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

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

Woodstock Village Carriage House

9.6 out of 10, Exceptional, (90)
"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)

9.2 out of 10, Wonderful, (10)
"Cute place. Enjoyed our stay. "
Vermont Country Cottage (Near Village)

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

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (11)
"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

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!

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

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

Pet-friendly Claremont Vacation Rental!

3.0 star property
Pet-friendly Claremont Vacation Rental!

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

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

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!

Weston Vacation Rental - Close to Ski Resorts!

3.0 star property
Weston Vacation Rental - Close to Ski Resorts!

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

1/2 Mi to Ski: Secluded Home in Vermont

3.0 star property
1/2 Mi to Ski: Secluded Home in Vermont

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

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

4bdrm Cottage central to year round fun w/fireplace

4bdrm Cottage central to year round fun w/fireplace

Spruce Moose Cottage | Tiny House on 65 private acres

Spruce Moose Cottage | Tiny House on 65 private acres

Londonderry Chalet w/ Deck, Fire Pit & Views!

3.0 star property
Londonderry Chalet w/ Deck, Fire Pit & Views!

18 Mi to Skiing: Colorful Home in Springfield!

3.0 star property
18 Mi to Skiing: Colorful Home in Springfield!
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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Other property types in Proctorsville

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (157)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is AED 624
AED 1,345 total
includes taxes & fees
5 May - 6 May
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (205)
"Beautiful cozy cottage, but the road is a little loud. The creek and backyard are gorgeous."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
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.