Title: Rupert Condo Rentals from CA $594 | Expedia.ca [Rupert Travel Guide](https://expedia.ca/Rupert.dx3000459728)[Hotels in Rupert](https://expedia.ca/Rupert-Hotels.d3000459728.Travel-Guide-Hotels)[Vacation Rentals in Rupert](https://expedia.ca/Rupert-Vacation-Rentals.d3000459728.Travel-Guide-VacationRentals)[Rupert Car Rentals](https://expedia.ca/Car-Rentals-In-Rupert.d3000459728.Car-Rental-Guide)[Rupert Vacation Packages](https://expedia.ca/Rupert.d3000459728.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Rupert from CA $594 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Rupert condo rentals ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/76d59ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/cda234b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/f3122f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/74c7fd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Stratton [](https://www.expedia.ca/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information) 7.4/10 Good (20) "A great weekend. The property was clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan P. CA $219 CA $594 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/73348812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/7cb29799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/f8d749ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/dc8751a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Stratton [](https://www.expedia.ca/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information) 8.6/10 Excellent (27) "We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John N. CA $265 CA $669 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88310000/88304400/88304398/f181f4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88304400/88304398/2ec0429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/89000000/88310000/88304400/88304398/4830e6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88310000/88304400/88304398/67ba887b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Stratton Mountain [](https://www.expedia.ca/Stratton-Hotels-Stratton-Studio-Newly-Renovated-Walk-To-Lifts.h88304398.Hotel-Information) 10/10 Exceptional (30) "Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $565 CA $981 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Stratton-Hotels-Stratton-Studio-Newly-Renovated-Walk-To-Lifts.h88304398.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122740000/122735500/122735402/926f997a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122740000/122735500/122735402/b71f2ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/123000000/122740000/122735500/122735402/6b7fe58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122740000/122735500/122735402/89743f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Stratton [](https://www.expedia.ca/Stratton-Hotels-Chic-Condo-1-Mile-Away-From-Strattons-Village.h122735402.Hotel-Information) CA $867 CA $1,479 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Stratton-Hotels-Chic-Condo-1-Mile-Away-From-Strattons-Village.h122735402.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/95000000/94890000/94889800/94889726/0d4ce1e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94890000/94889800/94889726/de99193e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94890000/94889800/94889726/82a7b487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94890000/94889800/94889726/5408367f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Stratton [](https://www.expedia.ca/Stratton-Hotels-Perfect-Location-For-Your-Next-Vermont-Getaway.h94889726.Hotel-Information) 9.2/10 Wonderful (5) "Perfect location and nice condo" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug M. CA $663 CA $1,239 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Stratton-Hotels-Perfect-Location-For-Your-Next-Vermont-Getaway.h94889726.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11®ionId=3000459728&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America®ionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America®ionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America®ionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America®ionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America®ionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=VACATION_HOME) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America®ionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America®ionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America®ionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FRupert-Condos.d3000459728-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRupert-Condos.d3000459728-aaCondos.Travel-Guide-Accommodation) ## Top Rupert Hotel Reviews ![The Reluctant Panther Inn and Restaurant](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a_y.jpg) ### The Reluctant Panther Inn and Restaurant 10/10 Excellent "Room was well appointed and spacious, clean and comfortable" [](https://expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Very helpful staff, good folks." [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Weathervane Motel](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/17ddc189_y.jpg) ### Weathervane Motel 10/10 Excellent "Clean room. Quiet, friendly staff " [](https://expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information) ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg) ### Aspen At Manchester 10/10 Excellent "New updates and comfortable sleep " [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![The Inn at Manchester](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/534fcc92_y.jpg) ### The Inn at Manchester 10/10 Excellent "The inn was lovely and the staff was very attentive." [](https://expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information) ![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "10/10 Perfect Stay. So accommodating and kind staff. " [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![Toll Road Inn](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990_y.jpg) ### Toll Road Inn 10/10 Excellent "Clean and convenient room, good experience." [](https://expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) ![COHO Inn & Motor Lodge](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/3f7fd5fb_y.jpg) ### COHO Inn & Motor Lodge 10/10 Excellent "Everything about this place is amazing, the homey feel, the cleanliness, and friendly atmosphere ran by people who put love and care into their inn, people who care about their guests and provides top notch hospitality. We were able to check in 2 hours early, Ally gave us all the perfect recommendations around town. They had a small menu with light bites and wine available for purchase. Super convenient when you can text their number for any requests, with quick response time. They brought our light bites and wine up to our room, there’s also free coffee, tea, and games in their warm and nicely holiday decorated guest living room. Cherry on top, breakfast was included in our stay with a wide spread of eggs, bacon, juices, bagels, yogurt… etc Excellent choice of stay for our short weekend ski trip. Cozy and welcoming definitely coming back. " [](https://expedia.ca/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "We love it so much! clean room, beautiful view!" [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ## Find out more about Rupert ## Rupert Condo Rentals information | Number of reviews | 65 | | ----------------- | ---------------- | | Accommodation | 66 Condo Rentals | | Lowest Price | CA $594 | | Highest Price | CA $1,479 | ## Frequently asked questions ### Why book your condo in Rupert with Expedia? ### How can I find cheap condos in Rupert? ### What is there to do in Rupert near my condo? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [2 Star Hotels in Manchester ](https://www.expedia.ca/2Star-Manchester-Hotels.s20-0-d129374.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Danby ](https://www.expedia.ca/3Star-Danby-Hotels.s30-0-d6034870.Travel-Guide-Filter-Hotels) - [4 Star Hotels in West Arlington ](https://www.expedia.ca/4Star-West-Arlington-Hotels.s40-0-d553248635976385881.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Manchester ](https://www.expedia.ca/5Star-Manchester-Hotels.s50-0-d129374.Travel-Guide-Filter-Hotels) - 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