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 AED 459
AED 624 total
includes taxes & fees
25 Mar - 26 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, (28)

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 AED 624
AED 1,205 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 AED 1,267
AED 1,575 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

The Inn at Manchester
5/5 Excellent
"From ease of parking and check-in, the spacious room, comfortable bed and delicious breakfasts, we loved our stay at at the Inn at Manchester. The hosts were charming and helpful and the on-site pub was a fun place to meet other guests. Conveniently walkable to most of Manchester's historic area and dining. Highly recommended!"
A verified traveler from Winterville stayed at The Inn at Manchester
Posted 2 days ago