Horse riding holiday villas and apartments Massachusetts

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  • United States
  • Massachusetts

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  • Berkshires (18)
  • Boston (1)
  • Cape Ann (3)
  • Cape Cod (48)
  • Hampshire County (1)
  • Martha's Vineyard (10)
  • Nantucket (3)
  • New Salem (1)
  • Plymouth (1)
  • Salisbury (1)
  • Seekonk (1)
  • Shelburne Falls (1)

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Cambridge
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Weston
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Brookline
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Marion
5 properties
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89 Holiday homes

Filters applied: Horse riding (89)

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

(6) Excellent 

1 / 20

Holiday home in Falmouth

Cape Cod / Falmouth

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

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from £190 / night

£1311 / week

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from £190 / night

1 / 25

Home rental in Provincetown

Cape Cod / Provincetown

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

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from £687 / night

£3794 - £6173 / week

Book

from £687 / night

(10) Excellent 

1 / 45

Home rental in West Hyannisport

Cape Cod / West Hyannisport

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

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from £104 / night

£690 - £1104 / week

Book

from £104 / night

1 / 33

Home rental in Chatham

Cape Cod / Chatham

3 10 Min stay varies

House / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £190 / night

£1104 - £3100 / week

Book

from £190 / night

1 / 24

Holiday home in Sagamore Beach

Cape Cod / Sagamore Beach

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

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from £276 / night

£1932 - £2656 / week

Book

from £276 / night

(1) Excellent 

1 / 22

Holiday home in Falmouth

Cape Cod / Falmouth

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £180 / night

£1242 / week

Book

from £180 / night

1 / 9

Holiday cottage in Brewster

Cape Cod / Brewster

2 8 Min stay varies

Cottage / 2 bedrooms / sleeps 8 / Min stay varies

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from £338 / night

£2173 - £2345 / week

Book

from £338 / 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

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from £190 / night

£1238 - £1876 / week

Book

from £190 / night

(7) Excellent 

1 / 10

Holiday home in Falmouth

Cape Cod / Falmouth

3 7 7 nights min stay

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

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from £119 / night

£828 / week

Book

from £119 / night

1 / 23

Holiday home in Lenox

Berkshires / Lenox

5 14 3 nights min stay

House / 5 bedrooms / sleeps 14 / 3 nights min stay

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from £656 / night

£4587 - £6207 / week

Book

from £656 / night

1 / 19

Holiday home letting

Cape Cod / Mashpee

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £283 / night

£1983 - £2063 / week

Book

from £283 / night

1 / 18

Holiday cottage in Provincetown

Cape Cod / Provincetown

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £259 / night

£1518 - £2897 / week

Book

from £259 / night

1 / 6

Chatham holiday home rental

Cape Cod / Chatham

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £297 / night

£2069 - £2897 / week

Book

from £297 / night

(9) Very Good 

1 / 32

Holiday home in Falmouth

Cape Cod / Falmouth

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £69 / night

£414 - £897 / week

Book

from £69 / night

1 / 12

Holiday apartment with golf nearby in Chatham

Cape Cod / Chatham

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £145 / night

£1009 - £1345 / week

Book

from £145 / night

1 / 44

Holiday home with golf nearby in South Yarmouth

Cape Cod / South Yarmouth

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £173 / night

£825 - £1363 / week

Book

from £173 / 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 / 32

Holiday home in Chatham

Cape Cod / Chatham

3 10 Min stay varies

House / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £190 / night

£1104 - £3100 / week

Book

from £190 / night

(3) Excellent 

1 / 24

Holiday apartment rental

Massachusetts / Plymouth

1 4 3 nights min stay

Apartment / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £156 / night

£828 / week

Book

from £156 / night

(3) Very Good 

1 / 11

Cottage rental in Eastham

Cape Cod / Eastham

2 4 7 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £82 / night

£569 - £604 / week

Book

from £82 / night

(4) Very Good 

1 / 12

Rockport holiday apartment rental

Cape Ann / Rockport

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £156 / night

£1087 / week

Book

from £156 / night

1 / 10

Holiday home in Wellfleet

Cape Cod / Wellfleet

3 8 7 nights min stay

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

Add to shortlist

from £276 / night

£1932 / week

Book

from £276 / night

1 / 15

Holiday home in Massachusetts

Martha's Vineyard / Vineyard Haven

3 8 7 nights min stay

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

Add to shortlist

from £380 / night

£2656 / week

Book

from £380 / night

(1) Excellent 

1 / 12

Holiday home in West Tisbury

Martha's Vineyard / West Tisbury

