Massachusetts apartment or villa with a heated pool | Holiday Lettings

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53 Holiday homes

Filters applied: Heated pool (53)

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 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $136 / night

$1274 / week

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from $136 / night

(1) Excellent 

1 / 15

Holiday apartment in Hyannis

Cape Cod / Hyannis

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $254 / night

$1773 - $3223 / week

Book Book View

from $254 / night

(2) Excellent 

1 / 30

Holiday condo in Hyannis

Cape Cod / Hyannis

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $162 / night

$1128 - $1909 / week

Book Book View

from $162 / night

(2) Excellent 

1 / 9

Boston holiday yacht rental

Massachusetts / Boston

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $504 / night

$3021 / week

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from $504 / night

(1) Excellent 

1 / 27

Holiday home rental

Cape Cod / New Seabury

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $403 / night

$2316 / week

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from $403 / night

(9) Excellent 

1 / 16

Holiday apartment in Truro

Cape Cod / Truro

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $167 / night

$655 - $1410 / week

Book Book View

from $167 / night

(5) Excellent 

1 / 44

Home rental in Massachusetts

Massachusetts / Nantucket

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies

from $1712 / night

$10069 - $45311 / week

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from $1712 / night

(1) Excellent 

1 / 31

Condo accommodation in Brewster with shared pool, tennis court

Cape Cod / Brewster

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay

from $277 / night

$1808 - $2739 / week

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from $277 / night

1 / 33

Holiday home rental

Cape Cod / Centerville

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from $504 / night

$3525 - $6042 / week

Book Book View

from $504 / night

1 / 20

Holiday cottage in Massachusetts

Massachusetts / Westford

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $180 / night

$1259 / week

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from $180 / night

1 / 25

Home rental in Provincetown

Cape Cod / Provincetown

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $801 / night

$5035 - $8005 / week

Book Book View

from $801 / night

1 / 61

Holiday home in Massachusetts

Martha's Vineyard / Oak Bluffs

5 bedroomsSleeps 221 night min stay

  • 5 bedrooms
  • Sleeps 22
  • 1 night min stay

from $1439 / night

$10069 / week

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from $1439 / night

1 / 13

Holiday condo in Hancock

Berkshires / Hancock

3 bedroomsSleeps 630 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min stay

from $252 / night

$0 / week

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from $252 / night

1 / 27

Holiday condo in Dennis Port

Cape Cod / Dennis Port

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $295 / night

$2065 / week

Book Book View

from $295 / night

(1) Excellent 

1 / 16

Holiday apartment with shared pool in Hancock

Berkshires / Hancock

2 bedroomsSleeps 82 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $227 / night

$1888 / week

Book Book View

from $227 / night

1 / 47

Holiday home with swimming pool in Orleans

Cape Cod / Orleans

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $800 / night

$4000 - $9001 / week

Enquire Enquire View

from $800 / night

(1) Very Good 

1 / 8

Massachusetts holiday apartment rental

United States / Massachusetts

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $86 / night

$806 - $907 / week

Book Book View

from $86 / night

1 / 10

Falmouth holiday condo rental

Cape Cod / Falmouth

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay

from $136 / night

$957 / week

Book Book View

from $136 / night

1 / 7

Holiday villa in Dennis Port

Cape Cod / Dennis Port

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $317 / night

$2216 / week

Book Book View

from $317 / night

1 / 6

Apartment rental in Dennis Port

Cape Cod / Dennis Port

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $177 / night

$0 / week

Book Book View

from $177 / night

1 / 30

Holiday home in West Harwich

Harwich / West Harwich

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $550 / night

$2501 - $6000 / week

Enquire Enquire View

from $550 / night

1 / 15

Holiday condo with shared pool in Brewster

Cape Cod / Brewster

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay

from $135 / night

$0 / week

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from $135 / night

1 / 17

Brewster holiday townhouse rental

Cape Cod / Brewster

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $152 / night

$0 / week

Book Book View

from $152 / night

(1) Excellent 

1 / 14

Holiday home in Sheffield

Berkshires / Sheffield

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $504 / night

$3525 / week

Book Book View

from $504 / night

1 / 15

Holiday townhouse letting

Cape Cod / Mashpee

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay

from $232 / night

$1108 / week

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from $232 / night

1 / 4

Home rental in Dennis Port

Cape Cod / Dennis Port

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from $76 / night

$0 / week

Book Book View

from $76 / night

1 / 23

Massachusetts holiday home rental

Martha's Vineyard / Edgartown

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from $1870 / night

$13090 / week

Book Book View

from $1870 / night

1 / 25

Holiday villa rental

Berkshires / Great Barrington

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $648 / night

$4532 / week

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from $648 / night

1 / 7

Holiday apartment with shared pool in Falmouth

Cape Cod / Falmouth

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay

from $144 / night

$1007 / week

Book Book View

from $144 / night

1 / 12

Holiday cottage in Dennis

Cape Cod / Dennis

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $152 / night

$1058 - $1410 / week

Book Book View

from $152 / night

1 / 13

Holiday cottage in Provincetown

Cape Cod / Provincetown

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $252 / night

$1612 - $2216 / week

Book Book View

from $252 / night

1 / 12

Holiday home rental

Cape Cod / Falmouth

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies

from $1429 / night

$10000 / week

Enquire Enquire View

from $1429 / night

1 / 24

Holiday home with indoor pool in Lenox

Berkshires / Lenox

4 bedroomsSleeps 102 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay

from $403 / night

$2820 / week

Book Book View

from $403 / night

(1) Very Good 

1 / 9

Hotel apartment rental in Dennis Port with shared pool

Cape Cod / Dennis Port

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $287 / night

$2014 / week

Book Book View

from $287 / night

1 / 46

Holiday home with swimming pool in Orleans

Cape Cod / Orleans

10 bedroomsSleeps 24Min stay varies

  • 10 bedrooms
  • Sleeps 24
  • Min stay varies

from $1001 / night

$6251 - $22901 / week

Enquire Enquire View

from $1001 / night

(9) Excellent 

1 / 24

Holiday windmill letting

Cape Cod / Centerville

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from $1059 / night

$7410 - $17009 / week

Book Book View

from $1059 / night

1 / 21

Holiday home in Massachusetts

Martha's Vineyard / West Tisbury

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $1583 / night

$11076 / week

Book Book View

from $1583 / night

1 / 6

Holiday apartment rental

Martha's Vineyard / Edgartown

Sleeps 27 nights min stay

  • Sleeps 2
  • 7 nights min stay

from $489 / night

$2014 / week

Book Book View

from $489 / night

1 / 38

Holiday condo in Dennis Port

Cape Cod / Dennis Port

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $152 / night

$1007 - $1108 / week

Book Book View

from $152 / night

1 / 9

Teaticket holiday condo rental

Falmouth / Teaticket

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay

from $152 / night

$1058 / week

Book Book View

from $152 / night

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