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

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North America Holidays
193554 properties
United States Holidays
149097 properties
Holiday rentals Cape Cod
3,340 properties
Houses Nantucket
1,169 properties
Holiday rentals Martha's Vineyard
844 properties
Apartments Boston
507 properties
Brookline
172 properties
Cottages Cape Ann
147 properties
Berkshires
119 properties
Cambridge
81 properties
Somerville
24 properties
Plymouth
24 properties
Scituate
17 properties
Houses Ipswich
15 properties
Hampshire County
14 properties
Houses Marshfield
10 properties
Apartments Revere
9 properties
Houses Newburyport
8 properties
Newton
8 properties
Salisbury
8 properties
Beach rentals Marblehead
7 properties
Cottages Wareham
7 properties

Massachusetts

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6,675 Holiday homes

13

Cottage rental in Dennis Port

Dennis / Dennis Port

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £184 / night

£1,148 / week

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from £184 / night

51

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 £211 / night

£1,224 - £3,439 / week

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Responds fast!
avg. 1 hour 43 minutes

from £211 / night

(3) Excellent 

24

Holiday apartment rental

Massachusetts / Plymouth

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £179 / night

£986 / week

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from £179 / 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 £287 / night

£2,003 - £2,276 / week

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from £287 / night

23

Holiday home in Massachusetts

Massachusetts / Plum Island

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from £306 / night

£2,411 / week

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Responds fast!
avg. 2 hours 0 minutes

from £306 / night

(13) 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

from £156 / night

£1,093 / week

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Responds fast!
avg. 3 hours 1 minutes

from £156 / night

18

Home rental in Massachusetts

Massachusetts / Marblehead

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £245 / night

£1,714 - £1,741 / week

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from £245 / night

31

Holiday home with golf nearby in Stockbridge

Berkshires / Stockbridge

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £345 / night

£2,410 / week

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from £345 / 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

19

B&b rental in Massachusetts

Nantucket / Siasconset

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning

from £190 / night

£1,327 / week

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Responds fast!
avg. 1 hour 8 minutes

from £190 / night

20

Home rental in Orleans

Cape Cod / Orleans

4 6 3 nights min

  • 4 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

from £192 / night

£1,377 / week

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Responds fast!
avg. 1 hour 24 minutes

from £192 / 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 £591 / night

£4,132 / week

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from £591 / night

4

Home rental in Somerville

Massachusetts / Somerville

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £192 / night

£1,339 / week

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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 £372 / night

£2,601 / week

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from £372 / 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

Holiday apartment in Massachusetts

Massachusetts / Boston

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly

from £891 / night

£4,453 / week

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from £891 / night

9

Holiday home in Teaticket

Falmouth / Teaticket

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £230 / night

£1,607 - £2,678 / week

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from £230 / night

5

Holiday home letting

Martha's Vineyard / Oak Bluffs

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 1 km
  • Child friendly

from £306 / night

£1,913 - £1,989 / week

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from £306 / night

17

Apartment rental in Orleans

Cape Cod / Orleans

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £134 / night

£938 / week

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from £134 / night

6

Massachusetts holiday townhouse rental

Martha's Vineyard / Edgartown

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly

from £670 / night

£4,682 / week

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from £670 / night

29

Home rental in Massachusetts

Nantucket / Siasconset

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £612 / night

£5,354 / week

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Responds fast!
avg. 1 hour 8 minutes

from £612 / night

4

Holiday home in Boston

Massachusetts / Boston

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning

from £1,000 / night

£5,000 / week

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from £1,000 / night

24

Orleans holiday home let

Cape Cod / Orleans

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly

from £153 / night

£1,072 / week

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Responds fast!
avg. 3 hours 36 minutes

from £153 / night

(1) Excellent 

8

Home rental in East Longmeadow

Massachusetts / East Longmeadow

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Private garden

from £39 / night

£291 - £371 / week

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from £39 / night

(4) Excellent 

8

Boston holiday apartment rental

Massachusetts / Boston

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 2 km
  • Car not necessary
  • Air conditioning

from £76 / night

£531 / week

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from £76 / night

27

Home rental in Dennis

Cape Cod / Dennis

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly

from £98 / night

£686 / week

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Responds fast!
avg. 2 hours 21 minutes

from £98 / night

25

Holiday home in Sandwich

Cape Cod / Sandwich

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

from £82 / night

£573 / week

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Responds fast!
avg. 3 hours 10 minutes

