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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 67 Cottages in Proctorsville with updated reviews, rates, and availability.

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Interior

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.8 out of 10, Exceptional, (11)
"We loved the location and home! So close to Okemo, beautiful home right on the lake. The hottub and gas fireplace were appreciated after a day of skiing. We would definitely come back again!"
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Cozy Historic Hilltop Cottage with Mount Ascutney View
Exterior

Cozy Historic Hilltop Cottage with Mount Ascutney View

9.8 out of 10, Exceptional, (76)
"Had a great stay at the old school house. Location was perfect for what we needed. Place was super clean and well appointed. Would love to come back again."
Cozy Historic Hilltop Cottage with Mount Ascutney View
Woodstock Village Carriage House
Exterior

Woodstock Village Carriage House

9.6 out of 10, Exceptional, (91)
"We loved the carriage house and its proximity to the town of Woodstock. Perfect to come home at the end of the day. Would definitely recommend to anyone visiting Woodstock! "
Woodstock Village Carriage House
Vermont Country Cottage (Near Village)
Exterior

Vermont Country Cottage (Near Village)

9.2 out of 10, Wonderful, (10)
"Cute place. Enjoyed our stay. "
Vermont Country Cottage (Near Village)
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Exterior

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (11)
"Close drive to Okemo. Quiet area. Very nice place to spend a weekend. Only con: Bottom floor is a bit drafty. "
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Pet-friendly Claremont Vacation Rental!
House (5 Bedrooms) | Front of property

Pet-friendly Claremont Vacation Rental!

3.0 star property
Pet-friendly Claremont Vacation Rental!
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Fridge, microwave, oven, stovetop

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

10.0 out of 10, Exceptional, (7)
"very good cozy location. enjoyed the privacy during our stay."
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
New Lakeside Cottage near Okemo and Killington
Flat-screen TV, books

New Lakeside Cottage near Okemo and Killington

9.6 out of 10, Exceptional, (153)
"Awesome for staying near killington!"
New Lakeside Cottage near Okemo and Killington
Idyllic Wallingford Retreat - Near Skiing & Hiking
House (1 Bedroom) | Private kitchen | Microwave, oven, stovetop, cookware/dishes/utensils

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
8.0 out of 10, Very Good, (2)
"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"
Idyllic Wallingford Retreat - Near Skiing & Hiking
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Fridge, microwave, oven, stovetop

Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont

10.0 out of 10, Exceptional, (2)
"We had the BEST time on our short little getaway to the Vermont mountains! We are very familiar with the area but this was our first VRBO. We didn’t really know what to expect but Lizzie’s place was absolutely perfect for our family of 5 (kids ages 2,5 and 7.) The space was cleaner than clean (which is a big deal to us) and updated. It is such a cute and happy little place and we didn’t want to leave. The kids loved the bunk beds, and the rooms couldn’t have been more comfortable and well...
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
House (6 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Interior

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Interior

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place "
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
4 Mi to Bromley Mountain Ski Resort: Home w/ Views
Interior

4 Mi to Bromley Mountain Ski Resort: Home w/ Views

3.0 star property
4 Mi to Bromley Mountain Ski Resort: Home w/ Views
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Interior

Londonderry Retreat ~ 3 Mi to Lowell Lake!

3.0 star property
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Inviting Vermont Home On Mount Ascutney!
Microwave, oven, stovetop, dishwasher

Inviting Vermont Home On Mount Ascutney!

3.0 star property
Inviting Vermont Home On Mount Ascutney!
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Interior

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

3.0 star property
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
1/2 Mi to Ski: Secluded Home in Vermont
Interior

1/2 Mi to Ski: Secluded Home in Vermont

3.0 star property
1/2 Mi to Ski: Secluded Home in Vermont
Leaf Peeper's Delight! 2-Bedroom Cottage in the Green Mountains
Property grounds

Leaf Peeper's Delight! 2-Bedroom Cottage in the Green Mountains

2.0 star property
Leaf Peeper's Delight! 2-Bedroom Cottage in the Green Mountains
Luxury Vermont Vacation Rental: Private Hot Tub!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Luxury Vermont Vacation Rental: Private Hot Tub!

3.0 star property
Luxury Vermont Vacation Rental: Private Hot Tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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