Cycling holiday villas and apartments Vermont | Holiday Lettings

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  • Colchester (2)
  • Dover (2)
  • Duxbury (1)
  • Elmore (1)
  • Grand Isle (1)
  • Green Mountains (4)
  • Hancock (1)
  • Hartford (2)
  • Jamaica (1)
  • Jeffersonville (2)
  • Killington (10)
  • Ludlow (5)
  • Montgomery (1)
  • Montgomery Center (2)
  • Montpelier (1)
  • Newfane (1)
  • North Hero (1)
  • Northeast Kingdom (19)
  • Northfield (6)
  • Perkinsville (4)
  • Pittsford (1)
  • Randolph (1)
  • Richmond (1)
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  • Saint Albans (2)
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  • Stowe (11)
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  • Wilmington (2)
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107 Holiday homes

Filters applied: Cycling holidays (107)

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

1 / 45

Holiday cottage in Vermont

Vermont / Colchester

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $215 / night

$1500 - $1641 / week

Book Book View

from $215 / night

(3) Excellent 

1 / 39

Ski home to rent in Vermont

Vermont / Stowe

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $300 / night

$1201 / week

Book Book View

from $300 / night

1 / 32

Holiday b&b in Vermont

Vermont / Perkinsville

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay

from $69 / night

$0 / week

Book Book View

from $69 / night

1 / 18

Holiday home in Vermont

Vermont / Stowe

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies

from $796 / night

$4450 - $9750 / week

Book Book View

from $796 / night

1 / 34

Holiday b&b in Vermont

Vermont / Perkinsville

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $90 / night

$0 / week

Book Book View

from $90 / night

(1) Excellent 

1 / 20

Holiday condo with golf nearby in Vermont

Vermont / Killington

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from $129 / night

$951 / week

Book Book View

from $129 / night

(3) Excellent 

1 / 21

Ski condo to rent in Killington

Vermont / Killington

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $251 / night

$1500 - $3001 / week

Book Book View

from $251 / night

1 / 8

Ski condo to rent in Jeffersonville

Vermont / Jeffersonville

2 bedroomsSleeps 82 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $296 / night

