Kid-friendly vacation rentals in Smallwood

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Smallwood kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
Home in Narrowsburg
5 out of 5 average rating, 21 reviews

Farm House with Built in pool/jacuzzi open in May

JennRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Coolbaugh Township
4.85 out of 5 average rating, 40 reviews

Cozy Outdoor Firepit-Fireplace-Close to Skiing

EricaRating, 5 stars2 months ago
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 :)
Top guest favorite
Home in Eldred
5 out of 5 average rating, 6 reviews

Dog-friendly Summer Retreat in the Catskills

CatherineRating, 5 stars3 months ago
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.
Guest favorite
Home in Phoenicia
4.96 out of 5 average rating, 154 reviews

Hiking and Breweries! Mountain and river views!

DallasRating, 5 stars1 week ago
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!
Superhost
Home in Monroe
4.85 out of 5 average rating, 144 reviews

Winter Home near Legoland, West Point & Outlet

GraceRating, 5 stars3 days ago
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!
Superhost
Home in Tobyhanna
4.88 out of 5 average rating, 25 reviews

NEW! Fun and relaxing home for friends and family!

MichelleRating, 5 stars2 months ago
Lovely home. The kids enjoyed the game room. We had a great time!
Top guest favorite
Home in Woodstock
4.98 out of 5 average rating, 219 reviews

Sweeping mountain views in Woodstock, NY

DanielRating, 5 stars1 month ago
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.
Guest favorite
Home in Barryville
5 out of 5 average rating, 9 reviews

Family-Friendly retreat in nature

LizRating, 5 stars1 month ago
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

Top guest favorite
Apartment in Wallkill
4.94 out of 5 average rating, 141 reviews

Log Cabin Apartment Great for Outdoor Enthusiasts

MichaelRating, 5 stars3 months ago
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.
Top guest favorite
Apartment in Goshen
4.97 out of 5 average rating, 207 reviews

Historic Horse Barn Sleeps 6/ 4 Minutes 2 Legoland

JasmineRating, 5 stars1 month ago
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!
Guest favorite
Apartment in Woodstock
4.94 out of 5 average rating, 268 reviews

Jewel above the Pub with a view. Walk everywhere!

DavidRating, 5 stars2 weeks ago
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.
Guest favorite
Apartment in Tannersville
4.9 out of 5 average rating, 116 reviews

D & D’s Place

AlaynaRating, 5 stars6 months ago
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.
Guest favorite
Apartment in Wallkill
4.89 out of 5 average rating, 395 reviews

Dream getaway apartment in the foot of Gunks Ridge

GalRating, 5 stars2 weeks ago
Great place, highly recommend it and would totally come back
Guest favorite
Apartment in New Paltz
4.96 out of 5 average rating, 385 reviews

Modena Mad House

LindaRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Middletown
4.92 out of 5 average rating, 151 reviews

Just Around The Corner

SarahRating, 5 stars5 months ago
Had a great time! Loved the place and especially the surroundings, peaceful and beautiful!
Top guest favorite
Apartment in Margaretville
4.98 out of 5 average rating, 122 reviews

Margaretville Village Views, Apt 3

lucas Rating, 5 stars1 month ago
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

Superhost
Condo in Vernon Township
4.79 out of 5 average rating, 123 reviews

Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

JasonRating, 5 stars1 week ago
Henry’s place was exactly as described . The place was clean and perfect for 2 people. I would recommend staying there again.
Top guest favorite
Condo in Vernon Township
4.96 out of 5 average rating, 165 reviews

One bedroom condo at Mountain Creek Resort

MelissaRating, 5 stars2 months ago
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!
Guest favorite
Condo in Vernon Township
4.95 out of 5 average rating, 132 reviews

Sunsets at Mountain Creek! Walk to ski slopes!

MichelleRating, 5 stars3 months ago
Great place! Easy to check in and enjoyed the heated garage. It was super convenient to get to the room as well.
Guest favorite
Condo in Vernon Township
4.92 out of 5 average rating, 103 reviews

Mtn Creek - Bike, Hike, Golf, Legoland, NYC 1 Hour

SorayaRating, 5 stars3 months ago
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.
Guest favorite
Condo in Vernon Township
4.94 out of 5 average rating, 837 reviews

Appalachian Lodge Top Floor w/views

Jahari LeeRating, 5 stars1 week ago
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!
Superhost
Condo in Vernon Township
4.73 out of 5 average rating, 111 reviews

200 yds Minerals - great for hotel weddings

SaraRating, 5 stars5 months ago
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!
Guest favorite
Condo in Vernon Township
4.92 out of 5 average rating, 317 reviews

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

PearlRating, 5 stars1 month ago
Perfect getaway! Easy to access local hotels at a great value! Highly recommend and will personally be back!
Top guest favorite
Condo in Vernon Township
4.96 out of 5 average rating, 107 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

GregRating, 5 stars1 month ago
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

Destinations to explore