Holiday lettings and accommodation in Massachusetts - HomeToGo base64Hash Holiday lettings and accommodation in Massachusetts - HomeToGo

Holiday lettings and accommodation in Massachusetts

Find 50,179 available offers from 51 partners
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Top 15 Recommended holiday lettings in Massachusetts

Find your perfect holiday home, apartment or cottage in Massachusetts from just £14 per night!

House East Sandwich
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with terrace & barbecue | Nature view | Perfect for remote work

East Sandwich, Sandwich, Massachusetts
from £118
per night
Outstanding(18 ratings)
Vrbo
from £118
per night
View deal
Vrbo
House Falmouth
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly nice holiday home with terrace, BBQ & garden | Beach nearby | Suitable for remote work

Falmouth, Barnstable County, Massachusetts
from £397
per night
Outstanding(39 ratings)
Vrbo
from £397
per night
View deal
Vrbo
House Plymouth
House ∙ 14 guests ∙ 6 bedrooms

Holiday home with garden, terrace & hot tub | Nature view

Plymouth, Plymouth County, Massachusetts
from £809
per night
Excellent(59 ratings)
Vrbo
from £809
per night
View deal
Vrbo
House Falmouth
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented big holiday home with terrace & barbecue | Nature view | Close to the beach

Falmouth, Barnstable County, Massachusetts
from £307
per night
Outstanding(60 ratings)
Vrbo
from £307
per night
View deal
Vrbo
House Centerville
House ∙ 16 guests ∙ 6 bedrooms

Children-friendly lovely house with garden, private pool & terrace

Centerville, Barnstable, Massachusetts
from £112
per night
Outstanding(53 ratings)
Vrbo
from £112
per night
View deal
Vrbo
House Eastham
House ∙ 11 guests ∙ 5 bedrooms

House with garden & BBQ

Eastham, Orleans Town, Massachusetts
from £393
per night
Outstanding(22 ratings)
Vrbo
from £393
per night
View deal
Vrbo
House Dennis
House ∙ 12 guests ∙ 5 bedrooms

House with terrace, garden & barbecue | Perfect for remote work

Dennis, Dennis Town, Massachusetts
from £387
per night
Outstanding(58 ratings)
Vrbo
from £387
per night
View deal
Vrbo
House Plymouth
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, garden & barbecue | Nature view

Plymouth, Plymouth County, Massachusetts
from £585
per night
Outstanding(54 ratings)
Vrbo
from £585
per night
View deal
Vrbo
House Northwest Harwich
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with garden, barbeque & terrace | City view

Northwest Harwich, Harwich, Massachusetts
from £243
per night
Outstanding(1 rating)
Vrbo
from £243
per night
View deal
Vrbo
House Chatham
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented pleasant holiday home with garden, terrace & BBQ | Nature view | Next to the beach | Pet-friendly

Chatham, Barnstable County, Massachusetts
from £390
per night
Outstanding(81 ratings)
Vrbo
from £390
per night
View deal
Vrbo
House Orleans
House ∙ 19 guests ∙ 9 bedrooms

Family-oriented wonderful holiday home with private pool, barbecue & terrace | Nature view | Beach nearby

Orleans, Orleans Town, Massachusetts
from £6
per night
Outstanding(44 ratings)
Vrbo
from £6
per night
View deal
Vrbo
House Plymouth
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly charming house with garden, pool & jacuzzi | Perfect for remote work

Plymouth, Plymouth County, Massachusetts
from £376
per night
Outstanding(10 ratings)
Vrbo
from £376
per night
View deal
Vrbo
House Dennis Port
House ∙ 14 guests ∙ 6 bedrooms

Children-friendly lovely house with terrace, barbecue & private pool

Dennis Port, Dennis, Massachusetts
from £475
per night
Outstanding(96 ratings)
Vrbo
from £475
per night
View deal
Vrbo
House Scituate
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with BBQ & terrace | Nature view

Scituate, Plymouth County, Massachusetts
from £690
per night
Outstanding(28 ratings)
Vrbo
from £690
per night
View deal
Vrbo
House Dennis Port
House ∙ 12 guests ∙ 4 bedrooms

House with garden, terrace & BBQ

Dennis Port, Dennis, Massachusetts
from £168
per night
Outstanding(69 ratings)
Vrbo
from £168
per night
View deal
Vrbo

Holiday lettings and apartments with air conditioning

House  Vineyard Haven
from £821 per night
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly holiday home with terrace, garden & BBQ

4.3
Very good(51 ratings)
Vineyard Haven, Tisbury, Massachusetts
Air conditioning
Vacasa
View deal
House  Yarmouth Port
from £782 per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped holiday home with barbecue, garden & private pool

5.0
Outstanding(39 ratings)
Yarmouth Port, Yarmouth, Massachusetts
Air conditioning
Vrbo
View deal
House  Gloucester
from £216 per night
House ∙ 4 guests ∙ 2 bedrooms

