Vacation Rentals & House Rentals in Chester

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Wireless Internet
Swimming pool
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Staffed property
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Linen provided
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Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
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Non-Smoking property
Smoking - Ask
Wheelchair adapted
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Walking trips
Skiing – property near ski resort
Tennis in town
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20 Houses

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Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

Chester house

5 bedrooms
4 bathrooms

sleeps 12

Match: Walking trips

All filters match

Price per night from

$1,031

Great rentals within 20 miles that match your search

BEAUTIFUL STRATTON! 5 BEDS-5 BATHS HOME w/VIEWS, ON SHUTTLE

Stratton Mountain house

5 bedrooms
5 bathrooms

sleeps 10

Match: Walking trips

All filters match

Price per night from

$2,231

A Quiet Retreat in Rural New Hampshire

Cornish house

3 bedrooms
3 bathrooms

sleeps 6

Match: Walking trips

All filters match

Price per night from

$361

Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ shared pool and hot tub

Bondville condo

4 bedrooms
3 bathrooms

sleeps 15

Match: Walking trips

All filters match

Price per night from

$171

4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton

Bondville house

4 bedrooms
3 bathrooms

sleeps 15

Match: Walking trips

All filters match

Price per night from

$285

The Grafton Lodge

Grafton lodge

7 bedrooms
4 bathrooms

sleeps 20

Match: Walking trips

All filters match

Price per night from

$2,171

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

4 bedrooms
3 bathrooms

sleeps 9

Match: Walking trips

All filters match

Price per night from

$343

Vermont Cottage Lake Amherst

Plymouth cottage

5 bedrooms
4 bathrooms

sleeps 10

Match: Walking trips

All filters match

Price per night from

$802

Beautiful Country Luxury Waterfront Lake Home

Unity cottage

3 bedrooms
2 bathrooms

sleeps 13

Match: Walking trips

All filters match

Price per night from

$981

6 BR Ski Chalet with Boats in VT Green Mountains

Ludlow chalet

6 bedrooms
2 bathrooms

sleeps 12

Match: Walking trips

All filters match

Price per night from

$373

Vermont Country Lake House

Ludlow house

4 bedrooms
3 bathrooms

sleeps 8

Match: Walking trips

All filters match

Price per night from

$287

3 Season Cabin - sleeping porch lake trails

Mount Holly log cabin

3 bedrooms
1 bathroom

sleeps 8

Responds fast! avg. 1 hour 58 minutes

Match: Walking trips

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Price per night from

$103

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

4 bedrooms
3 bathrooms

sleeps 16

Match: Walking trips

All filters match

Price per night from

$373

Trail Side at Bromley Resort Minutes from Manchester VT, Stratton & Magic

Peru house

4 bedrooms
2 bathrooms

sleeps 12

Match: Walking trips

All filters match

Price per night from

$401

Perfect Hideaway Cabin - lake, trails, forest, meadows

Mount Holly log cabin

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 58 minutes

Match: Walking trips

All filters match

Price per night from

$103

Oma"s Kottage

Ludlow house

6 bedrooms
2 bathrooms

sleeps 11

Match: Walking trips

All filters match

Price per night from

$344

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: Walking trips

All filters match

Price per night from

$338

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

8 bedrooms
4 bathrooms

sleeps 16

Match: Walking trips

All filters match

Price per night from

$458

Stunning Designers VT Home Luxurious, 5600 SF, 3D Home Theater, Gourmet kitchen

Bondville villa

4 bedrooms
5 bathrooms

sleeps 10

Match: Walking trips

All filters match

Price per night from

$1,122

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

3 bedrooms
2 bathrooms

sleeps 10

Match: Walking trips

All filters match

Price per night from

$1,444

Also consider

Stowe 165 properties
Killington 64 properties
Ludlow 16 properties
Northeast Kingdom 14 properties
Jeffersonville 7 properties
Mendon 7 properties
Northfield 7 properties
Wallingford 6 properties
Pittsfield 5 properties
Underhill Center 5 properties
Morrisville 5 properties
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Chester Rentals

Per night

20 Houses

Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

BEAUTIFUL STRATTON! 5 BEDS-5 BATHS HOME w/VIEWS, ON SHUTTLE

A Quiet Retreat in Rural New Hampshire

Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ shared pool and hot tub

4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton

The Grafton Lodge

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Vermont Cottage Lake Amherst

Beautiful Country Luxury Waterfront Lake Home

6 BR Ski Chalet with Boats in VT Green Mountains

Vermont Country Lake House

3 Season Cabin - sleeping porch lake trails

Beautiful Okemo chalet with Hot Tub

Trail Side at Bromley Resort Minutes from Manchester VT, Stratton & Magic

Perfect Hideaway Cabin - lake, trails, forest, meadows

Oma"s Kottage

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

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Stunning Designers VT Home Luxurious, 5600 SF, 3D Home Theater, Gourmet kitchen

Contemporary Ski Chalet Minutes to Hiking Dining Parks

Viewing 20 of 20
rentals in Chester

Also consider

Chester Rentals

Per night

20 Houses

Viewing 20 of 20rentals in Chester

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rentals in Chester