Kid-friendly vacation rentals in Shandaken

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Shandaken kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Saugerties
4.94 out of 5 average rating, 68 reviews

Perfect Family Retreat•Pool•Volleyball•Firepit

YuliaRating, 5 stars2 months ago
We stayed as a family of 4, including a 1 year old and 3.5 year old. The place was extremely comfortable and had everything we would need for our stay. The kids enjoyed the playroom and kids room with lot of toys and books. Kitchen was fully stocked with plates, utensils, cooking ware, and a high chair. Place could easily accommodate more people, very clean, comfy beds. Property manager was very responsive. Short drive to downtown area. Lastly, great outdoor area, we’d love to plan a trip there when warmer as well!
Top guest favorite
An open concept layout is displayed, showcasing a warm dining area with a wooden table and beige striped chairs. Natural light streams in through large windows, illuminating a welcoming entryway. A staircase leads to the upper loft bedrooms, with rich wooden accents visible throughout.
Home in South Kortright
4.99 out of 5 average rating, 108 reviews

⭐A Secluded Schoolhouse Stay⭐

ZachRating, 5 stars6 months ago
We were looking for a quiet family getaway while visiting family in the area - this was the perfect place. The surrounding area was gorgeous, surrounded by fall leaves with a nearby lake to take in. Robert was a generous and responsive host - would absolutely recommend!
Guest favorite
A charming front porch features white railings and vibrant blue accents. Lush flower beds filled with colorful blooms surround the porch, while a red car is parked nearby. Well-maintained greenery adds to the inviting appearance of the home.
Home in Athens
4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

RonaldRating, 5 stars4 months ago
Well kept clean old house and furnishings. Terrific unobstructed view of the Hudson from two of the bedrooms and living room facing East. I loved sitting by the bay window in the master bedroom with the sun shining in watching barges on the river and with views of the town of Hudson on the far side of the river. The owners stuff was in the closets and refrigerator and freezer full of her food but that did not bother me. I appreciate having condiments, salt, sugar and pepper available. There is a washer/dryer but no dishwasher and only one bathroom. Also no shades on the East facing window in the master bedroom so light streamed in at sunrise.
Guest favorite
The historic family home is set on a neatly manicured hill, surrounded by lush greenery. The two-story structure features large windows and a welcoming porch, while the expansive lawn offers ample outdoor space for relaxation. Bright sunlight enhances the inviting atmosphere.
Home in Milton
4.75 out of 5 average rating, 178 reviews

Historic 1 BR Family Home Near Buttermilk Falls

DianeRating, 5 stars5 days ago
What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!
Guest favorite
Home in Phoenicia
4.96 out of 5 average rating, 154 reviews

Hiking and Breweries! Mountain and river views!

DallasRating, 5 stars6 days 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 Ulster Park
4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

Maggie FuentesRating, 5 stars3 days ago
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!
Guest favorite
A study area features a clear acrylic chair paired with a white desk. The wall is adorned with blue paint, and a white shelf holds a collection of books and artwork, enhancing the inviting workspace.
Home in Elizaville
4.86 out of 5 average rating, 101 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

JessicaRating, 5 stars2 weeks ago
Great spot to gather with friends. So close to trails and lovely towns. Loved the wood stove and hot tub!
Top guest favorite
A living room features a leather sofa and a wooden coffee table, surrounded by colorful artwork on the walls. Natural light fills the space through two windows, revealing a warm wood ceiling. A rocking chair and patterned rug add comfort to the inviting atmosphere.
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.

Kid-friendly apartment rentals

Guest favorite
A gravel driveway winds through a well-maintained yard, leading towards distant mountains under a clear blue sky. Sparse trees and an American flag add to the serene landscape, indicating a peaceful outdoor setting.
Apartment in Halcott Center
4.97 out of 5 average rating, 140 reviews

Mountain View Apartment

EricaRating, 5 stars3 months ago
We have stayed here more times that I can count. Bob and Jacki's place is a great get-away. Comfortable, cozy and so clean and well stocked for a longer stay. If you see how many times I left a glowing review you will see I mean it since we keep coming back. It is our go to spot when staying in the Catskills. Thank you as always, Bob and Jacki!!
Guest favorite
A bright and airy bedroom is showcased, featuring a spacious bed with soft white linens. Two large windows with light curtains allow natural light to fill the room. A mirrored wall decor adds depth, while a stylish chair complements the cozy ambiance.
Apartment in Hudson
4.93 out of 5 average rating, 285 reviews