Holiday home with BBQ, terrace & garden

5.0
Outstanding(1 rating)
Gloucester, Essex County, Massachusetts
Air conditioning
Vrbo
View deal
See all offers

Best holiday homes with a patio or terrace

House  Falmouth
from £766 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with terrace & barbecue

4.0
Very good(2 ratings)
Falmouth, Barnstable County, Massachusetts
Balcony/Patio
Vrbo
View deal
Cottage  East Falmouth
from £609 per night
Cottage ∙ 10 guests ∙ 4 bedrooms

Children-friendly nice cottage with terrace, BBQ & pool | City view | Beach nearby

5.0
Outstanding(31 ratings)
East Falmouth, Falmouth, Massachusetts
Balcony/Patio
Vrbo
View deal
Cottage  Sandwich
from £738 per night
Cottage ∙ 18 guests ∙ 6 bedrooms

Cottage with barbeque & terrace | Perfect for remote work

Sandwich, Barnstable County, Massachusetts
Balcony/Patio
Vrbo
View deal
See all offers

Holiday homes and cottages with a garden

House  Plymouth
from £140 per night
House ∙ 4 guests ∙ 2 bedrooms

Holiday home with BBQ & garden

Plymouth, Plymouth County, Massachusetts
Garden
HomeToGo
View deal
House  Rockport
from £698 per night
House ∙ 14 guests ∙ 8 bedrooms

Family-oriented spacious holiday home with garden & barbecue | Close to the beach | Good for workation

5.0
Outstanding(64 ratings)
Rockport, Gloucester, Massachusetts
Garden
Vrbo
View deal
House  Wellfleet
from £564 per night
House ∙ 12 guests ∙ 5 bedrooms

Holiday home with garden, barbecue & terrace | Nature view

4.0
Very good(6 ratings)
Wellfleet, Barnstable County, Massachusetts
Garden
Vrbo
View deal
See all offers

Budget-friendly Holiday Homes in Massachusetts

Find Fantastic yet Cheap Lettings

House Edgartown
from £819 per night
House ∙ 15 guests ∙ 5 bedrooms

House with jacuzzi, garden & BBQ | Nature view

5.0
Outstanding(41 ratings)
Edgartown, Dukes County, Massachusetts
Vrbo
View deal
House Vineyard Haven
from £301 per night
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly holiday home with barbecue | Pet-friendly

4.5
Excellent
Vineyard Haven, Tisbury, Massachusetts
Vacasa
View deal
House Ocean Bluff-Brant Rock
from £492 per night
House ∙ 13 guests ∙ 6 bedrooms

Child-friendly pleasant house with barbecue & terrace | Perfect for remote work

5.0
Outstanding(8 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
Vrbo
View deal

Top-Rated Lettings and Properties in Massachusetts

Book Holiday Letting Offers with the Highest User Rating

House East Sandwich
from £645 per night
House ∙ 10 guests ∙ 4 bedrooms

House with barbecue & terrace

5.0
Outstanding(30 ratings)
East Sandwich, Sandwich, Massachusetts
Vrbo
View deal
House Dennis
from £562 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented holiday home with barbeque, terrace & garden | Close to the beach

5.0
Outstanding(28 ratings)
Dennis, Dennis Town, Massachusetts
Vrbo
View deal
House Dennis Port
from £406 per night
House ∙ 9 guests ∙ 4 bedrooms

Ample holiday home with pool & barbecue | Pet-friendly

5.0
Outstanding(25 ratings)
Dennis Port, Dennis, Massachusetts
Vrbo
View deal

Customer ratings and reviews

How are reviews collected?
Christine C.
Guest verified by HomeToGo

The house was very nice, clean, and comfortable, the screened in porch was lovely, there was a great backyard with a fire-pit, and the road and neighborhood was quiet. WiFi worked great. The lake access was much closer than I thought, just a quick walk, great for kids that like to fish and swim. Roads were minimally traveled on and safe for kids to ride bikes. Nearby is a supermarket and a shopping center as well. We did not get to hike while we were there but it is clear that there is a ton of hiking nearby. All in all it was a great few days at a great house and I would highly recommend for a quiet getaway.

Reviewed on 24/09/2024 | Family
House Sherwood Forest
from £148 per night
HomeToGo
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Sherwood Forest, Becket, Massachusetts
View deal
Gail M.
Guest verified by HomeToGo

The location and home were both beautiful! We thoroughly enjoyed our stay! Rock Properties were very accommodating to any of our concerns and responded immediately! There was even a welcome basket with an assortment of Cape Cod gifts.