$2066 / week

Book Book View

from $296 / night

(5) Excellent 

1 / 11

Ski home to rent in Killington

Vermont / Killington

7 bedroomsSleeps 28Min stay varies

  • 7 bedrooms
  • Sleeps 28
  • Min stay varies

from $106 / night

$770 - $15750 / week

Book Book View

from $106 / night

(1) Very Good 

1 / 12

Ski chalet to rent in Ludlow

Vermont / Ludlow

6 bedroomsSleeps 16Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies

from $245 / night

$1291 - $2275 / week

Book Book View

from $245 / night

1 / 27

Ski home to rent in Ludlow

Vermont / Ludlow

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $196 / night

$1366 - $1541 / week

Book Book View

from $196 / night

(3) Very Good 

1 / 41

Ski cottage to rent in Newport Center

Northeast Kingdom / Newport Center

2 bedroomsSleeps 51 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay

from $181 / night

$770 / week

Book Book View

from $181 / night

1 / 24

Holiday home in Vermont

Vermont / Dover

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from $401 / night

$0 / week

Book Book View

from $401 / night

(2) Excellent 

1 / 33

Holiday cottage in Vermont

Vermont / Brandon

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from $99 / night

$595 - $1035 / week

Book Book View

from $99 / night

1 / 36

Ski home to rent in Killington

Vermont / Killington

6 bedroomsSleeps 20Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies

from $450 / night

$0 / week

Book Book View

from $450 / night

1 / 12

Quechee holiday condo rental

Hartford / Quechee

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay

from $226 / night

$1301 / week

Book Book View

from $226 / night

(5) Very Good 

1 / 10

Charlotte holiday guest house rental

Vermont / Charlotte

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from $106 / night

$736 - $1120 / week

Book Book View

from $106 / night

(4) Excellent 

1 / 36

Westmore holiday cottage rental

Northeast Kingdom / Westmore

7 bedroomsSleeps 203 nights min stay

  • 7 bedrooms
  • Sleeps 20
  • 3 nights min stay

from $401 / night

$2401 - $2800 / week

Book Book View

from $401 / night

(2) Very Good 

1 / 12

Ski condo to rent in Vermont

Vermont / Warren

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from $151 / night

$700 / week

Book Book View

from $151 / night

1 / 11

Holiday home in Stowe

Vermont / Stowe

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $300 / night

$2100 / week

Book Book View

from $300 / night

(8) Excellent 

1 / 20

Cottage rental in Vermont

Vermont / South Hero

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $175 / night

$860 - $1190 / week

Book Book View

from $175 / night

(5) Excellent 

1 / 17

Ski home to rent in Vermont

Vermont / Killington

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies

from $106 / night

$691 - $5880 / week

Book Book View

from $106 / night

1 / 23

Ski home to rent in Vermont

Vermont / Stowe

2 bedroomsSleeps 102 nights min stay

  • 2 bedrooms
  • Sleeps 10
  • 2 nights min stay

from $260 / night

$1560 / week

Book Book View

from $260 / night

1 / 37

Ski home to rent in Vermont

Vermont / Stowe

4 bedroomsSleeps 85 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay

from $1500 / night

$10501 / week

Book Book View

from $1500 / night

(1) Excellent 

1 / 12

Vermont ski home to rent.

Vermont / Warren

3 bedroomsSleeps 72 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min stay

from $326 / night

$1925 / week

Book Book View

from $326 / night

1 / 17

Stowe ski home to rent.

Vermont / Stowe

4 bedroomsSleeps 84 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay

from $501 / night

$3001 / week

Book Book View

from $501 / night

1 / 24

Holiday home in Manchester

Green Mountains / Manchester

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $450 / night

$2401 / week

Book Book View

from $450 / night

(1) Excellent 

1 / 25

Ski hotel apartment to rent in Killington

Vermont / Killington

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $251 / night

$1500 - $2200 / week

Book Book View

from $251 / night

1 / 22

Warren ski condo to rent.

Vermont / Warren

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $251 / night

$1750 / week

Book Book View

from $251 / night

1 / 18

Hardwick ski apartment to rent.

Northeast Kingdom / Hardwick

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from $200 / night

$1150 / week

Book Book View

from $200 / night

(7) Very Good 

1 / 13

Holiday cottage in Glover

Northeast Kingdom / Glover

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

from $106 / night

$601 - $670 / week

Book Book View

from $106 / night

1 / 17

Vermont holiday b&b rental

Vermont / Stowe

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from $271 / night

$0 / week

Book Book View

from $271 / night

1 / 22

Ski home to rent in Wilmington

Vermont / Wilmington

6 bedroomsSleeps 202 nights min stay

  • 6 bedrooms
  • Sleeps 20
  • 2 nights min stay

from $550 / night

$3001 / week

Book Book View

from $550 / night

(3) Very Good 

1 / 8

Holiday log cabin in Vermont

Vermont / Barnard

Sleeps 2Min stay varies

  • Sleeps 2
  • Min stay varies

from $95 / night

$650 - $845 / week

Book Book View

from $95 / night

(9) Very Good 

1 / 5

Holiday apartment with golf nearby in Northfield

Vermont / Northfield

2 bedroomsSleeps 82 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $130 / night

$800 - $2061 / week

Book Book View

from $130 / night

(12) Very Good 

1 / 27

Log cabin rental in Barton

Northeast Kingdom / Barton

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $99 / night

$546 - $640 / week

Book Book View

from $99 / night

1 / 28

Vermont ski home to rent.

Vermont / Ludlow

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $429 / night

$3001 - $3750 / week

Book Book View

from $429 / night

(2) Excellent 

1 / 22

Woodstock holiday home rental

Vermont / Woodstock

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $375 / night

$2000 - $3801 / week

Book Book View

from $375 / night

1 / 5

Home rental in Vermont

Vermont / Richmond

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $215 / night

$1500 / week

Book Book View

from $215 / night

1 / 19

Home rental in Glover

Northeast Kingdom / Glover

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from $166 / night

$1150 / week

Book Book View

from $166 / night

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