Kid-friendly holiday rentals in Windham

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Windham kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Windham
4.88 out of 5 average rating, 136 reviews

Catskills Retreat: Hot Tub | Fireplace | Firepit

LukeRating, 5 stars4 months ago
Absolutely amazing place and experience. Everything about the place was great and the communication and service was the best. We received 5 inches of snow on our last night and they even had the driveway all plowed for us first thing in the morning. That was a very pleasant surprise. Highly recommend!!
Top Guest favourite
Home in Windham
4.95 out of 5 average rating, 112 reviews

Big Red Retreat 3 min to Windham Mountain & Golf!

NancyRating, 5 stars3 months ago
It was a perfect getaway for my family - everyone enjoyed themselves, it was child friendly and very relaxing after a big ski day. It is 3 min from Windham Mountain Club, great restaurants and Markets, and we loved sitting out by the brook and having coffee on the deck. We hope to go back next year!
Guest favourite
Home in Phoenicia
4.94 out of 5 average rating, 585 reviews

Zen Cottage retreat to nature

TingRating, 5 stars1 week ago
We had a great time at the Zen Cottage! It was an amazing getaway with beautiful scenery all around! Alma and James were very responsive and helpful with recommendations around the town. The house was clean and we had everything we needed. We can't wait to be back!
Top Guest favourite
Home in Windham
4.99 out of 5 average rating, 107 reviews

“Spectacular Mountain Views with Tranquility”

DanielleRating, 5 stars4 months ago
Beautiful home! Very convenient to Windham mountain/town. We would definitely stay again
Top Guest favourite
Home in Lexington
4.99 out of 5 average rating, 113 reviews

Mountain View Chalet: AC, Hot Tub, Firepit, Games

AlexaRating, 5 stars2 weeks ago
What an excellent stay - this airbnb was incredibly well stocked with kitchen supplies, games, extra linens, really anything that one could want. Amenities were high quality and very thoughtful.
Guest favourite
Home in Prattsville
4.91 out of 5 average rating, 315 reviews

Yanity House

Ana CarolinaRating, 5 stars2 weeks ago
We love this house! Every time we come here we feel right at home! It has now become a tradition for our family to come here at least once a year. Perfect place to relax. Pet friendly. Always looking forward to our next visit!
Guest favourite
Home in East Jewett
4.98 out of 5 average rating, 240 reviews

Modern Ski-Home With Views Near Hunter & Windham

CaroRating, 5 stars1 month ago
Amazing place and surroundings! Were looking for a peaceful weekend away and it was just perfect - Kitchen had everything we needed for home cooking and a closet full of board games for some great family time - The view is breathtaking and a great firepit and small creek just below.
Top Guest favourite
Home in Roxbury
4.97 out of 5 average rating, 126 reviews

Mountain and tree view cabin on 12 private acres

LinmarieRating, 5 stars3 weeks ago
The view is everything!! A great weekend getaway

Kid-Friendly apartment rentals

Guest favourite
Apartment in Halcott Center
4.97 out of 5 average rating, 141 reviews

Mountain View Apartment

IrynaRating, 5 stars3 weeks ago
We stayed 2 nights at Bob and Jackie's place with our 2 kids. The apartment was clean and prepared for our arrival which we really appreciate (an extra bed was already made for our kids to sleep). There was enough space for the 4 of us, the kitchen is fully equipped too. Although it was raining heavily during our stay, we could enjoy our time outside because of a little covered area on the back of the building with a view to the woods and a grill that we enjoyed using as well. Thanks Bob and Jackie for a nice and peaceful stay!
Top Guest favourite
Apartment in Roxbury
4.94 out of 5 average rating, 289 reviews

"Your Country Getaway at Beulah Land Farm."

LisaRating, 5 stars3 weeks ago
We had a lovely stay here. The apartment was spotless, well stocked and comfortable. It suited our needs for a location in the Catskills.
Top Guest favourite
Apartment in Coxsackie
4.97 out of 5 average rating, 148 reviews

Susie's Climax Creations

TeaganRating, 5 stars1 month ago
I truly enjoyed my stay at Susie's place. She was extremely welcoming, warm, and friendly. I loved having a place to stay right on the farm. My dog loved exploring and smelling all around the property. The rooms were spotless and very comfortable. I slept really well. All the animals were wonderful and I loved hearing their stories and having a change of scene from what I do day-to-day. This place and this stay was just what I needed. Easy access to nearby cute towns like Coxsackie, Hudson, and Catskill. I would love to come back again in the future. And I would definitely recommend this place to others.
Guest favourite
Apartment in Catskill
4.92 out of 5 average rating, 231 reviews

Catskill Village House - Mountain View Studio

JamieRating, 5 stars5 days ago
We really enjoyed our three nights at this apartment in Catskill. It’s right at the end of Main Street, walking distance to a bunch of nice restaurants cafes and shops. A comfortable space for two people, reasonably priced, and charming decorations. Jenna responded quickly when we had questions. This is a good base to explore the town and the region from.
Guest favourite
Apartment in Tannersville
4.9 out of 5 average rating, 120 reviews

