Family-friendly vacation rentals in Orange County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Orange County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A peaceful scene is depicted, showcasing vibrant autumn foliage reflected in the calm waters of a small pond. The rustic cabin is nestled among the trees in the background, complemented by a canoe resting at the water's edge.
Cabin in Bethel
4.94 out of 5 average rating, 463 reviews

Rustic and Cozy Vermont Getaway at Sugarwood Cabin

KrystenRating, 5 stars2 days ago
such a great place! the listing is honest when it says rustic which is exactly what we wanted and exactly what we got. (I've been mildly disappointed by pictures before-wide angle lenses can be deceiving!- but this was exactly as advertised.) the location is wonderfully secluded which makes relaxing actually possible. the little swimming hole/pond was great for our dogs and we saw so much wildlife- salamanders and crayfish and tadpoles galore. the hot tub was a great addition. I wish we could have stayed more than one night... we didn't want to leave. Overall comfortable and as advertised without feeling fussy or like my dogs were going to ruin something by simply existing. wish more windows opened and were screened in, but the multiple fans were a big help. thank you for having us!
Guest favorite
A cozy yurt is partially obscured by lush greenery, suggesting a tranquil, natural setting. A wooden structure supports a canvas cover nearby, with a table and chairs visible, inviting outdoor dining. Sunlight filters through the trees, enhancing the peaceful atmosphere.
Yurt in Randolph
4.94 out of 5 average rating, 452 reviews

Upper Yurt Stay on VT Homestead

TeganRating, 5 stars3 weeks ago
I needed a little break from my every day Vermont life. This was the perfect spot to get away from everything, but still not be far from home. I would definitely go back! Thank you so much!
Guest favorite
A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.
Yurt in Randolph
4.95 out of 5 average rating, 428 reviews

Lower Yurt Stay on VT Homestead

MolleighRating, 5 stars1 week ago
The yurt was the perfect quiet escape! Jonathan was so kind and welcoming and made us feel right at home. The sauna and natural pool were a highlight of the trip, and listening to the rain inside the cozy yurt was such a treat. We hope to stay again!
Top guest favorite
A cozy sleeping area is featured with a spacious bed adorned with soft pillows. Natural light filters through sheer curtains, illuminating warm wooden walls. A small TV and a decorative chair provide additional comfort, while a touch of greenery enhances the inviting atmosphere.
Guesthouse in Randolph
4.96 out of 5 average rating, 259 reviews

Macintosh Hill Farm

MadelynRating, 5 stars1 month ago
A wonderful ski weekend! We spent two nights and spent the day (Saturday) skiing at Killington. Quiet drive there and back so it was a perfect location to come back to a peaceful evening. Hot tub was amazing after skiing and very clean! Laura and Aaron were very helpful and let us know the conditions of the roads prior to our arrival. Flexible, kind and friendly! Would stay again for sure.

Family- and pet-friendly home rentals

The exterior of a red barn-style building is highlighted, featuring a sloped roof and a charming cupola. A covered porch extends over a gravel pathway, with colorful flowers and greenery adorning the front yard. The surrounding landscape includes gentle hills in the background.
Apartment in Barre
4.65 out of 5 average rating, 54 reviews

B - The Cottage at Millstone Hill

SamRating, 5 stars34 months ago
Wonderful and unique place to stay in the beauty of Vermont.
Superhost
A quaint red house with a green metal roof is set among trees, featuring a covered porch with latticework. The porch is adorned with blooming flowers. Windows are present on the upper and lower levels, adding character to the exterior.
Home in Tunbridge
4.91 out of 5 average rating, 11 reviews

Vermont Vacation House

Matthew Rating, 5 stars65 months ago
Bob's place is spacious and preserves a sense of its rustic American heritage ca. 1895. Just what we were looking for. We'd rented it with a view to having more people travel with us from London, Ontario - I think it could comfortably sleep 12. As it was, three of us came, but no worries - my son and I are musicians, and were able to practice at opposite ends of the upstairs and not hear each other, nor disturb my wife downstairs. The downstairs bathroom is really luxurious, as the shower also doubles as a steam room. The fireplace and wood stove kept the place nice and warm (not that it was cold outside during our stay), and the beds have big down comforters as well. We couldn't imagine being chilly no matter the weather. We'd initially planned to ski all week at Killington, but the weather was a bit warm and rainy, so we skied only on Tuesday. We spent the rest of our time hiking in the hills in the area. There is no end of hiking trails. Due to a misinterpretation of the AirBnB site for Bob's place, which somehow made it through their filters as dog-friendly, we surprised Bob with our huge St. Bernard - I guess only part of the property is meant to be dog friendly (?). However, Bob was cool about it and accommodated us. Still, for future reference, if you intend on travelling with a dog, you should OK it with Bob first. Joseph Smith's birthplace is very close at hand, in South Royalton. We visited this outstanding historical site on our last night. It was beautifully lit up for Christmas, and featured an interesting art display in one building, cookies and cider in the other, and of course friendly and informative people in both buildings. Altogether, if you're looking for a peaceful, beautiful and huge old home for a family reunion over the holidays, you could not do better than Bob's place.
A tan 24-foot yurt is nestled among lush green trees, surrounded by vibrant foliage. The structure features a wooden base and a chimney visible above. Natural light filters through the leaves, casting gentle shadows on the forest floor.
Yurt in Orange County
4.8 out of 5 average rating, 70 reviews

