House holiday rentals in Orleans County

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Top-rated house rentals in Orleans County

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Superhost

Home in Brownington

4.83 out of 5 average rating, 108 reviews

NEK Base Camp and Retreat w/ Sauna

Nestled in a corner of Vermont's Northeast Kingdom, this basecamp with private sauna is the perfect place to relax after a day of activities. After an action packed day, treat yourself to a few cycles in our sauna Adventures are everywhere in the NEK. 100+ miles of mountain biking. Skiing at Jay Peak, Burke Mountain and Lake Willoughby Backcountry. 100s of miles of ATV and Snowmobile trails. You'll find classic Vermont adventures, not to mention Golf, fishing, and hiking you can embark on.

Guest favourite

Home in Eden

4.95 out of 5 average rating, 176 reviews

LakeView Manor

YEAR-ROUND outdoor in-deck HOT TUB! You’ll be ON THE WATER! Perfect for any size group. Spectacular sunsets from the covered porch or private dock. Relax in the OUTDOOR HOT TUB. Enjoy a peaceful lake view and listen to the loons. SKIERS, we are a short drive to three major ski resorts; Stowe, Jay Peak, and Smugglers Notch. Amazing restaurants and pubs are nearby, and a great general store is down the road. Bring your snowmobiles and snow shoes! Trails are everywhere, right outside the doorstep.

Guest favourite

Home in Lowell

4.92 out of 5 average rating, 147 reviews

Orchard House retreat near Jay Peak

Relax and unwind in this newly renovated house with peaceful overlook on apple orchard, woodland and hills. There are over 10 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 mins. to awesome skiing or riding at Jay Peak! Two bedrooms across two floors. Relax in the deep claw-footed tub in the large full bathroom. Fully outfitted kitchen: coffee maker, refrigerator, microwave, gas stove with oven. Grill on deck. Washer & dryer. Wifi for remote working.

Top guest favourite

Home in Burke

4.98 out of 5 average rating, 129 reviews

East Burke Mountain Bike Cabin! 😀

Kingdom Trails is OPEN and Class 1 e-bikes are allowed! Book now, if dates are not available send me a message to verify. Canadians are always welcomed! The Brookside Bike & Ski Cabin is a newly remodeled modern home with fast wi/fi, cell phone coverage, off street parking, lockable bike storage, bike wash station, outdoor shower, and more. Please check the Cabin photos and descriptions for detailed info & tips! Interested in a Long Term Winter rentals for 2026? Message me for details.

Guest favourite

Home in Barton

4.78 out of 5 average rating, 254 reviews

VT Lakeside getaway on beautiful Crystal Lake.

In the heart of the Northeast Kingdom, Lakeview House is located on one of Vermont's cleanest & most beautiful lakes, Crystal Lake! Swim! Boat! Fish! Enjoy a private dock, fire pit, gas grill, pool table & more. 200 feet of private waterfront just across the street. You can hit the water with a stone from the front deck. Use the kayaks & canoe! Nearby golf, hiking, Kingdom Trails, ski areas, snowmobile & snowshoe trails. A short drive to Hill Farmstead Brewery for best beers in the world!

Guest favourite

Home in Irasburg

4.95 out of 5 average rating, 161 reviews

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!

Top guest favourite

Home in Brownington

4.99 out of 5 average rating, 137 reviews

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!

Guest favourite

Home in Craftsbury

4.97 out of 5 average rating, 202 reviews

Ann’s Schoolhouse

Ann’s Schoolhouse is a beautiful Historic Schoolhouse built in 1901 and nestled in the green mountains of Vermont. Complete with the original school bell, chalk board and desks from 1901 you'll take a trip back in time when you visit us! You and your family will love the quiet serenity as you sit by the fire pit and take in the views. This cozy home is perfect for your family vacation or event, couples weekend away or a friends trip. You'll love calling Ann's Schoolhouse home!

Guest favourite

Home in Westfield

4.94 out of 5 average rating, 190 reviews

Jay Peak 3 miles - secluded with spectacular view!

Mountains, streams & seclusion with stunning views! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding available (15% discount!) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. • Vermont Mountain Experience - 15% discount on photography & backcountry guiding! There is an apt in the main house that sleeps 8.

Superhost

Home in Irasburg

4.82 out of 5 average rating, 528 reviews

Eco friendly. Military discount available.

If you are looking for a serene location that is nestled in the woods off a quiet country road and yet only 1 mile from the town square with its locally owned grocery store and gas station, you’ve come to the right spot! We are centrally located between Burke Mtn and Jay Peak resort, both being 30 minutes away. We sit 1/4 mile from the VAST trail and are near several lakes and hiking trails. Also close by is the Craftsbury Outdoor Ctr, Creek Hill Barn and breweries.

Guest favourite

Home in Craftsbury

4.9 out of 5 average rating, 255 reviews

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to a canoe. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Guest favourite

Home in Glover

4.83 out of 5 average rating, 102 reviews

Spectacular Views in Newly Renovated House!

Our home, situated on 50 acres of pristine Vermont forest, was originally built in 2001 and renovated in 2018. The land on which it is built has been in our family for 3 generations and features sweeping vistas of beautifully forested Vermont mountains. Lounge on the large wrap around deck as you barbeque your favorite meal, enjoy a beverage, take in breathtaking sunsets! This is a great place for families.