Houses in Massachusetts and Holiday rentals - Holiday Lettings - Holiday Rentals Massachusetts

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North America Holidays
172530 properties
United States Holidays
128466 properties
Holiday rentals Cape Cod
3,461 properties
Holiday rentals Martha's Vineyard
706 properties
Houses Nantucket
517 properties
Apartments Boston
252 properties
Apartments Cape Ann
144 properties
Berkshires
113 properties
Cambridge
49 properties
Somerville
28 properties
Plymouth
27 properties
Houses Ipswich
16 properties
Estates Waltham
16 properties
Houses Marshfield
14 properties
Houses Newbury
12 properties
Brookline
12 properties
Scituate
9 properties
Hampshire County
8 properties
Apartments Newburyport
7 properties
Salem
6 properties
Apartments Revere
6 properties
Chelsea
6 properties

Massachusetts

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6,105 Holiday homes

(6) Very Good 

24

Holiday cottage with golf nearby in New Seabury

Cape Cod / New Seabury

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Perfect vacation” We enjoyed our vacation in this holiday home very much. We found everything we needed and it was perfect. Our little son (1,5 years old) loved the garden and the nice beaches in the surrounding area. The supermarket and the restauran
…see more

from £131 / night

£766 - £2074 / week

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from £131 / night

24

Holiday windmill letting

Cape Cod / Centerville

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £958 / night

£6700 / week

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from £958 / night

(3) Excellent 

24

Holiday apartment rental

Massachusetts / Plymouth

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Lovely Holiday Home” This apartment was so much bigger and nicer than the photographs indicate. It was clean , spacious,very comfortable and so well equipped., even condiments, herbs and oil were provided for cooking, as well as detergent and dish
…see more

from £181 / night

£1000 / week

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from £181 / night

45

Holiday home in South Chatham

Chatham / South Chatham

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.6 km
  • Child friendly
  • Air conditioning

from £212 / night

£1231 - £3458 / week

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from £212 / night

6

Holiday home in Massachusetts

Massachusetts / Boston

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

Pricing unknown

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Pricing unknown

52

Holiday home in Centerville

Cape Cod / Centerville

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £219 / night

£1530 - £2145 / week

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from £219 / night

20

Home rental in Orleans

Cape Cod / Orleans

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

from £154 / night

£1077 - £1385 / week

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from £154 / night

(10) Very Good 

19

Holiday home in Eastham

Cape Cod / Eastham

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Just perfect” We have been to the Cape before but stayed in Provincetown, this property have us the opportunity to see whole different side the the area, while still being within driving distance of P town. The house lived up to its description, it h
…see more

from £157 / night

£1099 / week

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from £157 / night

20

Massachusetts holiday home rental

Massachusetts / Nantucket

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £566 / night

£3962 - £4154 / week

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from £566 / night

39

Holiday home with golf nearby in West Chatham

Chatham / West Chatham

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children age 5+

from £320 / night

£1693 / week

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from £320 / night

13

Holiday guest house in Vineyard Haven

Martha's Vineyard / Vineyard Haven

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Private garden

from £189 / night

£1320 / week

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from £189 / night

(19) Excellent 

65

Apartment rental in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“well appointed apartment” The apartment is the best equipped I have stayed in. Comfortable and spacious it offers an excellent base to explore Boston. Being based in Charlestown offers the opportunity to explore a fascinating local area and the centre
…see more

from £127 / night

£808 - £1227 / week

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from £127 / night

14

Provincetown holiday condo rental

Cape Cod / Provincetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

from £374 / night

£2616 / week

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from £374 / night

4

Apartment rental in Massachusetts

Massachusetts / Cambridge

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min

from £8 / night

£54 / week

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from £8 / night

(1) Average 

6

Holiday apartment in Massachusetts

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Air conditioning

Pricing unknown

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Pricing unknown

14

Holiday home in Massachusetts

Massachusetts / Plum Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning

from £307 / night

£2424 - £2654 / week

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from £307 / night

17

Holiday home in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.1 km
  • Child friendly

