Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In
Free Wi-FiParkingSkiDog FriendlyPoolSmallOutdoor PoolAccessibleAdult Only3 StarHeated PoolHoneymoonFamilyIndoor PoolGymBusinessGolfEV charging stationsTennis4 StarLuxuryYogaSpaSki In Ski OutRomanticRooms with FireplaceHistoricPool Lap LanesPool Water Slide5 StarRooms with Jacuzzi / Hot-TubDogs Stay FreeHauntedAll-Inclusive PackagesWater Park
  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Bennington
  6. >Rupert

Hotels in Rupert

200+ HOTELS IN AND AROUND RUPERTRanking can be influenced by the commissions we receive.
Gorgeous Victorian-Style House w/ Hilltop Pool! main photo
Gorgeous Victorian-Style House w/ Hilltop Pool!
Villas in Rupert VTUS flag
9.0
Excellent
From $1,189
$
+5
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Free Wi-Fi
Breathtaking Year-Round Views from Luxury Cabin on New York-Vermont Border main photo
Breathtaking Year-Round Views from Luxury Cabin on New York-Vermont Border
Vacation Home in Rupert VTUS flag
$
Info
Mtn-View Rupert Village Home on Private Acreage main photo
Mtn-View Rupert Village Home on Private Acreage
Vacation Home in Rupert VTUS flag
$
+2
Info
Categories
Free Wi-Fi
Parking
17 more hotels nearby!
Uniquely Crafted Tree House Rental near Lake Saint Catherine, Vermont main photo
Uniquely Crafted Tree House Rental near Lake Saint Catherine, Vermont
2.7 mi from Rupert
Vacation Home in Pawlet VTUS flag
$
Info
Cousins Farm main photo
Cousins Farm
5.2 mi from Rupert
Vacation Home in Pawlet VTUS flag
Currently inactive on our platform.
$
Info
Incredible Tower Located on a Farm Surrounded by Forests, Lakes and Mountains in Granville, New York! main photo
Incredible Tower Located on a Farm Surrounded by Forests, Lakes and Mountains in Granville, New York!
6.3 mi from Rupert
Vacation Home in Granville NYUS flag
10
Excellent
$
Info
The Dorset Inn main photo
The Dorset Inn
7.1 mi from Rupert
Bed & Breakfast in Dorset VTUS flag
9.4
Excellent
From $282
$
+9
Info
Categories
Luxury
4 Star
Ski
Charming Dorset Cottage Nestled in the Treetops main photo
Charming Dorset Cottage Nestled in the Treetops
7.3 mi from Rupert
Vacation Home in Dorset VTUS flag
$
+2
Info
Categories
Free Wi-Fi
Parking
Barrows House main photo
Barrows House
7.3 mi from Rupert
Bed & Breakfast in Dorset VTUS flag
7.8
Good
From $310
$
+9
Info
Categories
Parking
EV charging stations
Luxury
Ski
Exceptional Vacation In Dorset 4 Bedroom Home main photo
Exceptional Vacation In Dorset 4 Bedroom Home
7.5 mi from Rupert
Vacation Home in Dorset VTUS flag
$
+2
Info
Categories
Ski
Free Wi-Fi
Enchanting Secluded Cabin Rental near Salem, New York main photo
Enchanting Secluded Cabin Rental near Salem, New York
8.0 mi from Rupert
Vacation Home in Salem NYUS flag
$
Info
Nature Lovers' Paradise! Luxe Retreat w/ Game Room main photo
Nature Lovers' Paradise! Luxe Retreat w/ Game Room
8.4 mi from Rupert
Vacation Home in Argyle NYUS flag
From $1,191
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Dorset Ridge main photo
Dorset Ridge
8.5 mi from Rupert
Vacation Home in Dorset VTUS flag
5.0
Rated
From $879
$
+2
Info
Categories
Ski
Free Wi-Fi
Mountain Views and Fire Pit Sandgate Getaway main photo
Mountain Views and Fire Pit Sandgate Getaway
8.7 mi from Rupert
Apartment in Sandgate VTUS flag
Currently inactive on our platform.
