Family-friendly vacation rentals in Castleton

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Castleton family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Guest favorite
Chalet in Killington
4.84 out of 5 average rating, 250 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

MauraRating, 5 stars3 weeks ago
Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!
Guest favorite
Home in Saratoga Springs
4.81 out of 5 average rating, 120 reviews

Saratoga Escape

KimberlyRating, 5 stars6 months ago
Had a great time at this beautiful home! Felt super peaceful and great for groups. Thanks so much!
Superhost
Home in Cavendish
4.83 out of 5 average rating, 151 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

LilyRating, 5 stars1 month ago
My friends and I had a great time at this place! The home was beautiful and very spacious - we were able to all hang out in the hot tub, kitchen, living room, and no place felt cramped.
Guest favorite
Chalet in Stockbridge
4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

ZachRating, 5 stars1 month ago
Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend
Guest favorite
Condo in Killington
4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

MichaelRating, 5 stars1 month ago
Great spot near the mountain. nice community pool and hot tub.
Top guest favorite
Home in Ludlow
4.97 out of 5 average rating, 158 reviews

Ski Chalet with Hot Tub on Okemo Mountain

MichaelRating, 5 stars1 month ago
Great house, location, and host! Eric was very helpful, communited timely, and is super organized. The house is in a great private location right near Okemo, plenty of restaurants, and a grocery store. The house felt bigger than the square footage states and was perfect for our two families (4 adults and 4 kids aged 9-12). We are usually disappointed in how clean rentals are upon our arrival, but this house was basically impeccable which especially isn't easy in the mountains! The upstairs is perfect for a kids room and the living space was nice and cozy, but didn't feel small. Plenty of room for everyone. I highly recommend this house, the hosts, and Okemo. It was our first time on this mountain and really enjoyed the family friendly atmosphere and terrain while also having plenty of advanced trails as well. Overall we had an A+ weekend.
Top guest favorite
Cabin in Ripton
5 out of 5 average rating, 106 reviews

#7 - Hemlock Hideaway Cabin

ChrisRating, 5 stars2 months ago
Home now after a couple days at the cabin. Feeling fully rested and can’t express enough how much we needed this getaway. Ago and Marty go above and beyond to make you feel comfortable and provide you with everything you could need to relax and have a great time. We will be coming back here. Hopefully soon.

Family- and pet-friendly home rentals

Guest favorite
Cabin in Jamaica
4.88 out of 5 average rating, 112 reviews

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly

JamesRating, 5 stars1 month ago
Christina was an excellent host who ALWAYS responded to any of my questions or concerns immediately and courteously. Her space was exactly as described and very spacious as well as a fantastic environment for a group to get together and have a great time! I highly recommend Christina’s place for a great time with a large group, she is the ideal host who works tirelessly to provide an amazing space for her guests!
Guest favorite
Apartment in Saratoga Springs
4.93 out of 5 average rating, 146 reviews

Cozy, Romantic, Historic Saratoga Apartment

RobertRating, 5 stars7 months ago
We were extremely pleased with our stay at Roberta’s place. This was our first visit to Saratoga Springs, and we wanted a quiet place that was convenient to downtown and that would allow us to fully experience the community. We felt at home from the moment we walked into the place. The neighborhood was quiet and peaceful, and the apartment was very comfortable. The unit was exactly as described and came with coffee for the coffee maker and even a package of scones for us to enjoy. It was a short walk to the restaurants and shops of downtown, and we felt safe walking at all times. Overall, we highly recommend Roberta’s place. We will definitely stay again the next time that our travels take us to Saratoga Springs.
Guest favorite
Cabin in Danby
4.89 out of 5 average rating, 295 reviews

April/May special So Vt Cabin Mt Tabor Treasure

FavyanRating, 5 stars1 month ago
Second time staying here to hike the area trails. The place was immaculate as was my first visit. The hosts are wonderful and helpful. They gave me check in flexibility that added a lot of time to my plans for the day that ended up being a big value. Highly recommend.
Guest favorite
Home in Saratoga Springs
4.8 out of 5 average rating, 162 reviews

