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

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North America Holidays
207336 properties
United States Holidays
162450 properties
Holiday rentals Cape Cod
2,977 properties
Houses Nantucket
1,227 properties
Holiday rentals Martha's Vineyard
828 properties
Apartments Boston
592 properties
Brookline
172 properties
Cottages Cape Ann
140 properties
Berkshires
123 properties
Cambridge
78 properties
Plymouth
27 properties
Hampshire County
16 properties
Scituate
16 properties
Houses Newburyport
10 properties
Somerville
9 properties
Houses Marshfield
9 properties
Salem
8 properties
Salisbury
8 properties
Apartments Silver Beach
8 properties
Apartments Revere
8 properties
Newton
7 properties
Marion
7 properties

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6,376 Holiday homes

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 £210 / night

£1,217 - £3,419 / week

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Responds fast!
avg. 1 hour 50 minutes

from £210 / night

16

Massachusetts holiday apartment let

Massachusetts / Salem

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Child friendly

from £98 / night

£682 / week

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from £98 / 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 £343 / night

£2,401 / week

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from £343 / 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 £244 / night

£1,704 - £1,731 / week

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Responds fast!
avg. 1 hour 26 minutes

from £244 / 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 £304 / night

£2,396 / week

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Responds fast!
avg. 2 hours 0 minutes

from £304 / 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

£989 / week

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from £179 / night

(14) 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 8 minutes

from £156 / 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 £229 / night

£1,597 / week

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from £229 / 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 £587 / night

£4,107 / week

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from £587 / 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 £370 / night

£2,586 / week

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from £370 / 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

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 £285 / night

£1,991 - £2,263 / week

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from £285 / 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 £191 / night

£1,334 / week

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Responds fast!
avg. 1 hour 1 minutes

from £191 / 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 £191 / night

£1,372 / week

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Responds fast!
avg. 31 minutes

from £191 / 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 £267 / night

£1,864 / week

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Responds fast!
avg. 15 minutes

from £267 / night

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 £183 / night

£1,141 / week

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from £183 / 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

29

Home rental in Massachusetts

Nantucket / Siasconset

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £608 / night

£5,322 / week

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Responds fast!
avg. 1 hour 1 minutes

from £608 / 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 £672 / night

£4,697 / week

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from £672 / 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 £133 / night

£932 / week

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from £133 / night

5

Holiday home letting

Martha's Vineyard / Oak Bluffs

4 7 7 nights min

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

from £343 / night

£2,282 - £2,681 / week

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from £343 / night

4

Holiday apartment in Massachusetts

Massachusetts / Boston

1 4 1 night min

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

from £889 / night

£4,443 / week

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from £889 / 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

(4) 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 £229 / night

£1,521 - £2,662 / week

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from £229 / night

25

Holiday home in Bourne

Cape Cod / Bourne

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Child friendly
  • Air conditioning

from £149 / night

£1,039 / week

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Responds fast!
avg. 19 minutes

from £149 / night

16

Holiday home rental

Sandwich / East Sandwich

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £305 / night

£2,023 / week

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from £305 / night

(1) Excellent 

22

Holiday apartment in Boston

Massachusetts / Boston

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning

from £232 / night

£1,624 / week

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Responds fast!
avg. 1 hour 56 minutes

from £232 / 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 £80 / night

£559 / week

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Responds fast!
avg. 1 hour 32 minutes

from £80 / night

24

Holiday home in Eastham

Cape Cod / Eastham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £60 / night

£443 - £1,216 / week

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from £60 / night

30

Holiday home in Eastham

Cape Cod / Eastham

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £61 / night

£499 - £1,369 / week

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from £61 / night

(6) 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 £77 / night

£534 / week

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from £77 / night

11

Sagamore Beach holiday cottage rental

Bourne / Sagamore Beach

3 6 7 nights min

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

from £98 / night

£685 / week

Enquire View

from £98 / night

(1) Excellent 

22

Holiday condo rental

Cape Cod / North Truro

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £92 / night

£645 / week

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Responds fast!
avg. 3 hours 21 minutes

from £92 / night

19

Osterville holiday home rental

Cape Cod / Osterville

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Pet friendly

from £196 / night

£1,369 / week

Enquire View

from £196 / 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

£522 / week

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Responds fast!
avg. 1 hour 32 minutes

from £75 / night

48

Holiday home rental

Massachusetts / Onset

5 9 min stay varies

  • 5 bedrooms
  • sleeps 9
  • min stay varies
  • Child friendly
  • Air conditioning

from £106 / night

£740 / week

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Responds fast!
avg. 1 hour 32 minutes

from £106 / night

30

Holiday home rental

Cape Cod / Forestdale

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £83 / night

£575 / week

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Responds fast!
avg. 1 hour 32 minutes

from £83 / night

(4) Excellent 

14

Rockport holiday b&b rental

Cape Ann / Rockport

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning

from £122 / night

£852 / week

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Responds fast!
avg. 2 hours 8 minutes

from £122 / night

27

Holiday home in Dennis

Cape Cod / Dennis

4 8 min stay varies

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

from £142 / night

£1,095 - £3,408 / week

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from £142 / night

26

Home rental in Orleans

Cape Cod / Orleans

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £131 / night

£915 - £2,472 / week

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from £131 / 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
Blissful Cape Cod Cottage with Waterviews
Fantastic location

A great location for all the family. We had a full itinerary of day trips on Cape Cod but ended up spending most of our time on the beach and in the pond. No need to go any further afield ! … see more