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Orwell Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Orwell vacation rentals

Exterior detail

Charming one bedroom just minutes to Middlebury!

Charming one bedroom just minutes to Middlebury!
New Haven
The price is AED 312
AED 858 total
includes taxes & fees
22 Jun - 23 Jun
Charming one bedroom just minutes to Middlebury!
Apartment (0 Bedroom) | Interior

Cozy Room Near Schroon Lake Marina, Town & Beach!

Cozy Room Near Schroon Lake Marina, Town & Beach!
3.0 star property
Schroon Lake
The price is AED 404
AED 622 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Room Near Schroon Lake Marina, Town & Beach!
Cabin, 1 Bedroom, Non Smoking, Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.6 out of 10, Exceptional, (24 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
Trout House Village Resort
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (8 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is AED 281
AED 690 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Rutland Retreat
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful time the cabin was immaculate great location & very peaceful "
United States
Nidia V.
The price is AED 658
AED 1,078 total
includes taxes & fees
22 Jun - 23 Jun
Unique family-friendly Vermont cabin!
Interior

Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
The price is AED 463
AED 1,148 total
includes taxes & fees
22 Jun - 23 Jun
Tasteful two bedroom just minutes to Middlebury!
Fridge, microwave, oven, stovetop

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (79 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is AED 471
AED 742 total
includes taxes & fees
22 Jun - 23 Jun
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Interior

Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is AED 489
AED 1,181 total
includes taxes & fees
22 Jun - 23 Jun
Gracious two bedroom just minutes to Middlebury!
Golf

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is AED 518
AED 1,332 total
includes taxes & fees
22 Jun - 23 Jun
Purple Door Cottage in the heart of Middlebury!
Outdoor dining

Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is AED 327
AED 613 total
includes taxes & fees
22 Jun - 23 Jun
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Terrace/patio

Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole

Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole
Crown Point
8.0 out of 10, Very Good, (5 reviews)
"Great spot to relax creekside. Clear directions and great hospitality. Convenient swimming spot on the property with tubes for the whole family to enjoy"
United States
Ronald Z.
The price is AED 147
AED 249 total
includes taxes & fees
23 Jun - 24 Jun
Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole
Apartment (0 Bedroom) | Interior

Easy Schroon Lake Living! Close to Marina & Town

Easy Schroon Lake Living! Close to Marina & Town
3.0 star property
Schroon Lake
The price is AED 404
AED 622 total
includes taxes & fees
22 Jun - 23 Jun
Easy Schroon Lake Living! Close to Marina & Town
Fridge, microwave, oven, stovetop

Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is AED 482
AED 1,207 total
includes taxes & fees
22 Jun - 23 Jun
Centrally located apartment for the skier & outdoor enthusiast
TV

Lake Days, Trails & More! Updated Apt in Mineville

Lake Days, Trails & More! Updated Apt in Mineville
Mineville
The price is AED 422
AED 1,017 total
includes taxes & fees
22 Jun - 23 Jun
Lake Days, Trails & More! Updated Apt in Mineville
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (41 reviews)
"Very nice place great owner"
United States
Joe
The price is AED 959
AED 1,045 total
includes taxes & fees
22 Jun - 23 Jun
Robert Frost Mountain Cabins
Spa

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, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is AED 790
AED 1,411 total
includes taxes & fees
5 Jul - 6 Jul
Comfy Cottage with Private Hot Tub in Historic East Poultney
Property grounds

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (4 reviews)
"The host was easy to communicate with, gracious and helpful. Amenities were generous and everything was in excellent condition. Really enjoyed the quiet treed setting and the hot tub."
United States
Elizabeth N.
The price is AED 625
AED 1,506 total
includes taxes & fees
28 Jun - 29 Jun
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Exterior

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is AED 1,186
AED 1,594 total
includes taxes & fees
22 Jun - 23 Jun
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Interior

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (5 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is AED 701
AED 1,595 total
includes taxes & fees
22 Jun - 23 Jun
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Fridge, microwave, oven, stovetop

Feel the real VT! Lakes, hikes, a foodies delight!

Feel the real VT! Lakes, hikes, a foodies delight!
Proctor
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is AED 672
AED 2,123 total
includes taxes & fees
23 Jun - 24 Jun
Feel the real VT! Lakes, hikes, a foodies delight!
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

Middlebury Inn

Middlebury Inn

8/10 Good
"Great Inn in a very convenient location. Rooms were big, beds comfy, clean and in a very walkable location. We would definitely stay again."
Dawn 1-night trip
Posted less than an hour ago
Middlebury Inn

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Frequently asked questions

Can I find vacation rentals in Orwell?

Yes, we offer vacation rentals close to top sights in Orwell, or you can select a more remote option if you're looking for relaxation. Orwell is known for its hockey games and parks.

What are some of the best vacation rentals that Orwell has to offer?

NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed: This vacation home rental outside of Orwell offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven. You and your friends and family can relax into your vacation with amenities like a selection of books.

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 Free Library and Orwell Town Hall.

What are vacation rentals like in Orwell?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Orwell. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.