
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.

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.

Tester's Haven Cottage, Lake Parker
This is a classic Vermont SEASONAL ( June- Oct) early 1950s cabin or cottage that is right on the water facing the West. One side sits next to a dirt road that is pretty quiet. Some cars, farm machinery & four-wheelers do go by. However, you can sit facing the water and feel like you have left the rest of the world behind as you listen to the loons. This special kind of space is for those who like a touch of country, it is not a hotel, it is not a party place, but a lovely RUSTIC cottage/cabin.

Mountain View Farmhouse w/ Orchard, Pool is Open!
This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden

Forest Escape in the North East Kingdom
Quiet Country setting. Nestled in the North County woods with dirt roads for biking and walking. Close proximity to VAST & Biking trails. Newly renovated home with 3 bedrooms and 2.5 bath. Spacious, brand-new kitchen with custom cabinets and granite countertops. Dining area, homey living room with multiple windows for observing the natural wildlife and surrounding woods. Cozy areas for reading and a full bookcase of books, puzzles and games. New washer and dryer stocked with laundry essentials.

Trailside Home in East Burke
Our cozy home is newly constructed, well-appointed, and tastefully decorated, tucked in a private clearing with direct access to the Kingdom Trail network and VAST snowmobiling trails, minutes from Burke Mountain, and a short drive to Lake Willoughby. Just up the road from the village of East Burke, we are close to nearby amenities yet in a quiet hillside surrounded by nature, the perfect location for a weekend getaway, whether you are biking, skiing, hiking or exploring the Northeast Kingdom.

Heart of the Historic District - Country Charm
In Vermont's fabled Northeast Kingdom, the sunny, spacious Annex at Bullfrog Hall is set amongst the grand homes on St. Johnsbury's most beautiful street. This historic district is listed on the National Register of Historic Places. Walk to shops, restaurants, the Fairbanks Museum, St. Johnsbury Athenaeum, Catamount Arts, and St. Johnsbury Academy. Bike to the Lamoille Valley Rail Trail. It's an easy drive to Burke Mountain, Kingdom Trails, Jay Peak, and Canada! Minutes from I-91 and I-93.

Luxury Lodge in the Heart of the Northeast Kingdom
*Please note prior to booking that this is an in-town location.* Our historic lodge resides in the heart of the North East Kingdom, central to all the area has to offer. Thoughtfully restored and appointed, Cary's Maple Lodge is the perfect destination for vacations, family reunions, retreats, or just a weekend getaway. Curl up in front of the fire after a day on the slopes, cook a holiday meal in the well-equipped kitchen, even hose your dog off in the tub after a visit to Dog Mountain!

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.

Razzle's Cabin trailside
Razzle's cabin is on the Kingdom Trails! Right out the front door is the Coronary Bypass trail that connects to the entire network! Minutes from Burke Mountain! It's a quiet, private setting off from West Darling Hill road. Huge sunny deck with grill and picnic table along with comfy seating to relax and enjoy a beautiful sunset. Outside you'll find a sweet fire pit with a woodshed filled to the brim and an outdoor shower and bike wash!

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!

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.

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.
Popular amenities for Caledonia County family-friendly rentals
Family-friendly home rentals with a hot tub

Comfortable Home, Hot Tub, Trails on 140 Acres

Spring Hill Farm, coffee & hot tub

Beautiful Log Cabin Getaway

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

The Loft at River's Edge w/hot tub!

Darling Hill 1 BR Suite with Hot Tub and Sauna

White Mountain Bliss on 33 Acres

Rustic Log Cabin #7 - "Streamside"
Family- and pet-friendly home rentals

Sweet Cottage in Farm Country

VT Lakeside getaway on beautiful Crystal Lake.

The Cottage at Dunne Dreamin

Duplex in Lyndon - Ground Floor Unit

Rustic Timber Framed Cabin - Kingdom Trails

Vintage, Off-Grid Airstream in the Woods by Stream

Boathouse Cabin on Lake Wapanacki with Sunset View

The Pioneer Lakeside Cabin
Family-friendly home rentals with a pool

UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM

Burke Mt condo -gap view & ski and bike trails.

Cozy Cub Cabin

Beautiful 3 BR, 2 Bath, Sleeps 8, w/wading pool

Cool Mountain House with Lake Access

Trailside Group Getaway · New Kitchen · Sleeps 10

Burke Trail Side Bike+Ski Condo; Amenity Access

Slopeside Burke Mtn Condo w/ Amenity Access!
Destinations to explore
- House rentals Caledonia County
- Guesthouse rentals Caledonia County
- Apartment rentals Caledonia County
- Rentals with pools Caledonia County
- Rentals with a kayak Caledonia County
- Ski-in/ski-out rentals Caledonia County
- Rentals with a hot tub Caledonia County
- Pet-friendly rentals Caledonia County
- Beachfront rentals Caledonia County
- Condo rentals Caledonia County
- Private suite rentals Caledonia County
- Cabin rentals Caledonia County
- Rentals with lake access Caledonia County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Loon Mountain Resort
- Mount Washington Cog Railway
- Santa's Village
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Stowe Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Crawford Notch State Park
- Waterville Valley Resort
- Flume Gorge
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Ice Castles
- Kingdom Trails
- Stinson Lake
- Wildcat Mountain
- Spa Bolton
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Elmore State Park





