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Proctorsville Vacation Rentals

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51 rentals in Proctorsville.
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Chester Farmhouse on 100 Acres, 15 Min to Okemo!, vacation rental in Proctorsville
Chester Farmhouse on 100 Acres, 15 Min to Okemo!, vacation rental in Proctorsville
Chester Farmhouse on 100 Acres, 15 Min to Okemo!, vacation rental in Proctorsville

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo, vacation rental in Proctorsville
Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo, vacation rental in Proctorsville
Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo, vacation rental in Proctorsville

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Rental Home
8 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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NEW LISTING! Charming & spacious, two-story townhome - close to Okemo!, vacation rental in Proctorsville
NEW LISTING! Charming & spacious, two-story townhome - close to Okemo!, vacation rental in Proctorsville
NEW LISTING! Charming & spacious, two-story townhome - close to Okemo!, vacation rental in Proctorsville

NEW LISTING! Charming & spacious, two-story townhome - close to Okemo!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Elegant Victorian recently updated with free WiFi/ deck/ fireplace - Near Okemo, vacation rental in Proctorsville
Elegant Victorian recently updated with free WiFi/ deck/ fireplace - Near Okemo, vacation rental in Proctorsville
Elegant Victorian recently updated with free WiFi/ deck/ fireplace - Near Okemo, vacation rental in Proctorsville

Elegant Victorian recently updated with free WiFi/ deck/ fireplace - Near Okemo

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Renovated 1920s ski condo, walk to dining, on bus route to slopes!, vacation rental in Proctorsville
Renovated 1920s ski condo, walk to dining, on bus route to slopes!, vacation rental in Proctorsville
Renovated 1920s ski condo, walk to dining, on bus route to slopes!, vacation rental in Proctorsville

Renovated 1920s ski condo, walk to dining, on bus route to slopes!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Okemo Mountain Family Fun House with a private tube, vacation rental in Proctorsville
Okemo Mountain Family Fun House with a private tube, vacation rental in Proctorsville
Okemo Mountain Family Fun House with a private tube, vacation rental in Proctorsville

Okemo Mountain Family Fun House with a private tube

Rental Home
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Village Ski Apartment, vacation rental in Proctorsville
Village Ski Apartment, vacation rental in Proctorsville
Village Ski Apartment, vacation rental in Proctorsville

Village Ski Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Family Fun House, vacation rental in Proctorsville
Family Fun House, vacation rental in Proctorsville
Family Fun House, vacation rental in Proctorsville

Family Fun House

Rental Home
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK, vacation rental in Proctorsville
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK, vacation rental in Proctorsville
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK, vacation rental in Proctorsville

Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Stoma Ranch Outdoor Hot tub, vacation rental in Proctorsville
The Stoma Ranch Outdoor Hot tub, vacation rental in Proctorsville
The Stoma Ranch Outdoor Hot tub, vacation rental in Proctorsville

The Stoma Ranch Outdoor Hot tub

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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2 Bed Fireplace Condo In the Heart of Town On Shuttle Route 1 Mile to Okemo, vacation rental in Proctorsville
2 Bed Fireplace Condo In the Heart of Town On Shuttle Route 1 Mile to Okemo, vacation rental in Proctorsville
2 Bed Fireplace Condo In the Heart of Town On Shuttle Route 1 Mile to Okemo, vacation rental in Proctorsville

2 Bed Fireplace Condo In the Heart of Town On Shuttle Route 1 Mile to Okemo

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautifully Updated Unique Village Home, Walk to Town, On Shuttle Route, vacation rental in Proctorsville
Beautifully Updated Unique Village Home, Walk to Town, On Shuttle Route, vacation rental in Proctorsville
Beautifully Updated Unique Village Home, Walk to Town, On Shuttle Route, vacation rental in Proctorsville

Beautifully Updated Unique Village Home, Walk to Town, On Shuttle Route

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming & Affordable Home with Spectacular Mtn Views!!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious chalet, 6 mins to Okemo, 4 bed, 4 bath,, vacation rental in Proctorsville
Spacious chalet, 6 mins to Okemo, 4 bed, 4 bath,, vacation rental in Proctorsville
Spacious chalet, 6 mins to Okemo, 4 bed, 4 bath,, vacation rental in Proctorsville

