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300+ stays

Stays in Rupert

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SUPERHOST
Entire house
Vermont-Style Rural Relaxation
9 guests4 bedrooms4 beds2 baths
WifiKitchenWasherDryer
Price:$105 / night
SUPERHOST
Entire apartment
Vermont barn apartment
2 guestsStudio1 bed1 bath
WifiWasherDryer
Price:$95 / night
SUPERHOST
Entire cottage
Three Pines Lake House on Cossayuna Lake
4 guests2 bedrooms3 beds1 bath
WifiKitchen
Price:$175 / night
SUPERHOST
Entire guesthouse
Moon Valley Country Retreat no clean fee pets yes
4 guests1 bedroom1 bed1 bath
Kitchen
Price:$90 / night
Shared room
A peaceful view of the woods
2 guests1 bedroom1 bed1 shared bath
WifiKitchen
Price:$35 / night
Entire cabin
Log Cabin in the Woods
8 guests4 bedrooms10 beds2 baths
WifiKitchenWasherDryer
Price:$149 / night
SUPERHOST
Entire guest suite
Designer Decorated Getaway in Scenic Valley
4 guests1 bedroom1 bed1 bath
WifiKitchen
Price:$96 / night
Entire cabin
Summit Lake Seasonal Cabin
8 guests2 bedrooms2 beds1 bath
Kitchen
Price:$70 / night
SUPERHOST
Entire apartment
Wake up to spectacular views!
2 guests1 bedroom1 bed1 bath
WifiKitchen
Price:$100 / night
SUPERHOST
Entire guest suite
Guest House at Hummingbird Hill
2 guests1 bedroom1 bed1 bath
Kitchen
Price:$75 / night
SUPERHOST
Entire guesthouse
Vermont Home -Manchester Rutland Okemo Killington
3 guests1 bedroom1 bed1 bath
WifiKitchenWasherDryer
Price:$89 / night
SUPERHOST
Camper/RV
"The BattenView" on the Battenkill River
2 guests1 bedroom1 bed1 bath
Kitchen
Price:$79 / night
SUPERHOST
Entire guesthouse
Picturesque Cabin on the Mettowee
4 guests1 bedroom2 beds1 bath
Kitchen
Price:$85 / night
SUPERHOST
Entire apartment
Charming River View Studio
2 guests1 bedroom1 bed1 bath
WifiKitchenWasherDryer
Price:$89 / night
SUPERHOST
Entire loft
Saratoga Farm Country
4 guests1 bedroom1 bed1 bath
WifiKitchen
Price:$110 / night
SUPERHOST
Private room
Comfortable room in historic inn
2 guests1 bedroom1 bed1 bath
Wifi
Price:$75 / night
SUPERHOST
Private room
"High View 2"
1 guest1 bedroom1 bed1 private bath
WifiDryer
Price:$60 / night
Entire house
12 Academy Street
6 guests2 bedrooms3 beds1 bath
WifiKitchenWasherDryer
Price:$100 / night
SUPERHOST
Entire house
southern VT 72 acres w/hot tub!
6 guests3 bedrooms3 beds3 baths
WifiKitchenWasherDryer
Price:$250 / night
SUPERHOST
Private room
Charming Historic 1804 Tavern, now restored home.
2 guests1 bedroom1 bed1 private bath
Wifi
Price:$115 / night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.