Rupert Vacation Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Browse Select Rupert Vacation Homes
Our top choices for Rupert vacation homes

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
7.8 out of 10, Good, (50)
The price is CA $98
CA $333 total
includes taxes & fees
Aug 25 - Aug 26

Peaceful Stay at Birds of a Feather Farm & Spa
Peaceful Stay at Birds of a Feather Farm & Spa
9.6 out of 10, Exceptional, (20)
The price is CA $162
CA $372 total
includes taxes & fees
Aug 25 - Aug 26

Ski in Ski out Condo! Pool access
Ski in Ski out Condo! Pool access
9.0 out of 10, Wonderful, (2)
The price is CA $232
CA $725 total
includes taxes & fees
Aug 25 - Aug 26

The Mountain Escape!
The Mountain Escape!
9.8 out of 10, Exceptional, (18)
The price is CA $169
CA $788 total
includes taxes & fees
Sep 1 - Sep 2

Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
8.0 out of 10, Very good, (1)
The price is CA $332
CA $867 total
includes taxes & fees
Aug 25 - Aug 26

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
9.0 out of 10, Wonderful, (2)
The price is CA $228
CA $626 total
includes taxes & fees
Aug 25 - Aug 26

Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
9.8 out of 10, Exceptional, (26)
The price is CA $169
CA $788 total
includes taxes & fees
Sep 11 - Sep 12

3-bedroom cottage on Cossayuna Lake
3-bedroom cottage on Cossayuna Lake
7.6 out of 10, Good, (4)
The price is CA $242
CA $351 total
includes taxes & fees
Aug 29 - Aug 30
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Rupert Hotel Reviews

Kimpton Taconic Hotel by IHG
10/10 Excellent
Find out more about Rupert
Find out more about Rupert
Rupert Vacation Homes information
Number of reviews | 490 |
---|---|
Accommodation | 416 Vacation Homes |
Lowest Price | CA $98 |
Highest Price | CA $918 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Rupert
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Colchester
- Hotels in Newport
- Hotels in Woodstock
- Hotels in Swanton
- Hotels in Montpelier
- Hotels with Waterslides in Burlington
- Hotels in Killington
- Hotels in Burlington
- Hotels in Stowe
- Hotels in Manchester
- Cheap Hotels in Burlington
- Pet-friendly Hotels in Burlington
- Hotels in Barre
- Hotels in Williston
- Spa Hotels in Burlington
- Hotels in East Burke
- Hotels with Free Airport Shuttle in Burlington
- Hotels in St. Johnsbury
- Hotels in South Burlington
- Hotels in Essex Junction
- Hotels in St. Albans
Packages