Cycling holiday villas and apartments Massachusetts | Holiday Lettings

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Massachusetts

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189 Holiday homes

Filters applied: Cycling holidays

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

(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 £121 / night

£686 - £1287 / week

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from £121 / night

(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 £117 / night

£803 - £2174 / week

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from £117 / 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 £190 / night

£1049 / week

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from £190 / night

14

Massachusetts holiday apartment rental

Massachusetts / Boston

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
This is a wonderful, vibrant neighborhood that is distinctly its own while also offering residents close-in access to high-end shopping, Boston Common, many of the most important cultural hotspots and, of course, Fenway Park. Back Bay puts you at the center of it all.  …see more

from £137 / night

£955 / week

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from £137 / 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
This house is right on the beach of the largest lake in Cape Cod, LAKE WEQUAQUET. The sand is at your doorstep and the water is 12 feet away.  …see more

from £230 / night

£1604 - £2249 / week

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from £230 / 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
Fernbrook Windmill is a unique residence located close to the beaches of Nantucket Sound in Centerville, a classic Cape Cod village. Sleeping 12, with a wrap-around terrace and private heated swimming pool, its the perfect place to enjoy the Cape through the seasons<  …see more

from £958 / night

£6700 / week

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from £958 / 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+
ACCOMMODATIONS: 3 bedrooms plus den with 2.5 baths. Accommodating 8-10 people. Master suite: king bed w/en suite Guest room 1: queen bed Guest room 2: four twin beds (2 bunks) Guest room 3: den w/full bed Living room Dining room seats 8 (addition kitchen table sea  …see more

from £335 / night

£1775 / week

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from £335 / 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
This property is available on a weekly basis, from 3pm Saturday to 10am the following Saturday.  …see more

from £392 / night

£2742 / week

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from £392 / night

(1) Very Good 

19

Holiday apartment in Boston

Massachusetts / Boston

2 5 30 nights min

  • 2 bedrooms
  • Sleeps 5
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
This luxury building is ideally located in the heart of the acclaimed Theater District, Boston's own version of Broadway, just blocks away from the Boston Common, Tufts Medical/Dental, Opera House and Newbury Street.<br />Fully furnished apartment with Full T  …see more

from £137 / night

£955 / week

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from £137 / night

27

Berkshires / North Adams

3 15 Min stay varies

  • 3 bedrooms
  • Sleeps 15
  • Min stay varies
  • Ski
  • Child friendly
  • Car not necessary

 …see more

from £130 / night

£646 - £2452 / week

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from £130 / night

(13) Very Good 

32

Cape Cod / Dennis Port

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

 …see more

from £121 / night

£807 - £1210 / week

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from £121 / night

(16) Excellent 

47

Cape Cod / Chatham

3 10 Min stay varies

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

 …see more

from £222 / night

£1291 - £3625 / week

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from £222 / night

(9) Excellent 

55

Berkshires / North Egremont

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Air conditioning

 …see more

from £153 / night

£1009 / week

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from £153 / night

(8) Excellent 

15

Cape Cod / Harwich

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £142 / night

£928 - £1492 / week

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from £142 / night

(1) Excellent 

46

Massachusetts / Cambridge

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 48 km
  • Child friendly

 …see more

from £323 / night

£2259 / week

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from £323 / 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

 …see more

from £242 / night

£1613 - £1855 / week

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from £242 / night

(3) Excellent 

20

Cape Cod / Dennis

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

 …see more

from £186 / night

£1290 - £3186 / week

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from £186 / night

19

Cape Cod / Sandwich

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £219 / night

£1533 - £2823 / week

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from £219 / night

(3) Excellent 

38

Cape Cod / Dennis Port

1 4 Min stay varies

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

 …see more

from £81 / night

£646 - £888 / week

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from £81 / night

(4) Excellent 

19

Cape Cod / Chatham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £162 / night

£1130 - £1775 / week

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from £162 / night

(1) Excellent 

23

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

 …see more

from £384 / night

£2420 / week

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from £384 / night

(35) Excellent 

18

Cape Cod / Wellfleet

2 4 Min stay varies

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

 …see more

from £210 / night

£1170 - £2541 / week

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from £210 / 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

 …see more

from £234 / night

£1452 - £1835 / week

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from £234 / night

(4) Excellent 

23

Cape Cod / Hyannis

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £303 / night

£1452 - £3206 / week

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from £303 / night

(3) Very Good 

23

Massachusetts / Southbridge

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

 …see more

from £113 / night

£464 / week

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from £113 / night

(1) Very Good 

24

Cape Cod / Brewster

2 6 Min stay varies

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

 …see more

from £99 / night

£686 - £1250 / week

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from £99 / night

(3) Excellent 

8

Cape Cod / Eastham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £101 / night

£706 / week

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from £101 / night

(5) Excellent 

16

Berkshires / Stockbridge

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £230 / night

£1452 - £1976 / week

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from £230 / night

(15) Excellent 

17

Cape Cod / Dennis Port

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

 …see more

from £162 / night

£968 - £1210 / week

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from £162 / night

17

Cape Cod / Falmouth

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

 …see more

from £242 / night

£1210 - £3065 / week

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from £242 / night

(16) Very Good 

27

Hampshire County / Plainfield

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ski

 …see more

from £171 / night

£1170 - £1444 / week

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from £171 / night

(5) Excellent 

28

Harwich / Harwich Port

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £162 / night

£1089 - £1694 / week

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from £162 / night

(12) Excellent 

62

Cape Cod / West Hyannisport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £186 / night

£888 - £1291 / week

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from £186 / night

(2) Excellent 

12

Martha's Vineyard / West Tisbury

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £242 / night

£1291 - £2500 / week

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from £242 / night

46

Cape Cod / Cotuit

4 14 2 nights min

  • 4 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £553 / night

£4033 - £5444 / week

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from £553 / night

(6) Excellent 

42

Cape Cod / West Yarmouth

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

 …see more

from £404 / night

£2420 - £4033 / week

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from £404 / night

(1) Very Good 

22

Cape Cod / Harwich

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

 …see more

from £300 / night

£2097 / week

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from £300 / night

(2) Excellent 

20

Cape Cod / Falmouth

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £271 / night

£1896 / week

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from £271 / night

14

Bourne / Monument Beach

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Suitable for children age 5+

 …see more

from £231 / night

£1613 / week

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from £231 / night