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  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 with Hilltop Pool! main photo
Gorgeous Victorian-Style House with Hilltop Pool!
Villas in Rupert VTUS flag
9.0
Excellent
$
+3
Info
Categories
Dog Friendly
Pool
Outdoor Pool
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!
Vacation Home in Rupert VTUS flag
0.0
$
+1
Info
Categories
Dog Friendly
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
0.0
$
+1
Info
Categories
Dog Friendly
Restored Vermont Home and Cooks Country TV Set main photo
Restored Vermont Home and Cooks Country TV Set
Vacation Home in Rupert VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Relaxation Meets Upstate Adventure at Salem Home! main photo
Relaxation Meets Upstate Adventure at Salem Home!
Vacation Home in Rupert VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
15 more hotels nearby!
Amazing VERMONT retreat Family Friendly New England Northeast USA main photo
Amazing VERMONT retreat Family Friendly New England Northeast USA
0.6 km from Rupert
Villas in Dorset VTUS flag
0.0
From $1,436
$
+4
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Free Wi-Fi
Uniquely Crafted Tree House Rental near Lake Saint Catherine, Vermont main photo
Uniquely Crafted Tree House Rental near Lake Saint Catherine, Vermont
2.7 km from Rupert
Vacation Home in Pawlet VTUS flag
0.0
$
Info
Dancing Barefoot Farms main photo
Dancing Barefoot Farms
2.7 km from Rupert
Vacation Home in Pawlet VTUS flag
10
Excellent
$
+1
Info
Categories
Dog Friendly
Serene Bus Getaway Among Rolling Farm Land main photo
Serene Bus Getaway Among Rolling Farm Land
4.5 km from Rupert
Luxury Tent in Granville NYUS flag
9.5
Excellent
$
+2
Info
Categories
Dog Friendly
Parking
Cabin in the Woods main photo
Cabin in the Woods
4.7 km from Rupert
Chalet in Sandgate VTUS flag
0.0
$
+3
Info
Categories
Free Wi-Fi
Parking
Small
Cousins Farm main photo
Cousins Farm
5.2 km from Rupert
Vacation Home in Pawlet VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
4 Mi to Dtwn Granville Family Home with Deck! main photo
4 Mi to Dtwn Granville Family Home with Deck!
6.5 km from Rupert
Vacation Home in Granville NYUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Renovated 1800s Brick Farmhouse in Granville main photo
Renovated 1800s Brick Farmhouse in Granville
6.6 km from Rupert
Vacation Home in Granville NYUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Dorset with a View main photo
Dorset with a View
6.7 km from Rupert
Vacation Home in Dorset VTUS flag
0.0
$
+3
Info
Categories
Ski
Dog Friendly
Parking
Mountain and Sunset Views Upstate Family Home main photo
Mountain and Sunset Views Upstate Family Home
6.8 km from Rupert
Vacation Home in Granville NYUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Green Garden Getaway main photo
Green Garden Getaway
6.8 km from Rupert
Vacation Home in Pawlet VTUS flag
9.0
Excellent
$
Info
The Dorset Inn main photo
The Dorset Inn
7.1 km from Rupert
Bed & Breakfast in Dorset VTUS flag
9.5
Excellent
From $350
$
+7
Info
Categories
Luxury
4 Star
Ski
Barrows House main photo
Barrows House
7.3 km from Rupert
Bed & Breakfast in Dorset VTUS flag
9.2
Excellent
From $281
$
+9
Info
Categories
Parking
EV charging stations
Luxury
Ski
Cottage on the Creek main photo
Cottage on the Creek
7.4 km from Rupert
Vacation Home in Salem NYUS flag
9.1
Excellent
$
+1
Info
Categories
Parking
Luxe Countryside Smart Home - 14 Mi to Bromley Mtn! main photo
Luxe Countryside Smart Home - 14 Mi to Bromley Mtn!
7.4 km from Rupert
Vacation Home in Dorset VTUS flag
0.0
$
+2
Info
Categories
Ski
Dog Friendly
*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
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Hotels, Vacation Homes, Villas, B&Bs in Rupert VT