Family-friendly holiday rentals in Castleton

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Castleton family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Flat in Townshend
4.94 out of 5 average rating, 239 reviews

Private Apt. on Farm, Hot Tub with views!

MathildeRating, 5 stars2 weeks ago
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!
Top guest favourite
Guest house in Randolph
4.96 out of 5 average rating, 259 reviews

Macintosh Hill Farm

MadelynRating, 5 stars3 months 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.
Guest favourite
Yurt in Randolph
4.95 out of 5 average rating, 434 reviews

Lower Yurt Stay on VT Homestead

AlinaRating, 5 stars3 days ago
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.
Superhost
Cabin in Londonderry
4.81 out of 5 average rating, 475 reviews

Stunning Rustic Apple Barn - hot tub & sauna

MasonRating, 5 stars2 weeks ago
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
Guest favourite
Chalet in Killington
4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

AudreyRating, 5 stars2 months ago
We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.
Guest favourite
Apartment in Killington
4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

MichaelRating, 5 stars2 months ago
Great spot near the mountain. nice community pool and hot tub.
Guest favourite
Flat in Londonderry
4.96 out of 5 average rating, 581 reviews

Vermont Getaway Apartment

NinaRating, 5 stars3 weeks ago
Communication with the hosts was very easy and kind! The place was as described and pictured, it was a lovely little getaway!!
Top guest favourite
Home in Addison
4.96 out of 5 average rating, 228 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

PatriciaRating, 5 stars2 weeks ago
Lovely home in a lovely setting. The view is breathtaking and Barbara has outfitted the space woth everything you could possibly need. She is extremely thoughtful and personable. The area is great for hiking and outdoor activities but is also near Middlebury College and Burlington.

Family- and pet-friendly home rentals

Guest favourite
Cabin in Mount Holly
4.92 out of 5 average rating, 196 reviews

Cozy Vermont Cabin near Okemo.

MarlaRating, 5 stars3 months ago
A very clean, cozy, and comfortable home! We came to ski at Okemo and were pleased that the house is only about a 10 minute drive from the resort and the town of Ludlow where there are great restaurants and shops. The living area of the home is spacious and great for hanging out - there were tons of movies on DVD and video games to enjoy. The kitchen was well-equipped and perfect for cooking meals at home. The beds were comfy. Overall a wonderful stay! We hope to be back in the future.
Guest favourite
Cabin in North Hudson
4.82 out of 5 average rating, 293 reviews

Schroon River Cabin

SarahRating, 5 stars3 weeks ago
Bob and Joan’s cabin was absolutely spectacular. Overall this place is the perfect mountain getaway! This place has all the amenities you could need, prime commute to surrounding ADK regions, and let’s not forget the breathtaking views. This place exceeded our expectations and was exactly what we needed for a get away to the mountains with the dog. Bob was an amazing host and we look forward to coming back, as well as passing along this gem to friends and family to also book with Bob & Joan!
Superhost
Cabin in Cavendish
4.95 out of 5 average rating, 159 reviews

The Cozy Little Red Cabin

LaurenRating, 5 stars3 months ago
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!
Guest favourite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars1 week ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Superhost
Flat in Saxtons River
4.83 out of 5 average rating, 186 reviews

Apartment on Main Street

CraigRating, 5 stars1 month ago
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.
Superhost
Chalet in Stockbridge
4.84 out of 5 average rating, 159 reviews

Vermont Chalet

VanessaRating, 5 stars6 days ago
Had a great time at Janie’s chalet. It was peaceful and quiet. Janie was a great host and very attentive.
Guest favourite
Cabin in Danby
4.89 out of 5 average rating, 298 reviews

Mountain treasures await.

DustinRating, 5 stars4 weeks ago
Very nice people loved the small conversation we got to have love the cabin will be back next year.
Top guest favourite
Guest house in Hartland
4.95 out of 5 average rating, 992 reviews

Yurt In The Woods - Private Refuge

HeidiRating, 5 stars2 weeks ago
I stayed at Angela’s yurt for Memorial Day weekend. It was exactly as described. My boyfriend and I had a very peaceful long weekend. The space was cozy and adorable and we especially loved the wood burning stove. Was a great stay, would definitely return and highly recommend.

Family-friendly home rentals with a pool

Guest favourite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars3 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Top guest favourite
Guest house in Ticonderoga
5 out of 5 average rating, 211 reviews

Chilson Brook Alpacas

DerekRating, 5 stars3 weeks ago
This was my third time staying at this property. With every visit, it feels more and more like a home away from home. The property has great views and a calming environment. I enjoy cracking the windows at night to hear owls hooting and the stream running. The owners are fantastic people. It's a short 5-minute drive into town where you can find some good food.
Guest favourite
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, swimming pool.

JoshRating, 5 stars2 months ago
Amazing stay. Loved how close it was to the mountain. The pool also looked amazing so sad it was winter. Definitely recommend staying there were 4 beds and can comfortably fit 5-6 people.
Guest favourite
Apartment in Killington
4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

PatriciaRating, 5 stars2 months ago
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!
Guest favourite
Apartment in Proctorsville
4.93 out of 5 average rating, 110 reviews

One Bedroom Suite Near Okemo

ChristopherRating, 5 stars2 months ago
Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.
Superhost
Apartment in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars3 months ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Superhost
Apartment in Killington
4.78 out of 5 average rating, 308 reviews

Serene Top Floor Condo (resort style amenities)

NikitaRating, 5 stars2 weeks ago
Amazing view and cozy vibes. Hot tub and a pool are fun amenities to have. Building has freshly renovated pool and tubs. If you like it there are also sauna pods. So do not forget your swimsuit. It was clean and if you cook there is a kitchen. On top of that it was great to have a balcony with a view. May is a nice time to come even if you are not skiing because it’s not crowded and nature is stunning. And there are plenty of spots for mountain bike. Scott is a great host and local recommendations are helpful and honest. Visit liquid art, if you want a good cup of coffee that’s the right place. Great place!
Superhost
Apartment in Killington
4.89 out of 5 average rating, 245 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

IanRating, 5 stars5 months ago
The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.

Quick stats about holiday rentals that are family-friendly in Castleton

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹11,200 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore