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466 Holiday homes

Filters applied: Pets allowed (466)

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

1 / 11

Holiday cottage in Brewster

Cape Cod / Brewster

2 bedroomsSleeps 74 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 4 nights min stay

from $261 / night

$0 / week

Book Book View

from $261 / night

(6) Excellent 

1 / 20

Holiday home in Falmouth

Cape Cod / Falmouth

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $296 / night

$1901 / week

Book Book View

from $296 / night

(2) Very Good 

1 / 12

Holiday home with golf nearby in Brewster

Cape Cod / Brewster

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $283 / night

$0 / week

Book Book View

from $283 / night

(1) Excellent 

1 / 37

Home rental in Massachusetts

Martha's Vineyard / Edgartown

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay

from $326 / night

$2200 / week

Book Book View

from $326 / night

(8) Excellent 

1 / 15

Hyannis holiday home rental

Cape Cod / Hyannis

3 bedroomsSleeps 97 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $300 / night

$1801 / week

Book Book View

from $300 / night

(5) Excellent 

1 / 12

Holiday cottage in South Yarmouth

Cape Cod / South Yarmouth

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $121 / night

$650 - $1001 / week

Book Book View

from $121 / night

(1) Excellent 

1 / 22

Holiday home in Falmouth

Cape Cod / Falmouth

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $275 / night

$1801 / week

Book Book View

from $275 / night

1 / 14

South Yarmouth holiday cottage rental

Cape Cod / South Yarmouth

3 bedroomsSleeps 106 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 6 nights min stay

