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

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  • United States
  • Massachusetts

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  • Berkshires (15)
  • Boston (10)
  • Cambridge (1)
  • Cape Cod (113)
  • Framingham (1)
  • Malden (1)
  • Marion (1)
  • Martha's Vineyard (92)
  • Nantucket (1)
  • Plymouth (3)
  • Seekonk (1)
  • Westford (1)

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Holiday rentals Cape Cod
2,334 properties
Holiday rentals Martha's Vineyard
1,001 properties
Apartments Boston
134 properties
Cabins Berkshires
91 properties
Apartments Cape Ann
74 properties
Houses Nantucket
28 properties
Cambridge
26 properties
Plymouth
17 properties
Weston
11 properties
Brookline
10 properties
Houses Scituate
9 properties
Somerville
8 properties
Houses Marshfield
8 properties
Salisbury
7 properties
Apartments Winter Hill
7 properties
Newton
7 properties
Hull
6 properties
Estates Hampshire County
6 properties
Marion
5 properties
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241 Holiday homes

Filters applied: Swimming pool (241)

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

(1) Excellent 

1 / 15

Holiday apartment in Hyannis

Cape Cod / Hyannis

3 6 7 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £174 / night

£1214 - £2207 / week

Book

from £174 / night

1 / 25

Home rental in Provincetown

Cape Cod / Provincetown

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £687 / night

£3794 - £6173 / week

Book

from £687 / night

1 / 21

Holiday hotel apartment with shared pool in Dennis

Cape Cod / Dennis

2 6 4 nights min stay

Hotel apartment / 2 bedrooms / sleeps 6 / 4 nights min stay

Add to shortlist

from £228 / night

£2207 / week

Book

from £228 / night

1 / 4

Holiday apartment rental

Massachusetts / Boston

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £186 / night

£1310 / week

Book

from £186 / night

1 / 22

Home accommodation in Sagamore Beach with swimming pool

Cape Cod / Sagamore Beach

6 15 3 nights min stay

House / 6 bedrooms / sleeps 15 / 3 nights min stay

Add to shortlist

from £587 / night

£3932 - £6635 / week

Book

from £587 / night

1 / 11

Holiday cottage with swimming pool in Cotuit

Cape Cod / Cotuit

3 8 7 nights min stay

Cottage / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £296 / night

£2069 / week

Book

from £296 / night

1 / 17

Holiday home with swimming pool, golf nearby in Falmouth

Cape Cod / Falmouth

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

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from £207 / night

£1035 - £2690 / week

Book

from £207 / night

(1) Excellent 

1 / 31

Condo accommodation in Brewster with shared pool, tennis court

Cape Cod / Brewster

2 5 3 nights min stay

Condo / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £190 / night

£1238 - £1876 / week

Book

from £190 / night

1 / 61

Holiday home in Massachusetts

Martha's Vineyard / Oak Bluffs

5 16 1 night min stay

House / 5 bedrooms / sleeps 16 / 1 night min stay

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from £986 / night

£6897 / week

Book

from £986 / night

1 / 24

Massachusetts holiday home rental

Martha's Vineyard / Edgartown

3 6 7 nights min stay

House / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £473 / night

£3311 / week

Book

from £473 / night

1 / 32

Boston holiday villa rental

Massachusetts / Boston

6 10 2 nights min stay

Villa / 6 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £1069 / night

£6897 - £8828 / week

Book

from £1069 / night

(6) Excellent 

1 / 20

Apartment rental in Hyannis

Cape Cod / Hyannis

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £94 / night

£873 / week

Book

from £94 / night

1 / 7

Holiday villa in Dennis Port

Cape Cod / Dennis Port

2 6 7 nights min stay

Villa / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £217 / night

£1518 / week

Book

from £217 / night

1 / 6

Holiday apartment rental

Martha's Vineyard / Edgartown

2 7 nights min stay

Apartment / sleeps 2 / 7 nights min stay

Add to shortlist

from £335 / night

£1380 / week

Book

from £335 / night

(1) Excellent 

1 / 21

Plymouth holiday home rental

Massachusetts / Plymouth

6 12 6 nights min stay

House / 6 bedrooms / sleeps 12 / 6 nights min stay

Add to shortlist

from £483 / night

£3380 / week

Book

from £483 / night

1 / 16

Brewster holiday apartment let

Cape Cod / Brewster

2 6 7 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £177 / night

£1238 / week

Book

from £177 / night

1 / 13

Home rental in Massachusetts with shared pool

Massachusetts / Plymouth

6 14 Min stay varies

House / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £414 / night

£3104 - £4069 / week

Book

from £414 / night

(1) Very Good 

1 / 21

Holiday cottage with shared pool in Truro

Cape Cod / Truro

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £138 / night

£966 - £1138 / week

Book

from £138 / night

1 / 23

Massachusetts holiday home rental

Martha's Vineyard / Edgartown

7 14 7 nights min stay

House / 7 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £1281 / night

£8966 / week

Book

from £1281 / night

1 / 19

Holiday hotel apartment in Dennis

Cape Cod / Dennis

1 4 4 nights min stay

Hotel apartment / 1 bedroom / sleeps 4 / 4 nights min stay

Add to shortlist

from £214 / night

£1173 / week

Book

from £214 / night

1 / 26

Holiday condo in Hyannis

Cape Cod / Hyannis

2 6 Min stay varies

Condo / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £121 / night

£845 - £1307 / week

Book

from £121 / night

(7) Good 

1 / 43

Apartment rental in Boston with shared pool

Massachusetts / Boston

2 5 2 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £83 / night

£590 - £976 / week

Book

from £83 / night

(9) Excellent 

1 / 16

