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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 129 Vacation Homes in Orleans with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (149)
"Phenomenal place with amazing views of the lake. Very comfortable beds that served as base camp for a weekend at Jay Peak. "
Waterfront Home At The End Of An Out Of The Way Dead End Street
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont
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Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

10.0 out of 10, Exceptional, (209)
"My best friend and I stayed here for a weekend and enjoyed the beauty of the frozen lake, the warmth of the house and the very well stocked kitchen! We did some cooking and found that the dishes and cooking tools/pots/pans, etc were perfect. Very quick responses from the host, everything was as described and expected. We were very impressed with the cleanliness of the home! My best. friend has asthma and allergies and she had no reactions at all in the house, which is quite impressive! Would...
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont
Beautiful lakefront home, 20 acre private lot. Close to Stowe and Jay Peak

Beautiful lakefront home, 20 acre private lot. Close to Stowe and Jay Peak

10.0 out of 10, Exceptional, (114)
"The house is sprawling, plenty of first floor room, and a top level apartment was great for a family’s needing their own space. The rooms were comfortable and each had a lake view. The kitchen pantry was well stocked with little extras, and there was plenty of fridge storage with two refrigerators. The lake is set behind the house with a huge yard that accommodates many games. The dock and swimming area were tidy, and they had plenty of water boats (boards,kayaks,canoes) and life preservers....
Beautiful lakefront home, 20 acre private lot. Close to Stowe and Jay Peak
Gorgeous, secluded home with private deck & WiFi

Gorgeous, secluded home with private deck & WiFi

9.2 out of 10, Wonderful, (30)
"Wonderful property in a great area. Highly reccomend"
Gorgeous, secluded home with private deck & WiFi
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort
Living area

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

10.0 out of 10, Exceptional, (5)
"The house is brand new, set up well and very clean and has all amenities that you need for a week stay. It is less than 5 mins to the mountain and a 5 min drive to the small Jay Village. We will definitely return."
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort
Inviting riverfront home with patio & fireplace, near skiing & golf

Inviting riverfront home with patio & fireplace, near skiing & golf

9.6 out of 10, Exceptional, (39)
"Excellent property for a family getaway. It is right by the river which makes it unique. Big enough to accommodate a bigger family or multi-family vacation. The cottage is within walking distance to the local grocery store and several eateries. Also perfectly distanced to other VT spots like Stowe or Burlington...which was about 1 hour driving to each.. Kids loved a day at the Pumphouse Waterpark which was 15 mins away. Overall, perfect location, amenities and environment to take in Vermont's...
Inviting riverfront home with patio & fireplace, near skiing & golf
Cozy house 30 min to Stowe, 30 min to Smugglers Notch, 30 min to Jay Peak
Exterior

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

9.0 out of 10, Wonderful, (12)
"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
Lakehouse, waterfront, dock, kayaks, wifi, grill, outdoor dining, ping-pong, w/d

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"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
Serene dog-friendly nature retreat with large deck - near skiing, hiking & golf

Serene dog-friendly nature retreat with large deck - near skiing, hiking & golf

8.0 out of 10, Very Good, (1)
"There was a problem with the heat being very warm on the first level but not on the upper level. Better too hot than too cold."
Serene dog-friendly nature retreat with large deck - near skiing, hiking & golf
Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park
Family room

Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park

10.0 out of 10, Exceptional, (42)
"We had a lovely stay. The condo was super clean and the host was kind enough to let us know the condo was ready one hour early for check-in. Would absolutely book here again!"
Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park
Beautiful Mountain Cabin near Jay Peak Resort!
2 bedroom, 2.5 bath home with extra sleeping areas throughout the home.

Beautiful Mountain Cabin near Jay Peak Resort!

10.0 out of 10, Exceptional, (35)
"The house is awesome, ten minutes to Jay and lives much bigger than a two bedroom. Really cool place that has 2 masters, a huge kitchen and 3 living rooms on different floors so it was great for our big group! Quiet, easy to get in and out of and close to pretty much everything in the area including some great restaurants. Thanks again for the hospitality! Cheers, Jesse D"
Beautiful Mountain Cabin near Jay Peak Resort!
Beautiful Private Mountain Home 5 Bedroom
Exterior

Beautiful Private Mountain Home 5 Bedroom

10.0 out of 10, Exceptional, (69)
"Super easy check in, check out. Had a great long weekend mtn biking"
Beautiful Private Mountain Home 5 Bedroom
Cozy 1 1/2 bedwaterfront townhome in charming Newport with WiFi , fire pit
Interior

