Stockbridge Vacation Rentals

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The Crooked House

3BR 2.5BA mountain house w/ sauna near Killington

The Crooked House

3 Bedrooms
2½ Bathrooms
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83
$225 - $550 / night
(excl. fees & taxes)
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Cozy Vermont Chalet

Cozy Vermont Chalet

Cozy Vermont Chalet

4 Bedrooms
2 Bathrooms
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53
$390 / night
(excl. fees & taxes)
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Luxury Mountain Retreat

Luxury Mountain Retreat

Luxury Mountain Retreat

4 Bedrooms
3½ Bathrooms
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9
$490 / night
(excl. fees & taxes)
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CEDARWALK at Killington

CEDARWALK at Killington! LUXURY, LED hot tub, deck and yard! sleeps 16

CEDARWALK at Killington

6 Bedrooms
3 Bathrooms
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35
$1150 / night
(excl. fees & taxes)
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Killington VT Condo - Mountain Green

Walk to Snowshed Lifts, Great for Remote Work

Killington VT Condo - Mountain Green

1 Bedroom
1 Bathroom
$121 - $1326 / night
(excl. fees & taxes)
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Killington Grandview House

Contemporary Spacious 7br/6.5 bath home near Killington VT

Killington Grandview House

7 Bedrooms
6½ Bathrooms
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7
$1000 - $1050 / night
(excl. fees & taxes)
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Killington ski home

Killington, 3 bedroom, 2 bath, shuttle out, ski in

Killington ski home

3 Bedrooms
2 Bathrooms
$350 / night
(excl. fees & taxes)
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Country Cottage Retreat - Gardens/Birds/WiFi/Cell

A private cute country retreat with great Wifi and cell coverage in Vermont. Perfect romantic getaway for a couple or retreat for 2 or 3 friends.

Country Cottage Retreat - Gardens/Birds/WiFi/Cell

2 Bedrooms
1 Bathroom
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3
$140 / night
(excl. fees & taxes)
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Cool Haven~Cute Cottage in Plymouth, Vermont.

1 BR Cottage Fireplace~Lake Views~Hot Tub~Dog Freindly~Private

Cool Haven~Cute Cottage in Plymouth, Vermont.

1 Bedroom
2 Bathrooms
9 Guides
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34
$285 / night
(excl. fees & taxes)
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Vermont Cottage Amherst Lake & Sanctuary

Vermont Cottage On Lake Amherst & Sanctuary ~ Pet Friendly ~ Fire Pit ~ Fire place ~ Between Okemo & Killington Areas ~ Route 100

Vermont Cottage Amherst Lake & Sanctuary

6 Bedrooms
4 Bathrooms
35 Guides
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52
$885 - $900 / night
(excl. fees & taxes)
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Good Woods Sanctuary Cottage ~ Plymouth, Vt

Amherst Lake & Sanctuary Vermont Cottage ~ Plymouth, Vermont ~ Okemo Killington

Good Woods Sanctuary Cottage ~ Plymouth, Vt

4 Bedrooms
3 Bathrooms
35 Guides
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48
$635 / night
(excl. fees & taxes)
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3 BR Cottage In Vermont Lake Region

3 BR Cottage on Lake Amherst in Vermont~ Okemo Killington

3 BR Cottage In Vermont Lake Region

3 Bedrooms
3 Bathrooms
33 Guides
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52
$500 / night
(excl. fees & taxes)
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NirvanaSanctuaryHouse~Fire Place~Okemo Killington

Nirvana Sanctuary House~Fire Place~Okemo Killington 2 BR 3BA

NirvanaSanctuaryHouse~Fire Place~Okemo Killington

2 Bedrooms
3 Bathrooms
32 Guides
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3
$300 - $400 / night
(excl. fees & taxes)
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Lake Ninevah rental near Farm & Wilderness Camps

VT Lakefront Paradise on Pristine Lake Ninevah w/Secluded Beach & Mountain Views

Lake Ninevah rental near Farm & Wilderness Camps

3 Bedrooms
1 Bathroom
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9
$230 / night
(excl. fees & taxes)
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Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

6 Bedrooms
2 Bathrooms
2 Guides
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107
$350 - $550 / night
(excl. fees & taxes)
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Mountain View Manor

Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!

Mountain View Manor

6 Bedrooms
5 Bathrooms
$670 - $2472 / night
(excl. fees & taxes)
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Close to Okemo, 25 Acre Mtn Playground

Close to Okemo, 25 Acre Mountain Playground, 2 Bedroom

Close to Okemo, 25 Acre Mtn Playground

2 Bedrooms
1 Bathroom
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13
$200 - $250 / night
(excl. fees & taxes)
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25 Acre Mtn Playground, Close to Okemo, 2 Bdrm

25 Acre Mountain Playground, Close to Okemo, 2 Bedroom

25 Acre Mtn Playground, Close to Okemo, 2 Bdrm

2 Bedrooms
1 Bathroom
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27
$200 - $250 / night
(excl. fees & taxes)
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Between the Pines

⛰On Mountain★Bumper Pool★2 Kitchens★Fire Pit⛰

Between the Pines

5 Bedrooms
2 Bathrooms
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56
$313 - $727 / night
(excl. fees & taxes)
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Private Cabin, Minutes to Okemo

Enjoy our Cabin set on acres of private woods, Pets allowed!

Private Cabin, Minutes to Okemo

2 Bedrooms
1 Bathroom
$150 / night
(excl. fees & taxes)
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