
Family-friendly holiday rentals in Orleans County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Orleans County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Orleans County family-friendly rentals
Family-friendly home rentals with a hot tub
Guest favourite

Home in Hyde Park
5 out of 5 average rating, 37 reviewsVermont Paradise With Hot Tub
RachelRating, 5 stars3 months ago
Had a great time, beautiful place, great location, clean & comfortable. Recommend!
Top guest favourite

Treehouse in Newport
4.99 out of 5 average rating, 861 reviewsTreehouse on Walker Pond, Private Hot Tub, Canoes
JosielRating, 5 stars2 days ago
It was a wonderful experience. From the moment we arrived until we left. The hot tub was amazing, the waffles were delicious, and the board games were entertaining. The nature and scenery are beautiful.

Home in Jay
5 out of 5 average rating, 21 reviewsShallow Brook Chalet
DavidRating, 5 stars28 months ago
Our family spent a week at Ed's rather than rent on mountain condos for our ski vacation. What we really wanted was some seclusion/privacy, hot tub and generally a unique experience. This property checked all the boxes. We so enjoyed our time and will look forward to staying again in the future.
Top guest favourite

Apartment in Burke
4.87 out of 5 average rating, 138 reviewsBurke Mt condo -gap view & ski and bike trails.
CarolRating, 5 stars9 months ago
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.
Family- and pet-friendly home rentals
Guest favourite

Home in US
4.92 out of 5 average rating, 226 reviewsNortheast Kingdom, VT Clyde River House
ChristopherRating, 5 stars4 months ago
Beautiful cabin facing the snow covered Clyde river. Everything was amazing. 7 miles to the small town of Island Pond. We felt at home and like family during our stay. It has definitely become our favorite vacation spot. We can’t wait to come and enjoy it in the other seasons as well. We definitely will be coming back.
Guest favourite

Home in Newark
4.94 out of 5 average rating, 142 reviewsOrchard House - cozy getaway near Burke
JenniferRating, 5 stars2 weeks ago
Stayed with my daughter and 3 dogs to visit my Dad in Westmore about 15 mins away. What a great place! So spacious, quiet, peaceful. Had everything you need and a binder with so much info for anything else! Comfortable beds, beautiful yard, perfect size fenced in area for the dogs. Left a sweet note with some maple popcorn. We will definitely stay here again! Thank you so much for having us!
Guest favourite

Cabin in Hardwick
4.95 out of 5 average rating, 103 reviewsMerle Cabin on Private Lake and 230 Acres
JustinRating, 5 stars8 months ago
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!
Top guest favourite

Cabin in Burke
4.99 out of 5 average rating, 316 reviewsRazzle's Cabin trailside
Mattie RoseRating, 5 stars2 weeks ago
Sandy’s spot is a wonderful place to stay and experience the beautiful countryside of Burke VT. The home has everything you need from kitchen supplies to cozy blankets, we had such a sweet welcoming stay.
Guest favourite

Chalet in Westfield
4.96 out of 5 average rating, 271 reviewsMountain View Chalet near Jay Peak!
ShayneRating, 5 stars2 months ago
Such a gem! So happy we found this very private spot. It was perfect for our weekend away with our family and our dogs. Home was super cute, VERY clean and truly one of the best Airbnb's we have ever stayed in as far as amenities. There were so many fresh clean towels, paper towels, toilet paper, and TONS of linens like extra blankets (I usually freeze in bed), even basic kitchen supplies. Got to meet the owner briefly and she is a DOLL! If we have the chance to stay in this area again, we would definitely go back! Don't hesitate if you like quiet private surroundings. Oh and the view out the living room window was the icing on the cake! Thank you for a great stay!
Guest favourite