Cozy 1 1/2 bedwaterfront townhome in charming Newport with WiFi , fire pit

9.0 out of 10, Wonderful, (2)
"Close to Jay Peak & restaurants on Newport’s Main St but laid out awkwardly. Bathroom is huge but living room is cramped. I was a little worried that we would be cold since it didn’t look well insulated, but the heat was good & strong & it didn’t take long to warm up. Owner likes fish & angels, which dominate the decor. "
Cozy 1 1/2 bedwaterfront townhome in charming Newport with WiFi , fire pit
Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi

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

7.6 out of 10, Good, (18)
"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
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7
Outdoor dining

AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

10.0 out of 10, Exceptional, (20)
"This was a return visit for me and the experience delivered again! The home is a fantastic lake property with great water access and the living room with the fireplace and waterview is amazing. We will certainly be coming back again."
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7
Jay Peak 3 miles - ski home via Big Jay!
The guest house from the woods 9-16-2021

Jay Peak 3 miles - ski home via Big Jay!

9.2 out of 10, Wonderful, (30)
"The guest house was perfect for my family and 2 dogs. Some kitchen supplies may need to be upgraded. Danny was great and quick in responding with a few issues we had. The property is seriously 3 minutes away. Will stay again"
The price is AED 1,212
AED 1,964 total
includes taxes & fees
10 Mar - 11 Mar
Jay Peak 3 miles - ski home via Big Jay!
A Piece of Paradise in the Northeast Kingdom
Living area

A Piece of Paradise in the Northeast Kingdom

8.4 out of 10, Very Good, (9)
"Worked well for our family of 4. Attentive host. Quick drive to Jay Peak."
A Piece of Paradise in the Northeast Kingdom
Ski-in/ski-out townhome with great views & deluxe resort amenities

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

9.6 out of 10, Exceptional, (74)
"This unity was extremely clean and comfortable. We were there for my sons hockey tournament at Jay Peak and we received nearly a foot of snow during our visit. I contacted the property owner because my arm is broken and they promptly sent out a nice man to help shovel us out. There is also a shuttle that picks you up right outside and will take you around the area so we didn't have to drive in the snowy conditions. You can also walk right out onto the mountain and ski down to the ski lifts....
Ski-in/ski-out townhome with great views & deluxe resort amenities
Adventurer's Home by Kingdom Trails and Burke Mtn

Adventurer's Home by Kingdom Trails and Burke Mtn

10.0 out of 10, Exceptional, (9)
"The place is right in town within eyeshot of the trailhead, and a stone’s throw from the Tiki Bar (a landmark for cyclists). Interior is excellent, fully updated and great for a group (6 beds, large kitchen, big dining table and comfortable living room). Has a lockable bike shed too. We stayed for three days (rode for 2 and skied for 1). Had an amazing time, will be back!"
Adventurer's Home by Kingdom Trails and Burke Mtn
Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!
FabSkiHouse @Jay Peak, VT! Slopeside on Raccoon Run!

Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!

10.0 out of 10, Exceptional, (72)
"Great communication"
Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!
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
Bring your boat. Plenty of dock space just for you.

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

10.0 out of 10, Exceptional, (11)
"Rented the place in mid-oct for a second-marriage honeymoon. The place was easy to find and was set up perfectly for a two person cozy stay. House faces the sunset and has a deck and sitting porch. Brought my little boat and the boating access is across the street. We had zero issues. We would definitely come back!! Definitely worth it. 👌 "
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
Lakeside Isbell Cottage and Isbellita Guest Cottage
Exterior

Lakeside Isbell Cottage and Isbellita Guest Cottage

9.8 out of 10, Exceptional, (25)
"Fantastic location. Hose had everything we needed for our family visiting for a family wedding. We enjoyed hanging out on the porch, swimming and relaxing at the dock and gathering together for dinner. Thanks for a lovely stay. Stunning fall foliage too!"
Lakeside Isbell Cottage and Isbellita Guest Cottage
Beautifully Renovated Classic Vermont Lake View Cottage
Sunset at Willoughby South Beach, looking through the Gap toward North Beach.

Beautifully Renovated Classic Vermont Lake View Cottage

9.6 out of 10, Exceptional, (95)
"We had a really nice stay. Tim was very kind and inviting, made sure check in was a breeze, and was helpful with recommendations. The kitchen had everything we needed. The location is great, as is the view. Bed was comfortable but is also on wheels which was a problem for our dog going under the bed. We also discovered a lot of dust bunnies under the bed and arm chair as a result. Lastly, you should know that the water is sulfurous. It didn't bother us but it's worth knowing. We would...
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.