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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rupert cottages

A wooden deck with picnic tables and chairs, surrounded by dense trees and a clear sky.

1. Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
$788 nightly
The price is $875
Sep 7 - Sep 8
Total with taxes and fees
Hilltop Cottage
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)
"Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in "
United States
Victor L.
$170 nightly
The price is $189
Oct 1 - Oct 2
Total with taxes and fees
Peaceful Cottage Retreat

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

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
$440 nightly
The price is $497
Sep 7 - Sep 8
Total with taxes and fees
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

Toll Road Inn

Toll Road Inn

10/10 Excellent
"Everything was great! In addition to the well kept, large, comfortable room, the grounds are well manicured and very relaxing."
Katherine 7-night trip
Posted 13 hours ago
Toll Road Inn

Find out more about Rupert

Rupert Cottages information

Number of reviews
52
Accommodation
88 Cottages
Lowest Price
$189
Highest Price
$875

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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