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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Winhall Vacation Homes

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
TV, fireplace, video games

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

9.4 out of 10, Exceptional, (26)
"Beautiful location and so many cozy touches throughout home!"
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Fridge, microwave, oven, stovetop

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very good, (39)
"This place was great for my family and I. It is very close to Okemo and town "
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Charming Chester Farmhouse – peaceful and close to everything!
Terrace/patio

Charming Chester Farmhouse – peaceful and close to everything!

9.6 out of 10, Exceptional, (12)
"Great location. Beautiful house. All the amenties. We came up for a ski trip and it was perfect. "
The price is CA $288
CA $584 total
includes taxes & fees
Aug 12 - Aug 13
Charming Chester Farmhouse – peaceful and close to everything!
Peaceful Stay at Birds of a Feather Farm & Spa
Interior

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (20)
"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "
The price is CA $161
CA $370 total
includes taxes & fees
Aug 24 - Aug 25
Peaceful Stay at Birds of a Feather Farm & Spa
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Exterior

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

10.0 out of 10, Exceptional, (4)
"Great location, large space for family, good amenities, love the fireplace and coffee set up."
The price is CA $371
CA $1,000 total
includes taxes & fees
Aug 13 - Aug 14
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Alpine 6-BR Estate On Okemo Mountain
Outdoor spa tub

Alpine 6-BR Estate On Okemo Mountain

10.0 out of 10, Exceptional, (2)
"Nice place"
Alpine 6-BR Estate On Okemo Mountain
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Exterior

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

10.0 out of 10, Exceptional, (36)
"Our annual trip was great! The house was fantastic and the owners were very friendly and responsive. Would definitely recommend this awesome house!"
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Exterior

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (174)
"Gorgeous log home , spacious, cozy , fun and comfortable ."
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Quaint lakefront home with a fire pit and beautiful views
Property grounds

Quaint lakefront home with a fire pit and beautiful views

9.4 out of 10, Exceptional, (96)
"We had a great time staying at this cabin. It’s really well located and was perfect for our stay."
Quaint lakefront home with a fire pit and beautiful views
The Mountain Escape!
Outdoor spa tub

The Mountain Escape!

9.8 out of 10, Exceptional, (17)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
The price is CA $168
CA $784 total
includes taxes & fees
Sep 1 - Sep 2
The Mountain Escape!
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Exterior detail

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (63)
"We had a "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Beautiful Custom Built Timber Frame Home, Sleeps 11
Smart TV, fireplace, DVD player, table tennis

Beautiful Custom Built Timber Frame Home, Sleeps 11

10.0 out of 10, Exceptional, (105)
"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"
Beautiful Custom Built Timber Frame Home, Sleeps 11
Room for the whole family 8 minutes to Manchester
Terrace/patio

Room for the whole family 8 minutes to Manchester

10.0 out of 10, Exceptional, (5)
"Very priceable and great house with 5 bedrooms - each rooms are big and clean! Love it! Will come back again for next ski plan"
Room for the whole family 8 minutes to Manchester
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (223)
"Beautiful property. Very relaxing, secluded. "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi
Dining

Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi

10.0 out of 10, Exceptional, (1)
"This was the definition of a New England inn!! Super cute and the staff were fantastic! They were so helpful! I would definitely stay here again!! "
The price is CA $268
CA $353 total
includes taxes & fees
Aug 12 - Aug 13
Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi
Cozy cottage tucked away in the woods
Property grounds

Cozy cottage tucked away in the woods

10.0 out of 10, Exceptional, (43)
"Nice and comfy - loved the decor and the property."
Cozy cottage tucked away in the woods
The S T A C K HAUS on golf course/10 mins to Lake Witingham <br>
Exterior

The S T A C K HAUS on golf course/10 mins to Lake Witingham <br>

9.8 out of 10, Exceptional, (6)
The S T A C K HAUS on golf course/10 mins to Lake Witingham <br>
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Property grounds

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

9.8 out of 10, Exceptional, (214)
"Only a 4 minute drive from the slopes!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Ski Chalet with Hot Tub on Okemo Mountain
Outdoor spa tub

Ski Chalet with Hot Tub on Okemo Mountain

10.0 out of 10, Exceptional, (43)
"Wonderful House - Held 2 Families Perfectly3 min drive to mountain The hot tub is great addition "
Ski Chalet with Hot Tub on Okemo Mountain
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Interior

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (24)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
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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Top Winhall Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Will definitely stay here again! Very clean room nice and quiet and staff were very personable!"
Lianne 2-night trip
Posted 23 hours ago
Pointe at Castle Hill Resort