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

Superhost
Home in Tobyhanna
4.76 out of 5 average rating, 17 reviews

Wake up to adventures Hot Tub/Firepit/Game room

AngelicaRating, 5 stars3 weeks ago
I had a fantastic stay at Ileana’s place, the space was clean, cozy and exactly as described. Ileana was super friendly and responsive, all the instructions were on point I would definitely recommend staying there, it’s nice and peaceful, can’t wait to book them again.
Guest favorite
Home in Lake Ariel
4.85 out of 5 average rating, 20 reviews

Relaxing Lake House w/ Amenities

ScottRating, 5 stars3 months ago
Tim is a fantastic host. His place is absolutely beautiful. My friends and I had such a great time. If you want to go on trails nearby, go to the schuman blue loop. The place is amazing and Tim is so responsive and friends. Thank you for letting us stay and we look forward to coming back!
Top guest favorite
Home in Narrowsburg
5 out of 5 average rating, 19 reviews

Farm House with Built in pool/jacuzzi open in May

WesleyRating, 5 stars4 months ago
We had an amazing stay at Jeffery’s house. From booking to checkout super responsive and proactively gave us tips for areas to explore and restaurants outside. Lovely backyard trail. The house gets well heated. Peaceful stay. 6/5
Superhost
Home in Monticello
4.89 out of 5 average rating, 73 reviews

Grandma's Cottage 2BR+Den

GauravRating, 5 stars2 months ago
We stayed at Grandma’s Cottage for my wife’s birthday, and the experience couldn’t have been better. Originally, we had booked another place, but due to some last-minute issues, we were re-booked here—and honestly, it felt like fate. From the moment we arrived, we fell in love with the cozy, vintage vibe of the house. It’s like stepping into a charming time capsule, with antiques everywhere—record players, an old stove, typewriter, beautiful paintings, unique clocks, and mini art sculptures. Each piece adds so much character! Sheldon (our host) was amazing. Despite the short notice, he kindly accommodated our booking and even stopped by personally to ensure everything was perfect for us. That extra effort meant so much. We’ll definitely be coming back here!
Guest favorite
Home in Phoenicia
4.96 out of 5 average rating, 153 reviews

Skiing and Breweries! Mountain and river views!

LeslieRating, 5 stars3 days ago
This was a great house in a lovely spot, can’t wait to come back. It was very comfortable for 4 adults and 2 toddlers. Plenty of room to cook, eat, do puzzles, play, read and relax. The house has a charming, cozy feel and is clean and well maintained. Hosts were kind, helpful and great communicators. Thanks Julie and Pierre - we’ll be back!
Guest favorite
Home in Hancock
4.95 out of 5 average rating, 59 reviews

Small home close to town square

FarhanRating, 5 stars3 months ago
Such a great stay at Hancock. Loved the house and its amenities. Huge House with a beautiful backyard. Brigitte was great amd accomadated everything we needed. She was super understanding and helpful. Coming back in the summer
Superhost
Home in Wurtsboro
4.81 out of 5 average rating, 37 reviews

Beautiful modern Catskills home

MelissaRating, 5 stars4 months ago
The house was beautiful. The rooms were spacious and decorated gorgeous. The weather was very cold so we didn’t get to use much of the outdoor space.
Superhost
Home in Monroe
4.85 out of 5 average rating, 142 reviews

Winter Home near Legoland, West Point & Outlet

Ashley + ShaiRating, 5 stars1 month ago
Ruth’s place was perfect for our short getaway to take the kids to learn to ski. Plenty of space and clean. Easy to get to. Would come back next year for some more ski lessons!

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 stars2 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, 206 reviews

Historic Horse Barn Sleeps 6/ 4 Minutes 2 Legoland

GenesisRating, 5 stars3 weeks ago
We had a wonderful experience staying at this Airbnb. The host was incredibly accommodating and made sure we had everything we needed for a comfortable stay. The space was spotless, and it was clear that great care went into maintaining the property. From the little details to the overall comfort, everything exceeded our expectations. We would definitely recommend this host to anyone looking for a great place to stay!
Guest favorite
Apartment in Woodstock
4.94 out of 5 average rating, 266 reviews

Jewel above the Pub with a view. Walk everywhere!

