Search Cottages in Rupert
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 70 Cottages in Rupert with updated reviews, rates, and availability.

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (211)

Peaceful Cottage Retreat
Peaceful Cottage Retreat
9.8 out of 10, Exceptional, (41)
The price is SAR 469
SAR 638 total
includes taxes & fees
24 Mar - 25 Mar

Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
10.0 out of 10, Exceptional, (27)

Vermont Country Cottage (Near Village)
Vermont Country Cottage (Near Village)
9.2 out of 10, Wonderful, (10)

New York Vermont Border Cottage Getaway
New York Vermont Border Cottage Getaway
9.2 out of 10, Wonderful, (11)

Comfy Cottage in Historic East Poultney
Comfy Cottage in Historic East Poultney
10.0 out of 10, Exceptional, (4)
The price is SAR 638
SAR 1,231 total
includes taxes & fees
25 Mar - 26 Mar

Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!
Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!
10.0 out of 10, Exceptional, (13)

Cottage on Lake Saint Catherine
Cottage on Lake Saint Catherine
10.0 out of 10, Exceptional, (8)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Rupert

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
10.0 out of 10, Exceptional, (164)

Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort
8.6 out of 10, Excellent, (74)
The price is SAR 1,294
SAR 1,609 total
includes taxes & fees
13 Apr - 14 Apr

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (211)
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

Bromley View Inn
5/5 Excellent
"Very cool room. Looking out towards the ski area."
A verified traveler stayed at Bromley View Inn
Posted 2 days ago