Chalets in Orange County

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Top Cities in Orange County

BARRE, VERMONT, USA - FEBRUARY, 21, 2020: Winter time city view
ChaletsChalets

Barre

Barre
A1R9CC Floating Bridge at Sunset Lake in Brookfield Vermont USA
ChaletsChalets

Brookfield

Brookfield

Our top choices for Orange County chalets

Exterior

Beautiful Lakeside Chalet in the White Mountains. Newly Built - 2023

Beautiful Lakeside Chalet in the White Mountains. Newly Built - 2023
Haverhill
10.0 out of 10, Exceptional, (67 reviews)
"Perfect fall getaway!"
United States
Pamela K.
Beautiful Lakeside Chalet in the White Mountains. Newly Built - 2023
Exterior

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is AED 746
AED 1,502 total
includes taxes & fees
16 May - 17 May
Dreamy Artist Chalet in Secluded Historic Village
Exterior detail

Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (43 reviews)
"Magnificent Any Time of the Year was the perfect place for our family to stay and ski. The home is warm and cozy, well-equipped for cooking, and beautifully furnished. We especially loved that our lab was welcome—and he absolutely loved the heated floors!"
United States
Carol S.
The price is AED 551
AED 1,395 total
includes taxes & fees
11 Jun - 12 Jun
Magnificent any time of year
Exterior

UP NORTH - Charming Chalet

UP NORTH - Charming Chalet
Haverhill
9.8 out of 10, Exceptional, (29 reviews)
"Up North was such a wonderful stay. It was clean quiet, and a welcome sight and the end of a drive through a snow storm. Which gave us the perfect weekend away!"
United States
Lindsey B.
UP NORTH - Charming Chalet
Exterior

Modern guesthouse in Mad River Valley Fernstone

Modern guesthouse in Mad River Valley Fernstone
East Warren
10.0 out of 10, Exceptional, (5 reviews)
"Fernstone is the best! Quiet, peaceful and beautiful- inside and out. The view is wonderful with beautiful landscaping. Accommodations are all you could want and more. We had a fabulous time! "
United States
Karen E.
Modern guesthouse in Mad River Valley Fernstone
Exterior

Brand new construction - Spacious Mountain Chalet in Sugar Hill, NH. Sleeps 18.

Brand new construction - Spacious Mountain Chalet in Sugar Hill, NH. Sleeps 18.
Sugar Hill
10.0 out of 10, Exceptional, (11 reviews)
"Lots of room for a big group."
United States
Constance C.
Brand new construction - Spacious Mountain Chalet in Sugar Hill, NH. Sleeps 18.
Outdoor dining

Danielsons Chalet-oasis perfect for reading, relaxing, and time with loved ones

Danielsons Chalet-oasis perfect for reading, relaxing, and time with loved ones
Marshfield
9.4 out of 10, Exceptional, (3 reviews)
"A little far from the major ski resorts but home was clean and well laid out. Great communication from host. "
United States
Andrew C.
Danielsons Chalet-oasis perfect for reading, relaxing, and time with loved ones
Terrace/patio

A-Frame Resto-Mod: Built in '73, Restored in '23

A-Frame Resto-Mod: Built in '73, Restored in '23
Waitsfield
10.0 out of 10, Exceptional, (7 reviews)
"Great stay. Just as described. Great communications with property owner. Would definitely book again!"
United States
Patricia S.
A-Frame Resto-Mod: Built in '73, Restored in '23
Outdoor spa tub

BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf

BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf
Killington
10.0 out of 10, Exceptional, (9 reviews)
"Great quite location near restaurants and 5 mins from the slopes. The kids loved the little arcade area and the hot tub was great for after skiing. Furniture was a little outdated but met our needs for a fun family vacation"
United States
Uyen B.
The price is AED 850
AED 2,023 total
includes taxes & fees
17 May - 18 May
BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf
Exterior

Killington Chalet - Great Space and Location!

