Vacation Rentals & House Rentals in Chester

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Air conditioning
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Pets
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Parking
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
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Tennis in town
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Golf course on site or within 15 min walk
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Golf within 30mins drive
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4 Houses

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Hugging Bear Inn RENT ENTIRE INN

Chester b&b

6 bedrooms
7 bathrooms

sleeps 18

Match: Secure parking

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Price per night from

$1,227

Great rentals within 20 miles that match your search

Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.

Reading house

4 bedrooms
1 bathroom

sleeps 8

Match: Secure parking

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Price per night from

$286

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Peru townhouse

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 2 minutes

Match: Secure parking

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Price per night from

$337

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Plymouth cottage

5 bedrooms
4 bathrooms

sleeps 10

Match: Secure parking

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Price per night from

$799

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Stowe 165 properties
Killington 64 properties
Ludlow 16 properties
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Chester Rentals

Per night

4 Houses

Hugging Bear Inn RENT ENTIRE INN

Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Viewing 4 of 4
rentals in Chester

Also consider

Chester Rentals

Per night

4 Houses

Hugging Bear Inn RENT ENTIRE INN

Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Viewing 4 of 4rentals in Chester

Also consider

Viewing 4 of 4
rentals in Chester