Vacations are wonderful…unless you have bored children who are complaining and wreaking havoc on what was intended to be a relaxing retreat. Fortunately, our roundup of the most family-friendly Airbnbs in Upstate New York has got you covered with numerous rental suggestions that have everything you need to keep your brood entertained without even leaving the premises. There may not be kids clubs on the property per se, but from private playgrounds and decked out game rooms to expansive outdoor spaces, there’s something for the whole fam (including rentals with baby items on-hand, like cribs and highchairs). Read on and start planning an escape from the big city that the whole family will enjoy.
19 Family-Friendly Airbnbs in Upstate New York
From renovated train cabooses to secluded mountain retreats
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1. Castle Cottage (Bolton Landing, NY)
Airbnb
- Distance from NYC: 4 hours
- Sleeps: 6
- 2 bedrooms, 1 bath
- Pets Allowed: no
- Rate: from $1,210/night
- Why We Love It: multiple castles on property for group rent, can have up to 34 non-overnight guests (surcharge), three minutes from town
- Things to Do: kayaking in Lake George, Bolton Historical Museum, Adirondack Extreme Adventure Course
If anyone in your family has fairytale fantasies, the Castle Cottage is a must-book. Set on a larger property with two other castles, this storybook setting offers views of Lake George and plenty of seclusion while still being an accessible three minutes from Bolton Landing. Big families and extended reunions will want to book all three properties, which in total can sleep up to 21 guests. The owners also have a special non-overnight guest policy; for a surcharge, they can accommodate up to 34 additional guests on the property between 4 and 8 p.m. between May and October. The cottage features two bedrooms with queen beds, a queen sleeper sofa and charming eat-in kitchen.
2. The Treehouse at Evergreen Cabins (Remsen, NY)
Airbnb
- Distance from NYC: 4 hours 30 minutes
- Sleeps: 4
- 2 bedrooms, 1 bath
- Pets Allowed: no
- Rate: from $690/night
- Why We Love It: suspension bridge, full kitchen, fire pit & grill, waterfall views
- Things to Do: Herkimer Diamond Mines, Trenton Falls Scenic Trail, Hinckley State Forest
Every kid's dream (at least, before screen time) was to have a tree house, and this property feels like that dream come to life. In order to access the home, guests will traverse a suspension bridge that's sure to delight the adventurers of the family. Upon arriving on the other side, you'll find your feet planted on a generous wrap-around porch. (Perfect place for parents to steal a slice of peace and quiet before the chaos of the morning?!) The tall floor-to-ceiling windows ensure that natural light (and the sun's warmth) flood the space. The kids will want to hit the fire pit for a round of s'mores before bedtime; the second bedroom has two bunks that'll make the trip feel like an epic sleepaway camp. Parents can enjoy a peaceful view of the waterfall from the primary bedroom.
3. Modern Accord Depot (Accord, NY)
- Distance from NYC: 2 hours 20 minutes
- Sleeps: 8 (1 king, 4 queen, 2 bunks)
- 2 bedrooms, 2 baths
- Pets Allowed: Yes
- Rate: from $536/night
- Why We Love It: train-themed, fire pit, great location, colorful and fun!
- Things to Do: Westwind Orchard, Mohonk Preserve, Awosting Falls
It doesn’t get much cooler than this modern reimagining of a historic early 20th century train depot, which boasts a sprawling and fully fenced backyard, a grand piano (for your budding Mozart), a popcorn maker, a reading nook with children’s toys and books, super neat capsule-style beds for the little ones (inspired by train sleeper cars), a sprung-floor dance studio and a separate caboose. Oh and did we mention hammocks, a fire pit and a prime location just off Main Street? All that aside, we fell in love with this place as soon as we saw the impeccable interior design, which is so brightly colored and fun it makes a Children’s Museum seem like a snoozefest. All aboard, indeed!
4. Le Chalet (Prattsville, NY)
- Distance from NYC: 3 hours
- Sleeps: 10 (5 bed)
- 5 bedrooms, 3.5 baths
- Pets Allowed: Yes
- Rate: $958/night
- Why We Love It: game room, gorgeous views, great location
- Things to Do: Huntersfield Mountain Trail, fishing in Schoharie Creek, Zadock Pratt Museum
Tots and teens alike will feel right at home in this pristine chalet—a mountain retreat that features separate lounge and play areas designed for both age groups, plus a game room (foosball!) and a fireplace. Outdoors, you’ll find a 10-acre lawn, two well-appointed outdoor decks and a hot tub, to boot—all of which boast stellar mountain views. We wouldn’t blame you if you decided to stay on the premises, but it’s worth noting that it’s a mere 10 to 15 minute drive to Windham and Hunter, where outdoor recreation opportunities abound all year long. (Think: skiing, snow tubing, hiking and ziplining.) Bottom line: Family-friendly comfort awaits at this homebase, no matter what your itinerary has in store.