Home in Westmore
4.92 out of 5 average rating, 37 reviewsNod Away on Lake Willoughby
JaneRating, 5 stars8 months ago
We were very happy with our stay at Tim's Nod Away home right on Lake Willoughby. Stunning views and sunsets from inside the home and even better sitting outside on the deck, around the fire pit or swinging on the hammock. Tim gave us a welcome call and shared info about local hikes and indicated his availability for any further questions or concerns. His place was spotless; great kitchen and everything you might need for meal prep. Comfortable bedding and cozy, homey living room.Kayaks were a bonus. It was tough to leave paradise.
Guest favourite

Cabin in Wheelock
4.88 out of 5 average rating, 211 reviewsStannard Mtn. View Cabin
KristinaRating, 5 stars2 months ago
Booked while visiting Vermont state with my daughter. Nice location and very roomy. First visit to NEK and we enjoyed it.
Guest favourite

Home in Kirby
4.91 out of 5 average rating, 139 reviewsThe Kirby Hideaway
ShamsunnaharRating, 5 stars8 months ago
It was a beautiful experience. House was very clean and spacious. The view was to die for specially sunrise and sunset. Todd was very responsive. Everything was perfect. I will definitely be back again.
Family-friendly home rentals with a pool
Guest favourite

Cabin in Montgomery
4.96 out of 5 average rating, 23 reviewsBlack Bear Panabode - ski cabin close to Jay Peak
AlexRating, 5 stars3 months ago
Wonderful Stay. Perfect for skiing at Jay. Wonder spot to relax by the fire and wake up to the view. Judith was helpful and responsive. Hope to come back next year!
Guest favourite

Chalet in Westfield
4.91 out of 5 average rating, 86 reviewsThe Shangri-la House
GregRating, 5 stars2 months ago
Stayed at Mike’s place for 3 nights while skiing at Jay Peak. Ideal location and was just the perfect layout and space for my party of 6. Even with 3 adults and 3 kids there was still plenty of extra space for additional guests. Some nice restaurants just down the street towards Montgomery. The space was also ideal for cooking in and enjoying time with everyone. Have been to Jay Peak often and would certainly be interested in renting again.
Guest favourite

Apartment in Jay
4.91 out of 5 average rating, 162 reviewsSki in Ski out - fantastic location on the trail
PatrickRating, 5 stars2 months ago
Just awesome. Slopeside access, close to Tram Side and right on Grammy Jay which was easy for the littles to get the day started on the way to the double. When it was cold (once) we used the fireplace and the condo warms up quickly. Plenty of hot water. A near perfect stay. Fantastic!
Guest favourite

Chalet in Westfield
4.74 out of 5 average rating, 296 reviewsPeak & Quiet | Dog-Friendly w/ Pool, Park & Views
JonathanRating, 5 stars1 month ago
Great house and responsive host. Kitchen was very well stocked for cooking and there were plenty of books/games to keep you occupied.
Destinations to explore
- Rentals with a kayak Orleans County
- Ski-in/ski-out rentals Orleans County
- Chalet rentals Orleans County
- Rentals with a firepit Orleans County
- Tiny house rentals Orleans County
- Bed and breakfasts Orleans County
- Rentals with outdoor seating Orleans County
- Waterfront rentals Orleans County
- Rentals with a patio Orleans County
- Beachfront rentals Orleans County
- Rentals with pools Orleans County
- Flat rentals Orleans County
- Rentals with lake access Orleans County
- Apartment rentals Orleans County
- Cabin rentals Orleans County
- Family-friendly rentals Orleans County
- Rentals with beach access Orleans County
- Pet-friendly rentals Orleans County
- House rentals Orleans County
- Rentals with a hot tub Orleans County
- Rentals with a washing machine and dryer Orleans County
- Rentals with a fireplace Orleans 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
- Smugglers' Notch Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Amazoo Park
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Spruce Peak
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Sherbrooke Golf Club
- Le Vignoble du Ruisseau - Winery & Cidery
- Val Caudalies - Vignoble & Cidrerie
- Country Club of Vermont
- Mt. Eustis Ski Hill
- Mount Prospect Ski Tow
- Le Club De Golf Memphrémagog
- Domaine Cotes d'Ardoise - Winery & Cidery