Family-friendly holiday rentals in Craftsbury

4.97 out of 5 average rating, 720 reviews

The yurt is shown nestled among vibrant autumn foliage, with colorful leaves in various shades surrounding it. The exterior features a tan roof and maroon walls, set against a clear blue sky. A winding path leads through the lush grass, inviting exploration of the natural landscape.

Bungalow in Worcester

Beautiful 30ft Yurt in the Green Mountains!

Gorgeous 5 STAR 30-ft yurt. The wrap-around deck looks out to the Worcester Range, trails leading from the yurt to babbling brooks. This charming space includes a fully equipped kitchen and a private bathroom with a claw foot tub/shower. Two queen beds, air mattress & futon mattress. 12 mi. to Montpelier and 7 mi. in the opposite direction to Lake Elmore, 4 miles to Worcester Trailhead and 6 miles to Hunger Mt! A beautiful sanctuary for peace and quiet or Netflix and Wifi, your hearts desire!

4.97 out of 5 average rating, 190 reviews

Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.

Barn in Morristown

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

5 out of 5 average rating, 116 reviews

The exterior of the house features a classic design with large windows and a welcoming front porch. A well-maintained lawn provides a green expanse, while surrounding trees offer shade, creating a peaceful atmosphere. The structure has multiple gabled roofs and a blend of white siding and dark accents.

Flat in Hyde Park

Cozy Carriage House in the Green Mountains

Beautifully converted, attached carriage house located in peaceful Hyde Park Village in the heart of the Green Mountains. 25 minutes to Stowe and Smugglers, a block from the Lamoille Rail Trail, and close to numerous x-country trails (including Long Trail). Perfect location for outdoor enthusiasts of all kinds! Enjoy the quiet privacy of the carriage house, with private driveway & entrance, back garden & deck, hearthstone fireplace, and spacious 2nd floor master room with two queen beds.

4.95 out of 5 average rating, 191 reviews

A countertop coffee station is displayed against a wall with a subtle floral pattern. The setup includes a coffee maker, a tray with creamers, and neatly arranged cups on shelves above. Below, a cabinet offers storage space, complementing the cozy kitchen environment.

Home in Irasburg

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!

4.97 out of 5 average rating, 290 reviews

A spacious bedroom features a large bed with white linens, complemented by an area rug with a subtle design. Two large windows dressed in sheer white curtains allow natural light to fill the room. A wooden rocking chair adds a cozy touch to the corner.

Farm stay in Wolcott

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.

4.94 out of 5 average rating, 231 reviews

The exterior of Alder Brook Cottage is shown, featuring rustic wooden siding and a metal roof. A wooden footbridge leads to the front door, surrounded by trees and patches of snow. Bright windows are visible, enhancing the cabin's inviting appearance.

Tiny home in Hardwick

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.

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.

5 out of 5 average rating, 107 reviews

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!

4.93 out of 5 average rating, 138 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.

4.97 out of 5 average rating, 214 reviews

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.

Home in Craftsbury

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!

4.99 out of 5 average rating, 484 reviews

A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.

Flat in Sutton

Spring Hill Farm, coffee & hot tub

Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. 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 should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.

5 out of 5 average rating, 155 reviews

A rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.

Cabin in Wolcott

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!

4.97 out of 5 average rating, 147 reviews

The interior space features high wood-paneled ceilings and large windows that invite natural light. A cozy seating area with cushions is positioned next to the window, while a wooden table offers a functional workspace. A staircase leads to the sleeping loft above.

Tiny home in Wolcott

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Escape to our charming tiny house—The Caterpillar House—where comfort meets minimalist living in scenic Elmore, Vermont. Ideal for solo travelers, couples, or small families seeking a peaceful retreat. Enjoy a private hot tub, fire pit under the stars, and direct snowmobile trail access—perfect for summer and winter getaways. Located on our shared property, this cozy haven is surrounded by nature for a truly relaxing stay.

Popular amenities for Craftsbury family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 213 reviews

Cabin in Greensboro

Romantic Log Cabin in Heart of NEK w/ Hot Tub

5 out of 5 average rating, 177 reviews

A spacious bedroom features a large bed draped in soft linens. Natural light floods the room through multiple windows adorned with sheer curtains. A simple table and a television are present, while a small floral arrangement adds a touch of color, set against a winter landscape outside.

Guest suite in Lyndon

Darling Hill 1 BR Suite with Hot Tub and Sauna

4.98 out of 5 average rating, 160 reviews

A spacious studio features a king bed with a plaid throw blanket. A queen sleeper sofa sits adjacent to a seating area, and large windows frame mountain views. Warm wood accents and soft lighting create an inviting atmosphere.

Guest suite in Stowe

Spruce Peak Lodge Studio Mnnt Views! | 1516

4.98 out of 5 average rating, 237 reviews

A charming duplex style house is set against a backdrop of snow-covered trees and a clear blue sky. A path through the snow leads to the house, which features large windows and a welcoming entrance. Nearby, a rustic shed complements the serene winter landscape.

Flat in Morristown

"Hot Tub Hideaway: Private Hot Tub, 9 min to Stowe

4.95 out of 5 average rating, 171 reviews

A dining area features a round table surrounded by six black chairs, with a view of snow-covered trees visible through large windows. A cozy sitting area is seen to one side, complemented by a fireplace and natural wooden accents in the ceiling and decor.

Tiny home in Mansonville

La Cabine Potton

4.97 out of 5 average rating, 274 reviews

A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.