Killington Chalet - Great Space and Location!
Killington
9.6 out of 10, Exceptional, (20 reviews)
"The house was beyond perfect for our two families! It far exceeds the size shown in photos. Very clean and well stocked with kitchen essentials. Perfect location. We loved our stay here. "
United States
Rebecca C.
Killington Chalet - Great Space and Location!
Outdoor dining

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very Good, (13 reviews)
"Great layout for our family of five!"
United States
Jennifer P.
The price is AED 625
AED 1,756 total
includes taxes & fees
24 May - 25 May
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
Outdoor spa tub

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Killington
8.8 out of 10, Excellent, (3 reviews)
"The host was pleasant, communicative and reliable."
United States
Rhys D.
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Exterior

Handcrafted Log Home Near Sugarbush & Mad River Glen • Walk to Blueberry Lake

Handcrafted Log Home Near Sugarbush & Mad River Glen • Walk to Blueberry Lake
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
United States
Greg E.
The price is AED 1,194
AED 2,337 total
includes taxes & fees
21 May - 22 May
Handcrafted Log Home Near Sugarbush & Mad River Glen • Walk to Blueberry Lake
Property grounds

Inviting 2-bedroom chalet with views in Warren - Perfect for a cozy getaway

Inviting 2-bedroom chalet with views in Warren - Perfect for a cozy getaway
Warren
9.6 out of 10, Exceptional, (7 reviews)
"Great place and so close to the mountain!!Excellent host!"
United States
Tony K.
Inviting 2-bedroom chalet with views in Warren - Perfect for a cozy getaway
Property grounds

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great property - excellent hosts. Close to mountain and restaurants"
United States
Eric D.
The price is AED 1,392
AED 3,316 total
includes taxes & fees
18 May - 19 May
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
Exterior

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Stockbridge
9.6 out of 10, Exceptional, (53 reviews)
"Private, great location, clean, comfortable, warm host"
United States
Marge S.
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Exterior

Cozy 4-bedroom chalet with WiFi, AC, fireplace in adventurous Mad River Valley

Cozy 4-bedroom chalet with WiFi, AC, fireplace in adventurous Mad River Valley
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"The location of the house was perfect. It is centrally located. Katrina and Lizzie were easy to contact. They responded quickly to any inquiries. The house was very clean and spacious. The wood-burning stove was nice; however, we really looked forward to a traditional fireplace. We do feel that was misrepresented on VRBO. We appreciated the welcome package of local beer, cheese and syrup. We felt very comfortable and truly enjoyed our time spent there."
United States
Michael g.
Cozy 4-bedroom chalet with WiFi, AC, fireplace in adventurous Mad River Valley
Exterior

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
West Woodstock
10.0 out of 10, Exceptional, (73 reviews)
"Wonderful spot -- loved using the sauna! Owners extraordinarily responsive on any question and issue. If you are looking for a quiet, expansive and uniquely comfortable space in this part of the world, this is the one!"
United States
Brian R.
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Exterior

Warren VT Chalet for Ski, Summer + Fall Fun, WIFI

Warren VT Chalet for Ski, Summer + Fall Fun, WIFI
East Warren
10.0 out of 10, Exceptional, (11 reviews)
"excellent house- very close to sugarbush "
United States
Jessie M.
Warren VT Chalet for Ski, Summer + Fall Fun, WIFI
Exterior

First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Stayed for 2 nights with my family. Great house with plenty of room and nearby to mountain. Would rent again. "
United States
Maureen M.
First Chair Chalet, pet friendly beautiful 4 bedroom with hot tub, minutes from slopes and access for Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
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 Orange County Hotel Reviews

Hotel Coolidge

Hotel Coolidge

8/10 Good
"We could have used a microwave in the room m I don't know if there was one in the lobby."
marla 1-night trip
Posted 19 hours ago
Hotel Coolidge