Holiday apartment in Truro

Cape Cod / Truro

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £114 / night

£449 - £966 / week

Book

from £114 / night

(5) Excellent 

1 / 44

Home rental in Massachusetts

Massachusetts / Nantucket

8 16 Min stay varies

House / 8 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £1173 / night

£6897 - £31035 / week

Book

from £1173 / night

1 / 5

Holiday condo in Falmouth

Cape Cod / Falmouth

2 6 5 nights min stay

Condo / 2 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £111 / night

£621 / week

Book

from £111 / night

1 / 5

Holiday condo with shared pool in Dennis Port

Cape Cod / Dennis Port

1 4 4 nights min stay

Condo / 1 bedroom / sleeps 4 / 4 nights min stay

Add to shortlist

from £135 / night

£863 / week

Book

from £135 / night

(2) Excellent 

1 / 15

Holiday home in Sandisfield

Berkshires / Sandisfield

3 6 7 nights min stay

House / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £124 / night

£863 / week

Book

from £124 / night

(14) Excellent 

1 / 22

Apartment rental in Hyannis with shared pool

Cape Cod / Hyannis

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £69 / night

£345 - £994 / week

Book

from £69 / night

1 / 16

Holiday farmhouse in Great Barrington

Berkshires / Great Barrington

5 8 Min stay varies

Farmhouse / 5 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £242 / night

£1518 - £3035 / week

Book

from £242 / night

1 / 33

Holiday home rental

Cape Cod / Centerville

7 14 7 nights min stay

House / 7 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £345 / night

£2414 - £4138 / week

Book

from £345 / night

1 / 21

Holiday home in Massachusetts

Martha's Vineyard / West Tisbury

4 10 1 night min stay

House / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £1085 / night

£7587 / week

Book

from £1085 / night

1 / 25

Holiday villa rental

Berkshires / Great Barrington

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £444 / night

£3104 / week

Book

from £444 / night

(4) Excellent 

1 / 42

Holiday cottage with swimming pool in West Yarmouth

Cape Cod / West Yarmouth

5 10 Min stay varies

Cottage / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £259 / night

£1725 - £3621 / week

Book

from £259 / night

(1) Excellent 

1 / 14

Holiday home in Sheffield

Berkshires / Sheffield

4 10 7 nights min stay

House / 4 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

(2) Very Good 

1 / 16

Holiday apartment in Hancock

Berkshires / Hancock

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £131 / night

£862 - £1103 / week

Book

from £131 / night

(1) Excellent 

1 / 16

Apartment rental in Boston with swimming pool

Massachusetts / Boston

1 4 1 night min stay

Apartment / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £83 / night

£1241 / week

Book

from £83 / night

(1) Excellent 

1 / 21

Holiday apartment with shared pool in Provincetown

Cape Cod / Provincetown

1 4 2 nights min stay

Apartment / 1 bedroom / sleeps 4 / 2 nights min stay

Add to shortlist

from £104 / night

£690 / week

Book

from £104 / night

1 / 7

Holiday apartment with shared pool in Falmouth

Cape Cod / Falmouth

1 4 7 nights min stay

Apartment / 1 bedroom / sleeps 4 / 7 nights min stay

Add to shortlist

from £99 / night

£690 / week

Book

from £99 / night

1 / 9

Massachusetts holiday apartment rental

Massachusetts / Boston

2 6 1 night min stay

Apartment / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £117 / night

£725 / week

Book

from £117 / night

1 / 15

Holiday townhouse letting

Cape Cod / Mashpee

2 6 1 night min stay

Townhouse / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £159 / night

£759 / week

Book

from £159 / night

(1) Excellent 

1 / 19

Holiday condo with shared pool in Hancock

Berkshires / Hancock

2 8 2 nights min stay

Condo / 2 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £172 / night

£1103 / week

Book

from £172 / night

1 / 12

Massachusetts holiday home rental

Martha's Vineyard / West Tisbury

4 10 7 nights min stay

House / 4 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

1 / 6

Teaticket holiday condo rental

Falmouth / Teaticket

1 4 7 nights min stay

Condo / 1 bedroom / sleeps 4 / 7 nights min stay

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

1 / 14

Holiday apartment in Massachusetts

Massachusetts / Cambridge

1 3 Min stay varies

Apartment / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £89 / night

£623 / week

Book

from £89 / night

1 / 16

Holiday apartment with shared pool in Hancock

Berkshires / Hancock

2 8 Min stay varies

Apartment / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £156 / night

£1294 - £1907 / week

Book

from £156 / night

(1) Good 

1 / 17

Yarmouth holiday b&b rental

Cape Cod / Yarmouth

1 2 1 night min stay

B&B / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £87 / night

£483 / week

Book

from £87 / night

1 / 21

Massachusetts holiday private room rental

Massachusetts / Boston

1 3 1 night min stay

Private room / 1 bedroom / sleeps 3 / 1 night min stay

Add to shortlist

from £48 / night

£334 / week

Book

from £48 / night

1 / 12

Massachusetts holiday apartment rental

Massachusetts / Boston

2 5 3 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £117 / night

£816 / week

Book

from £117 / night

(2) Excellent 

1 / 10

Ski apartment to rent in North Adams

Berkshires / North Adams

2 10 Min stay varies

Apartment / 2 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £90 / night

£552 - £1752 / week

Book

from £90 / night

(1) Excellent 

1 / 17

Holiday apartment with shared pool in Massachusetts

Martha's Vineyard / Vineyard Haven

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £148 / night

£1032 - £1052 / week

Book

from £148 / night

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