Holiday rentals in Craftsbury

4.97 out of 5 average rating, 37 reviews

A welcoming sign is displayed atop a wooden surface, accompanied by a coffee maker and various kitchen supplies. Three framed artworks are mounted on a nearby wall, depicting simple, nature-inspired scenes. Two wooden stools are positioned at the counter, inviting relaxation.

Flat in Craftsbury

Old Elm Suite

Our North East Kingdom home is devided into two apartments. This 2nd floor apt has a master bedroom, living area with a fold out futon, Roku TV and dinner table, a full bathroom with standing shower and a hotel style kitchen including a coffee maker, coffee, toaster, hot water kettle, microwave/convection oven and common cutlery & kitchen necessities. During the warmer seasons there is a front yard, fire pit and multiple gardens to explore. Less than 10 minutes from the Craftsbury outdoor center

4.92 out of 5 average rating, 59 reviews

Bunkhouse on Caspian Lake

Take a break and unwind at our rural cottage on the lake. Equipped with full kitchen and bath, main bedroom with a king bed and 2 additional bedrooms with full beds. The house is situated on a hill with kayaks available for use. Enjoy miles of hiking trails at the Nature Conservancy's 256-acre Barr Hill Preserve, or biking on the extensive Lamoille Valley Rail Trail. Greensboro has an historic general store (Willey's) and the award-winning brewery, Hill Farmstead, is nearby in Greensboro Bend.

4.86 out of 5 average rating, 159 reviews

The exterior of the house is characterized by dark grey siding contrasted by bright turquoise trim. Two orange chairs are positioned on a stone patio area, accompanied by two decorative statues. Multiple windows provide natural light while showcasing an inviting entrance.

Home in Hardwick

Historic House in the Village of Hardwick

Rochester House is near restaurants, trails, family-friendly activities, and lake beaches. It's convenient to many destinations, including, Hill Farmstead, Caspian Lake (beach) and Craftsbury. A short walk to the Farmer's Market, grocery stores, and most village restaurants. Downtown is .7 miles, 15 min walk. This may be too far in winter. There is a city plowed sidewalk all the way during snow season if needed. House of Pizza is only 2 blocks. We are in the village, please respect neighbors.

4.98 out of 5 average rating, 64 reviews

A charming guest house is set against a backdrop of lush greenery and vibrant flower beds. Brightly colored irises and tulips bloom in the foreground, while the dark wooden exterior of the house contrasts with the surrounding nature. A gravel pathway leads to the entrance.

Cottage in Craftsbury

Adorable 3 Bed Room guest house fireplace & Fiber

Get away to a cozy VT back road guest house surrounded by nature. Walk, ski or bike the quiet dirt road, hike or snowshoe on property trails available right from your door, enjoy laying in the hammock by the pond or spend the night in the pond house listening to the natural sounds and watching the stars. Every season is special with fall foliage, winter activities, summer concerts on the common and lakes nearby for fishing, swimming or paddling. Many interesting possible day trips await you.

The exterior of the cabin features a vibrant red door adorned with a wreath, complemented by large windows allowing natural light. A wood storage area is seen to the side, filled with neatly stacked logs. Snow covers the ground, surrounded by trees for added privacy.

4.9 out of 5 average rating, 302 reviews

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The ownerof 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 kayaks. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'. Please take note that this is a rustic cabin and not a hotel.

4.93 out of 5 average rating, 152 reviews

A spacious wooden deck extends outward, featuring a clear view of a green lawn and rolling fields. The surface displays a sunlit pattern of shadows created by the railing. In the background, gentle hills are visible under a cloudy sky.

Chalet in Craftsbury

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.

A historic red schoolhouse stands amidst green trees, featuring a front porch adorned with hanging flower baskets. The structure showcases a classic bell tower on the roof and large windows that invite natural light. A grassy area surrounds the building, enhancing its serene setting.

4.97 out of 5 average rating, 228 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! 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!

A single-story house is framed by lush greenery and a clear blue sky. The front deck is accessible from a winding gravel driveway, with neatly trimmed bushes bordering the yard. Large windows invite natural light into the living space.