from £165 / night

£1154 / week

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from £165 / night

6

Holiday apartment in Massachusetts

Massachusetts / Boston

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min

from £10 / night

£70 / week

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from £10 / night

19

Apartment rental in Orleans

Cape Cod / Orleans

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £135 / night

£943 / week

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from £135 / night

12

Holiday home in Dennis Port

Cape Cod / Dennis Port

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Air conditioning

from £116 / night

£808 / week

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from £116 / night

(3) Very Good 

9

Home rental in Chatham

Cape Cod / Chatham

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

from £193 / night

£1154 / week

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from £193 / night

24

Wellfleet holiday home rental

Cape Cod / Wellfleet

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly

from £231 / night

£1616 - £1847 / week

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from £231 / night

34

Holiday home with swimming pool in Massachusetts

Martha's Vineyard / Edgartown

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £544 / night

£3808 - £11116 / week

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from £544 / night

(3) Excellent 

17

Holiday home in Harwich Port

Harwich / Harwich Port

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £231 / night

£1385 - £3924 / week

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from £231 / night

8

Holiday home in Siasconset

Nantucket / Siasconset

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Air conditioning

from £440 / night

£3077 - £4000 / week

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from £440 / night

(3) Very Good 

12

Holiday home in Massachusetts

Martha's Vineyard / Edgartown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children

from £154 / night

£1077 - £1693 / week

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from £154 / night

25

Home letting in Lanesboro

Berkshires / Lanesboro

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £150 / night

£1154 - £1347 / week

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from £150 / night

22

Home rental in Massachusetts

Martha's Vineyard / Oak Bluffs

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask owner if suitable for children

from £319 / night

£2231 - £5770 / week

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from £319 / night

(1) Excellent 

17

Holiday home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £308 / night

£2000 / week

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from £308 / night

29

Holiday cottage rental

Massachusetts / Fairhaven

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £154 / night

£1077 / week

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from £154 / night

8

Sagamore Beach holiday apartment rental

Bourne / Sagamore Beach

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £97 / night

£616 - £770 / week

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from £97 / night

24

Chatham holiday home rental

Cape Cod / Chatham

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly

from £187 / night

£1304 - £1689 / week

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from £187 / night

5

Massachusetts holiday apartment rental

Massachusetts / Salem

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly
  • Private garden

from £100 / night

£577 / week

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from £100 / night

24

Mashpee holiday home rental

Cape Cod / Mashpee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

from £230 / night

£1610 / week

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from £230 / night

35

Home rental in Oak Bluffs

Martha's Vineyard / Oak Bluffs

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning

from £330 / night

£2308 - £4847 / week

Enquire View

from £330 / night

(3) Very Good 

18

Massachusetts holiday home let

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £187 / night

£1308 - £1539 / week

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from £187 / night

10

Massachusetts holiday home rental

Nantucket / Siasconset

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly

from £495 / night

£3462 - £4616 / week

Enquire View

from £495 / night

9

Home rental in Massachusetts

Nantucket / Siasconset

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £825 / night

£5770 - £6924 / week

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from £825 / night

36

Home rental in North Chatham

Chatham / North Chatham

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £385 / night

£2693 - £4231 / week

Enquire View

from £385 / night

36

Holiday home in Brewster

Cape Cod / Brewster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £276 / night

£1924 - £4539 / week

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from £276 / night

Top Destination reviews

New lux. Apt.private roof deck harbor/skyline
Fabulous Apartment

I cannot recommend this enough. The apartment was exactly as described, only better. Very clean, new, spacious. All facilities were there and more. Pure luxury stay. Theresa, the owner, emailed me with directions which were perfect. The restaurant … see more
Affordable Luxury -3bd/3ba -$2,300 w/Linens Incl
A fabulous home from home in Cape Cod with beautiful beach close by and access to shared pool, loved it!!!

We have had a brilliant stay in a lovely home on Cape Cod. A very well equipped house close to a beautiful sandy beach and with access to a shared pool. Owners were extremely accommodating, giving lots of help with bike hire etc. Ideally situated for … see more
Luxury 3 story with private roof deck
Fabulous, superbly well equipped condo off the beaten track

We stayed here for a 3 night city break in early September and the accommodation is fully set up and very well equipped for up to six people in 3 double rooms. There are great views over to the city from both the kitchen/living room/deck and from the … see more
Boston Waterfront Luxury Home
well appointed apartment

The apartment is the best equipped I have stayed in. Comfortable and spacious it offers an excellent base to explore Boston. Being based in Charlestown offers the opportunity to explore a fascinating local area and the centre of Boston is either walk … see more
1 bedroom Apartment in Allston/Brookline
Great place to stay

My friend and I had a wonderful stay at this property. It was clean, comfortable and a real home from home. The location was excellent and about 20 minutes from the centre of Boston on the Metro (Tip: buy a one week unlimited travel pass if you are … see more
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