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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Rupert cottages

A house with a gravel driveway, surrounded by trees and a well-maintained lawn.

1. A peaceful retreat in a cabin

A peaceful retreat in a cabin
cambridge
9.8 out of 10, Exceptional, (50 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
The price is €165
includes taxes & fees
14 Dec - 15 Dec
A peaceful retreat in a cabin
A row of white houses with a clear night sky and visible stars.

2. Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (18 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is €349
includes taxes & fees
16 Nov - 17 Nov
Comfy Cottage with Private Hot Tub in Historic East Poultney
A wooden deck with a view of a lake surrounded by trees.

3. Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Fort Ann
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful stay at a GREAT property!Couldn't ask for more!"
United States
Robert H.
The price is €374
includes taxes & fees
15 Nov - 16 Nov
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Terrace/patio

4. Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is €819
includes taxes & fees
26 Nov - 27 Nov
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
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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Learn more about Rupert

Like the countryside? Get away to relaxing Rupert!

See all hotels in Rupert
A rural landscape with a barn on a hill, surrounded by autumn-colored trees.

Top reviews in Rupert

A green building with a wooden deck, a small porch, and a sign that reads 'Motel.'
The Manchester View

The Manchester View

The Manchester View
Manchester Center

10/10 Excellent

Always a friendly experience. Nice traditional Vermont place with great views and value.
Ireland
Anonymous traveller
Reviewed January 25, 2021
The Manchester View

Frequently Asked Questions

Why book your cottage in Rupert with Expedia?

Reserving a cottage in Rupert is as simple as entering your travel dates and selecting an ideal place for a getaway in the outdoors. From ritzy retreats to budget-friendly stays and cottages that come with amenities like laundry facilities, Expedia has something for all tastes and styles. As for the best deals around? We have them too!

How can I find cheap cottages in Rupert?

With Expedia's helpful filter tool, comparing cheap cottages in Rupert is easy. To find stays that'll make your hip pocket happy, tailor your search results by star rating, budget and amenities.

What is there to do in Rupert near my cottage?

The best travel accessory is a well-thought-out travel plan. Merck Forest Farmland Centre is a top place to kick off your exploration of Rupert.