
Family-friendly holiday rentals in Caledonia County
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Top-rated family-friendly rentals in Caledonia County
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Family-friendly home rentals with a hot tub

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!
We had been here several times in the past and always enjoyed it. It has been kept up well and it was delightful to see the trilliums coming up on the ?north? side! I had a bit of trouble connecting to the wifi (although my phone remembered the connection), and Annique responded quickly to help. the key was that all the characters are uppercase, even though the posted note had some lower case.... should have tried that without bothering her. We WILL be back!

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!
The place was lovely and comfortable. It offered plenty of activities indoors and outdoors and was also less than an hour drive from some beautiful attractions! We loved the hot tub and canoes!

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 spent the weekend with my family, and everybody had a great time. The view of the mountains is beautiful, there's a wood burning fireplace, and it's a great place to see shooting stars.

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
Only in Hardwick for a short time and appreciated the central location to where we needed to be. Paul was wonderful to deal with and was quick to reach out with information. Because the weather was rainy, we loved the carport!

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
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- Jay Peak Resort
- Loon Mountain Resort
- Smugglers' Notch Resort
- Spruce Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Owl's Head
- Jay Peak Resort Golf Course
- Wildcat Mountain
- Franconia Notch State Park
- Cannon Mountain Ski Resort
- Mount Washington Cog Railway
- Pump House Indoor Waterpark
- Le Club De Golf Memphrémagog
- Cochran's Ski Area
- Northeast Slopes Ski Tow
- Omni Mount Washington Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Mt. Eustis Ski Hill
- Country Club of Vermont
- Mount Prospect Ski Tow
- Waterville Valley Resort