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Compare 7 Guest Houses in Rupert with updated reviews, rates, and availability.

The Weston
Room

The Weston

5.0 star property
10.0 out of 10, Exceptional, (7)
"The inn is beautiful and the service was exemplary. We asked for early check in and the staff was very accommodating. The room was very comfortable. We would love to visit again."
The price is AED 1,653
AED 1,802 total
includes taxes & fees
24 Nov - 25 Nov
The Weston
Sutton's Place
Room

Sutton's Place

2.5 star property
7.8 out of 10, Good, (44)
"Clean, comfortable, and quiet! Easy to park, convenient location."
The price is AED 459
AED 505 total
includes taxes & fees
24 Nov - 25 Nov
Sutton's Place
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

9.6 out of 10, Exceptional, (7)
"I had an excellent stay. The home was comfortable, clean, and very charming. The location was beautiful and private, and convenient to several nearby locations. I had no trouble checking in or out, and communications with the host were very easy."
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Serene dog-friendly guest house with mountain views, fireplace, & firepit

Serene dog-friendly guest house with mountain views, fireplace, & firepit

9.4 out of 10, Exceptional, (11)
"Loved the location and set up of this Carriage House. With some updates and a bit more cleaning, would have given it a 5*. Basically was clean - just some things that a last minute check by cleaning crew could have cleaned up and given a better first impression. Needs some maintenance issues done and it could be a 5*. But in spite of these things, we enjoyed our stay, loved the space and the views from the house. "
Serene dog-friendly guest house with mountain views, fireplace, & firepit
Price drop
Guest House

Price drop

10.0 out of 10, Exceptional, (63)
"I can’t say enough good things about this lovely home between Rutland and Manchester, VT! The location was ideal for our getaway, surrounded by beautiful hiking trails and the perfect balance of quiet and accessibility. The property itself was charming and cozy, with every detail thoughtfully taken care of – from the fire pit and grill outside to the comfortable indoor setup with board games and TV. The host went above and beyond to make our stay special, even checking in upon our arrival to...
Price drop
The Norman Rockwell Studio And Inn
Front of property

The Norman Rockwell Studio And Inn

4.0 star property
6.8 out of 10, (24)
"Used coffee cups in dining area...no breakfast...owner said that he would compensate for that but there was no one to check us out the next morning with no compensation...shame that an historic inn is falling through the cracks...I definitely would not stay there again..."
The Norman Rockwell Studio And Inn
Ski Vermont New York and Massachusetts
Interior

Ski Vermont New York and Massachusetts

Ski Vermont New York and Massachusetts
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, (158)
"A beautiful home in a beautiful setting, off the beaten track but not that far from many delightful areas. Kept immaculately clean, every aspect of this property is comfortable, cozy, and welcoming. Communication with the owners is easy and efficient, with response received very quickly."
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
Sit by the fire and then take a dip in the pool!

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Living area

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

9.6 out of 10, Exceptional, (8)
"Great place. Super close to everything. Host was super helpful. Everything you need for an amazing ski weekend."
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
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.