24' yurt-stay

JenniferRating, 5 stars8 months ago
My daughter and I loved Bonna’s place ! It was so peaceful and relaxing. We were completely surrounded by nature. The location was perfect, my daughter was riding at the Huntington Horse Farm, it was a quick drive from the yurt. Bonna was very quick to answer all of my questions. and was super flexible with check in and departure. We were lucky to meet her on our last night, it was wonderful to talk about how her space came to be what it is today. The yurt was a perfect little get away for us. We cannot wait to go back next time we are in the area. I loved exploring this part of Vermont, Bonna’s property is a magical place.
Guest favorite
A charming cottage is set among tall trees, featuring a red door and a metal roof. White adirondack chairs are positioned on a small deck, offering a view of the surrounding landscape. A gravel path leads to a well-maintained yard with colorful flowers.
Cottage in Northfield
4.97 out of 5 average rating, 94 reviews

Mountain Cottage with Epic View

KellyRating, 5 stars10 months ago
This cottage has to be one of the most charming, peaceful places I've stayed. The cottage is up on its own little hill, surrounded by blueberries, peonies and at night, fireflies. Caroline was flexible with our check-in and met us as soon as we got in to show us around. We came up for four nights in June with our dog, who loved having room to explore off leash. The cottage itself had everything we needed. The outdoor shower is a really nice touch, especially on a summer night. We also really appreciated little touches like two chargeable fans for warmer days/evenings, and little vases of flowers everywhere-- including in the clean, composting outhouse. Really amazing what they have managed to do on just solar power plus a couple propane appliances!! Nothing but good things to say about Caroline, Derek and their cottage.
Guest favorite
A spacious log home with a welcoming front porch is partially covered in fresh snow. The structure features a red metal roof and large windows. Decorated with holiday accents, the property is surrounded by trees and a snow-covered landscape, creating a serene winter setting.
Guest suite in Royalton
4.94 out of 5 average rating, 88 reviews

Spacious 1-Bedroom Apartment at Log Heaven

NelsonRating, 5 stars2 months ago
Terrific host, ran into Annette a few times on the property as we went about our days. Very friendly, offered help and resources but respected our space and schedule. Came out to check that our car did okay in the snow before we checked out. Can’t ask for a better experience!
The exterior of a charming two-story home is surrounded by a well-maintained lawn and lush greenery. Steps lead to the entrance, framed by a variety of flowering plants. A chimney can be seen on the left side of the house, and large windows allow natural light to enter.
Home in Piermont
5 out of 5 average rating, 15 reviews

Escape to NH - Piermont River House Sleeps 8

RebeccaRating, 5 stars55 months ago
Our family had an amazing time. The yard was perfect for us. Kids loved the bikes and yard games. We really enjoyed the riverfront access and loved spending time out on the boats. Sunset while having a campfire was So beautiful. Inside was equally amazing. The house was fully stocked with everything we could need. There was more than enough space for us to spread out. We mostly cooked and stayed at the house and loved the open concept and big table. Can’t say enough, we are grateful for our time!!
Guest favorite
Cabin in East Ryegate
4.99 out of 5 average rating, 72 reviews

Camp on Ticklenaked Pond with WiFi

MariselaRating, 5 stars6 months ago
Perfect base location for hiking in NH and VT in a peaceful, secluded campground. The view on the porch cannot be beat. Cabin had everything we needed plus wifi to get a little work done. Host is very responsive, cabin is very clean.
Top guest favorite
A hillside home with red siding is partially covered by fresh snow, set against a backdrop of tall, snow-laden trees. A path is visible, leading towards the entrance. Sunlight filters through the clouds, illuminating the scene.
Home in Corinth
4.99 out of 5 average rating, 312 reviews

Dawnside - Green Mtns Home with White Mtns View

PaigeRating, 5 stars1 week ago
We had a great stay at Dawnside! We stayed busy our entire stay even with rain. We spent a lot of time staying at the house in which we were easily entertained with plenty to do, there was a great kitchen and plenty of games to keep the kids busy! We found a scenic hike up a mountain a few minutes up the road with great views. Overall our stay at Dawnside was a great experience and I would recommend the stay to others!

Family-friendly home rentals with a pool

Guest favorite
A serene outdoor area features two Adirondack chairs positioned near a small bistro table, overlooking a natural swimming pool. Lush greenery surrounds the scene, with a gentle waterfall cascading into the pool, framed by rolling hills in the background under a partly cloudy sky.
Yurt in Randolph
4.94 out of 5 average rating, 452 reviews

Upper Yurt Stay on VT Homestead

TeganRating, 5 stars3 weeks ago
I needed a little break from my every day Vermont life. This was the perfect spot to get away from everything, but still not be far from home. I would definitely go back! Thank you so much!
Guest favorite
Yurt in Randolph
4.95 out of 5 average rating, 428 reviews

Lower Yurt Stay on VT Homestead

MolleighRating, 5 stars1 week ago
The yurt was the perfect quiet escape! Jonathan was so kind and welcoming and made us feel right at home. The sauna and natural pool were a highlight of the trip, and listening to the rain inside the cozy yurt was such a treat. We hope to stay again!
Guest favorite
Guest suite in Ryegate
4.92 out of 5 average rating, 228 reviews

Secluded Paradise on the Connecticut River, VT

BrianRating, 5 stars4 months ago
Keita's home was beautiful! right next to the river and very peaceful. The space was cozy and perfect for a getaway.
Top guest favorite
A breathtaking view showcases the sun rising above the horizon, casting warm orange and yellow hues across the sky. The silhouette of Camel's Hump is visible in the distance, framed by softly illuminated clouds. The scene evokes a sense of tranquility and natural beauty.
Apartment in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars2 months ago
Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!

Destinations to explore