5. Rose Hill Cottage (Coxsackie, NY)
- Distance from NYC: 2 hours 40 minutes
- Sleeps: 10 (5 beds)
- 5 bedrooms, 2 baths
- Pets Allowed: Yes
- Rate: $833/night
- Why We Love It: pool, games area, gorgeous views
- Things to Do: Bronck Museum, Hudson River Islands State Park
Don’t be fooled by the name, ‘cause this is no cottage. In fact, it’s a stately mansion that sits on 30 acres of meticulously groomed land and provides guest access to a (seasonal) saltwater pool and separate, kid-friendly barn that’s well-equipped with everything from board games, as well as teen attractions like pool, darts and ping pong. (There’s a very large TV, too.) Plus, the homey, coastal-meets-farmhouse decor and scenic Hudson River views aren’t half bad, either.
6. Secluded Post-and-Beam Retreat (Ancram, NY)
- Distance from NYC: 2 hours 15 minutes
- Sleeps: 6 (5 beds)
- 3 bedrooms, 2 baths
- Pets Allowed: Yes
- Rate: $262/night
- Why We Love It: outdoor activities, treehouse with zipline, gorgeous views
- Things to Do: Great Barrington architecture & history tour (from $30/person), Clover Brooke Farm tour (from $66/person)
Books, toys and games fill this charming retreat, which is situated on seven secluded acres of open fields, manicured lawns and forest, and located just a stone’s throw away from a host of outdoor activities (hiking, skiing, tennis, golf and lake swimming, to name a few). Best of all, there’s a well-equipped treehouse and a zip line where kids can play while the grown-ups plan the daily itinerary, or just chill out for a few. Plus, this package deal also includes breathtaking views, beautiful natural surroundings and a whole bunch of wildlife—so you really can’t go wrong.
7. Outlier Inn Geo Dome (Woodridge, NY)
Airbnb
- Distance from NYC: 2 hours 15 minutes
- Sleeps: 16+ (1 bed)
- 1 bedroom, 1 bath
- Pets Allowed: No
- Rate: $321/night
- Why We Love It: nearby hiking trails, farm animals on site, architectural design
- Things to Do: guided cliff and waterfall hike (from $55/person), Rails to Trails path
This charming 12-acre farm offers families a unique and comfortable glamping experience that’s perfect for folks who want to enjoy the outdoors with kids in tow. There’s a full outdoor kitchen and hot showers in addition to the geo dome, which is a lot nicer (and roomier) than a tent. Guests also have access to the many farm animals on the property, as well as the beautiful vegetable garden and numerous nature trails. The only thing to note is that you’ll need to bring your own air mattresses and bedding for any members of the group who won’t fit in the dome’s one full bed.
8. Killer Cat Mountain House (Hunter, NY)
- Distance from NYC: 2 hours 45 minutes
- Sleeps: 10 (7 beds)
- 4 bedrooms, 3 baths
- Pets Allowed: Yes
- Rate: $585/night
- Why We Love It: gorgeous views, games room, great location
- Things to Do: Dolan's Lake, Hunter Scenic Skyride, Kaaterskill Falls
You’ll swoon over the floor-to-ceiling glass doors, the deck with stunning mountain views and the Parisian-chic designer furnishings. And fortunately, you’ll have enough time to savor it all like a glass of fine wine (have one of those!) while the kids entertain themselves with some good old fashioned gaming in the basement, where a Pacman arcade machine, a Marvel digital pinball machine, a classic Nintendo entertainment system and a whole host of classic board games can be found. Yep, this combination of competition and relaxation is a winning one indeed.
9. The Bird's Nest (Saugerties, NY)
- Distance from NYC: 2 hours 20 minutes
- Sleeps: 4 (2 beds)
- 1 bedrooms, 1 bath
- Pets Allowed: Yes
- Rate: $530/night
- Why We Love It: animals on property, popcorn machine, trampoline
- Things to Do: Ruth Reynolds Glunt Nature Preserve, Hudson Valley Garlic Festival (September), Seamon Park
It’s hard to pick a best feature of this spacious, kid-friendly and impeccably farm stay home…but if you are vacationing with little ones in tow, it’ll probably be a toss-up between the children’s play set, the trampoline, and the collection of rescue animals, which is so extensive it could give a city zoo a run for its money. (There are emus, pigs, donkeys, horses, rabbits, spotted deer, geese, roosters and hens!) Then again, water-loving members of your brood might be partial to the private stream, three foot swimming hole and cascading waterfall. However you keep them busy—and it won’t be hard—just make sure that at least one person is napping in a hammock at any given time and the popcorn machine is always ready to dispense a snack.
