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

Search Rupert Cottage Rentals from CA $267

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Rupert cottages

A single-story house with a gabled roof, large windows, and a chimney.

1. Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (60 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.
The price is CA $149
CA $607 total
includes taxes & fees
Oct 9 - Oct 10
Quaint, friendly cottage with lakefront location & water views
A house with a gravel driveway, surrounded by trees and a well-maintained lawn.

2. Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (49 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
The price is CA $177
CA $267 total
includes taxes & fees
Oct 18 - Oct 19
Peaceful Cottage Retreat
A row of white houses with a clear night sky and visible stars.

3. 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, (16 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is CA $304
CA $543 total
includes taxes & fees
Oct 25 - Oct 26
Comfy Cottage with Private Hot Tub in Historic East Poultney
A wooden deck with picnic tables and chairs, surrounded by dense trees and a clear sky.

4. Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is CA $778
CA $1,256 total
includes taxes & fees
Sep 30 - Oct 1
Hilltop Cottage
A wooden deck with a view of a lake surrounded by trees.

5. 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, (31 reviews)
"Wonderful stay at a GREAT property!Couldn't ask for more!"
United States
Robert H.
The price is CA $408
CA $518 total
includes taxes & fees
Oct 5 - Oct 6
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Exterior

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

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is CA $574
CA $738 total
includes taxes & fees
Sep 30 - Oct 1
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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Top Rupert Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay. Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the day. The location is also very convenient, especially for visiting Hildene, which is nearby and was a very special place and one of the highlights of our trip. A comfortable, relaxing stay with beautiful Vermont views. We would definitely stay here again."
Jose 1-night trip
Posted 21 hours ago
The Manchester View

Find out more about Rupert

Rupert Cottages information

Number of reviews
159
Accommodation
88 Cottages
Lowest Price
CA $267
Highest Price
CA $1,256

Frequently asked questions

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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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