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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Browse Select Weston Vacation Homes

Two Double Bed Standard Hotel Room with outdoor heated pool 101
Property grounds

Two Double Bed Standard Hotel Room with outdoor heated pool 101

8.2 out of 10, Very good, (17)
"Room was just right for our 2 day ski trip to Killington. 5 minutes from gondola lift & access to the entire mountain. Plenty of food options close by also. Heated pool was an added bonus! A 12 year veteran was in agreement."
The price is CA $144
CA $218 total
includes taxes & fees
Aug 28 - Aug 29
Two Double Bed Standard Hotel Room with outdoor heated pool 101
Alpine 5, cozy Vermont retreat
1 bedroom, desk, iron/ironing board, WiFi

Alpine 5, cozy Vermont retreat

The price is CA $145
CA $214 total
includes taxes & fees
Sep 10 - Sep 11
Alpine 5, cozy Vermont retreat
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
Fridge, microwave, oven, stovetop

109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool

8.8 out of 10, Excellent, (10)
"Unit 109, single bedroom queen, was roomy, clean and decorated like a mountain cabin. The porch looked out over a beautiful little stream. Very convenient to Killington, centrally located. Very nice pool. The only inconvenience was the bathroom, which was accessed through the bedroom only, so anyone using the sofa bed in the living room needed to pass through the bedroom to use the bathroom."
The price is CA $183
CA $269 total
includes taxes & fees
Aug 28 - Aug 29
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston
Outdoor pool, a heated pool

NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston

9.6 out of 10, Exceptional, (4)
"Absolutely gorgeous home with a lovely host! The endless views and cozy but elegant atmosphere of the property were exactly what we wanted for our Vermont stay. Highly recommend!"
The price is CA $828
CA $1,412 total
includes taxes & fees
Sep 2 - Sep 3
NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

7.8 out of 10, Good, (50)
"The place was deserted "
The price is CA $98
CA $334 total
includes taxes & fees
Sep 1 - Sep 2
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Ski in Ski out Condo! Pool access
Terrace/patio

Ski in Ski out Condo! Pool access

9.0 out of 10, Wonderful, (2)
"Great location with plenty of space for the whole family. Highly recommend!"
The price is CA $234
CA $726 total
includes taxes & fees
Aug 27 - Aug 28
Ski in Ski out Condo! Pool access
Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!
Interior

Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!

9.8 out of 10, Exceptional, (7)
"Very cozy and had all the essentials we needed for our trip! Check in and check out were easy, and it was perfect for our winter trip. It's a short drive to Okemo, which is super convenient - would definitely stay here again!"
The price is CA $218
CA $385 total
includes taxes & fees
Aug 28 - Aug 29
Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Fridge, microwave, oven, stovetop

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is CA $206
CA $708 total
includes taxes & fees
Aug 27 - Aug 28
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Golf

The Grizz- AC, Pool, Sauna, Gym, Near Resort

10.0 out of 10, Exceptional, (4)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
The price is CA $142
CA $596 total
includes taxes & fees
Aug 27 - Aug 28
The Grizz- AC, Pool, Sauna, Gym, Near Resort
The Mountain Escape!
Outdoor spa tub

The Mountain Escape!

9.8 out of 10, Exceptional, (18)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
The price is CA $169
CA $788 total
includes taxes & fees
Sep 3 - Sep 4
The Mountain Escape!
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
Outdoor spa tub

Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!

9.8 out of 10, Exceptional, (26)
"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."
The price is CA $169
CA $789 total
includes taxes & fees
Sep 11 - Sep 12
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
Whimsical Room & Private Bathroom in Historic Inn
Interior

Whimsical Room & Private Bathroom in Historic Inn

8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
The price is CA $123
CA $215 total
includes taxes & fees
Sep 10 - Sep 11
Whimsical Room & Private Bathroom in Historic Inn
Okemo's Back Room - in the heart of the village on the shuttle route!
Interior

Okemo's Back Room - in the heart of the village on the shuttle route!

9.6 out of 10, Exceptional, (14)
"Perfect location. Charming place to stay. Very clean. Great view of the creek."
The price is CA $159
CA $470 total
includes taxes & fees
Aug 27 - Aug 28
Okemo's Back Room - in the heart of the village on the shuttle route!
The Carol - 10 minutes to Okemo & Newly Renovated- NEW SAUNA SEPT 2025!
Fridge, microwave, oven, stovetop

The Carol - 10 minutes to Okemo & Newly Renovated- NEW SAUNA SEPT 2025!

10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
The price is CA $218
CA $410 total
includes taxes & fees
Sep 2 - Sep 3
The Carol - 10 minutes to Okemo & Newly Renovated- NEW SAUNA SEPT 2025!
Two Queen Bed Standard Hotel room with outdoor heated pool 201
TV, books, offices

Two Queen Bed Standard Hotel room with outdoor heated pool 201

8.6 out of 10, Excellent, (12)
"Our room was easy to find and very clean. And the late check-in was very helpful."
The price is CA $144
CA $218 total
includes taxes & fees
Aug 28 - Aug 29
Two Queen Bed Standard Hotel room with outdoor heated pool 201
CozyDen - AC, Grill, Bike to Mountain, Porch!
Fridge, microwave, oven, stovetop

CozyDen - AC, Grill, Bike to Mountain, Porch!

The price is CA $119
CA $387 total
includes taxes & fees
Aug 28 - Aug 29
CozyDen - AC, Grill, Bike to Mountain, Porch!
Modern Farm House…minutes to Okemo; 2 King beds!
Exterior

Modern Farm House…minutes to Okemo; 2 King beds!

9.6 out of 10, Exceptional, (11)
"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "
The price is CA $279
CA $705 total
includes taxes & fees
Aug 27 - Aug 28
Modern Farm House…minutes to Okemo; 2 King beds!
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.
Dining

Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

9.0 out of 10, Wonderful, (4)
"Big and spacious. "
The price is CA $274
CA $845 total
includes taxes & fees
Aug 27 - Aug 28
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Fridge, microwave, oven, stovetop

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

9.0 out of 10, Wonderful, (2)
"Our family had the best time staying here. The home was spacious and gave our two young children plenty of room to roam and explore. It was also close enough to the main road where everything was accessible but also isolated enough where you feel like you're getting away. Erin was great about answering any questions and making sure our stay was comfortable. We'd definitely return here!"
The price is CA $205
CA $596 total
includes taxes & fees
Sep 25 - Sep 26
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Interior

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

8.0 out of 10, Very good, (2)
"Great place for a ski weekend"
The price is CA $303
CA $700 total
includes taxes & fees
Aug 28 - Aug 29
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
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 Weston Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Great place to stay and see the beautiful mt ascutney "
Jodie 2-night trip
Posted 2 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Find out more about Weston

Find out more about Weston

Weston Vacation Homes information

Number of reviews
1,087
Accommodation
930 Vacation Homes
Lowest Price
CA $98
Highest Price
CA $289

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