10. Private Modern/Rustic Apartment (Woodstock, NY)
- Distance from NYC: 2 hours 20 minutes
- Sleeps: 4 (4 beds)
- 4 bedrooms, 1.5 baths
- Pets Allowed: Yes
- Rate: $202/night
- Why We Love It: playground, gorgeous views, great location
- Things to Do: Bearsville Theater, Overlook Mountain Trail, Comeau Property preserve
This budget-friendly booking boasts amazing mountain and river views—best enjoyed from the generously-sized private deck over dinner al fresco—and plenty of rustic charm. There’s also a private playground that guests can access freely and a stream just steps away for splashing and exploring. What’s more, this five-star rental is also located within walking distance from the many acclaimed restaurants and quaint shops that Woodstock has to offer, so there’s really something for everyone.
11. Foxhill Family Manor (Hurley, NY)
Airbnb
- Distance from NYC: 2 hours 10 minutes
- Sleeps: 16+ (9 beds)
- 8 bedrooms, 4.5 baths
- Pets Allowed: Yes
- Rate: $1,480/night
- Why We Love It: pickleball court, pool, swing set, game room
- Things to Do: Milk Train Rail Trail, Sullivan County Museum
Gym, massage chair, chef’s kitchen—there are certainly enough luxe indoor amenities to make any grown-up swoon at this rental. But what about the kids, you ask? Oh, don’t worry…the pickleball court, ping pong table, swing set, game room and inground pool should provide them with plenty of ways to stay entertained while you roam the grounds, soak in the hot tub or enjoy the well-appointed interior.
12. Spruced Moose Lodge (Olivebridge, NY)
Airbnb
- Distance from NYC: 2 hours 30 minutes
- Sleeps: 8 (9 beds)
- 4 bedrooms, 3.5 baths
- Pets Allowed: No
- Rate: $673/night
- Why We Love It: tree house, pool, ideal for large families
- Things to Do: Ashokan Quarry Trail, Catskill horseback riding (from $90/person)
This A-frame log home sits on five secluded acres in the beautiful Catskill mountains and is spacious enough to comfortably accommodate the whole Brady Bunch. The place also has a playroom that’s stocked with children’s books and toys, and boasts both a private outdoor pool and hot tub. The property’s standout feature, though, is a pirate ship treehouse that’s certain to inspire oohs and aahs from all members of the brood. Oh, and if you’re traveling with a really little one, you can leave the gear behind, as this rental has a crib, high chair and pack n’ play available to guests.
13. Luxury Escape (Greenfield Park, NY)
Airbnb
- Distance from NYC: 2 hours 20 minutes
- Sleeps: 16+ (17 beds)
- 7 bedroms, 3.5 baths
- Pets Allowed: No
- Rate: $1,750/night
- Why We Love It: game room, movie theater, pool
- Things to Do: Minnewaska State Park Preserve, Catskill Forest Preserve, Peekamoose Blue Hole swimming hole
If you’re planning a whole family reunion, this palatial estate has certainly got you covered. There’s an inground pool, a 12-person hot tub, a movie theater that seats 16, a game room, a playroom, an outdoor playground and even a top-notch restaurant (run by the owners) that will deliver you prepared meals whenever you please. We could prattle on about the luxurious (and kid-friendly) accommodations, but instead we’ll let one reviewer sum it up: “five stars is not enough.”
14. Camp S’mores (Newfield, NY)
Airbnb
- Distance from NYC: 4 hours 20 minutes
- Sleeps: 8 (4 beds)
- 3 bedrooms, 3 baths
- Pets Allowed: Yes
- Rate: $848/night
- Why We Love It: game room, fire pit, pool
- Things to Do: fruit farm and cider tour (from $40/person), Neon Dream a Psychedelica BodyPaint Experience (from $325/person), Buttermilk Falls State Park
This newly renovated A-frame in the Finger Lakes boasts a well-decorated, modern interior that, by all accounts, is very well-equipped with every amenity a family could need. There’s also a heated inground pool, an arcade room and a sprawling backyard with a fire pit that’s just right for making (you guessed it) s’mores.
15. Dingley Dell Estate II (Windham, NY)
- Distance from NYC: 2hours 50 minutes
- Sleeps: 12 (8 beds)
- 6 bedrooms, 3.5 baths
- Pets Allowed: No
- Rate: $708/night
- Why We Love It: entertainment room, playground, outdoor games
- Things to Do: walk The Windham Path, (spooky) outdoor escape room (from $35/person), Magic on Main parlor show (from $37/person)
This large, refurbished Windham estate has a movie theater/entertainment room with a generously-sized 85-inch TV and surround sound…but we’re guessing it won’t be too hard to stick to screetime limits, since there’s also a huge, lush lawn, a private playground and swing set, a volleyball net and a set-up for both basketball and badminton. In other words, you don’t even have to leave the property to find a whole bunch of energy-burning, kid-friendly recreation opportunities. (And that means the grown-ups can kick back and take in the mountain views from the comfort of a patio lounge chair.)
