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Best Boston Apartments on Holiday Lettings - Condos

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2 Vacation rentals

Great rentals within 20 miles that match your search

Ski condo to rent in Hancock

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $260 / night

$1,489 / week

1 / 39

Great rentals within 20 miles that match your search

Ludlow ski home to rent.

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

from $344 / night

$2,290 - $4,695 / week

1 / 17

Great rentals within 20 miles that match your search

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Ski villa to rent in South Newfane

South Newfane villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

1 filter does not match: Wheelchair accessible

from $1,718 / night

$12,023 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Narragansett

Narragansett house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Skiing – property near ski resort

from $393 / night

$2,748 / week

1 / 18

Great rentals within 20 miles that match your search

Newry ski home to rent.

Newry house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

1 filter does not match: Wheelchair accessible

from $1,598 / night

$11,181 / week

1 / 42

Great rentals within 20 miles that match your search

Ski condo to rent in Killington

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Wheelchair accessible

from $338 / night

$2,365 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home in Hyannis Port

Hyannis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Skiing – property near ski resort

from $370 / night

$2,405 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment in Lincoln

Lincoln apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Skiing – property near ski resort

from $126 / night

$773 - $1,260 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home rental

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

1 filter does not match: Skiing – property near ski resort

from $298 / night

$1,775 - $3,579 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Hawley

Hawley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $218 / night

$1,260 / week

1 / 22

Great rentals within 20 miles that match your search

Ski chalet to rent in Ludlow

Ludlow chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Wheelchair accessible

from $373 / night

$2,605 / week

1 / 43

Great rentals within 20 miles that match your search

Vacation home rental

Peru house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 25

1 filter does not match: Skiing – property near ski resort

from $1,002 / night

$7,014 / week

1 / 45

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Newport

Newport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $401 / night

$2,806 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home in Brandon

Brandon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $247 / night

$1,718 / week

1 / 26

Great rentals within 20 miles that match your search

Concord Vacation home rental

Concord house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $144 / night

$1,002 / week

1 / 17

Great rentals within 20 miles that match your search

Falmouth Vacation apartment rental

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $172 / night

$1,145 / week

1 / 7

Great rentals within 20 miles that match your search

Cherry Grove Vacation home rental

Cherry Grove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $602 / night

$4,580 - $6,183 / week

1 / 23

Great rentals within 20 miles that match your search

Nantucket Vacation home rental

Nantucket house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $745 / night

$5,210 / week

1 / 9

Great rentals within 20 miles that match your search

Hardwick ski apartment to rent.

Hardwick apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Wheelchair accessible

from $229 / night

$1,317 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation cottage rental

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Skiing – property near ski resort

from $295 / night

$2,061 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation apartment rental

Newport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $287 / night

$2,290 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation apartment in Jounieh

Jounieh apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Skiing – property near ski resort

from $115 / night

$458 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation villa in Southampton

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Skiing – property near ski resort

from $1,390 / night

$9,727 / week

1 / 36

Great rentals within 20 miles that match your search

Wells Vacation cottage rental

Wells cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Skiing – property near ski resort

from $251 / night

$1,602 - $1,963 / week

1 / 63

Great rentals within 20 miles that match your search

North Truro Vacation apartment rental

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Skiing – property near ski resort

from $287 / night

$1,603 / week

1 / 8

Great rentals within 20 miles that match your search

Ski home to rent in Stowe

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Wheelchair accessible

from $1,718 / night

$12,023 / week

1 / 37

Great rentals within 20 miles that match your search

Cottage rental in Eastham

Eastham cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Skiing – property near ski resort

from $332 / night

$1,374 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation villa rental

Belmont villa

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 25

1 filter does not match: Skiing – property near ski resort

from $2,462 / night

$14,313 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home in Stephentown

Stephentown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Skiing – property near ski resort

from $687 / night

$2,863 - $3,344 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation hotel apartment with shared pool in West Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $184 / night

$1,283 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation apartment in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $144 / night

$848 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Hampton Bays

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Skiing – property near ski resort

from $850 / night

$5,949 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Cotuit

Cotuit house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 24

1 filter does not match: Skiing – property near ski resort

from $1,308 / night

$9,155 - $23,582 / week

1 / 39

Great rentals within 20 miles that match your search

Ski home to rent in North Conway

North Conway house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Wheelchair accessible

from $367 / night

$2,508 - $4,552 / week

1 / 31

Great rentals within 20 miles that match your search

East Burke ski home to rent.

East Burke house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Wheelchair accessible

from $328 / night

$2,290 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation cottage in Oak Bluffs

Oak Bluffs cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Skiing – property near ski resort

from $1,145 / night

$8,015 - $8,817 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation cottage in Georgetown

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $315 / night

$2,233 / week

1 / 17

Great rentals within 20 miles that match your search

Eastham Vacation home rental

Eastham house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $573 / night

$3,893 / week

1 / 16

Great rentals within 20 miles that match your search

Ski home to rent in Peru

Peru house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Wheelchair accessible

from $401 / night

$2,519 - $2,920 / week

1 / 43

Great rentals within 20 miles that match your search

Bridgton ski log cabin to rent.

Bridgton log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Wheelchair accessible

from $572 / night

$4,007 / week

1 / 29