Search Holiday Rentals in Orwell

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Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Orwell holiday rentals

Exterior
Robert Frost Mountain Cabins

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
The price is 7.346.907 ₫
8.008.129 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Robert Frost Mountain Cabins
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services
Trout House Village Resort

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (19)
"Great updated cabin. "
United States
Diane
The price is 3.939.538 ₫
5.031.163 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Trout House Village Resort
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 Orwell Hotel Reviews

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

10/10 Excellent
"Very nice and friendly welcome from Stephen! Room was very clean and quiet. Nice set up with tv , microwave and fridge. Bed was very comfortable. Breakfast that was included was far beyond expectation with great choices and added options for each selection. Breakfast area was cozy and welcoming with the fireplace stove on the very cold days we were visiting. Stayed here since it was close to family. The fresh baked cookies at the end of the day were another delightful treat to our stay. Any staff we encountered during our stay were always very friendly and helpful. Would definitely stay here again when we are back in the area."
Erika 2-night trip
Posted 2 days ago
Best Western Inn & Suites Rutland-Killington

Frequently asked questions

Can I find holiday rentals in Orwell?

Yes, there are holiday rentals close to the most popular sights in Orwell, or you can select a more secluded option if you're looking for a relaxing stay. Orwell is known for its hockey games and parks.

What can I see and do in Orwell?

Sunset Lake and Mount Independence State Historic Site are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Orwell Town Hall and Orwell Free Library.

What are holiday rentals like in Orwell?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orwell. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for families.