Spacious chalet, 6 mins to Okemo, 4 bed, 4 bath,

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Traveling with kids? Check this secluded & updated 3-bedroom home close to Okemo, vacation rental in Proctorsville
Traveling with kids? Check this secluded & updated 3-bedroom home close to Okemo, vacation rental in Proctorsville
Traveling with kids? Check this secluded & updated 3-bedroom home close to Okemo, vacation rental in Proctorsville

Traveling with kids? Check this secluded & updated 3-bedroom home close to Okemo

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Resort Home with Pool * 'The Castle Hill' Spa & Tennis

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Okemo Ski House,1 mile to Okemo Mt, on Shuttle Route, Walking Distance to town, vacation rental in Proctorsville
Okemo Ski House,1 mile to Okemo Mt, on Shuttle Route, Walking Distance to town, vacation rental in Proctorsville
Okemo Ski House,1 mile to Okemo Mt, on Shuttle Route, Walking Distance to town, vacation rental in Proctorsville

Okemo Ski House,1 mile to Okemo Mt, on Shuttle Route, Walking Distance to town

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Family & dog friendly house w/ deck & game room. Minutes to town, Okemo & lakes, vacation rental in Proctorsville
Family & dog friendly house w/ deck & game room. Minutes to town, Okemo & lakes, vacation rental in Proctorsville
Family & dog friendly house w/ deck & game room. Minutes to town, Okemo & lakes, vacation rental in Proctorsville

Family & dog friendly house w/ deck & game room. Minutes to town, Okemo & lakes

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Private Ludlow Village Home - 2 Miles from Okemo Base W/Access To Okemo Shuttle, vacation rental in Proctorsville
Private Ludlow Village Home - 2 Miles from Okemo Base W/Access To Okemo Shuttle, vacation rental in Proctorsville
Private Ludlow Village Home - 2 Miles from Okemo Base W/Access To Okemo Shuttle, vacation rental in Proctorsville

Private Ludlow Village Home - 2 Miles from Okemo Base W/Access To Okemo Shuttle

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Bright, open home w/ wrap-around deck & mountain views - 2 miles to skiing!, vacation rental in Proctorsville
Bright, open home w/ wrap-around deck & mountain views - 2 miles to skiing!, vacation rental in Proctorsville
Bright, open home w/ wrap-around deck & mountain views - 2 miles to skiing!, vacation rental in Proctorsville

Bright, open home w/ wrap-around deck & mountain views - 2 miles to skiing!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Skiing or Getting Away from it All? This House is what you need., vacation rental in Proctorsville
Skiing or Getting Away from it All? This House is what you need., vacation rental in Proctorsville
Skiing or Getting Away from it All? This House is what you need., vacation rental in Proctorsville

Skiing or Getting Away from it All? This House is what you need.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Riverside family-friendly condo w/pool-close to skiing & hiking, vacation rental in Proctorsville
Riverside family-friendly condo w/pool-close to skiing & hiking, vacation rental in Proctorsville
Riverside family-friendly condo w/pool-close to skiing & hiking, vacation rental in Proctorsville

Riverside family-friendly condo w/pool-close to skiing & hiking

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Summer in the Green Mountains of Vermont, vacation rental in Proctorsville
Summer in the Green Mountains of Vermont, vacation rental in Proctorsville
Summer in the Green Mountains of Vermont, vacation rental in Proctorsville

Summer in the Green Mountains of Vermont

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Last min summer deals still available 3000 sq ft Sanitized home Hot tub / Okemo, vacation rental in Proctorsville
Last min summer deals still available 3000 sq ft Sanitized home Hot tub / Okemo, vacation rental in Proctorsville
Last min summer deals still available 3000 sq ft Sanitized home Hot tub / Okemo, vacation rental in Proctorsville

Last min summer deals still available 3000 sq ft Sanitized home Hot tub / Okemo

Rental Home
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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6Bed/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 14, vacation rental in Proctorsville
6Bed/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 14, vacation rental in Proctorsville
6Bed/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 14, vacation rental in Proctorsville

6Bed/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 14

Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Oma Kieferts  Kottage, vacation rental in Proctorsville
Oma Kieferts  Kottage, vacation rental in Proctorsville
Oma Kieferts  Kottage, vacation rental in Proctorsville

