A rural landscape with a barn on a hill, surrounded by autumn-colored trees.

Search Chalets in Rupert from CA $998

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Rupert chalets

A two-story wooden house with a porch, surrounded by snow-covered trees.

1. Tranquil Brookside Retreat with Hot Tub & Firepit

Tranquil Brookside Retreat with Hot Tub & Firepit
Peru
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful place. Comfortable and well furnished. "
United States
Michael B.
The price is CA $408
CA $998 total
includes taxes & fees
Nov 10 - Nov 11
Tranquil Brookside Retreat with Hot Tub & Firepit
A white, single-story cabin with a red door, surrounded by trees.

2. Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna

Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna
Jamaica
10.0 out of 10, Exceptional, (3 reviews)
"Great peaceful stay. Hosts were always in communication with us. Close to Stratton. Hot tube & sauna were a great top off to a day of skiing. "
United States
fran g.
The price is CA $559
CA $1,518 total
includes taxes & fees
Nov 9 - Nov 10
Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna
A spacious living room with a fireplace, blue sofas, a leather armchair, and a ceiling fan.

3. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna
Stratton
10.0 out of 10, Exceptional, (7 reviews)
"Everything about our stay was top notch. Highly recommend and I will book this house again. "
United States
samantha b.
The price is CA $391
CA $1,029 total
includes taxes & fees
Nov 8 - Nov 9
Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna
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 Rupert Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"Such a great stay!! Room was super clean and cozy. Property is beautiful! I stayed for breakfast and it was totally worth it! Staff was great. I’ll be back!"
Heather 1-night trip
Posted 4 hours ago
The Manchester View

Find out more about Rupert

Rupert Chalets information

Number of reviews
19
Accommodation
27 Chalets
Lowest Price
CA $998
Highest Price
CA $1,518

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