Holiday rentals with outdoor seating in Orleans County

Scenic cottage Echo Lake, Charleston, Vermont!

This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

The House of the Setting Sun, Private Apartment

The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Lord’s Creek Private Haven

Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

Ski Getaway: Lakefront Loft Near Jay Peak

Amazing 2-bedroom lakefront loft, located directly on the American side of beautiful International Lake Memphrémagog. From swimming to the gorgeous fall colours hikes, skiing and ice-fishing, the loft is a great, quiet spot to relax or enjoy outdoor activities all year round. Located 10-min from Newport, VT with a variety of restaurants and 30-min from Jay Peak (USA) & Owl's Head (Canada) where you can golf, ski and hike! Only a 2-hour drive from Montreal and 3.5 hour drive from Boston!

Davignon Farm, Northeast Kingdom, Brownington, VT

Located between Burke Mountain and Jay Peak three miles from Lake Willoughby provides activities year round. The light and views from this quintessential Vermont farmhouse will amaze you! The property extends into the woods beyond the fields and 263 acres await your exploration. Open kitchen, new bathrooms, den and living room provide spacious comfort in this rural setting. The perfect couples getaway with a great location to take advantage of all the Northeast Kingdom has to offer!

Alder Brook Cottage: A Tiny House in the Woods

From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Northwoods Guest Cabin

Welcome to this beautifully crafted post & beam guest house in East Craftsbury. Lovely forest views, a running stream out back. Although 1 small dog is generally fine, please read further about the pet policy. Check in 3pm. Check out 11am and please park in designated spot. Experience all that Craftsbury and the Northeast Kingdom has to offer: Museum of Everyday Life, Bread & Puppet Museam, Craftsbury Outdoor Center, Highland Center of the Arts, hikes, cross-country skiing!

Sugar Hill

Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

Jay Peak Retreat

The Jay Peak Retreat – Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, and 3.5 from Boston.

Rustic Retreat on COC Trails/Near Hill Farmstead

This simple home is the place to go to turn off your phone, breathe, and unwind. Located down a dirt road and on our town's world class cross country ski trail system, it's a 5 min drive to the Craftsbury Outdoor Center and 15 m to Hill Farmstead/Jasper Hill Farm. Close to many places to hike, kayak, downhill ski, and more, the Airbnb is also near many local artists, breweries, and restaurants (Blackbird! Hill Farmstead!).

On top of the Kingdom

A private in-law apartment in this lovely country farm-house sitting high above Sheffield, VT. At the center of Vermont's Northeast Kingdom, you are conveniently located just a short drive from all of the Kingdom's attractions and amenities. Quiet and private, the site offers a peaceful retreat from a busy lifestyle, yet close access to all of Vermont's recreational activities be they athletic, artistic, or passive.