Oma Kieferts Kottage

Rental Home
6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Oma's Kottage, vacation rental in Proctorsville
Oma's Kottage, vacation rental in Proctorsville
Oma's Kottage, vacation rental in Proctorsville

Oma's Kottage

Rental Home
6 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain, vacation rental in Proctorsville
Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain, vacation rental in Proctorsville
Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain, vacation rental in Proctorsville

Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Affordable Single Family 1+ Mile to Mountain on shuttle to Okemo, vacation rental in Proctorsville
Affordable Single Family 1+ Mile to Mountain on shuttle to Okemo, vacation rental in Proctorsville
Affordable Single Family 1+ Mile to Mountain on shuttle to Okemo, vacation rental in Proctorsville

Affordable Single Family 1+ Mile to Mountain on shuttle to Okemo

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Charming Farmhouse with great views of Okemo., vacation rental in Proctorsville
Charming Farmhouse with great views of Okemo., vacation rental in Proctorsville
Charming Farmhouse with great views of Okemo., vacation rental in Proctorsville

Charming Farmhouse with great views of Okemo.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family-friendly home w/ game room, firepit & great location near skiing & town!, vacation rental in Proctorsville
Family-friendly home w/ game room, firepit & great location near skiing & town!, vacation rental in Proctorsville
Family-friendly home w/ game room, firepit & great location near skiing & town!, vacation rental in Proctorsville

Family-friendly home w/ game room, firepit & great location near skiing & town!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Ludlow Village Home with Pool Table - Walk to Restaurants, vacation rental in Proctorsville
Ludlow Village Home with Pool Table - Walk to Restaurants, vacation rental in Proctorsville
Ludlow Village Home with Pool Table - Walk to Restaurants, vacation rental in Proctorsville

Ludlow Village Home with Pool Table - Walk to Restaurants

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Vermont charm 8 minutes to Okemo Mountain!, vacation rental in Proctorsville
Vermont charm 8 minutes to Okemo Mountain!, vacation rental in Proctorsville
Vermont charm 8 minutes to Okemo Mountain!, vacation rental in Proctorsville

Vermont charm 8 minutes to Okemo Mountain!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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VT Barns Townhouse Unit 2 , Ludlow/ Okemo Mtn, vacation rental in Proctorsville
VT Barns Townhouse Unit 2 , Ludlow/ Okemo Mtn, vacation rental in Proctorsville
VT Barns Townhouse Unit 2 , Ludlow/ Okemo Mtn, vacation rental in Proctorsville

VT Barns Townhouse Unit 2 , Ludlow/ Okemo Mtn

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Corona? My Sharona! Enjoy the Ski Season Safely In Your Own Home Away From Home!, vacation rental in Proctorsville
Corona? My Sharona! Enjoy the Ski Season Safely In Your Own Home Away From Home!, vacation rental in Proctorsville
Corona? My Sharona! Enjoy the Ski Season Safely In Your Own Home Away From Home!, vacation rental in Proctorsville

Corona? My Sharona! Enjoy the Ski Season Safely In Your Own Home Away From Home!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort, vacation rental in Proctorsville
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort, vacation rental in Proctorsville
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort, vacation rental in Proctorsville

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Village Home with 15 acre backyard on the river, vacation rental in Proctorsville
Village Home with 15 acre backyard on the river, vacation rental in Proctorsville
Village Home with 15 acre backyard on the river, vacation rental in Proctorsville

Village Home with 15 acre backyard on the river

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gone Ski Inn near Okemo, vacation rental in Proctorsville
Gone Ski Inn near Okemo, vacation rental in Proctorsville
Gone Ski Inn near Okemo, vacation rental in Proctorsville

Gone Ski Inn near Okemo

Rental Home
6 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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*NEW *1.2 Mi to Okemo Newly Remodeled Ground Floor*, vacation rental in Proctorsville
*NEW *1.2 Mi to Okemo Newly Remodeled Ground Floor*, vacation rental in Proctorsville
*NEW *1.2 Mi to Okemo Newly Remodeled Ground Floor*, vacation rental in Proctorsville

*NEW *1.2 Mi to Okemo Newly Remodeled Ground Floor*

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Home located 5 minutes to Okemo Mountain, Lake Rescue, and nearby Fox Run Golf., vacation rental in Proctorsville
Home located 5 minutes to Okemo Mountain, Lake Rescue, and nearby Fox Run Golf., vacation rental in Proctorsville
Home located 5 minutes to Okemo Mountain, Lake Rescue, and nearby Fox Run Golf., vacation rental in Proctorsville

Home located 5 minutes to Okemo Mountain, Lake Rescue, and nearby Fox Run Golf.