from $200 / night

$1551 / week

Book Book View

from $200 / night

1 / 6

Holiday apartment in Massachusetts

Massachusetts / Cambridge

1 bedroomSleeps 62 nights min stay

  • 1 bedroom
  • Sleeps 6
  • 2 nights min stay

from $211 / night

$1201 - $1726 / week

Book Book View

from $211 / night

(11) Excellent 

1 / 17

Dennis Port holiday cottage rental

Cape Cod / Dennis Port

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $200 / night

$1201 - $1400 / week

Book Book View

from $200 / night

(1) Very Good 

1 / 10

Holiday apartment in Massachusetts

Massachusetts / Cambridge

1 bedroomSleeps 32 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay

from $151 / night

$1001 - $1276 / week

Book Book View

from $151 / night

(1) Excellent 

1 / 16

Apartment rental in Boston with swimming pool

Massachusetts / Boston

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay

from $199 / night

$0 / week

Book Book View

from $199 / night

(1) Excellent 

1 / 15

Holiday home rental

Cape Cod / Brewster

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $300 / night

$1701 / week

Book Book View

from $300 / night

(6) Excellent 

1 / 9

Mashpee holiday cottage rental

Cape Cod / Mashpee

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from $151 / night

$1150 - $1600 / week

Book Book View

from $151 / night

(2) Excellent 

1 / 44

Holiday apartment in Gloucester

Cape Ann / Gloucester

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $85 / night

$595 - $1142 / week

Book Book View

from $85 / night

(1) Excellent 

1 / 17

Holiday home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $401 / night

$2601 / week

Book Book View

from $401 / night

(6) Very Good 

1 / 6

Holiday cottage in Hyannis

Cape Cod / Hyannis

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay

from $125 / night

$875 / week

Book Book View

from $125 / night

(1) Excellent 

1 / 40

North Eastham holiday home rental

Cape Cod / North Eastham

3 bedroomsSleeps 9Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies

from $185 / night

$951 - $2051 / week

Book Book View

from $185 / night

(4) Excellent 

1 / 42

Holiday cottage with swimming pool in West Yarmouth

Cape Cod / West Yarmouth

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $375 / night

$2501 - $5250 / week

Book Book View

from $375 / night

(1) Excellent 

1 / 11

Holiday home in Sagamore Beach

Cape Cod / Sagamore Beach

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies

from $300 / night

$2000 - $2300 / week

Book Book View

from $300 / night

(2) Good 

1 / 27

Holiday home rental

Berkshires / Great Barrington

5 bedroomsSleeps 103 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay

from $350 / night

$2200 - $3250 / week

Book Book View

from $350 / night

1 / 17

Holiday home with swimming pool, golf nearby in Falmouth

Cape Cod / Falmouth

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $300 / night

$1500 - $3801 / week

Book Book View

from $300 / night

1 / 22

Holiday home in East Sandwich

Cape Cod / East Sandwich

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $151 / night

$1201 - $1999 / week

Book Book View

from $151 / night

1 / 19

Holiday cottage rental

Cape Cod / Falmouth

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $151 / night

$1050 / week

Book Book View

from $151 / night

1 / 19

Holiday farmhouse with golf nearby in Stockbridge

Berkshires / Stockbridge

3 bedroomsSleeps 81 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay

from $130 / night

$800 - $1850 / week

Book Book View

from $130 / night

(4) Very Good 

1 / 8

Holiday cottage in Gloucester

Cape Ann / Gloucester

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $90 / night

$911 / week

Book Book View

from $90 / night

1 / 22

Home accommodation in Sagamore Beach with swimming pool

Cape Cod / Sagamore Beach

6 bedroomsSleeps 153 nights min stay

  • 6 bedrooms
  • Sleeps 15
  • 3 nights min stay

from $851 / night

$5701 - $9620 / week

Book Book View

from $851 / night

1 / 11

Holiday home rental

Cape Ann / Gloucester

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $300 / night

$2100 / week

Book Book View

from $300 / night

1 / 12

Holiday home in Berkshire

Massachusetts / Berkshire

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $145 / night

$1001 - $1760 / week

Book Book View

from $145 / night

1 / 47

Holiday home accommodation

Berkshires / Lee

5 bedroomsSleeps 25Min stay varies

  • 5 bedrooms
  • Sleeps 25
  • Min stay varies

from $799 / night

$3499 - $6974 / week

Book Book View

from $799 / night

1 / 25

Home rental in Massachusetts

Massachusetts / Wayland

4 bedroomsSleeps 71 night min stay

  • 4 bedrooms
  • Sleeps 7
  • 1 night min stay

from $155 / night

$0 / week

Book Book View

from $155 / night

(3) Good 

1 / 11

Stockbridge holiday home rental

Berkshires / Stockbridge

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $226 / night

$1500 / week

Book Book View

from $226 / night

1 / 23

Holiday home in Gloucester

Cape Ann / Gloucester

5 bedroomsSleeps 13Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies

from $430 / night

$2100 - $3201 / week

Book Book View

from $430 / night

(1) Excellent 

1 / 9

South Yarmouth holiday home rental

Cape Cod / South Yarmouth

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $140 / night

$751 - $1276 / week

Book Book View

from $140 / night

1 / 4

Holiday home in Watertown

Massachusetts / Watertown

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay

from $70 / night

$401 / week

Book Book View

from $70 / night

(14) Very Good 

1 / 24

Apartment rental in Massachusetts

Massachusetts / Boston

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $275 / night

$1876 / week

Book Book View

from $275 / night

1 / 7

Massachusetts holiday apartment accommodation

Massachusetts / Brookline

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay

from $125 / night

$0 / week

Book Book View

from $125 / night

1 / 5

Holiday home in Massachusetts

Massachusetts / Newton

4 bedroomsSleeps 830 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min stay

from $251 / night

$1500 / week

Book Book View

from $251 / night

(1) Very Good 

1 / 13

Provincetown holiday cottage rental

Cape Cod / Provincetown

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $151 / night

$900 - $1301 / week

Book Book View

from $151 / night

1 / 10

Massachusetts holiday home rental

Martha's Vineyard / Edgartown

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $251 / night

$1301 - $3001 / week

Book Book View

from $251 / night

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