Orwell Holiday Rentals

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Holiday Rentals in Orwell

Cozy Rutland Retreat

Rutland
10.0 out of 10, Exceptional, (3)
"Great stay, very walkable area. "
United States
Janessa S.
The price is NZ$344
includes taxes & fees
24 Nov - 25 Nov
Cozy Rutland Retreat

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester
10.0 out of 10, Exceptional, (65)
"Host was very friendly,, property was emaculate, would definitely stay here again"
United States
Dyana B.
The price is NZ$268
includes taxes & fees
25 Nov - 26 Nov
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Trout House Village Resort

3.0 star property
Hague
9.8 out of 10, Exceptional, (17)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
United States
John
The price is NZ$329
includes taxes & fees
14 Nov - 15 Nov
Trout House Village Resort

Comfy Cottage in Historic East Poultney

Poultney
10.0 out of 10, Exceptional, (12)
"The cottage had everything we needed to make our vacation perfect. It was well located to Ski Killington and Stratton. The host live right next door and was very responsive for all our needs to make the stay as pleasant as possible. We would definitely rent again."
United States
Moritz M.
Comfy Cottage in Historic East Poultney

Doc's Lake house 1st floor, 2 bedroom apartment

Salisbury
10.0 out of 10, Exceptional, (71)
"Doc’s Lake House is on a beautiful and quiet lake. My family and I regret not staying longer! It is well-stocked with anything you might need (coffee, spices, breakfast items, etc.), which was lovely! Two separate fire pits and water crafts were available for entertainment. The host met us when we arrived and showed us around. He’s very nice and fun to talk with! It was such a wonderful stay! "
United States
Jennifer T.
The price is NZ$358
includes taxes & fees
21 Nov - 22 Nov
Doc's Lake house 1st floor, 2 bedroom apartment

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

2.5 star property
Rutland
The price is NZ$336
includes taxes & fees
16 Nov - 17 Nov
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

The Bomoseen Bungalow: Vermont Lake House with Private Dock

2.0 star property
Bomoseen
9.6 out of 10, Exceptional, (4)
"Location to family"
United States
Scott B.
The price is NZ$966
includes taxes & fees
18 Nov - 19 Nov
The Bomoseen Bungalow: Vermont Lake House with Private Dock

Ultimate relaxing vacation

Orwell
9.8 out of 10, Exceptional, (212)
"We wanted to stay in a place that allowed us to travel to other towns and states. It was a pleasure to return each day or two depending on far we travelled - we did a 2 day stay in Montreal. It was private and provided all the feelings of being a home away from home. "
United States
Karen C.
The price is NZ$317
includes taxes & fees
19 Nov - 20 Nov
Ultimate relaxing vacation

*Downtown Middlebury Waterfall Studio Apartment*

Middlebury
10.0 out of 10, Exceptional, (7)
"Setting was stunning, literally over a rushing waterfall but also in downtown Middlebury. The only issues we had were that the Murphy bed was pretty creaky for two people and there was no dishwasher as the description suggests. Overall our stay was great!"
United States
Jessica
The price is NZ$527
includes taxes & fees
23 Nov - 24 Nov
*Downtown Middlebury Waterfall Studio Apartment*

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

3.5 star property
Rutland
The price is NZ$1,181
includes taxes & fees
19 Nov - 20 Nov
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

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

Ripton
10.0 out of 10, Exceptional, (2)
"We found the hut to be exactly as the description and thephotos appeared. Fresh linens, great views, cozy, andsuprise appearance of the constellations after dark.It was amazing with the dark sky!We did not cook or grill, had evening refreshments and coffee in the morning, and did use the mini fridge."
United States
nancy B.
The price is NZ$295
includes taxes & fees
11 Dec - 12 Dec
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Feel the real VT! Fall foliage, hikes, foodie’s delight!

2.0 star property
Proctor
10.0 out of 10, Exceptional, (1)
"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 NZ$1,167
includes taxes & fees
24 Nov - 25 Nov
Feel the real VT! Fall foliage, hikes, foodie’s delight!

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

Hancock
10.0 out of 10, Exceptional, (1)
"This place was great, and perfect for our night’s stay. The hot tub was clean and in excellent condition and we loved having that amenity! The owner was easy to get in touch with and replied to my questions very quickly. We’d love to visit again!"
United States
Stephanie F.
The price is NZ$704
includes taxes & fees
24 Nov - 25 Nov
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Make memories at this unique and family-friendly Vermont cabin!

Fair Haven
10.0 out of 10, Exceptional, (10)
"Brand new build equipped with “new house smell” Super clean and tastefully decorated. Our only regret was that our itinerary didn’t allow us to stay longer to enjoy sitting on the porch with a cup of coffee. "
United States
Suzanne H.
The price is NZ$518
includes taxes & fees
14 Nov - 15 Nov
Make memories at this unique and family-friendly Vermont cabin!

Robert Frost Mountain Cabins

3.5 star property
Ripton
10.0 out of 10, Exceptional, (40)
"My family loved the cabins. The facility had everything week needed and then some. Can't wait to go back"
United States
Dawn
The price is NZ$500
includes taxes & fees
24 Nov - 25 Nov
Robert Frost Mountain Cabins

Adorable cabin with screened porch and private fire pit

Ripton
10.0 out of 10, Exceptional, (4)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is NZ$612
includes taxes & fees
24 Nov - 25 Nov
Adorable cabin with screened porch and private fire pit

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

Rutland
10.0 out of 10, Exceptional, (1)
The price is NZ$764
includes taxes & fees
19 Nov - 20 Nov
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Ripton
10.0 out of 10, Exceptional, (17)
"This is a must stay!! If you enjoy rest and relaxation, gracious and hospitable hosts, being present in nature and breathtaking views, this is your place! Couldn’t have been more thankful for a few days away in Vermont before heading back to Texas."
United States
Marie H.
The price is NZ$612
includes taxes & fees
18 Nov - 19 Nov
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Ripton
10.0 out of 10, Exceptional, (3)
"Clean. Firepit and stores. Clean rooms. Pet friendly. Open views. Easy communications."
United States
Bill J.
The price is NZ$344
includes taxes & fees
16 Nov - 17 Nov
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

2.0 star property
Castleton
10.0 out of 10, Exceptional, (2)
"Very clean and comfortable home. "
United States
Traci A.
The price is NZ$1,215
includes taxes & fees
14 Nov - 15 Nov
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
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

Find out more about Orwell

Everything you need to know about Orwell holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orwell holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orwell holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Orwell holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orwell. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orwell holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orwell holiday rentals we have selected for you start as low as NZ$317 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orwell rentals

At Expedia, we put the best Orwell holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orwell rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orwell holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orwell. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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

Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.: This holiday home rental outside of Orwell is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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 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.