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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 415 Vacation Homes in Rupert with updated reviews, rates, and availability.

Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Fridge, microwave, oven, stovetop

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

9.8 out of 10, Exceptional, (6)
"Very nice. Could use curtains or blinds in more rooms."
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Peaceful Stay at Birds of a Feather Farm & Spa
Terrace/patio

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (17)
"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "
The price is AED 404
AED 954 total
includes taxes & fees
15 Apr - 16 Apr
Peaceful Stay at Birds of a Feather Farm & Spa
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer
TV, fireplace

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

8.6 out of 10, Excellent, (4)
"Our group had a great time enjoying this bright open space. Such a pretty place. Michael was very responsive and communications were timely and simple. Nice place for gathering."
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer
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, (165)
"This place is magical for a mental health reset. The water, the trees, everything was perfect! "
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Exterior

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (55)
"Great secluded place. Very clean couldn't ask for more. Great central location. Close to restaurants "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Fridge, microwave, oven, stovetop

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

10.0 out of 10, Exceptional, (51)
"Fantastic Vermont farm house in a great setting close to Okemo and Killington. Very accommodating, clean, warm and comfortable. After skiing we enjoyed just sitting around the fireplace and talking. We plan on returning next year."
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
7200 sf Villa & Barn on 4 Acre Manchester Estate
Interior

7200 sf Villa & Barn on 4 Acre Manchester Estate

9.6 out of 10, Exceptional, (8)
"We were absolutely delighted with our stay at the villa. The house is big, spacious, and most importantly, clean. The house has everything you need for a comfortable stay. Everything is thought out to the smallest detail. We had both kids and teenagers with us - everyone felt comfortable. Lots of space, a large table for a large company. The location is literally 3 minutes from the city center, where there are many shops and restaurants. 30 minutes from the ski resort. There were no problems...
7200 sf Villa & Barn on 4 Acre Manchester Estate
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
TV

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

10.0 out of 10, Exceptional, (1)
"Beautiful house well stocked with spices and everything you need. The only thing they are missing is there’s no hairdryer and I called a few times to the property manager for a blanket because the master upstairs has no blanket and I never received one."
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!
Exterior

Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!

10.0 out of 10, Exceptional, (1)
"We had such a lovely time in this well loved cabin. Super quiet location and well stocked with everything we needed for our end of year ski trip in Stratton. The owner was very friendly and helpful. We hope we will be back soon!"
Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!
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, (16)
"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 AED 744
AED 2,336 total
includes taxes & fees
15 Apr - 16 Apr
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Smart TV, fireplace, books

Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

9.8 out of 10, Exceptional, (70)
"Had a wonderful family ski weekend. Plenty of snow and snowed more Saturday night. Skiing in fresh powder was an unexpected treat. Your house was beautiful, and as described in the listing."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

7.8 out of 10, Good, (46)
"Great condo in great location. Easy walk to restaurants and lifts."
The price is AED 261
AED 957 total
includes taxes & fees
15 Apr - 16 Apr
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Terrace/patio

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (22)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Fridge, microwave, oven, stovetop

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

10.0 out of 10, Exceptional, (116)
"Exactly as described. Really nice home with excellent property communications. We loved the hot tub on the deck and the amazing views. Nice kitchen that was well equipped with all appliances needed. Bring your own sharp knives :-). "
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts
Exterior

Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts

10.0 out of 10, Exceptional, (82)
"Place was great. Spacious, clean and killer views. Kitchen is modern and well equipped making meals was easy. Very quiet location but still convenient to Killington/Pico. "
Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts
The Green Mountain Chapel // Old Church repositioned into 3 BR
Fridge, microwave, oven, stovetop

The Green Mountain Chapel // Old Church repositioned into 3 BR

2.0 star property
10.0 out of 10, Exceptional, (15)
"We loved staying here. We booked it because we thought it was really cool to stay in an old church that was converted to a rental - and it was! The rental is gorgeous, and the host was really friendly, accommodating and answered our questions quickly. This was for my birthday weekend, and i definitely would come back again. 10/10."
The Green Mountain Chapel // Old Church repositioned into 3 BR
Spacious dog-friendly home, fireplace, firepit, sauna, jet tub, decks, wifi
Fridge, microwave, oven, stovetop

Spacious dog-friendly home, fireplace, firepit, sauna, jet tub, decks, wifi

2.0 star property
5.0 out of 10, (2)
"Great time, excellent location for skiing at Stratton. We will book again soon. "
Spacious dog-friendly home, fireplace, firepit, sauna, jet tub, decks, wifi
Vermont house in stunning private country setting and 360 degree panoramic views
Exterior

Vermont house in stunning private country setting and 360 degree panoramic views

10.0 out of 10, Exceptional, (10)
"Absolutely amazingly gorgeous property set in a Green Mountain setting. A high clearance AWD is a must have vehicle in order to go up this road. Cozy with fireplace and base board heat."
Vermont house in stunning private country setting and 360 degree panoramic views
Secluded Mountain Retreat: Unbeatable Views, Close to Ski Resorts, Firepit
Property grounds

Secluded Mountain Retreat: Unbeatable Views, Close to Ski Resorts, Firepit

2.0 star property
9.8 out of 10, Exceptional, (6)
"We had a great time!"
The price is AED 735
AED 2,316 total
includes taxes & fees
15 Apr - 16 Apr
Secluded Mountain Retreat: Unbeatable Views, Close to Ski Resorts, Firepit
Room for the whole family 8 minutes to Manchester
Terrace/patio

Room for the whole family 8 minutes to Manchester

10.0 out of 10, Exceptional, (2)
"Very priceable and great house with 5 bedrooms - each rooms are big and clean! Love it! Will come back again for next ski plan"
Room for the whole family 8 minutes to Manchester
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, (165)
"This place is magical for a mental health reset. The water, the trees, everything was perfect! "
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, (16)
"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 AED 744
AED 2,336 total
includes taxes & fees
15 Apr - 16 Apr
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, (211)
"Very cute cabin with fireplace and jacuzzi. Host provided firewood - which was a nice touch. Cabin is on dead end private road so, as mentioned, very peaceful. Lots of snow so no deck access, but imagine it would be great in summer too."
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.