A rural landscape with a barn on a hill, surrounded by autumn-colored trees.

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Rupert vacation homes

Exterior

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
shushan
9.6 out of 10, Exceptional, (23 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is AED 658
AED 1,285 total
includes taxes & fees
31 Jul - 1 Aug
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Terrace/patio

Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (36 reviews)
"Great place"
United States
Aidan K.
The price is AED 413
AED 965 total
includes taxes & fees
30 Jul - 31 Jul
Peaceful getaway at birds of a feather
Exterior

Runamuk Farm Camp Tiny House near Cambridge, New York

Runamuk Farm Camp Tiny House near Cambridge, New York
Cambridge
10.0 out of 10, Exceptional, (2 reviews)
"Phenomenal site, with stunning views. Highly recommend!"
United States
Jess M.
The price is AED 444
AED 526 total
includes taxes & fees
4 Aug - 5 Aug
Runamuk Farm Camp Tiny House near Cambridge, New York
Exterior

Cozy farmhouse in Manchester - short drive to multiple ski mountains!

Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"The hosts were very friendly and responsive during our stay. Loved that the house is close to the main town as well as close to the ski slopes (Bromley). "
United States
Marissa H.
The price is AED 1,388
AED 2,743 total
includes taxes & fees
9 Aug - 10 Aug
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Outdoor dining

Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Manchester
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful cozy house with plenty of beds and space. We drove here in a snowstorm and were so thankful that the host had cleared the driveway and walkways for us. Overall a great stay."
United States
Greg W.
The price is AED 1,322
AED 1,967 total
includes taxes & fees
30 Jul - 31 Jul
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Interior

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
Stratton
The price is AED 274
AED 953 total
includes taxes & fees
10 Aug - 11 Aug
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (39 reviews)
"House was clean and pet-friendly! Great location between Bromley and Stratton!"
United States
Michael I.
The price is AED 725
AED 2,435 total
includes taxes & fees
19 Aug - 20 Aug
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Smart TV, books

Cozy Moonship Yurt in the woods

Cozy Moonship Yurt in the woods
West Rutland
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy with a working hot tub. Would highly recommend"
United States
Justin E.
The price is AED 735
AED 1,411 total
includes taxes & fees
30 Jul - 31 Jul
Cozy Moonship Yurt in the woods
Game room

Gorgeous Views - 30 acre Farmhouse Close to Saratoga & Lake George - New Listing

Gorgeous Views - 30 acre Farmhouse Close to Saratoga & Lake George - New Listing
Fort Edward
10.0 out of 10, Exceptional, (3 reviews)
"Remodeled old farm house with great country views of farms and mountains.."
United States
Jeremy P.
The price is AED 1,748
AED 2,801 total
includes taxes & fees
30 Jul - 31 Jul
Gorgeous Views - 30 acre Farmhouse Close to Saratoga & Lake George - New Listing
Exterior detail

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.6 out of 10, Exceptional, (30 reviews)
"House was perfect for a guys trip for skiing. Just as expected. Would stay again. "
United States
Michael A.
The price is AED 989
AED 3,579 total
includes taxes & fees
3 Aug - 4 Aug
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Exterior

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Jamaica
9.6 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay at a great ski house that was in a good location to the mountain. Accommodations were comfortable for 6 adults and 4 kids and the shuffleboard, foosball and pool tables were a hit. "
United States
Jonathan H.
The price is AED 670
AED 2,986 total
includes taxes & fees
11 Aug - 12 Aug
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
TV, fireplace, books, music library

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Winhall
10.0 out of 10, Exceptional, (12 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is AED 1,469
AED 3,437 total
includes taxes & fees
30 Jul - 31 Jul
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Exterior

Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.
Jamaica
8.8 out of 10, Excellent, (8 reviews)
"Beautiful home, we enjoyed our stay!"
United States
Luke B.
The price is AED 1,524
AED 2,250 total
includes taxes & fees
30 Jul - 31 Jul
Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.
Exterior

Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.

Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
Stratton
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay! The location was extremely convenient to the mountain, and the house was clean, comfortable and spacious. We loved all of the seating in the living room, the large fireplace, and cozy hot tub."
United States
Steve M.
The price is AED 1,983
AED 5,275 total
includes taxes & fees
5 Aug - 6 Aug
Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
Coffee/tea maker, fridge, microwave, oven

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
Stratton
10.0 out of 10, Exceptional, (20 reviews)
"Great spot for a large group. "
United States
Brian G.
The price is AED 1,572
AED 3,812 total
includes taxes & fees
30 Jul - 31 Jul
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
Property grounds

Amanita Dome. All-inclusive food and drinks.

Amanita Dome. All-inclusive food and drinks.
Cambridge
Amanita Dome. All-inclusive food and drinks.
Dining

Bright hilltop retreat with stunning mountain views, wrap-around windows, and cozy seating to take it all in. Nestled on a private, scenic property minutes from charming Cambridge village—perfect for a peaceful getaway year-round.

Bright hilltop retreat with stunning mountain views, wrap-around windows, and cozy seating to take it all in. Nestled on a private, scenic property minutes from charming Cambridge village—perfect for a peaceful getaway year-round.
cambridge
The price is AED 1,763
AED 3,246 total
includes taxes & fees
9 Aug - 10 Aug
Bright hilltop retreat with stunning mountain views, wrap-around windows, and cozy seating to take it all in. Nestled on a private, scenic property minutes from charming Cambridge village—perfect for a peaceful getaway year-round.
Property grounds

Lakeshore Cottage- Family and Pet Friendly, Lakefront, Fireplace, and Gameroom

Lakeshore Cottage- Family and Pet Friendly, Lakefront, Fireplace, and Gameroom
Fort Ann
9.8 out of 10, Exceptional, (30 reviews)
"The lake was great, the game room was the best part"
United States
dylan c.
The price is AED 7,328
AED 9,292 total
includes taxes & fees
21 Aug - 22 Aug
Lakeshore Cottage- Family and Pet Friendly, Lakefront, Fireplace, and Gameroom
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.
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Top Rupert Hotel Reviews

The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

8/10 Good
"Beautiful house, the staff is very nice and helpful. Maybe is import to improve the linen ( sheets) and the breakfasts is very small."
Liliana 1-night trip
Posted 3 hours ago
The Reluctant Panther Inn and Restaurant