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

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from £207 / night

£1104 - £2069 / week

Book

from £207 / night

1 / 10

Farmhouse rental in West Stockbridge

Berkshires / West Stockbridge

5 12 2 nights min stay

Farmhouse / 5 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £207 / night

£863 - £2194 / week

Book

from £207 / night

(1) Very Good 

1 / 11

Holiday cottage in Eastham

Cape Cod / Eastham

2 4 7 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £82 / night

£569 - £604 / week

Book

from £82 / night

(4) Excellent 

1 / 13

Holiday home in Harwich

Cape Cod / Harwich

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £104 / night

£656 - £1276 / week

Book

from £104 / night

(1) Very Good 

1 / 14

Aquinnah holiday home rental

Martha's Vineyard / Aquinnah

3 6 7 nights min stay

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

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

(19) Excellent 

1 / 19

Holiday home rental

Berkshires / West Stockbridge

5 12 2 nights min stay

House / 5 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £173 / night

£863 - £1587 / week

Book

from £173 / night

1 / 12

Dennis holiday cottage rental

Cape Cod / Dennis

1 2 5 nights min stay

Cottage / 1 bedroom / sleeps 2 / 5 nights min stay

Add to shortlist

from £121 / night

£828 / week

Book

from £121 / night

1 / 19

Holiday home in Sandwich

Cape Cod / Sandwich

3 8 7 nights min stay

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

Add to shortlist

from £188 / night

£1311 - £2414 / week

Book

from £188 / night

(16) Very Good 

1 / 24

Ski home to rent in Massachusetts

Hampshire County / Plainfield

3 10 Min stay varies

House / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £147 / night

£983 - £1439 / week

Book

from £147 / night

(5) Very Good 

1 / 24

Holiday cottage with golf nearby in New Seabury

Cape Cod / New Seabury

3 8 Min stay varies

Cottage / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £114 / night

£687 - £1790 / week

Book

from £114 / night

1 / 15

Holiday home in Edgartown

Martha's Vineyard / Edgartown

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £173 / night

£1104 / week

Book

from £173 / night

(2) Excellent 

1 / 10

Holiday farmhouse in Sheffield

Berkshires / Sheffield

3 8 Min stay varies

Farmhouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £259 / night

£1035 - £1242 / week

Book

from £259 / night

1 / 32

Holiday home in West Yarmouth

Cape Cod / West Yarmouth

3 6 7 nights min stay

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

Add to shortlist

from £138 / night

£966 - £1000 / week

Book

from £138 / night

1 / 12

Holiday cottage with golf nearby in West Chatham

Chatham / West Chatham

1 4 3 nights min stay

Cottage / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £87 / night

£552 / week

Book

from £87 / night

1 / 19

Ski apartment to rent in North Adams

Berkshires / North Adams

3 15 Min stay varies

Apartment / 3 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £111 / night

£690 - £2138 / week

Book

from £111 / night

1 / 12

Harwich holiday home rental

Cape Cod / Harwich

5 8 Min stay varies

House / 5 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £242 / night

£1690 - £2656 / week

Book

from £242 / night

1 / 18

Home accommodation in Bourne

Cape Cod / Bourne

4 9 Min stay varies

House / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £180 / night

£1207 / week

Book

from £180 / night

1 / 6

Holiday barn rental

Berkshires / Lee

1 5 2 nights min stay

Barn / 1 bedroom / sleeps 5 / 2 nights min stay

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from £107 / night

£587 / week

Book

from £107 / night

(132) Excellent 

1 / 20

Holiday b&b rental

Massachusetts / Shelburne Falls

1 5 2 nights min stay

B&B / 1 bedroom / sleeps 5 / 2 nights min stay

Add to shortlist

from £83 / night

£511 - £971 / week

Book

from £83 / night

1 / 24

Holiday home rental

Massachusetts / Cape Cod

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £242 / night

£2242 / week

Book

from £242 / 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 / 12

Provincetown holiday home rental

Cape Cod / Provincetown

4 10 7 nights min stay

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

Add to shortlist

from £587 / night

£2207 - £4483 / week

Book

from £587 / night

1 / 6

Holiday cottage in West Stockbridge

Berkshires / West Stockbridge

1 2 2 nights min stay

Cottage / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £104 / night

£621 / week

Book

from £104 / night

(3) Very Good 

1 / 14

Holiday home with golf nearby in Hancock

Berkshires / Hancock

4 9 2 nights min stay

House / 4 bedrooms / sleeps 9 / 2 nights min stay

Add to shortlist

from £156 / night

£759 / week

Book

from £156 / night

(8) Very Good 

1 / 7

Holiday cottage rental

Cape Ann / Rockport

1 2 7 nights min stay

Cottage / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £45 / night

£311 - £432 / week

Book

from £45 / night

1 / 17

Williamstown holiday home rental

Berkshires / Williamstown

4 16 3 nights min stay

House / 4 bedrooms / sleeps 16 / 3 nights min stay

Add to shortlist

from £307 / night

£1925 - £3794 / week

Book

from £307 / night

1 / 19

South Dennis holiday cottage rental

Cape Cod / South Dennis

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £156 / night

£690 - £828 / week

Book

from £156 / night

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