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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 SAR 1,690
SAR 1,843 total
includes taxes & fees
5 Jan - 6 January 2025
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."
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, (159)
"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
Long Trail House at Stratton Mountain Resort
Living room

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is SAR 1,424
SAR 1,770 total
includes taxes & fees
6 Jan - 7 January 2025
Long Trail House at Stratton Mountain Resort
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Active Tinmouth cabin in the eve!

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

10.0 out of 10, Exceptional, (160)
"Wonderful property, gracious hosts, zero complaints"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
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.