Chic Hudson Apartment - In the heart of Hudson, NY

PhillipRating, 5 stars3 months ago
This place is fabulous! I was looking for a place for a long weekend retreat and was delighted to find this listing. The apartment is large, well appointed, and very clean. Below is a gorgeous spa/yoga center, where I treated myself to two treatments over the long weekend. All around are great restaurants and shops. I didn’t get in my car once after parking because I just wanted to soak up the serenity of this apartment, the spa below, and the historic street in Hudson. I envision returning with my husband, with friends, and alone for another personal retreat. Thank you for such a great stay!
Superhost
A cozy eat-in kitchen features a round table set for two, with a bouquet of flowers at the center. Light filters through a nearby window, illuminating the space. A refrigerator and kitchen cabinets are visible in the background, creating a functional atmosphere.
Apartment in New Paltz
4.87 out of 5 average rating, 287 reviews

Homey Haven:Inviting Airbnb Suite with kitchen

CherylRating, 5 stars1 month ago
I’ve stayed at Nichole’s place many times. It’s clean and comfortable and convenient for me. Will stay again.
Guest favorite
A bright and inviting living area features a gray sofa adorned with patterned throw pillows. A colorful wall sign adds character, while two orange lamp stands provide warm lighting. The space is framed by an open entryway leading to a visible hallway.
Apartment in Hudson
4.9 out of 5 average rating, 167 reviews

Private 1BR Apartment 1 Block from Warren St.

JamieRating, 5 stars1 week ago
My daughter and I had plenty of space to spread out. John’s place is very comfortable, clean, and charming. Thoughtful touches like extra hooks, suitcase stand, and bench at the entry to take off our wet shoes after a rainy Spring day in Hudson. Easy walk to great coffee shop and restaurants. Would definitely return!
Superhost
The backyard features a landscaped area with green grass, equipped with comfortable seating and a picnic table shaded by umbrellas. Surrounding plants and sunflowers add color, while a garden area showcases fresh greenery. A rustic fence borders the space for added privacy.
Apartment in Kingston
4.82 out of 5 average rating, 108 reviews

2 bedroom / Office - HEPA Air Purifier

SarahRating, 5 stars4 months ago
Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.
Guest favorite
The living area features dark wood paneling with a contrast of light-colored walls. A plush couch and an armchair are positioned around a low table. A TV stands on a black console, while a standing lamp illuminates the space. Decorative elements include a plant and wall art.
Apartment in Hamden
4.95 out of 5 average rating, 102 reviews

Stylish, Renovated Private Catskills Apartment

JonathanRating, 5 stars2 months ago
Highly recommend this place. Dave was extremely responsive, informative, and friendly. There is plenty of room, and everything was very clean and tidy. The restaurant beneath the space is not only convenient, but the food was excellent as well. The surrounding area is very scenic, and is ideal for anyone looking for a peaceful getaway. Would definitely stay here again!
Guest favorite
A dining area showcases a round wooden table set with dishes and glasses, accompanied by green chairs. A cozy sofa and an armchair are positioned against the wall, while light streams through large windows, illuminating the warm wood flooring.
Apartment in Catskill
4.96 out of 5 average rating, 256 reviews

Above SpringRise

LizRating, 5 stars4 days ago
Perfect spot for a weekend in Catskill. I loved the ability to walk to local spots. So many things to do in the area if you like good food, drinks and a nice hike.
Top guest favorite
A comfortable seating area is highlighted by a modern chair beside a small side table. A decorative lamp illuminates the space, while artwork depicting greenery adorns the wall. Natural light filters in through the window, offering a view of the peaceful woods outside.
Apartment in Tillson
4.97 out of 5 average rating, 115 reviews

Woodland Neighborhood Retreat

YilinRating, 5 stars4 days ago
Great place to stay for exploring the New Paltz / Kingston area, loved how clean everything was! Lisa is a great host and provided super clear instructions.

