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Compare 344 Vacation Homes in Rupert with updated reviews, rates, and availability.
![Exterior](https://images.trvl-media.com/lodging/36000000/35270000/35267500/35267470/e248020f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
10.0 out of 10, Exceptional, (37)
![](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/49345747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
10.0 out of 10, Exceptional, (14)
The price is SAR 1,853
SAR 3,841 total
includes taxes & fees
23 Feb - 24 Feb
![](https://images.trvl-media.com/lodging/60000000/59630000/59626900/59626898/375700d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Vermont's Mountain Villa: Hot tub, Ski views, Pet+
Vermont's Mountain Villa: Hot tub, Ski views, Pet+
10.0 out of 10, Exceptional, (8)
![](https://images.trvl-media.com/lodging/94000000/93010000/93001600/93001577/1e28a25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Historic 6-BR Across From Equinox Resort
Historic 6-BR Across From Equinox Resort
9.0 out of 10, Wonderful, (8)
![](https://images.trvl-media.com/lodging/112000000/111500000/111496300/111496244/355fd6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
10.0 out of 10, Exceptional, (1)
![](https://images.trvl-media.com/lodging/34000000/33110000/33108600/33108543/da4dad5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
9.8 out of 10, Exceptional, (49)
![](https://images.trvl-media.com/lodging/70000000/69700000/69690100/69690074/57f49917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
10.0 out of 10, Exceptional, (21)
![Mudroom Entrance and Front Porch](https://images.trvl-media.com/lodging/110000000/109590000/109589600/109589583/baf7b827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village
Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village
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
![Rupert Vacation Rental | 6BR | 3.5BA | 4,000 Sq Ft | 2 Steps for Entry](https://images.trvl-media.com/lodging/22000000/21680000/21675200/21675183/03b136e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Gorgeous Victorian-Style House w/ Hilltop Pool!
Gorgeous Victorian-Style House w/ Hilltop Pool!
8.8 out of 10, Excellent, (29)
![Living room](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/ee4563a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort
8.4 out of 10, Very Good, (72)
The price is SAR 1,556
SAR 1,934 total
includes taxes & fees
3 Mar - 4 Mar
![Secluded covered entry](https://images.trvl-media.com/lodging/31000000/30750000/30746800/30746800/d081b712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (206)
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.
Recent reviews of Rupert hotels
Recent reviews of Rupert hotels
![Hampton Inn and Suites Manchester](http://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)
Hampton Inn and Suites Manchester
5/5 Excellent
"well located, new hotel"
A verified traveler from Lewes stayed at Hampton Inn and Suites Manchester
Posted 3 days ago