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Compare 132 Vacation Homes in Orleans with updated reviews, rates, and availability.

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, (38)
"This location is great— if you’re staying for a hockey tourney I don’t think you can get closer to the rink. A little homier than the resort-owned units (we’ve stayed at Golf & Mountain and this is better)— this setup was great for our two boys, hubby and I, as well as my dad. Plenty of space to hang out or retreat if we wanted. As others noted, the kitchen is well-appointed for a rental. The unit is spacious— kids’ room much larger than it appears in the photo. There were ample supplies,...
Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park
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, (204)
"We were amazed by the beauty of the area and the house was perfect. Highly recommend it. My son who lives in New England wants to go back with friends for a skiing trip. "
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont
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, (32)
"We were there for a week for our daughter’s wedding at Crofters green. Danielle attention to detail was the best we have very experienced at a rental. It was great not having to worry about our accommodations."
Beautiful Mountain Cabin near Jay Peak Resort!
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, (147)
"We loved everything about this place! The view was amazing! The host was very nice and communicated with us about things to see during our trip, including the northern lights! It was a relaxing, beautiful visit with hopefully many more to come!"
Waterfront Home At The End Of An Out Of The Way Dead End Street
Wonderful VT Get Away, Great Family Fun, with WiFi.
sunset at night after a rain

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

10.0 out of 10, Exceptional, (103)
"We rode a couple different sections of the rail trail and had the house as a place to land at the end of the day. Clean, beds are comfortable and just about any amenity you could ask for. Beautiful spot!"
Wonderful VT Get Away, Great Family Fun, with WiFi.
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
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

8.6 out of 10, Excellent, (9)
"I booked this property for a fall trip during peak leaf season. The check in process was very simple. I did have a question at one point and the response I received from tracy was immediate. It was expected for us and there was plenty of room for all 5 of us!"
Cozy house 30 min to Stowe, 30 min to Smugglers Notch, 30 min to Jay Peak
Cozy Island Pond Lodge with breathtaking views you don’t want to miss!!!
Miscellaneous

Cozy Island Pond Lodge with breathtaking views you don’t want to miss!!!

9.6 out of 10, Exceptional, (8)
"Amazing views! Easy access to pond and beach. Nice cabin style!"
The price is SAR 1,127
SAR 1,909 total
includes taxes & fees
31 Dec - 1 January 2025
Cozy Island Pond Lodge with breathtaking views you don’t want to miss!!!
Adventurer's Home by Kingdom Trails and Burke Mtn

Adventurer's Home by Kingdom Trails and Burke Mtn

10.0 out of 10, Exceptional, (8)
"The home was close to center of town, everything within walking distance. Good size home, clean, warm with nice beds. The owner was responsive "
Adventurer's Home by Kingdom Trails and Burke Mtn
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7
Outdoor dining

AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

10.0 out of 10, Exceptional, (19)
"The home is located in a very quiet area with a beautiful view of the lake. Very clean and communication was excellent. "
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, (29)
"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 SAR 792
SAR 1,434 total
includes taxes & fees
14 Jan - 15 January 2025
Jay Peak 3 miles - ski home via Big Jay!
Come stay at the Kirby Hideaway!
Exterior

Come stay at the Kirby Hideaway!

10.0 out of 10, Exceptional, (82)
"We had a fabulous weekend here to celebrate a family birthday. The place was comfortable, spacious and clean, the views are better than the pictures, and it was the perfect spot for our family including two toddlers, a baby, and a couple of dogs! I'd love to come back one day. Todd was a wonderful and gracious communicator when I reached out to him directly, and he responded immediately for a question I had after our stay had ended. For future visitors, I would recommend checking in with him if...
Come stay at the Kirby Hideaway!
Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!
Interior

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

10.0 out of 10, Exceptional, (61)
"We really enjoyed our time at the house. We were two familles of three with a dog and everybody was comfortable. The house is spacious, cozy, clean and has a big garden for kids(and dogs) to run about. It is well equipped. We also appreciated the jacuzzi after our days on the slopes and the discount tickets Asia had kindly left for us to use at the resort (ski and Pumphouse). We recommend for a group of 6 to 8 people."
Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly
Exterior

1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

10.0 out of 10, Exceptional, (63)
"We had a wonderful stay here! The propery is well maintained and spacious. We loved walking to the brook in the morning (the mist above the water with the reflection of the foliage was beautiful)- and there were many trails to investigate! The bedroom was cozy and the den was comfortable. Our dog Harlie loved the house- and the back yard- and the walks. Thanks for a great stay!"
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly
Jay River Front Three Bedroom. 2 miles to Jay Peak
Exterior

Jay River Front Three Bedroom. 2 miles to Jay Peak

9.8 out of 10, Exceptional, (7)
"Great place to stay for a Jay Peak visit. It's 5 minutes from the mountain. It's clean with plenty of space and sleeping arrangements, and Jesse is super nice and quick and efficient with communication. Highly recommend."
Jay River Front Three Bedroom. 2 miles to Jay Peak
Lakeside large home in Newport
Exterior

Lakeside large home in Newport

10.0 out of 10, Exceptional, (41)
"It was a beautiful place very relaxing "
Lakeside large home in Newport
Ski In Ski Out in style on Village Chair
Private entrance with ski locker

Ski In Ski Out in style on Village Chair

10.0 out of 10, Exceptional, (5)
"Bright clean condo 30ft from the slope"
Ski In Ski Out in style on Village Chair
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
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
Burke Mtn Views and Kingdom Trail Access at this pet-friendly home!
Exterior

Burke Mtn Views and Kingdom Trail Access at this pet-friendly home!

10.0 out of 10, Exceptional, (13)
"Clean and comfortable. We stayed for 4 nights. Our dog loved the very large, fenced in, backyard. We didn't use the deck or the firepit, but both looked nice. Inside the house was clean and had comfortable furniture. The kitchen was well stocked. Large TVs in the living room, master bedroom and 1 other bedroom. "
Burke Mtn Views and Kingdom Trail Access at this pet-friendly home!
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

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
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
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, (94)
"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.