Reviewed on 14/05/2024 | Couple
House Sandwich
from £257 per night
HomeToGo
House ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(1 rating)
Sandwich, Barnstable County, Massachusetts
View deal
William S.
Guest verified by HomeToGo

Found this hidden gem and couldn’t have been happier. We had our dog with us, who also had a great time. Place is very clean and the room had full amenities, which is rare (in my opinion). We had a full kitchen, tv with several streaming stations, and nice walk in shower. There was a pool out front and different hammocks and games out back. Very close to restaurants and beaches. Will definitely stay here again

Reviewed on 06/08/2023 | Couple
Accommodation Eastham
from £192 per night
HomeToGo
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(120 ratings)
Eastham, Orleans Town, Massachusetts
View deal
Paulina C.
Guest verified by HomeToGo

We had a nice stay ! We really enjoyed how close the beach was. The house is clean and pretty well furnished. The master bed is a little short so if you’re very tall, this might be an issue

Reviewed on 31/07/2023 | Family
House Dennis Port
from £189 per night
HomeToGo
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Dennis Port, Dennis, Massachusetts
View deal
Richard M.
Guest verified by HomeToGo

The price was affordable and the location was fantastic. The cottage was clean and the contact with realtor was extremely helpful.

Reviewed on 03/07/2023
House Dennis Port
from £111 per night
HomeToGo
House ∙ 3 guests ∙ 1 bedroom
4.7
Excellent(7 ratings)
Dennis Port, Dennis, Massachusetts
View deal
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Find your dream stay

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Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Massachusetts

  • Pool (11,555)
  • WiFi (46,753)
  • Parking (2,188)
  • Kitchen (34,004)
  • Air conditioning (44,551)
  • TV (43,071)
  • Dishwasher (18,208)
  • Washing machine (29,221)
  • Pet-friendly (14,283)
  • Wheelchair access (8,446)
  • No smoking (45,907)
  • Balcony/patio (16,429)

Nearly a quarter of the holiday rentals include a pool, which makes Massachusetts a wonderful holiday destination for travellers looking to spend their holidays poolside. More hotel room provide a pool than motel. On average, hotel room with pools in Massachusetts accommodate 9 holidaymakers and have an average cost of £400 per night. If you would also like to be near the water, more than half of the rentals including a pool are within 2 kilometres of the waterfront.

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 data in the graph above to give you more insights as to accommodation costs in Massachusetts. The most expensive week to book a holiday letting in Massachusetts is in August (23/08 – 30/08). The cheapest week is in June (07/06 – 14/06). Prices fall to an average of £354 per night.

Rental availability information in Massachusetts

Check how busy Massachusetts is with our availability graph. More people travel to Massachusetts during a week in January (17/01 – 24/01). So far, 99% of the Massachusetts holiday lettings are occupied this week. Conversely, 49% of the lettings are still available during a week in September (20/09 – 27/09).

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.

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 50,179 rentals
💳 Discounts available up to 18%
🌙 Nightly prices from £14
⭐ Popular amenities Pool, Internet and Parking
🐾 Pet friendly rentals 14,510 properties
🏊 Holiday rentals with pools 11,629 properties
21 reviews
Massachusetts holiday rentals have an average rating of 4.3/5 across 21 reviews left by travellers.

Frequently Asked Questions

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

The average price per night in Massachusetts is around £14. The average rate for renting a apartment rental is £283 per night. House rentals will cost £577 per night on average.

How many accommodation are available to rent in Massachusetts?

There are 50,179 holiday apartments from 51 different providers on offer in Massachusetts.

What is the most searched holiday home amenity in Massachusetts?

The most popular amenities among our customers in Massachusetts are Pool, Internet and Parking.

How many holiday rentals with a pool there are on offer in Massachusetts?

Holiday homes with pools are 23 of all offers in Massachusetts. In addition, there are 53 of apartments with pools near water.

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 lettings in Massachusetts?

You can find great value holiday homes in Massachusetts with the nightly price of accommodation beginning at £14 - and HomeToGo has created a range of filters that make it a piece of cake to uncover the top deals. When considering different dates for your holiday, try a search using HomeToGo's flexible dates technology to easily look for low-price date options and see discounts of up to 18%. Additionally, HomeToGo's 'distance from' filter makes it easy to uncover hidden treasure holiday rentals in great value, lesser-known spots with good proximity to the area of your choice, whether that's a beach, lake, ski region or city centre. Book early to get the best of good availability and low prices - and do so free from stress by ticking HomeToGo's 'free cancellation' filter as you look for the perfect holiday home.

What are the pros of booking a holiday rental in Massachusetts with HomeToGo?

From serenity away from the crowds to more space for relaxing with your loved ones, holiday rentals in Massachusetts provide a variety of advantages. HomeToGo provides real reviews written by previous guests, and searching is safe, easy, and stress-free - so with 50,179 offers from 51 providers in the region, you're bound to find the ideal holiday home with all of the amenities that are important to you in Massachusetts.

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