Treehouse in Newport

Secluded Luxury Treehouse - Hot Tub + Projector

4.85 out of 5 average rating, 142 reviews

The image showcases a cozy interior with wooden paneling and a comfortable seating area featuring a light-colored couch. The kitchen is visible, equipped with essential appliances. The exterior of the chalet displays an inviting entrance with a decorative door and a natural setting in the background, highlighting the connection to nature.

Tiny home in Coaticook

Spa le pain d’épice lac et montagne

5 out of 5 average rating, 121 reviews

A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.

Guest suite in Jericho

Guest Suite w/hot tub & fireplace

Family- and pet-friendly home rentals

4.84 out of 5 average rating, 225 reviews

A quaint tiny home is set amidst a lush green lawn, featuring a front porch with steps leading to the entrance. Two blue chairs are positioned near a gas grill, while a fire pit sits on a stone patio. A backdrop of open farmland is visible.

Tiny home in Hyde Park

Tiny House at Stony Brook Farm

4.92 out of 5 average rating, 211 reviews

A spacious deck features multiple colorful hammocks strategically placed for relaxation. A cozy seating area is visible, enhanced by the surrounding greenery of the woods. Large windows allow natural light to fill the cabin interior, creating a serene outdoor retreat atmosphere.

Cabin in Littleton

Beautiful Cabin in the Trees

4.95 out of 5 average rating, 121 reviews

A cozy living area is furnished with a red sofa adorned with patterned pillows. A wooden coffee table is placed in front, with magazines laid on top. An armchair and a decorative lamp complement the space, while a window allows natural light to brighten the room.

Flat in Hardwick

Peaceful retreat overlooking park (Apartment 3B)

4.81 out of 5 average rating, 174 reviews

A spacious kitchen features wooden cabinetry, a tiled floor, and a central island with a wooden countertop. Equipped with essential appliances, the kitchen offers ample counter space for meal preparation. Light illuminates the area from overhead fixtures, creating a functional cooking environment.

Flat in Stanstead

Logement entier fraîchement rénové

4.95 out of 5 average rating, 123 reviews

An open living space features wooden beams overhead and large windows that allow natural light. A cozy seating area with leather chairs and a coffee table is situated beside a modern kitchen, equipped with stainless steel appliances and a dining table with stools.

Home in Stowe

Sunny 2BR w/ Pond + Fireplace | Walk to Stowe

Campsite in Saint Johnsbury

A wooden lookout deck is surrounded by lush greenery and tall trees, offering views of distant hills and a clear blue sky. A large, decorative umbrella provides shade over a small table and chairs, enhancing the space for relaxation and enjoying the scenery.

4.92 out of 5 average rating, 115 reviews

Base Camp Glamping @ Wedding Hill

4.97 out of 5 average rating, 432 reviews

The exterior of the cottage is showcased, featuring a charming wooden structure with a peaked roof. Light wooden siding complements the rustic feel. A door and windows offer glimpses of the interior, surrounded by a grassy area and trees under a partially cloudy sky.

Farm stay in Fairfield

Meadow Cottage on Organic Farm with Mountain Views

4.86 out of 5 average rating, 192 reviews

A winter scene displays a vibrant sunset casting hues of orange and pink across the sky, illuminating the snowy landscape. Fences outline the property, while modest structures are visible in the distance, surrounded by trees against the backdrop of gently rolling hills.

Cottage in Lyndonville

Peaceful Place to Enjoy Your Stay in the NEK

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 162 reviews

A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.

Flat in Bolton Valley

Slopeside Bolton Valley Studio

4.83 out of 5 average rating, 127 reviews

A white farmhouse is set against a clear blue sky, surrounded by lush greenery and large trees. A private pool reflects the house and trees, creating a serene outdoor space. A rustic barn can be seen in the background, indicating the property's charm.

Home in Plainfield

Mountain View Farmhouse w/ Orchard White Christmas

4.95 out of 5 average rating, 166 reviews

A breathtaking view showcases the sun rising above the horizon, casting warm orange and yellow hues across the sky. The silhouette of Camel's Hump is visible in the distance, framed by softly illuminated clouds. The scene evokes a sense of tranquility and natural beauty.

Flat in Barre

Relax in Recreation Paradise!

4.99 out of 5 average rating, 223 reviews

A wooden bench with a decorative wrought iron back is positioned in front of a sign reading 'The House of the Setting Sun.' Lush greenery surrounds the bench, and a small rabbit is situated nearby, creating a peaceful outdoor scene.

Flat in Newport

The House of the Setting Sun, Private Apartment

4.97 out of 5 average rating, 195 reviews

A cozy studio cabin is highlighted by warm wooden walls and rustic decor. A queen-sized bed is positioned next to a small table set for two, featuring simple dishware. A fridge and kitchen area are visible, along with an inviting lounge chair near the window.

Cabin in Cambridge

Studio Cabin near Smugglers Notch

Guest suite in Starksboro

A bright and spacious loft area is highlighted by tall windows allowing natural light to illuminate the room. A well-equipped kitchenette is visible, along with a cozy seating arrangement featuring a small table and two chairs, next to a large bed dressed in soft linens.

4.94 out of 5 average rating, 115 reviews

Private Suite in the Green Mountains

4.85 out of 5 average rating, 304 reviews

Cabin in Mountain Lakes

Lazy Moose Log Cabin w/ hot tub, fireplace & lake