
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Caledonia County family-friendly rentals
Family-friendly home rentals with a hot tub

UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
we had a great time during our stay. we had a large group on a ski trip and there was plenty of space for everyone to sleep and spread out. the caretaker Cathy was super nice and had farm fresh eggs and homemade baked bread waiting for us on arrival. everyone enjoyed seeing the different farm animals around.

Summer Street Vacation Home
The apartment was great! So much space, lovely walkable location, and clean and easy to enjoy. Would definitely stay again!!

Geodesic Dome, Hot Tub, Golf Course 2 min away!
Staying here was the weekend getaway of our dreams! We did a puzzle, used the hot tub, and went on plenty of walks. If you truly want a weekend without phones or other people, this gem right off the beaten path is for you. I will say the roads to get there closer to the dome are dirt, or in this case mud because of the rain, so do come with a car that can handle the mud. We will be staying here again for sure, can’t wait for our next visit. Thank you for having us!!

Burke Mt condo -gap view & ski and bike trails.
We had the most magnificent view of Willoughby Notch. Carl needs to showcase that more. The place was very comfortable, and Carl was easily reachable if we had any questions.

Pie in the Sky Farm Retreat apartment
Amazing place. Perfect personal touches, with grinder coffee, bread, jam and infinite amounts of tea.

Lovely wooded home in Hardwick, VT with hot tub
I cannot emphasize enough how beautiful and peaceful it was! The gardens were so pretty and the sounds of the creek were so peaceful. It’s off the beaten path but in the best way, and was still very easy to find despite being down from gravel roads. The beds were more comfortable than the average Airbnb for sure, I struggled a bit with the pillows but I’m a very picky pillow person so not a knock against anyone (and still better than the average Airbnb again). The kitchen was super well stocked too!

The Loft at River's Edge w/hot tub!
Susan was great and was a pleasure to meet. We had a great relaxing stay, definitely going back to explore more of the area during nice weather!

Beautiful Log Cabin Getaway
We had a lovely and relaxing stay. The cabin and surrounding property are beautiful, and Evangelyn was a wonderful host. If you’re looking for a peaceful, “home away from home” getaway, this is just the place.
Family- and pet-friendly home rentals

Sweet Cottage in Farm Country
The cottage was cozy and peaceful, perfect for a winter weekend getaway! There was about 3 to 4 feet of snow on the ground but the stove kept the cottage nice and warm. The area was beautiful and we had a great time! We highly recommend staying here if you're visiting northern Vermont!

Secluded Paradise on the Connecticut River, VT
Keita's home was beautiful! right next to the river and very peaceful. The space was cozy and perfect for a getaway.

Merle Cabin on Private Lake and 230 Acres
Second time staying at this property as it is truly incredible. We love the lake and trails and general privacy experienced at the camp. Cabins are well appointed and comfortable. This is a good escape destination as WiFi is not reliable. Additionally power and water went out for almost a full day which is common for the area but I would recommend this property add a generator for these situations at its premium price point. All that said certainly recommend and will be back to this gem!

House in beautiful rural Plainfield
Great place to stay, beautiful area, and delicious breakfast!

Razzle's Cabin trailside
This rental was lovely and welcoming. It was well appointed and easy to be at home. I appreciated the art on the walls. It was very cold when we visited and flannel sheets on the bed made it very comfortable. We look forward to staying again during mountain bike season.

Farmhouse in Andersonville NEK West Glover Vermont
We Stayed at James and Nella's place for the second year in a row. It is a cozy old farmhouse with a spectacular view. We are Nordic skiers and this was 15 minutes from Craftsbury outdoor center. James and Nella are great hosts. We found them to be very responsive.

The Pioneer Lakeside Cabin
Beautiful, cozy, and well stocked cabin with the most amazing lake view. Kim and Rich were super friendly and accommodating. Would definitely stay here again when I'm back in the area.

The Lodge at Blackberry Hill
Highly recommend this place. Extremely welcoming and sparkling clean. So many windows let in beautiful natural light. Very comfortable bed. So pristine and relaxing.
Family-friendly home rentals with Wi-Fi

Darling Hill Trailside Guest House
We loved our stay at Joan’s place. It was cozy, comfortable, and in a great location. Joan and Bill were super friendly and helpful.

Pine Cabin, Galusha Hill Farm, incredible view!
We had such a great time at the cabin!! The weather unfortunately was not the best, but we still got to enjoy beautiful views, and complete peace and serenity on the mountain top. Truly a one of a kind experience, we can’t wait to come back again sometime! The host was very helpful, provided plenty of firewood, and offered great suggestions on things to do. Thank you again for a lovely stay! :)

Burke Nest Modern Farmhouse
comfortable and well appointed with a lovely view. Very toddler friendly, including toys and a pack & play.

The Lodge at Woods Hill Farm
Even more beautiful than in the photos. We were a group of 10 (6 adults, 4 18 year olds). We hiked the trails around the property (very pretty) and did a couple of local hikes as well. Spent part of a day at the shops in Littleton. Kristin is a friendly, responsive and generous host. We had a glitch with our reservation—my error—and she worked to accommodate us and all worked out well. As others have suggested, there is plenty of space for sleeping even though there aren’t a lot of actual bedrooms. The privacy screens work well, and there is so much room that it was not an issue. Highly recommend!

Waterfront cabin
Kathy's place was absolutely lovely. A perfect hiding spot on the water with all of the beautiful options at the Craftsbury Outdoor center. Can't wait to come back!

Historic House in the Village of Hardwick
The house is in very good condition, well-kept, and all the amenities one could need. The location was easy to access. And Paul was a very accommodating host.

Stay at Historic Greensboro Barn
Jennifer's place was private, peaceful, and charming—the perfect place for a getaway. We loved the rural setting and views, and the interior was so artfully matched to its context, a lovingly restored barn. A very special place!

Forest of Eden
Me and my family of 4 loved the place it was a winter wonderland. tucked up I. the woods Roberts place was relaxing and restoring. many beautiful spots to visit around the area also. Thank you ver much for letting us enjoy your peacefulway place
Destinations to explore
- Rentals with a washing machine and dryer Caledonia County
- House rentals Caledonia County
- Rentals with pools Caledonia County
- Cabin rentals Caledonia County
- Beachfront rentals Caledonia County
- Apartment rentals Caledonia County
- Ski-in/ski-out rentals Caledonia County
- Rentals with outdoor seating Caledonia County
- Rentals with a hot tub Caledonia County
- Rentals with a fire pit Caledonia County
- Rentals with a kayak Caledonia County
- Pet-friendly rentals Caledonia County
- Rentals with a fireplace Caledonia County
- Condo rentals Caledonia County
- Rentals with lake access Caledonia County
- Kid-friendly rentals Caledonia County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Jay Peak Resort
- Loon Mountain Resort
- Smugglers' Notch Resort
- Spruce Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Owl's Head
- Wildcat Mountain
- Jay Peak Resort Golf Course
- Franconia Notch State Park
- Cannon Mountain Ski Resort
- Pump House Indoor Waterpark
- Cochran's Ski Area
- Omni Mount Washington Resort
- Le Club De Golf Memphrémagog
- Le Vignoble du Ruisseau - Winery & Cidery
- Northeast Slopes Ski Tow
- Mt. Eustis Ski Hill
- Mount Washington Cog Railway
- Country Club of Vermont
- Waterville Valley Resort
- Mount Prospect Ski Tow