Villas with a pool Massachusetts | Apartments to rent with swimming facilities | Holiday Lettings

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  • United States
  • Massachusetts

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  • Berkshires (12)
  • Boston (13)
  • Cambridge (1)
  • Cape Ann (1)
  • Cape Cod (220)
  • Framingham (1)
  • Malden (1)
  • Marion (1)
  • Martha's Vineyard (96)
  • Nantucket (1)
  • Plymouth (3)
  • Seekonk (1)
  • South Hamilton (1)
  • Westford (1)

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362 Holiday homes

Filters applied: Swimming pool (362)

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

(6) Excellent 

1 / 20

Apartment rental in Hyannis

Cape Cod / Hyannis

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £93 / night

£867 / week

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from £93 / night

1 / 12

Holiday cottage with swimming pool in Cotuit

Cape Cod / Cotuit

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £294 / night

£2055 / week

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from £294 / night

(1) Excellent 

1 / 15

Holiday apartment in Hyannis

Cape Cod / Hyannis

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £173 / night

£1206 - £2192 / week

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from £173 / night

(15) Excellent 

1 / 22

Apartment rental in Hyannis with shared pool

Cape Cod / Hyannis

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £86 / night

£411 - £987 / week

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from £86 / night

(2) Excellent 

1 / 26

Holiday condo in Hyannis

Cape Cod / Hyannis

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £103 / night

£720 - £1298 / week

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from £103 / night

(1) Excellent 

1 / 27

Holiday home rental

Cape Cod / New Seabury

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £274 / night

£1576 / week

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from £274 / night

(9) Excellent 

1 / 16

Holiday apartment in Truro

Cape Cod / Truro

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £114 / night

£446 - £959 / week

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from £114 / night

(2) Excellent 

1 / 9

Boston holiday yacht rental

Massachusetts / Boston

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from £343 / night

£2055 / week

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from £343 / night

(1) Excellent 

1 / 17

Holiday apartment with shared pool in Massachusetts

Martha's Vineyard / Vineyard Haven

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £147 / night

£1024 - £1045 / week

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from £147 / night

(1) Excellent 

1 / 16

Apartment rental in Boston with swimming pool

Massachusetts / Boston

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay

from £137 / night

£1164 / week

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from £137 / night

(2) Very Good 

1 / 16

Holiday apartment in Hancock

Berkshires / Hancock

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £137 / night

£955 / week

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from £137 / night

(1) Excellent 

1 / 19

Holiday condo with shared pool in Hancock

Berkshires / Hancock

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min stay

from £171 / night

£1096 / week

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from £171 / night

(1) Very Good 

1 / 21

Holiday cottage with shared pool in Truro

Cape Cod / Truro

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £103 / night

£959 - £1131 / week

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from £103 / night

1 / 8

Holiday apartment with shared pool in North Truro

Cape Cod / North Truro

  • Sleeps 4
  • Min stay varies

from £79 / night

£552 - £902 / week

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from £79 / night

1 / 17

Holiday home with swimming pool, golf nearby in Falmouth

Cape Cod / Falmouth

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from £206 / night

£1028 - £2603 / week

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from £206 / night

1 / 10

Holiday apartment with shared pool in North Truro

Cape Cod / North Truro

  • Sleeps 4
  • Min stay varies

from £79 / night

£552 - £902 / week

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from £79 / night

(4) Excellent 

1 / 42

Holiday cottage with swimming pool in West Yarmouth

Cape Cod / West Yarmouth

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £257 / night

£1713 - £3596 / week

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from £257 / night

1 / 22

Home accommodation in Sagamore Beach with swimming pool

Cape Cod / Sagamore Beach

  • 6 bedrooms
  • Sleeps 15
  • 3 nights min stay

from £583 / night

£3905 - £6590 / week

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from £583 / night

1 / 25

Home rental in Provincetown

Cape Cod / Provincetown

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £545 / night

£3391 - £5446 / week

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from £545 / night

(1) Excellent 

1 / 31

Condo accommodation in Brewster with shared pool, tennis court

Cape Cod / Brewster

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay

from £189 / night

£1230 - £1864 / week

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from £189 / night

1 / 21

Holiday hotel apartment with shared pool in Dennis

Cape Cod / Dennis

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min stay

from £295 / night

£2062 / week

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from £295 / night

1 / 4

Holiday apartment rental

Massachusetts / Boston

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from £185 / night

£1027 / week

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from £185 / night

1 / 33

Condo rental in Hancock with indoor pool

Berkshires / Hancock

