Family-friendly holiday rentals in Caledonia County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Caledonia County

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

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Top Guest favourite

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.

Campervan/RV in Greensboro

4.99 out of 5 average rating, 137 reviews

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.

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Top Guest favourite

Aerial view of the property reveals a charming farm layout with multiple buildings, surrounded by lush greenery and rolling hills. The roofs feature a classic metal design, blending with the natural landscape. A winding gravel path connects the buildings, inviting exploration of the scenic surroundings.

Farm stay in Saint Johnsbury

4.98 out of 5 average rating, 128 reviews

Unique stay at a horse sanctuary

Immerse yourself in the quintessential Vermont experience at Storeybrook Farm. This rescue horse sanctuary is located amidst rolling hills, mountain vistas and a tranquil pond. "The Carriage House” is our largest suite with a fully equipped kitchen (stocked upon request), that opens up to a dining area with forest views. The living room features a woodburning fireplace and 2 built in queen bed "bunks". Enjoy sun-soaked pasture views from the main bedroom or while soaking in the clawfoot bathtub.

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Guest favourite

A spacious suite is presented, featuring a neatly made bed with a light blue coverlet. A decorative room divider stands beside a small table with a lamp. A cozy seating area is highlighted by a woven chair and a vibrant red area rug adorned with floral patterns.

Place to stay in Saint Johnsbury

4.94 out of 5 average rating, 120 reviews

Comfort and Charm "On the Hill"

Upon booking your reservation please list the number of guests for your reservation and the number of nights you wish to stay. This mid-century modern home is comfortably situated in a quiet neighborhood surrounded by trees and is private - it is not actually a "treehouse" though seems like it in its natural surroundings. It is near many interesting landmarks in the town, including: St.Johnsbury Academy, the Athenaeum, and the world famous Fairbanks Natural History Museum and Planetarium.

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Guest favourite

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

4.94 out of 5 average rating, 264 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.

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Guest favourite

The timber-framed cabin, featuring a sloped green roof, is surrounded by lush trees and greenery. A picnic table is positioned nearby on the grassy area, providing an inviting spot for outdoor meals. Natural light streams through the windows, enhancing the rustic aesthetic.

Tiny home in Burke

4.92 out of 5 average rating, 219 reviews

Rustic Timber Framed Cabin - Kingdom Trails

Rustic, off grid (no electricity) timber framed cabin nestled in the hills 5 minutes from Kingdom Trails mountain bike network and Burke Mountain bike park! Our cabin sits in a meadow surrounded by wildflowers and adjacent to a small apple orchard. You'll have beautiful views of Burke Mountain with a short walk up the hill and 38 acres to explore. We have an outdoor fire pit, lawn games and a composting toilet close by. Come enjoy this magical place with your friends and family!

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Top Guest favourite

The vacation home features a rustic wood exterior, with large windows providing ample natural light. A spacious deck surrounds the front entrance, adorned with flower pots. Lush greenery and trees form a serene backdrop, enhancing the connection to nature.

Home in Lyndon

4.94 out of 5 average rating, 201 reviews

Scenic VT Vacation Home: Kingdom Trails/Burke Mtn

Bike the Kingdom Trails, ski Burke Mountain, Jay Peak, hike our woodlands and enjoy spectacular stargazing from one of the loveliest panoramic views in Vermont’s Northeast Kingdom. Our beautiful uniquely designed four-bedroom, 8 beds, two full bath vacation home includes 37 acres with spectacular, stunning views of Burke Mountain and the Kirby Mountain Range. This spacious vacation home is a quintessential Vermont gem with breathtaking mountain and valley views from every room.

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Top Guest favourite

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

4.97 out of 5 average rating, 227 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!

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Top Guest favourite

An inviting living area is visible, featuring a leather sofa surrounded by eclectic decor, including antler chandeliers and vintage art pieces. Large windows flood the space with natural light, while a plush rug adds warmth to the wooden flooring. Steps lead to an upper level.

Treehouse in Saint Johnsbury

4.93 out of 5 average rating, 410 reviews

EPIC Luxury Treehouse - next to Dog Mountain !

The Outpost Treehouse is a beautifully handcrafted retreat, nestled amongst the evergreens atop Spaulding Mtn. Located .5 mile from Stephen Huneck Gallery/Dog Mountain, 3 miles from the historic Town of St. Johnsbury, in the heart of Vermont’s North East Kingdom. Mountain Bikers are just over 10 miles to The Hub at Kingdom trails, 15 miles to Burke Mtn ski and bike park, and we are 2 exits north I 93 from Littleton & White Mtn’s NH!

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Top Guest favourite

A spacious lodge architectural design features wooden logs and multiple levels. Balconies adorn the upper floors, and warm lights emanate from the windows, giving a welcoming appearance. Firewood is stacked nearby, and a well-maintained yard is visible with greenery and flowers in bloom.

Farm stay in Danville

4.91 out of 5 average rating, 199 reviews

Curtis Vance Memorial Orchard

This magical Lodge is on 100 acres of farmland with an amazing view of the White Mountains of NH and multiple amenities. It is operated on solar power with a backup generator. We don't live at this property, it is entirely yours during your visit. A secluded retreat minutes away from modern amenities! NEW FOR 2021: Upgraded Solar, generator, heating, kitchen and windows. NOTE- Our Lodge is closed from Dec. 1 to May 1.

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Guest favourite

An open dining area features a dark wooden table surrounded by six brown chairs. Large windows allow natural light to brighten the space, showcasing a spiral staircase leading to the upper floor. A comfortable sectional sofa is visible in the background.

Cabin in Burke

4.97 out of 5 average rating, 123 reviews

Modern retreat, 5 min bike ride to KT

Newly renovated home in the Northeast Kingdom with massive windows overlooking the forest. Scandinavian, minimalist style with comfortable high-end mattresses and large sectional sofa for the whole family. Two bedrooms, each with a king bed and twin trundle for sleeping flexibility. You’ll love this quiet getaway located on a dirt road 5 mins to the world-renowned Kingdom Trails network and 10 mins to Burke Mountain.

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Top Guest favourite

Apartment in West Glover

4.98 out of 5 average rating, 584 reviews

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!

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Top Guest favourite

A rustic cabin stands surrounded by autumn foliage, showcasing wooden siding and two front windows. The covered porch features a set of outdoor chairs, inviting guests to sit and enjoy nature. Layers of fallen leaves create a colorful carpet at the cabin's base.

Cabin in Danville

4.99 out of 5 average rating, 128 reviews

The Cabin

Welcome to The Cabin! This cozy, rustic cabin is a part of 85 private acres in Danville, VT, just up the road from The Forgotten Village at Greenbank’s Hollow. Perched at the crest of a 12 acre pasture, enjoy both local and long range views of the Presidential Range. Trails lead you in various directions throughout the woods. The Cabin is a place to breathe deep, enjoy nature, and simply get away from it all!

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