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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rupert vacation homes

Interior

1. 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 ￥11,935
￥41,539 total
includes taxes & fees
Sep 3 - Sep 4
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Exterior

2. 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 ￥28,672
￥56,702 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Interior

3. Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (38 reviews)
"Great place"
United States
Aidan K.
The price is ￥18,875
￥43,553 total
includes taxes & fees
Sep 8 - Sep 9
Peaceful getaway at birds of a feather
Outdoor dining

4. 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, (13 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 ￥57,632
￥86,832 total
includes taxes & fees
Sep 2 - Sep 3
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Outdoor spa tub

5. 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, (40 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
The price is ￥31,594
￥105,420 total
includes taxes & fees
Sep 1 - Sep 2
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Private kitchen

6. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is ￥49,383
￥125,812 total
includes taxes & fees
Sep 13 - Sep 14
1812 House, 2 Stays, 1 home
Exterior

7. 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 ￥19,371
￥22,925 total
includes taxes & fees
Sep 1 - Sep 2
Runamuk Farm Camp Tiny House near Cambridge, New York
Exterior

8. 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 ￥60,514
￥119,576 total
includes taxes & fees
Sep 7 - Sep 8
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Living area

9. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is ￥17,989
￥62,616 total
includes taxes & fees
Sep 20 - Sep 21
Killington Retreat | Deck-Fire Pit-Mountain Views!
Exterior detail

10. 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 ￥30,385
￥131,298 total
includes taxes & fees
Sep 1 - Sep 2
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Living area

11. 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, (14 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is ￥51,229
￥133,325 total
includes taxes & fees
Sep 15 - Sep 16
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Property grounds

12. Copeland Cabin - Charming Lake House in the Adirondacks

Copeland Cabin - Charming Lake House in the Adirondacks
Fort Ann
10.0 out of 10, Exceptional, (47 reviews)
"Extremely charming house! Perfect for a quiet get away!"
United States
Halley S.
The price is ￥58,065
￥129,491 total
includes taxes & fees
Sep 14 - Sep 15
Copeland Cabin - Charming Lake House in the Adirondacks
Exterior

13. 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 ￥75,498
￥215,201 total
includes taxes & fees
Sep 1 - Sep 2
Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
Property grounds

14. Amanita Dome. All-inclusive food and drinks.

Amanita Dome. All-inclusive food and drinks.
Cambridge
The price is ￥48,027
￥100,626 total
includes taxes & fees
Sep 1 - Sep 2
Amanita Dome. All-inclusive food and drinks.
Exterior

15. 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 ￥66,597
￥97,518 total
includes taxes & fees
Sep 1 - Sep 2
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.
Private kitchen

16. 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 ￥79,885
￥181,083 total
includes taxes & fees
Sep 10 - Sep 11
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
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

Bromley View Inn

Bromley View Inn

10/10 Excellent
"Inn is dated & vintage, clean rooms & grounds. Loved the charm. Easy access to local ski areas. On-site staff very helpful & nice. Would definitely stay here again."
Kileen 1-night trip
Posted 8 hours ago
Bromley View Inn

Find out more about Rupert

Rupert Vacation Homes information

Number of reviews
229
Accommodation
393 Vacation Homes
Lowest Price
￥22,925
Highest Price
￥215,201