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

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South Chelmsford
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Quincy
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Massachusetts

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5,171 Holiday homes

Travellers going to Massachusetts are booking June dates now. Secure your holiday home today and have the perfect trip.

(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 £116 / night

£796 - £2156 / week

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from £116 / 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 £120 / night

£680 - £1276 / week

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from £120 / 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 £220 / night

£1280 - £3596 / week

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from £220 / 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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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 £188 / night

£1040 / week

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from £188 / 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 £164 / night

£1143 / week

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from £164 / 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 £228 / night

£1591 - £2231 / week

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from £228 / 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 £332 / night

£1760 / week

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from £332 / night

11

Home rental in Orleans

Cape Cod / Orleans

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £200 / night

£1440 / week

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from £200 / 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 £389 / night

£2720 / week

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from £389 / 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 £196 / night

£1372 / week

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from £196 / 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

4

Home rental in Massachusetts

Massachusetts / Lowell

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £80 / night

£560 / week

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from £80 / 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

4

Apartment rental in Massachusetts

Massachusetts / Cambridge

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min

from £8 / night

£56 / 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

4

Massachusetts / East Longmeadow

1 2 1 night min

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

from £4311 / night

£30173 / week

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from £4311 / night

11

Berkshires / Hinsdale

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £112 / night

£640 - £736 / week

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from £112 / night

(3) Excellent 

11

Cape Cod / Forestdale

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £240 / night

£1680 - £2080 / week

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from £240 / night

(8) Excellent 

13

Cape Cod / South Dennis

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £120 / night

£600 - £880 / week

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from £120 / night

(2) Excellent 

26

Massachusetts / Sturbridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £128 / night

£960 / week

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from £128 / night

(2) Excellent 

8

Berkshires / West Stockbridge

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £100 / night

£680 - £1160 / week

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from £100 / night

36

Massachusetts / Newburyport

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £104 / night

£680 - £960 / week

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from £104 / 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 £240 / night

£1440 - £4080 / week

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from £240 / night

24

Massachusetts / Fairhaven

2 6 Min stay varies

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

from £160 / night

£1120 / week

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from £160 / night

8

Bourne / Sagamore Beach

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask owner if suitable for children

from £80 / night

£560 - £1320 / week

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from £80 / night

8

Nantucket / Siasconset

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £515 / night

£3600 - £4400 / week

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from £515 / night

6

Massachusetts / Quincy

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £56 / night

£280 - £616 / week

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from £56 / night

4

Massachusetts / Milton

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £160 / night

£480 / week

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from £160 / night

(3) Very Good 

10

Sandwich / East Sandwich

Studio 5 7 nights min

  • Studio
  • Sleeps 5
  • 7 nights min
  • Ask owner if suitable for children

from £69 / night

£480 - £960 / week

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from £69 / night

(2) Excellent 

14

Cape Cod / Dennis

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning

from £98 / night

£680 - £1080 / week

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from £98 / night

16

Cape Cod / Centerville

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £144 / night

£1000 - £1200 / week

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from £144 / night

(8) Very Good 

6

Cape Cod / Hyannis

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £100 / night

£700 / week

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from £100 / night

(2) Very Good 

39

Martha's Vineyard / Edgartown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £232 / night

£1440 - £1820 / week

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from £232 / night

(5) Very Good 

28

Cape Cod / Hyannis

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £180 / night

£1280 - £1560 / week

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from £180 / night

(1) Very Good 

12

Berkshires / Lee

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 8 km
  • Child friendly
  • Air conditioning

from £160 / night

£720 / week

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from £160 / night

(2) Excellent 

23

Berkshires / North Adams

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £124 / night

£720 - £2440 / week

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from £124 / night

23

Cape Cod / Harwich

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £120 / night

£840 - £1280 / week

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from £120 / night

(1) Very Good 

4

Berkshires / Hancock

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning

from £2000 / night

£23967 / week

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from £2000 / 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 £200 / night

£1400 - £1840 / week

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from £200 / 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