D & D’s Place

LisaRating, 5 stars1 week ago
Donna's place was immaculate easy to find shes very responsive. For us personally we needed to make adjustments but she is more than willing to work with us. Appreciate the offer to stay. Highly recommend.
Top Guest favourite
Apartment in Acra
4.99 out of 5 average rating, 157 reviews

Burnt Knob Mountain Escape

MatthewRating, 5 stars4 months ago
Theresa was an amazing host, she clearly communicated with us along the way, and made sure we had our privacy & provided the upmost comfort. Her space was well kept and full of considerate touches to facilitate a relaxing stay, the subtleties go a long way. We enjoyed the hot tub in the snow, shared a few stories of skiing adventures & loved the friendly visits from Ben. The views were picturesque to boot, we definitely plan to come stay in other seasons.
Guest favourite
Apartment in Jewett
4.8 out of 5 average rating, 188 reviews

Cozy Retreat in the Catskills

XuyangRating, 5 stars4 months ago
Absolutely loved my stay at this amazing place! Anna was incredibly kind, responsive, and made sure everything was perfect during my stay. The location and comfort of the place made my trip unforgettable. I will definitely come back if I ever get the chance to visit again. Highly recommend this place to anyone looking for a wonderful experience!
Guest favourite
Apartment in Catskill
4.97 out of 5 average rating, 263 reviews

Above SpringRise

MarieRating, 5 stars3 weeks ago
Very convenient stay traveling with an infant. Interior was very chic and simple. Great location on the main strip and easy access to a lot of beautiful hikes.

Child-Friendly Holiday Condos

Guest favourite
Condo in Hunter
4.86 out of 5 average rating, 138 reviews

Trailside At Hunter-Phase II-Hunter NY

MengqiRating, 5 stars8 months ago
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.
Top Guest favourite
Condo in Hunter
4.96 out of 5 average rating, 251 reviews

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

CaitlinRating, 5 stars3 months ago
Luiza was a wonderful host. She provided detailed check in and out instructions, as well as local recommendations for our stay. Her place was exactly as pictured and cleaned wonderfully for our arrival. We hope to be back for another ski trip!
Guest favourite
Condo in Hensonville
4.88 out of 5 average rating, 73 reviews

Cozy condo in Windham - Near Everything!

CarolynRating, 5 stars3 weeks ago
My husband and I attended a wedding and stayed here for 3 nights. It’s was such a lovely stay! A quiet street (with a street light right across the street), and a warm welcome as we entered the door. The place looked exactly as described and was a cozy place to land after the long days out. The shower pressure was also awesome and helped soak away the day. Anna was the perfect host! She made sure to let us know that we may not have service up there and that we should take down all the information in advance and was super proactive in all communication. We truly enjoyed our stay and would definitely stay here again if we’re in the area.
Superhost
Condo in Windham
4.81 out of 5 average rating, 138 reviews

Studio 3 BEDS-SLEEP 4

JeffRating, 5 stars4 months ago
I highly recommend Suzanne's place for anyone visiting Windham! She was incredibly responsive and helpful throughout the booking process and my stay. As someone who travels constantly for work, my schedule can be quite unpredictable, and Suzanne was unbelievably accommodating and flexible with my changing needs. I truly appreciated her understanding and willingness to work with me. The location is fantastic, right in the heart of Windham, and the view of the ski resort from the back deck was an unexpected bonus! I only wish I could have stayed longer. I'm already looking forward to my next visit, not just for winter skiing, but also to explore the beautiful surroundings throughout the year.
Superhost
Condo in Kingston
4.91 out of 5 average rating, 144 reviews

Cozy & walking distance to cafés *spring avails*

JananiRating, 5 stars2 months ago
Cozy apartment, walking distance from the water front. Had a great weekend getaway.
Guest favourite
Condo in Windham
4.76 out of 5 average rating, 67 reviews

4.Special long term prices - escape the City!

ParmjitRating, 5 stars8 months ago
first of all, Million Dollars view. You have beautiful mountain right in front of this property. I stayed at this place for a weekend get together with family, and wished we had stayed longer. The place came equipped with all the pots and pans you'd expect from AB&B plus coffee maker and pods. we enjoyed their collection of movies. There are grocery stores within minutes from this place and nice restaurants a short drive. we also enjoyed nearby hiking trails. overall, we had a great time and would definitely come back.
Guest favourite
Condo in Hunter
4.96 out of 5 average rating, 502 reviews

*Great Reviews* Hunter Mtn. Clean Close Cozy Condo

GerardoRating, 5 stars3 weeks ago
Great host, responsive and accommodating! Place was clean and felt right at home away from home! Check in and check out was easy, parking on site, nice neighborhood, cozy place, will definitely be staying here again!
Superhost
Condo in Windham
4.9 out of 5 average rating, 10 reviews

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite

MarcyRating, 5 stars2 months ago
Just a short stay but all was seamless. Beds comfy, bathrooms clean and updated. I would stay again.

Quick stats about holiday rentals that are kid-friendly in Windham

  • Total rentals

    60 properties

  • Nightly prices starting at

    $169 AUD before taxes and fees

  • Total number of reviews

    3.1K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore

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  4. Greene County
  5. Windham
  6. Kid-friendly rentals