
Kid-friendly vacation rentals in Smallwood
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Top-rated kid-friendly rentals in Smallwood
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Smallwood kid-friendly rentals
Kid-friendly house rentals

Farm House with Built in pool/jacuzzi open in May
We came for a quick girls weekend and were pleasantly surprised by how comfortable and homey we felt here. We loved going to the nearby Woodstock museum and a couple of great restaurants in the area. Sadly, the weather wasn’t great but we hope to come back sometime to enjoy all of the amenities that this home and property have to offer!

Cozy Outdoor Firepit-Fireplace-Close to Skiing
This house was a great!! My family and I absolutely enjoyed our stay. Jessica was super nice and helpful. Responded quickly which was a huge plus! Over all a great very welcoming home :)

Dog-friendly Summer Retreat in the Catskills
My family & I spend 5 nights in this beautiful home. We had 4 adults with 3 fur babies. We truly enjoyed our stay. I love to cook & Jane’s kitchen was fabulous and very well equipped. The open fire place was perfect. The outside area was ideal for our dogs to run around safely. Short drive to lots of cute towns. I would highly recommend this home for anyone looking for a great country weekend away.

Hiking and Breweries! Mountain and river views!
This home was perfect in many ways. The home itself is bright with sunshine, has a beautifully-updated persona while keeping its mountain cabin charm. The kitchen was well supplied and we were able to cook meals easily. We also enjoyed the selection of books and games during the evening hours. If we still had young children around, they would have loved the fun kid's room upstairs! Plenty of available hiking nearby with a good selection of local restaurants for various libations and meals. Working with Julie was super easy - communications were quick and simple. No problems at all - a very excellent place for a relaxing holiday!

Winter Home near Legoland, West Point & Outlet
Ruth was such a great host!! She was extremely flexible and reasonable — and the location was beautiful. Me and my group of friends were able to have such a nice time, stress free at Ruth’s Airbnb!

NEW! Fun and relaxing home for friends and family!
Lovely home. The kids enjoyed the game room. We had a great time!

Sweeping mountain views in Woodstock, NY
We had a lovely stay! The place was very relaxing, peaceful, and surrounded by nature, yet still close to Woodstock. One of the highlights was seeing a family of deer right outside our window — such a special moment. The hosts were also incredibly accommodating, providing a highchair and pack ’n play for our infant, which made our stay so much easier. We truly appreciated their thoughtfulness and hospitality. Highly recommend to anyone looking for a quiet getaway close to town.

Family-Friendly retreat in nature
We had a great stay at Wood’s Edge! The home is beautifully decorated and so comfortable. We really loved all the games and activities. Vanessa was a fantastic host and super responsive. Perfect place to host family and friends- we can’t wait to come back!
Kid-friendly apartment rentals

Log Cabin Apartment Great for Outdoor Enthusiasts
We loved our time at this beautiful cottage! We have been to lots of Airbnb’s, and most have been a good experience. This cottage was something more. We both felt instantly relaxed when we walked in the door. It was so cozy and comfortable. We slept great in the comfy bed. The pictures can’t describe the feeling of the place. Warm, cozy, peaceful, inspiring, comfortable, quiet and truly rejuvenating. I will be making a trip to the area again as soon as possible, just to stay in this cabin retreat.

Historic Horse Barn Sleeps 6/ 4 Minutes 2 Legoland
I was close to the area, decided to extend my weekend and did a last minute booking with Emily who was very accommodating! Her place was clean and I loved the decor and furniture. The kitchen is gorgeous and the counter tops made cooking easy with plenty of space for me to feel comfortable. Thank you for sharing, we loved it!

Jewel above the Pub with a view. Walk everywhere!
Great location. Walkable to many options in town. Comfortable space that met all of our needs for a short stay to attend a concert at the Bearsville Theater. Host kept us informed and was very responsive to questions.

D & D’s Place
We had a great stay. It was a great quick weekend trip out of the city. This was our first time upstate and the location of Donna’s home was perfect. We had such a great time and would love to come back in the future.

Dream getaway apartment in the foot of Gunks Ridge
Great place, highly recommend it and would totally come back

Modena Mad House
This is a delightful place! The location is peaceful, the decor gorgeous and the hosts easy to work with. I enjoyed my stay so much, feeling instantly right at home. And the fresh eggs that are right there in the frig (wow), well, I was happier to have them than I had anticipated! It's just minutes away from New Paltz.

Just Around The Corner
Had a great time! Loved the place and especially the surroundings, peaceful and beautiful!

Margaretville Village Views, Apt 3
Great host and a cute area. The place was well cleaned and was the perfect place for 2. I would recommend booking with sue and visiting their margretville apartments.
Kid-friendly condo rentals

Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Henry’s place was exactly as described . The place was clean and perfect for 2 people. I would recommend staying there again.

One bedroom condo at Mountain Creek Resort
We really enjoyed our stay! The condo was VERY clean, full stocked with all of the needed essentials and in a great location right by the ski slope. Both the bed and pull-out coach were SUPER comfortable. All instructions were super clear, and the recommendations were perfect. Thank you for letting us stay at your place, we love Mountain Creek!

Sunsets at Mountain Creek! Walk to ski slopes!
Great place! Easy to check in and enjoyed the heated garage. It was super convenient to get to the room as well.

Mtn Creek - Bike, Hike, Golf, Legoland, NYC 1 Hour
My family and I loved staying at this home for our weekend getaway. It was as described in the listing and close proximity to Mountain Creek. We would love to return in the summer.

Appalachian Lodge Top Floor w/views
My children and I had a wonderful time! The unit was immaculate, the views were lovely, and there was plenty to do at the hotel. Paul was the best host! We had a car issue and had to extend our stay. He was polite, quick to respond, accommodating, and he took excellent care of us whenever we had any questions or concerns. We are looking forward to visiting again!

200 yds Minerals - great for hotel weddings
We had a great time! The unit is an easy walk to Minerals, and the layout was perfect for our needs. Joann was a fantastic host and we can’t wait to stay again!

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa
Perfect getaway! Easy to access local hotels at a great value! Highly recommend and will personally be back!

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5
Massimo was so communicative, place was great, and the little extras provided -- snacks, beverages, and the set up for old time arcade games -- totally awesome! Thanks!
Quick stats about vacation rentals that are kid-friendly in Smallwood
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Kalahari Resorts
- Elk Mountain Ski Resort
- Bethel Woods Center for the Arts
- Montage Mountain Resorts
- Minnewaska State Park Preserve
- Bushkill Falls
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Promised Land State Park
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Delaware Water Gap National Recreation Area
- Ringwood State Park
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Hudson Highlands State Park
- Opus 40
- Sterling Forest State Park
- Camelback Snowtubing
- The Country Club of Scranton
- Villa Roma Ski Resort
- Thaddeus Hait Farm