Orleans Vacation Rentals

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Vacation Rentals in Orleans

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

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

Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

9.6 out of 10, Exceptional, (37)
"We loved the cabin and location. Willoughby lake right across the street. I will go back next year."
Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

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 Direct Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"The cottage has everything you need to have a great stay on the most beautiful lake in Vermont in my opinion. We’ll definitely be back for a repeat stay. "
Lake Willoughby Direct Waterfront

Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front

9.6 out of 10, Exceptional, (87)
"Place was great! Eric was an awesome host. Super clean and simple. Easy trail access for snowmobiling. Conditions were awesome. "
Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front

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

10.0 out of 10, Exceptional, (216)
"Nice peaceful spot on the lake!"
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

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

Ski-in Resort Family Condo w/ Deck at Jay Peak!

3.0 star property
Ski-in Resort Family Condo w/ Deck at Jay Peak!

Mountain View Cottage-Northeast Kingdom of Vermont- Close to Lake Willoughby

10.0 out of 10, Exceptional, (3)
"The views of the mountains are as beautiful as they appear in the photos on the website! The "Copper Moose", as the cabin is called, is a gem. Located on a ridge off of the backroad from Lake Willoughby to Barton, the cabin has all of the amenities you need for a summer or winter vacation in NEK (Vermont's Northeast Kingdom). The wonderful front room combines kitchen, dining room, and living room with 180 degree windows that offer views of fields and forests and mountains, with an ample deck...
Mountain View Cottage-Northeast Kingdom of Vermont- Close to Lake Willoughby

Jay Peak VT 5BR Chalet

2.0 star property
10.0 out of 10, Exceptional, (6)
"Rich was an excellent host. He's very responsive and made check in easy. PepperProperty is in a great location with easy access to mountain. House is comfortable, warm, quiet and spacious. Everything is as advertised and we had everything we needed for a lovely visit! Would definitely come again "
Jay Peak VT 5BR Chalet

Inviting ski-in/ski-out condo - free WiFi, gas fireplace & free ski shuttle

9.4 out of 10, Exceptional, (53)
"Excellent condo with very clean carpets and comfortable beds. Would rent again! Thanks! "
Inviting ski-in/ski-out condo - free WiFi, gas fireplace & free ski shuttle

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

Ski in/ Ski out at Jay Peak- 10 feet from Grammy Jay Run

9.8 out of 10, Exceptional, (31)
"Comfortable condo with a great view of the slopes, easy access and parking. "
Ski in/ Ski out at Jay Peak- 10 feet from Grammy Jay Run

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

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

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

Jay Peak 3mi - ski home via Big Jay!

9.8 out of 10, Exceptional, (31)
"The property was as advertised. The fire in the living room was the perfect spot to play cards and relax after a long day!"
The price is ¥14,382
¥36,203 total
includes taxes & fees
May 13 - May 14
Jay Peak 3mi - ski home via Big Jay!

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

Beautiful 3 bdrm Jay Peak ski-in/ski-out condo!

9.8 out of 10, Exceptional, (8)
"girls trip! 4 mom/daughter pairs staying for a hockey tournament. So nice to have a place to rest between games. Close to everything, quiet and plenty of room. Would definitely recommend this place. "
The price is ¥18,341
¥49,842 total
includes taxes & fees
May 18 - May 19
Beautiful 3 bdrm Jay Peak ski-in/ski-out condo!

Ski in Ski out - fantastic location on Raccoon Run

10.0 out of 10, Exceptional, (28)
"Awesome spot for three families. You couldn't say anything better.... Right next to the grammy jay"
Ski in Ski out - fantastic location on Raccoon Run
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 types of properties in Orleans you may be interested in

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

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

Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

9.6 out of 10, Exceptional, (37)
"We loved the cabin and location. Willoughby lake right across the street. I will go back next year."
Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby
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.

Frequently asked questions

Can I find a vacation rental in Orleans?

Yes, there are vacation rentals in Orleans near Quechee Gorge Mini Golf, or you can go with a more secluded option if you're looking for extra privacy while you relax. Visitors to Orleans speak positively about the lakeside and restaurants in this destination. Make sure you have time to check out the mountain views and coffeehouses during your trip.

What are some of the best vacation home rentals in Orleans?

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont: You might want to consider this vacation home rental near Orleans, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Orleans?

Choose from 4 Expedia vacation rentals in Orleans for a memorable vacation.

What can I see and do in Orleans?

Family-friendly attractions include Quechee Gorge Mini Golf and Fairbanks Museum of Natural Science, whereas Lake Willoughby and Mount Pisgah are a couple of great spots to enjoy the outdoors. Bald Hill Pond and North Beach are other places to visit while you're in town.

What are vacation rentals like in Orleans?

Vacation rentals are private accommodations you can reserve for a couple days or more in Orleans. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip.