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

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5,608 Holiday homes

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 £234 / night

£1,637 / week

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from £234 / night

9

Massachusetts holiday apartment let

Massachusetts / Beverly

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
  • Car not necessary

from £94 / night

£655 / week

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from £94 / 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 £215 / night

£1,249 - £3,508 / week

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Responds fast!
avg. 1 hour 53 minutes

from £215 / 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 £311 / night

£2,456 / week

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Responds fast!
avg. 2 hours 1 minutes

from £311 / night

18

Home rental in Massachusetts

Massachusetts / Marblehead

3 6 4 nights min

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

from £250 / night

£1,746 - £1,774 / week

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Responds fast!
avg. 2 hours 25 minutes

from £250 / 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

from £183 / night

£1,011 - £1,400 / week

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from £183 / 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 £292 / night

£2,041 - £2,314 / week

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from £292 / 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 £350 / night

£2,449 / week

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Responds fast!
avg. 1 hour 38 minutes

from £350 / 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 £159 / night

£1,110 / week

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Responds fast!
avg. 3 hours 8 minutes

from £159 / 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 £187 / night

£1,170 / week

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from £187 / 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 £595 / night

£4,159 / week

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from £595 / 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 £378 / night

£2,643 / week

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from £378 / 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 £195 / night

£1,405 / week

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Responds fast!
avg. 31 minutes

from £195 / 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 £195 / night

£1,366 / week

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Responds fast!
avg. 1 hour 1 minutes

from £195 / night

4

Home rental in Somerville

Massachusetts / Somerville

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £273 / night

£1,910 / week

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from £273 / night

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 £779 / night

£5,454 / week

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Responds fast!
avg. 1 hour 1 minutes

from £779 / 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 £351 / night

£2,339 - £2,748 / week

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from £351 / 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

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 £689 / night

£4,813 / week

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from £689 / 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

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 £137 / night

£956 / week

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from £137 / night

4

Holiday apartment in Massachusetts

Massachusetts / Boston

1 4 1 night min

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

from £881 / night

£4,401 / week

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from £881 / 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

25

Holiday home in Sandwich

Cape Cod / Sandwich

3 6 2 nights min

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

from £90 / night

£628 / week

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Responds fast!
avg. 2 hours 47 minutes

from £90 / night

(8) Excellent 

39

Holiday condo in Dennis Port

Dennis / Dennis Port

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £98 / night

£936 / week

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Responds fast!
avg. 3 hours 2 minutes

from £98 / night

(5) Excellent 

10

Apartment rental in Sandwich

Cape Cod / Sandwich

3 6 7 nights min

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

from £429 / night

£3,001 / week

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Responds fast!
avg. 3 hours 18 minutes

from £429 / night

15

Holiday condo rental

Dennis / Dennis Port

1 4 min stay varies

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

from £78 / night

£936 / week

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Responds fast!
avg. 3 hours 2 minutes

from £78 / night

(1) Excellent 

28

Home rental in Wellfleet

Cape Cod / Wellfleet

3 5 min stay varies

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

from £102 / night

£707 - £1,910 / week

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from £102 / night

16

Home rental in Massachusetts

Massachusetts / Cohasset

4 8 7 nights min

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

from £508 / night

£3,512 / week

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from £508 / night

4

Holiday home in South Orleans

Cape Cod / South Orleans

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Suitable for children age 5+

from £835 / night

£5,846 / week

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from £835 / night

27

Massachusetts holiday home rental

Nantucket / Siasconset

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £725 / night

£5,072 - £6,243 / week

Enquire View

from £725 / night

24

Chatham holiday home accommodation

Cape Cod / Chatham

4 8 7 nights min

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

from £301 / night

£2,105 / week

Enquire View

from £301 / night

(6) Excellent 

14

Holiday home in Marstons Mills

Cape Cod / Marstons Mills

4 8 7 nights min

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

from £101 / night

£702 - £1,540 / week

Enquire View

from £101 / night

(4) Excellent 

10

Holiday home in Richmond

Berkshires / Richmond

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £145 / night

£1,014 / week

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from £145 / night

15

Chatham holiday home accommodation

Cape Cod / Chatham

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Air conditioning

from £134 / night

£936 - £1,715 / week

Enquire View

from £134 / 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 £101 / night

£702 - £1,092 / week

Enquire View

from £101 / night

17

Holiday home in Orleans

Cape Cod / Orleans

3 8 7 nights min

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

from £212 / night

£1,481 / week

Enquire View

from £212 / night

(3) Excellent 

23

West Chatham holiday home rental

Chatham / West Chatham

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly

from £335 / night

£2,339 / week

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from £335 / night

12

Holiday home in Siasconset

Nantucket / Siasconset

4 8 7 nights min

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

from £390 / night

£2,728 / week

Enquire View

from £390 / night

14

Holiday studio with golf nearby in South Yarmouth

Cape Cod / South Yarmouth

Studio 4 7 nights min

  • Studio
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £112 / night

£780 / week

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Responds fast!
avg. 3 hours 14 minutes

from £112 / 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