
Family-friendly holiday rentals in Canaan
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Canaan
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 Canaan family-friendly rentals
Family-friendly home rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!
Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!

Macintosh Hill Farm
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.

Addie Shack in the White Mountains
Michael was fantastic with responding quickly, this home was beautiful & is a great location if you're looking to visit the white mountains! my friends & I had a great stay, we would definitely book again!

Lower Yurt Stay on VT Homestead
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.

Million $ View of Lake Winni Flexible check in/out
The place was great. Quiet with beautiful views. Lots of games which was helpful because it rained a lot during our stay. 10/10 would recommend and stay again. Host was very helpful and kind. The woman that cleaned the pool was also very sweet. My 8 year old was itching to swim in the freezing pool when it wasn’t quite ready and she offered to come to our room and let us know when she was done. Thank you for having us!

Stunning Rustic Apple Barn - hot tub & sauna
Absolutely great place to stay Ben was a great host and I really appreciated the way he had everything laid out and straight forward. Would absolutely go back anytime. If you want to get away for a peaceful relaxing time it can’t be beat. Cooking a great meal in the awesome kitchen then being able to relax in the hot tub

Spacious Renovated Barn Apt on 100 acres!
Tesha's place in Ludlow was exactly what I needed- the rare combination of a private, quiet space in a natural setting which also provides all the comforts of home- and some extra luxuries too! The listing photos don't do it justice and immediately upon arrival it's obvious a lot of effort was put into ensuring the place provides guests a wonderful stay. Next time I need to escape the city I will definitely be checking to see if it's available.

Mountain cabin with views, privacy, and more.
We had an amazing stay at Russ’s place in Campton, NH! The home is tucked away in a peaceful spot, surrounded by nature — perfect for anyone looking to relax and unwind. The privacy was top-notch, and everything was incredibly clean and well-maintained. You can truly feel the care put into the space. We had a great time and would definitely recommend it to anyone looking for a serene getaway!
Family- and pet-friendly home rentals

Waterfront on Opechee
love this place!!! this was so peaceful and quiet. def worth the price and a perfect getaway for memorial weekend! love it ❤️❤️

Cowshed Cabin Farm
I had a great stay! Very peaceful location. The cabin is very comfortable, spacious, and had everything I needed. I spent two of my days working from the back deck (which has been set up with some great shade and a table to work from!) and loved watching all the birds and squirrels visiting the feeder. Marty was a great host -- very friendly and available. I would definitely stay here again!

The Cozy Little Red Cabin
Marinas little red cabin was perfect for our ski trip! The WiFi is a little rough but we didn’t spend much time on our phones Bring dvd’s (the collection is solid but more the better) Perfect distance to okemo, Stowe is less than two hours so it was great! The cabin felt so cozy and felt right at home! Would def book again!

Secluded Paradise on the Connecticut River, VT
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.

Pine Cabin, Galusha Hill Farm, incredible view!
We loved our stay and hope to come back again!

Cottage with antique charm view & river HSI Wi-Fi
We loved our stay! It ended up being a rainy weekend so we really enjoyed all the little extras the cabin had to offer - especially the crafting cabinet! The house has all these little helpful notes about how best to enjoy the house and your stay. The backyard is beautiful, the kitchen had great little additions (we always forget olive oil!). The beds were comfortable, our kids loved the bunk bed room. The location is great, close to local shops and small treasures but also near big chains should you need a specific item. The house really makes the most of the space. We will definitely be back!

Private Hilltop farm apartment
What a lovely and serene spot to spend a few days in the Mountains of Vermont! Loved waking up to views of horses in the field by the private deck and a breathtaking mountain view. The hosts were kind and communicative. The space was clean and had just the right amount of amenities. Definitely recommend and hope to stay again!

Vermont Chalet
Had a great time at Janie’s chalet. It was peaceful and quiet. Janie was a great host and very attentive.
Family-friendly home rentals with a pool

Relax in Recreation Paradise!
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!

Luxury Condo Mins to White Mountains & Lincoln
This was the perfect spot to enjoy some time with friends! The accommodations were very comfortable and it was plenty of space for two families. The kids enjoyed the pool and game room. I would definitely recommend and will stay again!

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
Great stay, easy check in and check out. Very clean and comfortable accommodations! Would stay again for sure

Sunny unit with views of slopes, use of pool
Awesome host and place! The interior design is beautiful and we greatly enjoyed our stay :) Would love to come back

Loon Mountain Studio with a Loft
We had such a great stay, a few weeks prior here, we stayed again while skiing at loon for the weekend. If you’re looking for a place in the Lincoln area and John’s place is available, just book it! You won’t be disappointed. Thanks again John for hosting.

Hilltop View Lodge - White Mountains, NH
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again

Spectacular log home with private pool and hot tub
we had a great time at this house. very clean and comfortable! Definitely worth it! we would stay here again.

Large vacation home with a view
The house was amazing, the view off the back porch was gorgeous so many things to do around the house. Very responsive to questions, place was so clean looked exactly like how it was described. All around such an amazing experience can’t wait to go back!!
Destinations to explore
- Portland Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- 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
- Squam Lake
- Okemo Mountain Resort
- Loon Mountain Resort
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Franconia Notch State Park
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Cannon Mountain Ski Resort
- Magic Mountain Ski Resort
- King Pine Ski Area
- Purity Spring Resort
- Dartmouth Skiway
- Bald Peak Colony Club
- Ragged Mountain Resort
- Tenney Mountain Resort
- White Lake State Park
- Fox Run Golf Club
- Mt. Eustis Ski Hill
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Hooper Golf Course
- Veterans Memorial Recreation Area Ski Hill