from £82 / night

18

Holiday home in Falmouth

Cape Cod / Falmouth

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £246 / night

£1,722 / week

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from £246 / night

5

Holiday condo with shared pool in Dennis Port

Dennis / Dennis Port

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £165 / night

£995 / week

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from £165 / night

24

Ski home to rent in West Stockbridge

Berkshires / West Stockbridge

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ski
  • Child friendly

from £127 / night

£884 / week

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Responds fast!
avg. 22 minutes

from £127 / night

11

Home rental in Massachusetts

Nantucket / Siasconset

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £252 / night

£1,760 - £2,716 / week

Enquire View

from £252 / night

26

Home rental in Provincetown

Cape Cod / Provincetown

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

from £104 / night

£841 - £2,582 / week

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from £104 / night

9

Cotuit holiday home rental

Cape Cod / Cotuit

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly

from £192 / night

£1,530 - £1,913 / week

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from £192 / night

37

Holiday home in Gloucester

Cape Ann / Gloucester

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

from £106 / night

£740 / week

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Responds fast!
avg. 3 hours 36 minutes

from £106 / night

14

Holiday home rental

Cape Cod / Orleans

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly

from £99 / night

£689 - £842 / week

Enquire View

from £99 / night

27

Holiday home in Boston

Massachusetts / Boston

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning

from £75 / night

£525 / week

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Responds fast!
avg. 2 hours 36 minutes

from £75 / night

35

Home rental in Rockport

Cape Ann / Rockport

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Ask owner if suitable for children
  • Pet friendly

from £680 / night

£2,893 - £4,232 / week

Enquire View

from £680 / night

(4) Excellent 

27

Brewster holiday home rental

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £226 / night

£1,580 - £2,035 / week

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from £226 / night

11

Massachusetts ski apartment to rent.

Massachusetts / Conway

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Ski
  • Suitable for children age 5+

from £127 / night

£746 / week

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from £127 / night

32

Home rental in Edgartown

Martha's Vineyard / Edgartown

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £95 / night

£659 / week

Book View

Responds fast!
avg. 2 hours 6 minutes

from £95 / night

Top Destination reviews

Sweet Seaside cottage... love nest or family haven
Lovely holiday

The area is lovely and had a very relaxing holiday. Swimming pool was a big plus as we have a four year old.. Some lovely beaches near by especially veterans beach.. … see more
Charming Cape Cod Cabin
Peaceful, a great spot

We had a wonderful time staying in this house and particularly enjoyed the peaceful location - sitting out on the porch in the evening all you could hear was the wind in the trees and the crickets. The local town of Orleans is a 15 minute cycle away on the Cape Cod Rail Trail and has some wonderful spots for ice cream & thrift stores - highly recommend a visit to the Ice Cream Cafe & the Local Colour Boutique. It was great to be able to cycle to most places from this location, there were several small ponds nearby that were quieter for a swim than some of the larger ones - though Wellfleet Long Pond is a must. The house itself was large and comfortable, the kitchen was a great spot where we could all chat whilst making dinner, we got a lot of use out of the basement tv room as it was one of the coolest spots in the house. All in all, it made for a lovely base to come back to at the end of a long day at the beach!see more
Beautiful & Well-Appointed Home ~ 3 bedrms, 4 bathrms, in Ideal Private Location
Absolutely perfect

The house is perfect for a large group who want to relax. Excellent amenities, many decks to relax on. Great barbecue. Access to all of the island is easy. First week of May empty of tourists and weather fantastic. Cannot fault anything. … see more
Barnstable Village Private Pool
Great home, garden and location

Located at the end of a quiet road. Pool and garden outstanding - surrounded on all sides by trees with plenty of bird life - Blue Jays the stars. Barnstable is an ideal location to explore all of Cape Cod. Close to Barnstable Harbour with it's Whale Watching boat - an exciting trip. Good restaurants within a few minutes drive, Rob the owner provides information on the best places to visitsee more
Hyannis Retreat
Excellent location and very comfortable

Mu husband and I are both retired and stayed here for 4 nights as part of our tour of New England. Hyannis is a good base for exploring Cape Cod and the Retreat is well located close to the port where you will find plenty to watch and of course the seafood restaurants. You will need a car to get to the port, but you can walk to the beach for a swim or a stroll. We had everything we needed for our short stay.see more
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 she recommended was the best we went to during our whole stay in the US. The bakery and deli were also excellent. Thank you for a great apartment with fabulous views, great facilities, information and pure comfort.see more