Entire HOUSE Walk to ALL Dogs OK

AndrewRating, 5 stars1 month ago
Nancy’s place was a great option for my stay in the area. The kitchen had everything I needed, and the couch was comfortable. As was the one bed I slept in. I was visiting for a work trip. Nancy was also incredibly responsive to any questions I had, and was offering suggestions for the area I found useful. I’m glad to have found this place. While on this trip, I did not bring my dogs, I will be sure to stay here on my next one to the area. I typically stay in hotels here, but I will do my best to stay at Nancy’s anytime visiting in the future.
Guest favorite
Tiny home in Jamaica
4.94 out of 5 average rating, 1,256 reviews

Apple Blossom Cottage: A Tiny House

JulieRating, 5 stars5 days ago
We enjoyed our stay at Domenic with 2 kids on school break! The tiny house is just as described, colorful, well organized and very comfortable. We enjoyed making a fire outside on a beautiful spring evening and checking out the peacocks!
Guest favorite
Home in Rochester
4.95 out of 5 average rating, 196 reviews

The McKinley House

GarethRating, 5 stars2 months ago
We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!
Guest favorite
Apartment in Saratoga Springs
4.91 out of 5 average rating, 269 reviews

Peaceful Getaway - 12 Mins to Saratoga Race Track

MaggieRating, 5 stars1 week ago
Dan’s place is wonderful for a quiet, romantic getaway. We loved the deck and the big green space to walk our dog. The apartment was spotless and smelled clean. Dan was very responsive and helpful. My wife and I are hoping to come back someday!
Top guest favorite
Chalet in Wells
4.9 out of 5 average rating, 143 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

TomRating, 5 stars1 month ago
Rita’s chalet is really clean and the view around it is amazon. The place is well stocked with games for fun and firewoods for warmth. Upon request, Rita was able to accommodate our late checkout request with a reasonable surcharge. We have enjoyed our stay at Rita’s place and would definitely come back next time when we are around

Family-friendly home rentals with a pool

Top guest favorite
Guesthouse in Ticonderoga
5 out of 5 average rating, 210 reviews

Chilson Brook Alpacas

DavidRating, 5 stars6 months ago
I keep coming back as it is a great place, everything is top notch and the hosts are such good people. Highly recommend it if you want a perfect get away
Superhost
Condo in Killington
4.92 out of 5 average rating, 106 reviews

Right at Killington !

CrossanRating, 5 stars2 months ago
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!
Guest favorite
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, 5 mi to K Rd.

JoshRating, 5 stars1 month 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 favorite
Guesthouse in Granville
4.9 out of 5 average rating, 894 reviews

Moon Valley Country Retreat no clean fee pets yes

AmberRating, 5 stars4 days ago
There is not enough to say about the pristine beauty that is Loraine’s cabin. The instructions were helpful in navigating into the property and lights were turned on as it was dark to assure my comfortable arrival. The cabin feels like a nurturing home and is equipped with comforts and small touches. The bed was neatly made and felt like a picture walking in to see it. The stairs are cabin stairs and there is caution to take your time and step gently. Seemingly every question was answered with small notes around the cabin and a detailed welcome book. The care and attention to detail was perfection in a stay. I only wish I had been on a longer trip to fully enjoy the grounds and the surroundings. It was easy to feel at home and welcome with Loraine and Dean as hosts.
Superhost
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars1 month ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Superhost
Condo in Killington
4.82 out of 5 average rating, 257 reviews

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

ZacharyRating, 5 stars2 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
Condo in Killington
4.78 out of 5 average rating, 307 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.
Superhost
Condo in Killington
4.89 out of 5 average rating, 162 reviews

Modern Killington Farmhouse Condo: Close to Resort

RodneyRating, 5 stars2 months ago
Great home near the mountain, exactly how described and shown in pictures. We had a wonderful stay.

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ477 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

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