$
+2
Info
Categories
Free Wi-Fi
Parking
The Red Silo main photo
The Red Silo
8.8 mi from Rupert
Apartment in Dorset VTUS flag
8.0
Very Good
$
+1
Info
Categories
Free Wi-Fi
Charming Dorset Farmhouse main photo
Charming Dorset Farmhouse
8.9 mi from Rupert
Vacation Home in Dorset VTUS flag
10
Excellent
Currently inactive on our platform.
$
+1
Info
Categories
Free Wi-Fi
Owl Brook House - Midcentury Escape near Manchester main photo
Owl Brook House - Midcentury Escape near Manchester
9.0 mi from Rupert
Vacation Home in Dorset VTUS flag
$
+1
Info
Categories
Free Wi-Fi
Beautiful and Secluded Vacation Rental with Picturesque Views near Equinox Mountain, Vermont main photo
Beautiful and Secluded Vacation Rental with Picturesque Views near Equinox Mountain, Vermont
9.0 mi from Rupert
Vacation Home in Sandgate VTUS flag
$
Info
Stylish Accommodation Perfect for a Romantic Getaway in Bennington County, Vermont main photo
Stylish Accommodation Perfect for a Romantic Getaway in Bennington County, Vermont
9.0 mi from Rupert
Vacation Home in Sandgate VTUS flag
$
Info
Superb Getaway Rental with a Balcony and Stunning Views near Manchester, Vermont main photo
Superb Getaway Rental with a Balcony and Stunning Views near Manchester, Vermont
9.0 mi from Rupert
Vacation Home in Sandgate VTUS flag
$
Info
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Rupert
Save more on the App
Popular destinations users search for:
Hotels in Las VegasHotels in Myrtle BeachHotels in Atlantic CityHotels in Key WestHotels in Virginia BeachHotels in MiamiHotels in San DiegoHotels in NashvilleHotels in ChicagoHotels in New OrleansHotels in BostonHotels in New YorkHotels in Santa Catalina IslandHotels in Santa BarbaraHotels in Pigeon ForgeHotels in Clearwater BeachHotels in Panama City BeachHotels in Palm SpringsHotels in OrlandoHotels in GaylordHotels in Fort LauderdaleHotels in SavannahHotels in WashingtonHotels in Tybee IslandHotels in GalvestonHotels in Laguna BeachHotels in Key LargoHotels in TulumHotels in ScottsdaleHotels in Long BeachHotels in TorontoHotels in HersheyHotels in AmsterdamHotels in MalibuHotels in IbizaHotels in DetroitHotels in Grand RapidsHotels in Fort WorthHotels in Iowa CityHotels in MumbaiHotels in FloridaHotels in Fort Walton BeachHotels in Bethany BeachHotels in EugeneHotels in Puerto PenascoHotels in EnsenadaHotels in BoulderHotels in BendHotels in BuffaloHotels in AnnapolisHotels in ValdostaHotels in MoabHotels in RochesterHotels in Playa del Carmen
Categories
Map
7,258,491
Hotels
60
Categories
49,804
Regions
208,995
Cities
Featured popular searches
Hotels in Atlantic City
Hotels with All Inclusive Packages in Jamaica
4-Star Hotels in London
Casino Hotels in Mount Pleasant
Skyscraper Hotels in Honolulu
Beachfront Hotels in Key West
Hotels with Indoor Pool in Lexington
Hotels near The Beach in Old Orchard Beach
Hotels with Outdoor Pool in Boston
Hotels near Ski Resorts in Valdelinares
Romantic Hotels in Fort Worth
Historic Hotels in Eureka Springs
5-Star Hotels in Ohio
Hotels near Golf Courses in Santa Catalina Island
Family Friendly Hotels in Mason
Boutique-style Hotels in the Dominican Republic
Hotels in Florida
Omni Nashville Hotel
Cheap Hotels in Grand Junction