Kid-friendly condo rentals

Guest favorite
A multi-level chalet-style building features a blend of wood and stone exteriors. Large windows enhance natural light, and several balconies overlook a lush green landscape. A wooden bridge leads across a small waterway, connecting seamlessly to the surrounding nature.
Condo in West Kill
4.86 out of 5 average rating, 138 reviews

Trailside At Hunter-Phase II-Hunter NY

MengqiRating, 5 stars6 months ago
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.
Guest favorite
A cozy living area features a light-colored sofa facing a decorative coffee table. A round rug with a nature motif complements the hardwood flooring. Large windows provide access to natural light, and a balcony can be glimpsed through the sliding glass door.
Condo in Windham
4.88 out of 5 average rating, 191 reviews

Cozy Mountain hideaway Windham, Hunter

RandolphRating, 5 stars1 week ago
Pristine clean, cozy, one bedroom condo unit located in Windham with seasonal access to tennis courts and a pool. Walking distance to the beautiful Windham Path. Slept better than at home in the comfy bed. Went for two days of midweek remote work. Agnieszka, the host, was gracious and responsive. The host obviously put some genuine TLC into this place and it shows. Browsed for books at Briars & Brambles, an indie bookstore in Windham adjacent to Windham Pharmacy. Purchased groceries and firewood down the road at Hickory Hill Market . Ate in area at Higher Grounds and Windham Diner. Living room has a fireplace with large screen TV just above. Great for all seasons. Thanks Agnieszka!
Top guest favorite
A cozy living room area features a dark leather sofa adorned with decorative pillows. Two lamps light the space, complemented by an ornate side table and a marble coffee table. A large piece of wall art enhances the inviting atmosphere, while a rich area rug covers the wooden floor.
Condo in Hunter
4.96 out of 5 average rating, 251 reviews

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

CaitlinRating, 5 stars2 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!
Superhost
A wooden balcony features two adirondack chairs in bright green and blue, positioned for views of the surrounding mountains and tree-filled landscape. The clear sky and vibrant greenery create a serene outdoor space, perfect for relaxation.
Condo in Windham
4.81 out of 5 average rating, 138 reviews

Studio 3 BEDS-SLEEP 4

JeffRating, 5 stars2 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
The exterior of a two-story, wooden condo is visible, featuring a warm brown facade. A covered entrance with an American flag hangs beside the stairs leads up to the unit. Lush greenery and decorative shrubs enhance the inviting surroundings.
Condo in Windham
4.72 out of 5 average rating, 275 reviews

Cozy Condo w/ Wood Burning Fireplace

RachelRating, 5 stars1 week ago
We loved staying here for the second time! thank you!
Top guest favorite
A modern living area features a dark blue sofa and a coffee table with decorative items. The open kitchen showcases stainless steel appliances and a dining area with four bar stools. Warm lighting enhances the inviting space, while wall art adds character.
Condo in Lanesville
4.97 out of 5 average rating, 630 reviews

Stylish Condo Hunter Mountain

Tianna JoanneRating, 5 stars1 week ago
The place was exactly as described and she was really attentive if I had sent a message and it was extremely clean and cozy.
Superhost
An open kitchen and living area is highlighted by natural light from large windows. A compact dining table for four is situated under a pendant light. Red cabinets offer a pop of color against yellow accents in the kitchen, with a cozy seating area featuring a textured rug.
Condo in Kingston
4.92 out of 5 average rating, 141 reviews

Cozy & walking distance to cafés *spring avails*

CateRating, 5 stars1 month ago
Could not recommend this place enough! Darla and Matthew are extremely communicative, sent lots of great recommendations, the house is very cozy and well-stocked, the neighborhood is walkable to lots of great shops and food, and the check in and check out process was a breeze! Would definitely stay again. An amazing value for the price.
Guest favorite
A functional kitchen area features wooden cabinetry and a well-organized layout. A small dining table with two chairs is positioned near the window, while appliances like a stove, refrigerator, and a water cooler are visible. Natural light enhances the warm wooden flooring.
Condo in Hudson
4.95 out of 5 average rating, 182 reviews

Harmony Valley Home, bright & inviting 2-BR escape

WendyRating, 5 stars6 months ago
Hannah was extremely responsive at all times. She even provided us with Oat Milk for our coffee! The water does have a sulphur odor but no worries there is a big water dispensing for drinking if so desire. Place was clean, quiet and perfect for our stay in the Hudson Valley.

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

  • Total rentals

    120 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

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