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Compare 153 Vacation Homes in Orleans with updated reviews, rates, and availability.

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

10.0 out of 10, Exceptional, (217)
"Wonderful property in a beautiful location. "
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn

9.4 out of 10, Exceptional, (25)
"Quiet and cozy place to stay . Location was great . Lots of cute places to eat nearby. Owner was quick to respond with any questions "
Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn

Lux 5BR/4BA V125 Ski I/O, 18-hole Championship Golf, Water Park, pet friendly

9.8 out of 10, Exceptional, (10)
"Nice and clean"
Lux 5BR/4BA V125 Ski I/O, 18-hole Championship Golf, Water Park, pet friendly

Cozy house 30 min to Stowe, 30 min to Smugglers Notch, 30 min to Jay Peak

8.8 out of 10, Excellent, (15)
"Great value, with everything we needed for a weekend ski trip. My friends and I enjoyed our stay!"
Cozy house 30 min to Stowe, 30 min to Smugglers Notch, 30 min to Jay Peak

Fish, Hike & Ski: Spacious Family Escape in Eden

10.0 out of 10, Exceptional, (1)
"So welcoming and clean and comfortable"
Fish, Hike & Ski: Spacious Family Escape in Eden

Lakehouse, waterfront, dock, kayaks, wifi, grill, outdoor dining, ping-pong, w/d

2.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect a weekend ski get away with 3 kids…beautiful views on the lake. A bit remote..but a nice 40 minute ride to Jay Peak. "
Lakehouse, waterfront, dock, kayaks, wifi, grill, outdoor dining, ping-pong, w/d

Wonderful VT Get Away, Great Family Fun, with WiFi.

10.0 out of 10, Exceptional, (106)
"The service and place was amazing! It was perfect for our Team, and the host went above and beyond!"
Wonderful VT Get Away, Great Family Fun, with WiFi.

Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi

7.6 out of 10, Good, (19)
"We stayed here around Christmas time. We were skiing nearby. Location was great. With the snow the cabin was great for views. There were some issues with the internet/tv working for the first few days- but was addressed. There was a little issue with the shower downstairs leaking- we sent a video the first day but little could be done. Little issues "
Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi

Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort

10.0 out of 10, Exceptional, (8)
"Amazing house close to Jay. The host was very respectful and pleasant to talk with. 10/10 experience."
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort

Perfect Location. Ski in Ski out on Village Chair

9.8 out of 10, Exceptional, (12)
"The property was great. Suzy was very communicative. Really enjoyed our weekend away with two other families."
Perfect Location. Ski in Ski out on Village Chair

Rustic Vermont Barn Home Near Jay Peak w/Pizza Oven

10.0 out of 10, Exceptional, (67)
"There were 3 adults and 3 kids - 10 &12. Excellent stay."
Rustic Vermont Barn Home Near Jay Peak w/Pizza Oven

Charming Farmhouse: Walk to Village + Trails!

10.0 out of 10, Exceptional, (5)
"Great location"
Charming Farmhouse: Walk to Village + Trails!

Adventurebrook, bike, ski & hike out your front door!

10.0 out of 10, Exceptional, (23)
"This property is amazing is the location is prime. We were at the mountain for a week and it couldn't have been better. Would highly recommend!"
Adventurebrook, bike, ski & hike out your front door!

Charming 2nd floor lakeside townhome in brilliant Newport with WiFi. New listing

8.0 out of 10, Very Good, (2)
"This was exactly what we were looking for—space for adults and 3 kids and not too far from Jay for skiing. The beds were excellent, some of the best I’ve found. "
Charming 2nd floor lakeside townhome in brilliant Newport with WiFi. New listing

Waterfront Home At The End Of An Out Of The Way Dead End Street

9.8 out of 10, Exceptional, (151)
"We had a fantastic time staying in this gorgeous home on the lake with excellent communication from the owners. We will definitely be back! THANK YOU!! "
Waterfront Home At The End Of An Out Of The Way Dead End Street

Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!

10.0 out of 10, Exceptional, (64)
"The property was clean, well appointed and close to Jay Peak. Perfect for a long weekend family getaway."
Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!

Lakefront adventure home with kayaks, dock, & wood fireplace, - dog-friendly

9.0 out of 10, Wonderful, (2)
"We had an amazing stay at this beautiful lake house! The peaceful setting, surrounded by woods, made it the perfect place to relax and unwind. Sitting by the cozy fireplace in the evenings, while enjoying the stunning lake views, was an absolute highlight. The house was clean, well-equipped, and had everything we needed for a comfortable stay. We loved the combination of nature, comfort, and tranquility – a perfect getaway! We’ll definitely be back!"
Lakefront adventure home with kayaks, dock, & wood fireplace, - dog-friendly

Ski-in/ski-out townhome with great views & deluxe resort amenities

9.8 out of 10, Exceptional, (78)
"The townhouse is a nice option at Jay Peak to have a comfortable place to relax"
Ski-in/ski-out townhome with great views & deluxe resort amenities

Pet-Friendly Home w/ Deck: 4 Mi to Jay Peak Resort

10.0 out of 10, Exceptional, (15)
"A wonderful place to relax. Great for kids with the game room and popcorn maker. Close to Jay peak resort! Couldn’t have asked for more! Also the host was wonderful and very communicative! Thank you!"
Pet-Friendly Home w/ Deck: 4 Mi to Jay Peak Resort

Ski-in/ski-out Jay Peak Resort condo near water park, ice skating, & hiking

9.2 out of 10, Wonderful, (61)
"The condo unit was very roomy, comfortable and had a good location. We have been to this area before and we would recommend this property. The property manager, Vacasa was extremely helpful and efficient on all matters. Overall, very happy with everything."
Ski-in/ski-out Jay Peak Resort condo near water park, ice skating, & hiking
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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Other property types in Orleans

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

10.0 out of 10, Exceptional, (11)
"Great location to sit and relax while taking in the view of the lake even if the weather is not as nice as you might like it to be."
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

9.6 out of 10, Exceptional, (37)
"We loved the cabin. It was very comfortable."
Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

Beautifully Renovated Classic Vermont Lake View Cottage

9.6 out of 10, Exceptional, (95)
"We love coming to the cottage every summer. We always have a great time and the hosts ensure we have anything we may need!"
Beautifully Renovated Classic Vermont Lake View Cottage
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.