Vacation Rentals & House Rentals in Chester

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
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DVD player
Grill
Cot available
High chair
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Private outdoor pool (heated)
Private outdoor pool (unheated)
Shared outdoor pool (unheated)
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Cribs
Ceiling Fans
Clothes dryer
Games room
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Pool or snooker table
Shared indoor pool
Trampoline
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Fridge
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Skiing – property near ski resort
Walking trips
Tennis in town
Nightlife

Water sports
Horse riding
Fishing
Cycling trips
Mountain Views
Lakefront
Waterfront

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28 Houses

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Hugging Bear Inn RENT ENTIRE INN

Chester b&b

6 bedrooms
7 bathrooms

sleeps 18

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Price per night from

$1,231

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

Chester house

5 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$1,029

Great rentals within 20 miles that match your search

Chase House Inn - Edwin Stanton Room

Cornish house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$172

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

3 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$1,443

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

Stratton Mountain house

5 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$2,231

A Quiet Retreat in Rural New Hampshire

Cornish house

3 bedrooms
3 bathrooms

sleeps 6

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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

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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

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Price per night from

$285

The Grafton Lodge

Grafton lodge

7 bedrooms
4 bathrooms

sleeps 20

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Price per night from

$2,171

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

4 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$343

Okemo Mountain Lodge A-108 Ski In/Ski Out

Ludlow condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$229

Vermont Cottage Lake Amherst

Plymouth cottage

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$802

Beautiful Country Luxury Waterfront Lake Home

Unity cottage

3 bedrooms
2 bathrooms

sleeps 13

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Price per night from

$981

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Plymouth cottage

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$802

Vermont Country Lake House

Ludlow house

4 bedrooms
3 bathrooms

sleeps 8

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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

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Price per night from

$103

Walk to ski trials on Okemo! Private Luxury Chalet

Ludlow chalet

5 bedrooms
3 bathrooms

sleeps 14

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Price per night from

$1,369

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

4 bedrooms
3 bathrooms

sleeps 16

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Price per night from

$373

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

Peru house

4 bedrooms
2 bathrooms

sleeps 12

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Price per night from

$401

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

4 bedrooms
3 bathrooms

sleeps 14

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Price per night from

$430

25 Acre Mtn Playground, 2 Bd, Great Ski Access, Close to Okemo, VAST trails

Ludlow apartment

2 bedrooms
1 bathroom

sleeps 6

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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

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Price per night from

$103

Oma"s Kottage

Ludlow house

6 bedrooms
2 bathrooms

sleeps 11

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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

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Price per night from

$338

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

8 bedrooms
4 bathrooms

sleeps 16

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Price per night from

$458

Close to Okemo, 25 Acre Mtn Playground, 2 Bd, Great Ski Access, VAST trails

Ludlow condo

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$401

Fox Run -- Sleeps 10 - 12, Only 1 mile from Okemo Jackson Gore Base

Ludlow townhouse

4 bedrooms
4 bathrooms

sleeps 12

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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

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Price per night from

$1,122

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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Connecticut 156 properties
Wyoming 142 properties
South Dakota 137 properties

Chester Rentals

Per night

28 Houses

Hugging Bear Inn RENT ENTIRE INN

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

Chase House Inn - Edwin Stanton Room

Contemporary Ski Chalet Minutes to Hiking Dining Parks

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

Okemo Mountain Lodge A-108 Ski In/Ski Out

Vermont Cottage Lake Amherst

Beautiful Country Luxury Waterfront Lake Home

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Vermont Country Lake House

3 Season Cabin - sleeping porch lake trails

Walk to ski trials on Okemo! Private Luxury Chalet

Beautiful Okemo chalet with Hot Tub

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

Vermont Log Home On 21 Acres Btwn Okemo/killington

25 Acre Mtn Playground, 2 Bd, Great Ski Access, Close to Okemo, VAST trails

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

Close to Okemo, 25 Acre Mtn Playground, 2 Bd, Great Ski Access, VAST trails

Fox Run -- Sleeps 10 - 12, Only 1 mile from Okemo Jackson Gore Base

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

Viewing 28 of 28
rentals in Chester

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Chester Rentals

Per night

28 Houses

Viewing 28 of 28rentals in Chester

Also consider

Viewing 28 of 28
rentals in Chester