JonRating, 5 stars4 days ago
Perfect downtown Woodstock location! Just steps from excellent restaurants (Woodstock Pub, Silvia, Good Night), charming bars (Small Talk, Station), and countless boutique shops. The central spot also provides convenient access to surrounding areas like Phoenicia, Kingston, and Catskill. The dedicated parking spot, private entrance, straightforward check-in process, and responsive host communication made for a seamless stay. Would absolutely book again!
Guest favorite
Apartment in Wallkill
4.89 out of 5 average rating, 392 reviews

Dream getaway apartment in the foot of Gunks Ridge

YehannysRating, 5 stars1 week ago
Nice stay! It was too short. I would have stayed longer. Very peaceful place! Thank you, Serg!!!
Guest favorite
Apartment in New Paltz
4.96 out of 5 average rating, 382 reviews

Modena Mad House

JessicaRating, 5 stars1 month ago
We had a great stay at Anna’s. Looked just like the photos. We felt right at home. Very comfortable and cozy. Fully stocked kitchen. Anna was super responsive and helpful. We definately hope to stay again.
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, 121 reviews

Margaretville Village Views, Apt 3

lucas Rating, 5 stars4 days 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.
Guest favorite
Apartment in Goshen
4.81 out of 5 average rating, 252 reviews

Great apartment- closest to Legoland

MarkRating, 5 stars1 week ago
Second time staying at this great spot. Exactly as pictured and always clean. Highly recommend booking if you can!

Kid-friendly condo rentals

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 stars1 month 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 stars2 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
4.94 out of 5 average rating, 828 reviews

Appalachian Lodge Top Floor w/views

StarRating, 5 stars1 week ago
We were lucky enough to book Paul’s home for my Fiancé's birthday, a weekend to reconnect and take in the scenery. Paul’s home was very welcoming and honestly exceeded expectations. The cozy fireplace and balcony were our favorite spots. Our family has been asking for our booking info since we shared photos online but we’re keeping this our little hidden gem. We can’t wait to visit again! Truly a home away from home!
Superhost
Condo in Vernon Township
4.73 out of 5 average rating, 111 reviews

200 yds Minerals - great for hotel weddings

SaraRating, 5 stars4 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
4.88 out of 5 average rating, 205 reviews

Newly renovated Sunset view 1 bedroom

JaredRating, 5 stars1 month ago
This was my third stay at Joe’s place, and as always, everything was great. Joe was super accommodating with my dates, and I couldn’t be more pleased with my visit. The place is clean, comfortable, and consistently a great stay. Looking forward to coming back again!
Guest favorite
Condo in Vernon Township
4.92 out of 5 average rating, 315 reviews

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

AngelaRating, 5 stars1 month ago
We had a great stay. Not too far from the ski lift. Very peaceful and quiet. The condo was very clean and comfortable. LPG was very accommodating with our special request which was much appreciated.
Top guest favorite
Condo in Vernon Township
4.96 out of 5 average rating, 105 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

AlexRating, 5 stars2 months ago
I highly recommend this unit. It is exactly like the listing/photos, newly remodeled, and fantastic big windows with a ton of natural light. Massimo was super responsive, especially the day of my check-in when my car battery died in the parking garage! He was very helpful. I travelled with my 9 and 2 year old and it was very comfortable for the kids. Perfect rental for ski in/out on Mountain Creek.
Guest favorite
Condo in Vernon Township
4.95 out of 5 average rating, 273 reviews

NYC Escape 1 hr away

KennyRating, 5 stars2 weeks ago
I had a great stay here ! Everything was perfect. clean, comfortable, and just as described. Amazing hosts, very kind and helpful. The whole experience was smooth and easy. I would definitely stay here again and highly recommend it!

Quick stats about vacation rentals that are kid-friendly in Smallwood

  • Total rentals

    20 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore