holiday Ideas

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