Rental Home
7 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Tiny Home on Black River - Walk to Town!, vacation rental in Proctorsville
Cozy Tiny Home on Black River - Walk to Town!, vacation rental in Proctorsville
Cozy Tiny Home on Black River - Walk to Town!, vacation rental in Proctorsville

Cozy Tiny Home on Black River - Walk to Town!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great house for 2 families, views of Okemo, newly renovated, minutes to mountain, vacation rental in Proctorsville
Great house for 2 families, views of Okemo, newly renovated, minutes to mountain, vacation rental in Proctorsville
Great house for 2 families, views of Okemo, newly renovated, minutes to mountain, vacation rental in Proctorsville

Great house for 2 families, views of Okemo, newly renovated, minutes to mountain

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Summer fun in VT! Enjoy all that Ludlow, the Lake Regions & Okemo Mtn offers!, vacation rental in Proctorsville
Summer fun in VT! Enjoy all that Ludlow, the Lake Regions & Okemo Mtn offers!, vacation rental in Proctorsville
Summer fun in VT! Enjoy all that Ludlow, the Lake Regions & Okemo Mtn offers!, vacation rental in Proctorsville

Summer fun in VT! Enjoy all that Ludlow, the Lake Regions & Okemo Mtn offers!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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VT Retreat - TV + Hot Tub + Pool Table, vacation rental in Proctorsville
VT Retreat - TV + Hot Tub + Pool Table, vacation rental in Proctorsville
VT Retreat - TV + Hot Tub + Pool Table, vacation rental in Proctorsville

VT Retreat - TV + Hot Tub + Pool Table

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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In Town Location!!!
Okemo Ski House in Town. 7 Guests 5 Beds 2 Baths, vacation rental in Proctorsville
In Town Location!!!
Okemo Ski House in Town. 7 Guests 5 Beds 2 Baths, vacation rental in Proctorsville
In Town Location!!!
Okemo Ski House in Town. 7 Guests 5 Beds 2 Baths, vacation rental in Proctorsville

In Town Location!!! Okemo Ski House in Town. 7 Guests 5 Beds 2 Baths

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cottage On Main, vacation rental in Proctorsville
Cottage On Main, vacation rental in Proctorsville
Cottage On Main, vacation rental in Proctorsville

Cottage On Main

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Delightful Vacation Home - Minutes to Okemo,  Direct Access to VAST trails, vacation rental in Proctorsville
Delightful Vacation Home - Minutes to Okemo,  Direct Access to VAST trails, vacation rental in Proctorsville
Delightful Vacation Home - Minutes to Okemo,  Direct Access to VAST trails, vacation rental in Proctorsville

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Okemo Mountain, Family affordable 2 fl village location walk to town, Dogs OK., vacation rental in Proctorsville
Okemo Mountain, Family affordable 2 fl village location walk to town, Dogs OK., vacation rental in Proctorsville
Okemo Mountain, Family affordable 2 fl village location walk to town, Dogs OK., vacation rental in Proctorsville

Okemo Mountain, Family affordable 2 fl village location walk to town, Dogs OK.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Summer Pricing! Secluded Chalet. Chester, Vermont., vacation rental in Proctorsville
Summer Pricing! Secluded Chalet. Chester, Vermont., vacation rental in Proctorsville
Summer Pricing! Secluded Chalet. Chester, Vermont., vacation rental in Proctorsville

Summer Pricing! Secluded Chalet. Chester, Vermont.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Chalet Cabin near Okemo Mountain, vacation rental in Proctorsville
Cozy Chalet Cabin near Okemo Mountain, vacation rental in Proctorsville
Cozy Chalet Cabin near Okemo Mountain, vacation rental in Proctorsville

Cozy Chalet Cabin near Okemo Mountain

Rental Home
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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