4.95 out of 5 average rating, 116 reviews

Relaxing Craftsbury Retreat

One bedroom house in pastoral setting with deck, small pond and screened in sitting area. Newly renovated kitchen and full bath. Kick back with a book in front of the stove after a day on the trails or out on the amazing NE kingdom gravel roads at the Craftsbury Outdoor Center (4 mi). Short stroll to maple buns at the Genny or Creemees at Village Store (1/2 mi). Spend the day on the lake at Caspian (8 mi). Stock up at Hill Farmstead Brewery (10 mi).

The exterior of a two-story house showcases a well-maintained flowerbed filled with various flowering plants and greenery. A wooden deck extends from the upper level, providing outdoor space. The natural surroundings include trees and a well-manicured lawn.

4.96 out of 5 average rating, 57 reviews

Bright, Spacious Family Getaway with Private Beach

Relax with the whole family at this private but conveniently-located home. Walk down a dirt lane to your own 50' private beach on the north shore of Caspian Lake. Eat veggies from the garden and apples from the trees. Enjoy the flowerbeds, and take a walk through the woods on marked trails. In summer, hear beautiful hermit thrush song all day. The house is well-equipped and comfortable, with fast Starlink internet and a nice TV.

Place to stay in Craftsbury

A rustic wooden structure is surrounded by lush greenery. Large glass windows offer views of the outdoors, while a small deck features two comfortable chairs. Colorful flowers and plants are seen in the yard, contributing to a peaceful, natural setting.

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!).

4.99 out of 5 average rating, 144 reviews

4.99 out of 5 average rating, 437 reviews

A wooden rocking chair is positioned on a sunlit porch, featuring log siding and a screened door in the background. The flooring is smooth and natural, providing a welcoming spot for relaxation.

Cottage in Hardwick

The Cottage at Dunne Dreamin

This two bedroom guest house offers a cozy interior and its own great views. Play on the property's 32 acres or explore the Northeast Kingdom and surrounding areas where you will find family friendly activities, hiking, biking, skiing, antiquing, and a thriving local food and drink scene. It is a great place for individuals, couples and families to relax and get away from it all!

Guest house in Craftsbury

The interior of the guest house features warm wooden walls and a compact kitchen. A small dining table is situated beside the kitchen area, illuminated by a paper lantern. A steep staircase leads to the sleeping loft above, with windows providing natural light.

Northwoods Cabin; the perfact remote city escape!

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. And please, register your pet as a guest. There is a pet fee. Check in 3pm. Check out 11am and please park in designated spot.

5.0 out of 5 average rating, 136 reviews

Popular amenities for Craftsbury holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Craftsbury

4.96 out of 5 average rating, 26 reviews

Barn in Irasburg

Pet Welcoming Restored Barn l Hiking + Swimming

A cottage is illuminated by warm light from its windows, contrasting with the dark night sky filled with stars. Lush trees and wildflowers are seen in the foreground, framing the entrance and creating a peaceful ambiance in the rural setting.

4.96 out of 5 average rating, 71 reviews

Scandinavian-inspired 3-bedroom cottage

The screened-in porch features a spacious bed and a dining table, surrounded by wooden flooring. A hammock gently sways nearby, with panoramic views of the lush green landscape outside, creating a serene space for relaxation.

4.97 out of 5 average rating, 91 reviews

Secluded Paradise in Greensboro on Barr Hill

4.98 out of 5 average rating, 44 reviews

Home in Glover

A Magical Mountainside Farm: Your Personal Narnia

A charming yellow farmhouse is depicted surrounded by vibrant autumn foliage. The property features a metal roof, and a welcoming blue front door. Colorful leaves blanket the ground, while lush greenery is visible in the background, enhancing the rural setting.

4.98 out of 5 average rating, 94 reviews

Farmhouse in VT’s idyllic NEK

Superhost

A historic farmhouse with white siding features a metal roof and a welcoming front porch. Lush green grass surrounds the home, complemented by a shrub near the entrance. The backdrop displays rolling hills and mountains under a partly cloudy sky, enhancing the rural setting.

4.7 out of 5 average rating, 33 reviews

Wells Farmstead - Craftsbury Vermont

4.81 out of 5 average rating, 54 reviews

Greensboro Village House near Caspian Lake