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £61 / night

£479 - £671 / week

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from £61 / night

1 / 25

Falmouth holiday home rental

Cape Cod / Falmouth

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £166 / night

£1165 - £2329 / week

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from £166 / night

(7) Good 

1 / 43

Apartment rental in Boston with shared pool

Massachusetts / Boston

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from £83 / night

£586 - £970 / week

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from £83 / night

1 / 13

Holiday condo in Hancock

Berkshires / Hancock

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min stay

from £172 / night

£1199 / week

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from £172 / night

1 / 5

Holiday condo with shared pool in Dennis Port

Cape Cod / Dennis Port

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay

from £134 / night

£857 / week

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from £134 / night

1 / 19

Holiday hotel apartment in Dennis

Cape Cod / Dennis

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay

from £213 / night

£1165 / week

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from £213 / night

(1) Very Good 

1 / 8

Massachusetts holiday apartment rental

United States / Massachusetts

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £59 / night

£548 - £617 / week

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from £59 / night

1 / 25

Holiday home rental

Cape Cod / Osterville

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £666 / night

£4658 / week

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from £666 / night

(5) Excellent 

1 / 44

Home rental in Massachusetts

Massachusetts / Nantucket

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies

from £1165 / night

£6850 - £30822 / week

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from £1165 / night

1 / 9

Apartment rental in Brewster with shared pool

Cape Cod / Brewster

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £139 / night

£973 - £1247 / week

Enquire Enquire View

from £139 / night

(1) Very Good 

1 / 17

Massachusetts holiday home rental

Martha's Vineyard / Vineyard Haven

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £196 / night

£1370 - £2055 / week

Enquire Enquire View

from £196 / night

1 / 20

Holiday cottage in Massachusetts

Massachusetts / Westford

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £118 / night

£822 / week

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from £118 / night

1 / 13

Mashpee holiday home rental

Cape Cod / Mashpee

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £294 / night

£2055 / week

Enquire Enquire View

from £294 / night

1 / 33

Holiday home rental

Cape Cod / Centerville

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from £343 / night

£2398 - £4110 / week

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from £343 / night

1 / 16

Holiday home with swimming pool in Massachusetts

Martha's Vineyard / West Tisbury

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £319 / night

£2227 - £3425 / week

Enquire Enquire View

from £319 / night

1 / 25

Massachusetts holiday home rental

Massachusetts / Martha's Vineyard

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £470 / night

£3288 - £5480 / week

Enquire Enquire View

from £470 / night

(1) Excellent 

1 / 42

Holiday home with swimming pool in Orleans

Cape Cod / Orleans

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min stay

from £245 / night

£1713 / week

Enquire Enquire View

from £245 / night

1 / 27

Holiday home rental

Chatham / South Chatham

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from £196 / night

£1370 - £1987 / week

Enquire Enquire View

from £196 / night

1 / 26

Hyannis holiday home rental

Cape Cod / Hyannis

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £411 / night

£2466 - £4042 / week

Enquire Enquire View

from £411 / night

1 / 18

Holiday home in Mashpee

Cape Cod / Mashpee

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £333 / night

£2329 / week

Enquire Enquire View

from £333 / night

(1) Excellent 

1 / 21

Holiday apartment with shared pool in Provincetown

Cape Cod / Provincetown

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from £103 / night

£685 / week

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from £103 / night

1 / 13

Holiday home with shared pool in South Dennis

Cape Cod / South Dennis

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £196 / night

£1370 - £2398 / week

Enquire Enquire View

from £196 / night

(1) Excellent 

1 / 21

Plymouth holiday home rental

Massachusetts / Plymouth

  • 6 bedrooms
  • Sleeps 12
  • 6 nights min stay

from £480 / night

£3357 / week

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from £480 / night

1 / 22

Holiday home with swimming pool in Harwich

Cape Cod / Harwich

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from £274 / night

£1918 - £2877 / week

Enquire Enquire View

from £274 / night

1 / 38

Chatham holiday home rental

Cape Cod / Chatham

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay

from £245 / night

£1713 - £5137 / week

Enquire Enquire View

from £245 / night

1 / 61

Holiday home in Massachusetts

Martha's Vineyard / Oak Bluffs

  • 5 bedrooms
  • Sleeps 22
  • 1 night min stay

from £979 / night

£6850 / week

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from £979 / night

1 / 9

Holiday home with swimming pool in West Yarmouth

Cape Cod / West Yarmouth

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from £601 / night

£4205 / week

Enquire Enquire View

from £601 / night

1 / 15

Holiday home with swimming pool in Osterville

Cape Cod / Osterville

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay

from £1028 / night

£7192 / week

Enquire Enquire View

from £1028 / night

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