A rural landscape with a barn on a hill, surrounded by autumn-colored trees.

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Rupert cottages

Exterior

Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (59 reviews)
"The cottage is in a nice spot on the lake. It is accurately depicted in the listing and was great for our trip"
United States
Jim V.
$385 nightly
The price is $431
Jul 23 - Jul 24
Total with taxes and fees
Quaint, friendly cottage with lakefront location & water views
Exterior

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, (14 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
$347 nightly
The price is $389
Jul 22 - Jul 23
Total with taxes and fees
Comfy Cottage with Private Hot Tub in Historic East Poultney
Outdoor dining

Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
$789 nightly
The price is $876
Jul 22 - Jul 23
Total with taxes and fees
Hilltop Cottage
Exterior

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
$437 nightly
The price is $493
Jul 22 - Jul 23
Total with taxes and fees
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Property grounds

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, (27 reviews)
"Wonderful stay at a GREAT property!Couldn't ask for more!"
United States
Robert H.
$731 nightly
The price is $812
Jul 27 - Jul 28
Total with taxes and fees
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
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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Top Rupert Hotel Reviews

Bromley View Inn

Bromley View Inn

10/10 Excellent
"What a wonderful little spot! Really encompasses what staying in Vermont should be! Well done to the staff! It felt like a home away from home."
Anna 1-night trip
Posted 14 hours ago
Bromley View Inn

Find out more about Rupert

Rupert Cottages information

Number of reviews
103
Accommodation
84 Cottages
Lowest Price
$389
Highest Price
$876

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 Center is a top place to kick off your exploration of Rupert.

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