Family-friendly vacation rentals in Craftsbury

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Craftsbury

Total vacation rentals
Explore 20 vacation rentals in Craftsbury
Nightly prices starting at
Craftsbury vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees
Verified guest reviews
Over 1,150 verified reviews to help you choose
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 of Craftsbury vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Craftsbury rentals
4.9 Average rating
Craftsbury stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Craftsbury

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A cozy outdoor space is illuminated by string lights, featuring a wooden deck above surrounded by trees. An inviting fire burns in a circular fire pit, with two Adirondack chairs positioned nearby, offering a welcoming setting for evening relaxation.

Camper/RV in Greensboro

Vintage, Off-Grid Airstream in the Woods by Stream

Surrounded by forest and the sound of a flowing brook, Fallingwater Airstream is a place to slow down and reconnect. Sip coffee on the deck, sway in the hammock overlooking the water, and gather by the fire beneath a sky full of stars. Perfect for couples seeking a quiet escape, this lovingly restored 1965 Airstream offers vintage charm and simple comforts—an introvert’s paradise for rest, solitude, and rejuvenation, with just enough warmth to make this woodland glamping stay feel truly special.

KitchenFamilyGrill

4.99 out of 5 average rating, 141 reviews

Guest favorite

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.

KitchenIndoor spacesPets

4.86 out of 5 average rating, 159 reviews

Guest favorite

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.

Home in Craftsbury

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.

FamilyIndoor spacesValue

4.9 out of 5 average rating, 302 reviews

Top guest favorite

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.

KitchenIndoor spacesBathroom

4.97 out of 5 average rating, 244 reviews

Top guest favorite

A serene pasture is filled with various animals grazing on lush green grass. The expanse features brown and black livestock, along with sheep, peacefully interacting with the natural surroundings. Trees and a dirt road form a backdrop, contributing to the tranquil farm setting.

Farm stay in Irasburg

Private suite close to Craftsbury Outdoor Center

After a day of hiking, skiing or paddle boarding, return your home base for a quiet evening of board games. We are fairly centrally located & close to many outdoor activities & some lovely dining spots: Lake Willoughby (11 mi.); Crystal Lake (6.7 mi.) Craftsbury Outdoor Center (8.2 mi.); Jay Peak (30 mi.); Burke Mountain (31 mi.); Parker Pie Pizza (2.8 mi.); Hill Farmstead Brewery (18 mi.); andThe Manor at Runaway Pond (3.8 mi.). Other suggestions can be found under "Other details to note".

FamilyIndoor spacesAccess

4.96 out of 5 average rating, 183 reviews

Guest favorite

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.

KitchenIndoor spacesCleanliness

4.93 out of 5 average rating, 152 reviews

Top guest favorite

A peaceful landscape showcases a modern structure surrounded by well-maintained gardens. Lush green grass is dotted with colorful flower beds and decorative stones. Mature trees provide shade, and distant hills are visible under a clear blue sky.

Guesthouse in Greensboro

Cozy retreat in Northeast kingdom Greensboro VT

Relax in this calm, stylish space. The guest unit (1 queen bed+a pull out couch) was built in 2023. Located on an extremely quiet rise well back from the road and overlooking Caspian Lake. Cross-country skiing right out the door. Less than 1 hour away from Stowe and Burke Mt, 10 minutes to Hill Farmstead Brewery or Barr Hill, minutes away to library, tennis, golf, art center, public beach, stores. Easy access to the trail network of Highland Lodge and Craftsbury Outdoor Center.

KitchenFamilyCleanliness

4.99 out of 5 average rating, 101 reviews

Top guest favorite

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!

Indoor spacesKitchenBiking

4.97 out of 5 average rating, 228 reviews

Top guest favorite

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.

Home in Craftsbury

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).

Indoor spacesFamilyView

4.95 out of 5 average rating, 116 reviews

Top guest favorite

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.

Place to stay in Craftsbury

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!).

Indoor spacesFamilyComfort

4.99 out of 5 average rating, 144 reviews

Top guest favorite

Apartment in West Glover

The Lodge at Blackberry Hill

CHECK OUT OUR MUD SEASON (April, May, & June) SPECIAL RATES! Monthly: 40% off; Weekly: 30% off Airbnb will apply this discount when you book. All Airbnb fees + taxes will apply. Escape to the Kingdom-- enjoy our spacious, one-bedroom well appointed apartment with all of the amenities you need to settle in, enjoy the views, work remotely and explore the NEK at your leisure. And you can bring your pup!

Indoor spacesFamilyShared spaces

4.98 out of 5 average rating, 587 reviews

Top guest favorite

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!

KitchenFamilyCondition

4.99 out of 5 average rating, 438 reviews