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Compare 47 Cottages in Orleans with updated reviews, rates, and availability.

Sweet Escape Cottage on River
Exterior

Sweet Escape Cottage on River

9.4 out of 10, Exceptional, (10)
"We stayed in the cottage during the third weekend of October, yet the foliage was still beautiful. We were located just a few minutes away from Crystal Lake State Park, Lake Willoughby, and wonderful local restaurants like Roberto's Pizza and Barton Baking. The cottage was very clean and had everything we needed, including heating and a nice fireplace. Highly recommend!"
Sweet Escape Cottage on River
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
Ski, Bike and family fun at "The Future" cottage.
Living area

Ski, Bike and family fun at "The Future" cottage.

Ski, Bike and family fun at "The Future" cottage.
May Brook Falls Cottages, Cottage #2
Room

May Brook Falls Cottages, Cottage #2

10.0 out of 10, Exceptional, (9)
"Perfect quaint tiny house cottage with super location next to beach at lake! Fall foliage, waterfall, bubbling brook! Open grassy space, bbqs and fire pit seating! Private and cozy, yet easy trip to downtown! Yes!"
May Brook Falls Cottages, Cottage #2
Cozy & Comfortable Lake Willoughby Cottage with Views
Exterior

Cozy & Comfortable Lake Willoughby Cottage with Views

9.6 out of 10, Exceptional, (7)
"Cottage was perfect! Very comfortable and had all the cooking supplies we needed! Older community for sure so glad we had a low key intention for our weekend. The best part was the private beach that only a few others were using at the same time so it felt like we had it all to ourselves! We would absolutely stay here again!"
Cozy & Comfortable Lake Willoughby Cottage with Views
Waterfront mid-century modern
Exterior

Waterfront mid-century modern

Waterfront mid-century modern
Ski, Golf, Bike, Hiking, snowmobiles and more
Living area

Ski, Golf, Bike, Hiking, snowmobiles and more

8.2 out of 10, Very Good, (15)
"Beautiful cabin!! From the Uk was a treat. Thank you all! Vermont is awesome"
Ski, Golf, Bike, Hiking, snowmobiles and more
Cozy country cottage with loft, charming fireplace & scenic views

Cozy country cottage with loft, charming fireplace & scenic views

2.0 out of 10, (1)
Cozy country cottage with loft, charming fireplace & scenic views
Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front
Teeny Tiny Cottage on Water Front

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

9.6 out of 10, Exceptional, (85)
"Adorable cozy cottage on Lake Eden! Perfect for a relaxing quiet getaway. The cottage is right on the lake as pictured. Eric was very friendly and helpful. We will definitely visit again "
Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front
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
Lakefront Retreat w/ Large Yard & Boat Dock!
Greensboro Vacation Rental | 3BR | 1.5BA | Stairs Required | 1,100 Sq Ft

Lakefront Retreat w/ Large Yard & Boat Dock!

9.6 out of 10, Exceptional, (12)
"I cannot express how picturesque and beautiful this property is, the pictures do not do it justice. The property has everything you need for an excellent escape from your everyday. The bed was so comfy and large and the house was filled with local artists. The location is close to the highways so it’s easy to get to where you need to go!"
Lakefront Retreat w/ Large Yard & Boat Dock!
Cozy Vermont Escape - Patio, Lake & Mountain Views
Living area

Cozy Vermont Escape - Patio, Lake & Mountain Views

3.0 star property
10.0 out of 10, Exceptional, (1)
Cozy Vermont Escape - Patio, Lake & Mountain Views
Mountain View Cottage-Northeast Kingdom of Vermont- Close to Lake Willoughby
Interior

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
3 cottages near lake.
They love the space, with over an acre of land to play on and a brook to play in

3 cottages near lake.

9.6 out of 10, Exceptional, (9)
"These cabins were everything we wanted for a rejuvenating week in Vermont. They had all the basics we needed but also the coziness and simplicity that we were looking for. We absolutely loved going to the lake as well as heading out for hiking, biking, and otherwise enjoying the area. There was also more than enough room on the actual property for us (a group of seven, including kids) to play and relax. The hosts were incredibly nice, helpful, and communicative. It was hard to get back to...
3 cottages near lake.
Historic Schoolhouse Minutes From Jay Peak
Exterior

Historic Schoolhouse Minutes From Jay Peak

10.0 out of 10, Exceptional, (3)
"The home was charming. However i would mention that both bedrooms are upstairs which maybe a little challenging for some .You should also put a time limit on thst tub didn't want to get out."
Historic Schoolhouse Minutes From Jay Peak
Rustic Cabin in Heart of Vermont Farm Country
Exterior

Rustic Cabin in Heart of Vermont Farm Country

10.0 out of 10, Exceptional, (2)
"This is a a comfortable, spacious cabin with everything new inside, and very clean. Comfortable beds; the kitchen has everything, even a dishwasher, and there is a washer/dryer in the bathroom. There is a metal spiral staircase to the upper loft that was fun for the kids (the listing pictures show a steep ladder, which was apparently replaced). The bathroom and the bedroom have fashionable sliding barn doors (though we may have preferred real doors for privacy). The cabin is located near a local...
Rustic Cabin in Heart of Vermont Farm Country
May Brook Falls Cottages, Cottage #1
Bathroom

May Brook Falls Cottages, Cottage #1

10.0 out of 10, Exceptional, (4)
"The cabin was comfortable and we were able to relax."
May Brook Falls Cottages, Cottage #1
May Brook Falls Cottages, Cottage #3
Bathroom

May Brook Falls Cottages, Cottage #3

10.0 out of 10, Exceptional, (2)
"We enjoyed having the Maybrook Cottage as our home base during our annual weeklong visit to Vermont. Our young kids loved the location and the nearby waterfall to explore. The hosts are very easy to communicate with, and have done a wonderful job restoring these vintage cabins. Would definitely return!"
May Brook Falls Cottages, Cottage #3
WATERFRONT COTTAGE in VT's Northeast Kingdom on pristine Echo Lake!
Miscellaneous

WATERFRONT COTTAGE in VT's Northeast Kingdom on pristine Echo Lake!

10.0 out of 10, Exceptional, (1)
"It was wonderful, peaceful and beautiful "
WATERFRONT COTTAGE in VT's Northeast Kingdom on pristine Echo Lake!
Hardwick Family Farmhouse on Vast Snowmobile Trail
Exterior

Hardwick Family Farmhouse on Vast Snowmobile Trail

3.0 star property
10.0 out of 10, Exceptional, (1)
"Exceptional - clean, comfortable, responsive communication, and has all the amenities necessary. Only need grocery!"
Hardwick Family Farmhouse on Vast Snowmobile Trail
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
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
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
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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