Holiday rentals in Craftsbury

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Top-rated holiday rentals in Craftsbury

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Guest favourite

Flat in Sutton

4.99 out of 5 average rating, 379 reviews

Spring Hill Farm, coffee & hot tub

Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking including fresh eggs from our hens when available. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet & WiFi not always reliable due to rural area. NO PETS. Please don't ask.

23–30 Aug

$125 SGD per night

Guest favourite

Cottage in Greensboro

4.98 out of 5 average rating, 227 reviews

"The Stuga" a quaint cottage with sweeping views

"The Stuga" a quaint cottage with expansive views of Vermont's mountains and fields. A ten minute walk to Caspian Lake and the famous Willey's General Store. Enjoy hiking the Nature Conservancy's Barr Hill Preserve across the street and visiting Hill Farmstead's Award winning Brewery around the corner. Cross country ski both Highland Lodge and Craftsbury Outdoor Center. Other local destinations include Sterling College, Highland Center for the Arts, Circus Smirkus and Greensboro Country Club.

24 Feb – 3 Mar

$282 SGD per night

Guest favourite

Cottage in Westfield

4.92 out of 5 average rating, 107 reviews

Historic Schoolhouse Minutes From Jay Peak

After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

2–9 Mar

$168 SGD per night

Guest favourite

Home in Irasburg

4.97 out of 5 average rating, 121 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!

7–14 Oct

$166 SGD per night

Guest favourite

Farm stay in Wolcott

4.97 out of 5 average rating, 185 reviews

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

2–9 Aug

$210 SGD per night

Guest favourite

Tiny home in Hardwick

4.97 out of 5 average rating, 144 reviews

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.

31 Aug – 7 Sep

$134 SGD per night

Guest favourite

Chalet in Craftsbury

4.91 out of 5 average rating, 117 reviews

Vermont Log Home with Panoramic Mountain Views

A spacious light-filled log home in the heart of the Northeast Kingdom, with open kitchen, living room, sun room, wraparound deck, & basement ping-pong. Dazzling views of the Green Mountains and huge lawn for relaxation & play. Minutes from the 4-season Craftsbury Outdoor Center, Craftsbury General Store, Caspian Lake swimming, & the Hill Farmstead & Brewery. 50-minute drive to skiing & water park at Jay Peak, an hour to Stowe Mountain. Wood stove in the living room and free wifi.

14–21 Nov

$226 SGD per night

Guest favourite

Home in Craftsbury

4.97 out of 5 average rating, 178 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!

17–24 Feb

$236 SGD per night

Guest favourite

Guest suite in Morristown

4.99 out of 5 average rating, 183 reviews

The Roost - Private Studio

Charming studio. Private entrance, private bath, sleeps 3 (1 queen & 1 twin bed). Cozy sitting area. Dorm style kitchen (coffeemaker, microwave, toaster oven, fridge). TV, Wifi. Quiet location, walking distance to downtown Morrisville, close to Stowe (10 miles), Elmore (3.5 miles), Green River Reservoir (8 miles). Hike, snowshoe, x-c ski out our back door. Downhill skiing, biking, kayaking close by. Great leaf peeping. Great birds! Lots of local eats and brews.

4–11 Mar

$184 SGD per night

Guest favourite

Cabin in Wolcott

5.0 out of 5 average rating, 117 reviews

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

7–14 Jul

$113 SGD per night

Guest favourite

Home in Craftsbury

4.89 out of 5 average rating, 211 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'.

21–28 Feb

$183 SGD per night

Guest favourite

Guest suite in Sheffield

4.99 out of 5 average rating, 358 reviews

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.

14–21 Oct

$171 SGD per night