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

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North America Holidays
167304 properties
United States Holidays
124341 properties
Holiday rentals Cape Cod
3,256 properties
Houses Nantucket
519 properties
Holiday rentals Martha's Vineyard
391 properties
Apartments Boston
255 properties
Apartments Cape Ann
137 properties
Berkshires
113 properties
Cambridge
48 properties
Somerville
27 properties
Plymouth
26 properties
Houses Ipswich
17 properties
Estates Waltham
16 properties
Houses Marshfield
14 properties
Brookline
13 properties
Houses Newbury
12 properties
Apartments Newburyport
8 properties
Hampshire County
8 properties
Quincy
8 properties
Scituate
8 properties
Newton
7 properties
Salem
6 properties

Massachusetts

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5,556 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
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from £118 / night

£1012 - £2106 / week

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from £118 / night

(11) Excellent 

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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Responds fast!
avg. 2 hours 59 minutes

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 £184 / night

£1016 / week

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from £184 / 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 £160 / night

£1116 / week

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from £160 / night

(3) Excellent 

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 £215 / night

£1250 - £3122 / week

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Responds fast!
avg. 1 hour 46 minutes

from £215 / night

4

Massachusetts / East Longmeadow

1 2 1 night min

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

from £4238 / night

£29662 / week

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from £4238 / 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 £157 / night

£1094 - £1407 / week

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from £157 / 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 £325 / night

£1719 / week

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from £325 / night

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 £222 / night

£1554 - £2179 / week

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Responds fast!
avg. 3 hours 25 minutes

from £222 / night

15

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 £575 / night

£4024 - £4219 / week

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from £575 / 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

(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 £129 / night

£821 - £1247 / week

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Responds fast!
avg. 1 hour 57 minutes

from £129 / night

4

Apartment rental in Massachusetts

Massachusetts / Cambridge

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min

from £8 / night

£55 / week

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from £8 / 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 £192 / night

£1340 / week

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Responds fast!
avg. 2 hours 25 minutes

from £192 / 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 £380 / night

£2657 / week

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Responds fast!
avg. 1 hour 22 minutes

from £380 / 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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Responds fast!
avg. 10 minutes

from £10 / 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

(3) Very Good 

9

Cape Cod / Chatham

1 2 7 nights min

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

from £196 / night

£1172 / week

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from £196 / night

(3) Excellent 

17

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 £235 / night

£1407 - £3985 / week

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from £235 / night

(15) Very Good 

30

Harwich / West Harwich

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.48 km
  • Child friendly

from £79 / night

£704 - £1172 / week

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Responds fast!
avg. 3 hours 46 minutes

from £79 / night

(5) Excellent 

21

Massachusetts / Nantucket

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary

from £625 / night

£4375 / week

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Responds fast!
avg. 3 hours 47 minutes

from £625 / night

(1) Excellent 

11

Bourne / Sagamore Beach

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £235 / night

£1563 - £1797 / week

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Responds fast!
avg. 3 hours 28 minutes

from £235 / night

(3) Excellent 

28

Harwich / Harwich Port

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.48 km
  • Child friendly

from £196 / night

£1368 - £1797 / week

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Responds fast!
avg. 1 hour 57 minutes

from £196 / night

(2) Very Good 

13

Bourne / Pocasset

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £107 / night

£743 / week

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from £107 / night

(29) Excellent 

25

Massachusetts / Marblehead

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Air conditioning

from £129 / night

£903 - £1040 / week

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Responds fast!
avg. 2 hours 3 minutes

from £129 / night

13

Martha's Vineyard / Edgartown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask owner if suitable for children

from £134 / night

£938 - £2188 / week

Enquire View

from £134 / night

(2)  

7

Massachusetts / Boston

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £140 / night

£979 / week

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from £140 / night

8

Bourne / Sagamore Beach

1 2 2 nights min

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

from £98 / night

£625 - £782 / week

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from £98 / night

27

Berkshires / Tyringham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Ask about pets

from £196 / night

£782 / week

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Responds fast!
avg. 51 minutes

from £196 / night

16

Cape Cod / West Yarmouth

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £176 / night

£586 - £1250 / week

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from £176 / night

(2) Excellent 

16

Cape Cod / Dennis

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £118 / night

£547 - £1094 / week

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Responds fast!
avg. 1 hour 2 minutes

from £118 / night

(3) Excellent 

22

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £196 / night

£977 - £1563 / week

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from £196 / night

29

Massachusetts / Fairhaven

2 6 Min stay varies

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

from £157 / night

£1094 / week

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from £157 / night

(26) Excellent 

23

Cape Ann / Rockport

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Car not necessary

from £102 / night

£711 - £958 / week

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Responds fast!
avg. 3 hours 45 minutes

from £102 / night

(8) Excellent 

18

Harwich / Harwich Port

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £215 / night

£1407 - £2829 / week

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Responds fast!
avg. 3 hours 48 minutes

from £215 / night

12

Massachusetts / Cambridge

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly

from £204 / night

£1172 - £1407 / week

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from £204 / night

25

Berkshires / Lanesboro

3 6 2 nights min

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

from £153 / night

£1172 - £1368 / week

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from £153 / night

16

Berkshires / Lenox

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Pet friendly

from £391 / night

£2344 - £2790 / week

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from £391 / night

(1) Very Good 

17

Harwich / Harwich Port

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

from £208 / night

£1379 - £1915 / week

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Responds fast!
avg. 1 hour 34 minutes

from £208 / night

12

Massachusetts / Revere

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £47 / night

£290 - £739 / week

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from £47 / 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
1