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Check prices for these dates

Next weekend
16 Jum. I - 18 Jum. I
In two weeks
23 Jum. I - 25 Jum. I
In one month
6 Jum. II - 8 Jum. II
In two months
4 Raj. - 6 Raj.

Compare 41 Chalets in Rupert with updated reviews, rates, and availability.

Classic Alpine Vermont Chalet
Fridge, microwave, oven, stovetop

Classic Alpine Vermont Chalet

10.0 out of 10, Exceptional, (10)
"The house was just what we needed for a family wedding in Manchester. Quite literally right off the highway but the house itself is nestled back and quiet so you don’t even hear the road. "
Classic Alpine Vermont Chalet
Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck
Fridge, microwave, oven, stovetop

Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

9.4 out of 10, Exceptional, (6)
"Nice hill for sledding. Missed having electric mixer for potatoes. Nice community area of kitchen, dining room and living room. Good setup of rooms. "
The price is SAR 1,245
SAR 3,217 total
includes taxes & fees
18 May - 19 May
Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck
Beautiful Manchester VT Mountain Retreat w/Hot Tub
Fridge, microwave, oven, stovetop

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (33)
"Stayed 3 nights everything was spotless & so very comfortable. This was our 2nd stay here. The host is always reachable & prompt to respond. Can’t wait to hopefully stay here again. "
Beautiful Manchester VT Mountain Retreat w/Hot Tub
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
Fridge, microwave, oven, stovetop

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

10.0 out of 10, Exceptional, (107)
"Fun family get away!"
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
Mid-Century Arty Chalet - 2 Min to Stratton Slopes
Smart TV, fireplace, computer monitors

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

8.8 out of 10, Excellent, (3)
"The house is in a great location for skiing at Stratton! 5 mins drive to the base or shuttle service running every 30 mins. Perfect for a cozy ski weekend with the fireplace. We enjoyed it very much! "
Mid-Century Arty Chalet - 2 Min to Stratton Slopes
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester
Exterior

Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

10.0 out of 10, Exceptional, (50)
"We enjoyed skylight lodge. We get together with family and friends each year to do an annual fundraising event. The house was perfect for our group. The big fireplace was a great way to relax after a day of skiing or snowshoeing. "
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester
Stylish Mountain Getaway close to Stratton w/ Spa
Aerial view

Stylish Mountain Getaway close to Stratton w/ Spa

9.8 out of 10, Exceptional, (7)
"Amazing! Host was readily available to handle any questions and the house was very comfortable and relaxing. "
Stylish Mountain Getaway close to Stratton w/ Spa
Cozy Creekside Chalet centrally located near 4 ski resorts
Exterior

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (9)
"We had the best time at this cozy spot with some friends for a weekend - highly recommend!"
The price is SAR 634
SAR 1,811 total
includes taxes & fees
13 May - 14 May
Cozy Creekside Chalet centrally located near 4 ski resorts
Green Mountain Manor - Ski and Summer Chalet
Property grounds

Green Mountain Manor - Ski and Summer Chalet

9.8 out of 10, Exceptional, (7)
"Beautiful property less than 5 minutes from Stratton!! Very private and secluded"
Green Mountain Manor - Ski and Summer Chalet
Cozy Springtime Retreat on Magic Mountain
Terrace/patio

Cozy Springtime Retreat on Magic Mountain

10.0 out of 10, Exceptional, (11)
"From the excellent communication and problem solving of our hosts to the fabulous location and completely comfortable accommodations, our stay was perfect. Would absolutely stay here again. "
Cozy Springtime Retreat on Magic Mountain
Brian Piece of Heaven for fall Foliage. Beautiful colors
Fridge, microwave, oven, stovetop

Brian Piece of Heaven for fall Foliage. Beautiful colors

9.8 out of 10, Exceptional, (30)
"The place was adorable , very clean , view was pretty and Brian the host was very friendly and accommodating. Loved it!"
Brian Piece of Heaven for fall Foliage. Beautiful colors
Two Bedroom Chalet, Charming, Quiet, River Front
Interior

Two Bedroom Chalet, Charming, Quiet, River Front

9.4 out of 10, Exceptional, (74)
"Loved the location and the house was great. All amenities were as described. Great host. Highly recommend. "
Two Bedroom Chalet, Charming, Quiet, River Front
Charming 5BR Chalet@Base of Stratton Mt Has It All
Exterior

Charming 5BR Chalet@Base of Stratton Mt Has It All

9.2 out of 10, Wonderful, (12)
"Our trip this past weekend to Chalet O'Bear was just what we wanted! Booking and communication with the property manager was seamless. Any issues we had were addressed immediately and taken care of. We loved the location of the property and made our stay at Stratton perfect! We will be looking to book again! "
Charming 5BR Chalet@Base of Stratton Mt Has It All
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!
Smart TV, fireplace, video games

Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

10.0 out of 10, Exceptional, (10)
"We had a wonderful time and enjoyed our stay at your home! Great space and the kids loved playing downstairs and sleeping in the bunk room!"
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!
Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths
Smart TV, fireplace, video games, stereo

Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths

10.0 out of 10, Exceptional, (12)
"Great location on the shuttle route. The house is very nice with lots of amenities. Highly recommended."
The price is SAR 1,144
SAR 2,619 total
includes taxes & fees
10 May - 11 May
Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
Interior

Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni

9.8 out of 10, Exceptional, (59)
"The house was beautiful and had great group spaces, we definitely recommend the property!"
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
Serene & Stylish Chalet + HOT TUB near Manchester
Outdoor spa tub

Serene & Stylish Chalet + HOT TUB near Manchester

10.0 out of 10, Exceptional, (13)
"Cozy and warm. It was a nice get away for me and my girlfriend I would visit again. "
Serene & Stylish Chalet + HOT TUB near Manchester
4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton
Fridge, microwave, oven, stovetop

4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton

9.0 out of 10, Wonderful, (20)
"Gorgeous rental and the hot tub was great, perfect for a big group."
4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton
Chalet 7 minutes to Ski Stratton, Woodstove, Starry Skies, FirePit, View, DogsOK
Exterior

Chalet 7 minutes to Ski Stratton, Woodstove, Starry Skies, FirePit, View, DogsOK

2.0 star property
6.0 out of 10, (1)
Chalet 7 minutes to Ski Stratton, Woodstove, Starry Skies, FirePit, View, DogsOK
Classic Stratton Ski Chalet: Perfect for Families
Terrace/patio

Classic Stratton Ski Chalet: Perfect for Families

10.0 out of 10, Exceptional, (1)
"Enjoyed our three night stay here. The kitchen is well stocked with pots and pans, dinnerware, silverware, utensils, etc. Beds were very comfortable. Our only disappointment was that we couldn't have a fire in the fireplace as the chimney was in need of repairs. Hope to be back next year."
Classic Stratton Ski Chalet: Perfect for Families
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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Other property types in Rupert

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Exterior

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (167)
"Our second time staying here and it was just as great as the first. A wonderful home and excellent hosts."
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (18)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is SAR 759
SAR 2,415 total
includes taxes & fees
13 May - 14 May
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (209)
"Perfect get away. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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.