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Compare 39 Chalets in Rupert with updated reviews, rates, and availability.

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

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 AED 1,219
AED 3,150 total
includes taxes & fees
11 May - 12 May
Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (32)
"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

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

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

10.0 out of 10, Exceptional, (50)
"We had a great trip even though the weather did not cooperate. The home was just right for a group our size with plenty of extra room to spread out and relax. We loved the charm and feel of an old inn and close proximity to the mountain, town and shopping. Owners were very responsive and receptive to feedback. Would love to stay again. "
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

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

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 AED 841
AED 2,045 total
includes taxes & fees
5 May - 6 May
Cozy Creekside Chalet centrally located near 4 ski resorts

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

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

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

9.4 out of 10, Exceptional, (74)
"Everything was so beautiful! The location is AMAZING!! Highly recommend!"
Two Bedroom Chalet, Charming, Quiet, River Front

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

9.2 out of 10, Wonderful, (12)
"We totally enjoyed our stay. The home was magnificent. Close to everything, ski lifts, restaurants, etc. Definitely recommend to future guests. We are booking again next year."
Charming 5BR Chalet@Base of Stratton Mt Has It All

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

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 AED 1,120
AED 2,598 total
includes taxes & fees
3 May - 4 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

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

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

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

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

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

10.0 out of 10, Exceptional, (166)
"This was our second Thanksgiving at Creekside Camp. Once again, we had a wonderful stay. Not enough can be said about this charming and cozy cabin. Dan and Kellie do a phenomenal job as hosts and managing the property. We highly recommend a stay in this rustic, yet highly appointed property!"
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (18)
"This place was absolutely perfect and wonderful. It offered a cozy family getaway to enjoy the southern Vermont scene that we have grown to love so very much. The house and owner are absolutely amazing and we hope to stay here again for our trips back to this area. Highly recommend! "
The price is AED 744
AED 2,365 total
includes taxes & fees
4 May - 5 May
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

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.