16. The Pond House Historic Art Estate (Woodstock, NY)
Airbnb
- Distance from NYC: 2 hours 20 minutes
- Sleeps: 5 (2 beds)
- 2 bedrooms, 1.5 baths
- Pets Allowed: Yes
- Rate: $695/night
- Why We Love It: private swimming hole, waterfall, wildlife viewing, outdoor activities
- Things to Do: visit an animal sanctuary (from $20/person),Village Green Drum Circle, hiking Overlook Mountain
Families will love the expansive and well-manicured lawns and convenient location (within walking distance of downtown Woodstock) at this property. There’s also a pool, a private waterfall, multiple swim holes and a pond that’s not for swimming, but is darn pretty. The property is surrounded by nature preserves, making for a very private and bucolic stay. As for the interior, it’s well-stocked with practical kid items and games. Plus, the design is to die for.
17. Luxury Mountain Escape (Leeds, NY)
- Distance from NYC: 2 hours 30 minutes
- Sleeps: 13 (6 beds)
- 4 bedrooms, 2.5 baths
- Pets Allowed: no
- Rate: from $856/night
- Why We Love It: mountain views, dedicated indoor play area, outdoor playground
- Things to Do: Thomas Cole National Historic Site, Survival School (from $300/person), hike Kaaterskill Falls
Looking for a home that will accommodate multiple families…and maybe even afford the adults an opportunity to get some remote work done? Here it is. This sprawling mountain house in Leeds, NY sits on an expansive plot of land that features panoramic mountain views, plenty of grassy lawn for kids to romp around during the day, and a lovely outdoor area with a grill, fire pit and hot tub where families can gather in the evening. Folks who visit at a time when the weather is less inviting will be pleased to know that the house is equipped with a wide selection of board games (family game night anyone?), as well as a ping pong table and a dedicated play area for babies and toddlers, which is well-stocked with all those toys and books you’d rather not travel with. Everything about the interior of this gorgeous vacation home is designed to help families settle right in. Other highlights include family-friendly sleeping arrangements (think: crib and bunk beds), children’s bikes, an outdoor playground and an indoor fireplace. Need I say more?
18. Modern Farmhouse By the Falls (Kerhonkson, NY)
Airbnb
- Distance from NYC: 2 hours 20 minutes
- Sleeps: 6 (5 beds)
- 3 bedrooms, 3.5 baths
- Pets Allowed: No
- Rate: from $1,188/night
- Why We Love It: game room, creek access, waterfall views, concierge service, nearby outdoor recreation
- Things to Do: hiking in Minnewaska State Park Preserve, plant-based lotion bar making workshop (from $45/person)
This Kerhonkson gem is a family vacation dreamhouse, featuring very kid-friendly sleeping arrangements, luxe amenities and a game room that’s so elegantly furnished the grown-ups might want to hang out there, too. (Note: the game room is not just for show—it features foosball, air hockey and tennis tables, as well as numerous board games, video games and a large screen TV.) The outside is equally inviting, thanks to the sprawling patio, outdoor dining area, fire pit and, last but not least, the property’s direct access to the creek and gorgeous waterfall views. I could go on, but I think the glowing five star reviews speak volumes.
19. Majestic Estate (Beacon, NY)
- Distance from NYC: 1 hour 50 minutes
- Sleeps: 14 (11 beds)
- 5 bedrooms, 3.5 baths)
- Pets Allowed: Yes
- Rate: from $850/night
- Why We Love It: riverfront, ample outdoor space, game room, central location
- Things to Do: alpaca walking tour (from $35/person), Dia Beacon art galleries, hike Mount Beacon Overlook
This beautiful property enjoys the most splendid location on the banks of the Hudson river, overlooking the Newburgh-Beacon bridge. You’d be hard pressed to ask for a more scenic spot than the five-acre lot occupied by this stunning home in the coveted Beacon neighborhood of the Hudson Valley. In fact, the rental was once occupied by the great-granddaughter of John Adams and the current owner has gone to great lengths to retain its historic charm whilst updating it with all the modern amenities under the sun. As far as kid-friendly accommodations, families will find ample entertainment in the generously-sized game room, which is also home to an infrared sauna (!), as well as on the expansive riverfront grounds, which boast a fire pit, outdoor seating and dining areas, and ample space for children of all ages to let loose. This luxe property is so well-appointed you might be tempted never to leave it, but it’s also worth mentioning that its central location also puts you within walking distance of the town center, where dining, shopping and cultural opportunities abound.





















