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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
Cabin in Greensboro
4.98 out of 5 average rating, 238 reviews

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

“It felt like staying at a dear friend’s cabin — one with wonderful taste who thinks of everything.” A quiet, romantic cabin for unplugging and resetting. Tucked on a wooded hillside, this romantic log cabin blends rustic soul with refined comfort. Blankets beckon, textures are rich, and every detail is intentional. Real art, fine furnishings, and luxury bedding create a feeling of quiet ease. Not just a place to stay, but a thoughtfully curated retreat you’ll want to return to year after year.

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, 122 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.

Top Guest favourite
A covered porch features wicker seating with blue cushions, positioned around a small table. A colorful vase of flowers adds a fresh touch. The walls are painted in a light green, and light pours in through the windows, creating an inviting space.
Home in Saint Johnsbury
4.98 out of 5 average rating, 279 reviews

Fairbanks Retreat - Cozy 2 bedroom 2nd floor home

Keep it simple at this peaceful and centrally-located upstairs apartment. Walk to many restaurants, cafes and shops, as well as St. Johnsbury Academy, The Fairbanks Museum and Planetarium and the Athenaem. Sit outside and enjoy your coffee, meals or a cocktail on the spacious covered porch. Try some of our amazing local restaurants or cook in and share your meals at the large dining room table. Get comfy on the couches and watch a movie, play a game, do a puzzle, read a book or just relax.

Guest favourite
A rustic log cabin is surrounded by trees, standing against a backdrop of a clear blue sky. The structure features a metal roof and large windows, allowing natural light to illuminate the interior. The entryway is clearly visible, set amidst a gravel pathway.
Cabin in Danville
4.96 out of 5 average rating, 134 reviews

Beautiful Log Cabin Getaway

Peacefully situated in the rural landscape of quaint Danville VT this open concept log home features views of the white mountains and end of the road tranquility. Surrounded by 142 acres of VT and super starry skies at night, you will enjoy peace at last. 1 double bed in downstairs bedroom, 1 queen bed upstairs in the loft, and 1 queen bed downstairs in the office. Wifi, and cell service! Laundry. Hot Tub (not avail. during June-Aug), and trails on the property to walk and explore.

Top 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
4.95 out of 5 average rating, 261 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.

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.

Top Guest favourite
A gravel road meanders through a landscape adorned with trees displaying autumn foliage in vibrant shades of orange and yellow. Lush grass borders the road, complemented by a few tall plants, creating a tranquil setting that highlights the natural beauty of the surroundings.
Guest suite in Walden
4.97 out of 5 average rating, 219 reviews

Relax and Enjoy Beautiful Walden, VT

Reconnect with nature at this unforgettable escape. Enjoy the beautiful North East Kingdom of Vermont as you relax and unwind at our modern homestead. This recently renovated private suite is located on the ground level of the main house, filled with natural light and featuring a large separate bedroom, living room and full bathroom. Walk the trails in our woods and snowshoe in the winter. Enjoy the spectacular view of the Green Mountains and the clear night sky.

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, 405 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!

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, 196 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.

Top Guest favourite
A sprawling property is showcased, featuring a charming farmhouse and a rustic barn. The buildings are set against a backdrop of vibrant autumn foliage and a clear blue sky. The spacious lawn is well-manicured, providing a tranquil atmosphere and open views of the surrounding landscape.
Guest suite in Sheffield
4.99 out of 5 average rating, 467 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.

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, 127 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!

Top Guest favourite
An aerial view showcases a lakeside cabin surrounded by lush greenery. A private dock is visible with a canoe and kayak nearby. The structure features a second-floor balcony overlooking the water, while a grassy area extends between the cabin and the lake.
Cabin in Concord
4.91 out of 5 average rating, 180 reviews

The Pioneer Lakeside Cabin

Steeped in history, this 1907 former ice house is now the Pioneer Lakeside Cabin—a peaceful Vermont retreat designed for family bonding. Nestled on a quiet, rural lake, it offers the perfect backdrop for relaxation. Spend your days swimming, fishing, and kayaking, then gather around the fire pit for unforgettable evenings under the stars. This hidden gem is the ultimate sanctuary for relaxation.

Popular amenities for Caledonia County family-friendly rentals