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Kid-friendly holiday rentals in Orange County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Orange County

Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.

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Cottage in Greenwood Lake

4.85 out of 5 average rating, 191 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

Just a little more than an hour away from NYC and a 4-min drive to the lake, this pet-friendly private retreat offers a hot tub, family room, spacious yard with fire pit, and a deck with a grill and comfy seating. The renovated interior has all the comforts of home including a full kitchen & streaming capabilities. Incredible perks include complimentary lake access at nearby beach, family board games, children's books, toys & a mini game table for ping-pong, air hockey, football & billiards!

Guest favourite

Home in Greenwood Lake

5 out of 5 average rating, 115 reviews

Time to escape to the lake!Hot-tub/1 hour from NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

Guest favourite

Home in Wappingers Falls

5 out of 5 average rating, 17 reviews

Caroline House Beacon Getaway

Set just outside Beacon in a beautiful, quiet neighborhood, we have the perfect retreat for family and friends after a fun day at all of the local attractions. Enjoy our large outdoor space with firepit, grill, hammock and deck or any of the close by farms, breweries, downtown Beacon and the many Hudson River adventures. Just 7 minutes from the Beacon MTA train and I84 with all the excitement at your fingertips set in a beautiful neighborhood where you may spot our neighbors horses roaming.

Apartment in Newburgh

4.82 out of 5 average rating, 288 reviews

Unwind in a Bespoke Downtown Studio W Laundry

A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

Guest favourite

Cabin in Greenwood Lake

4.96 out of 5 average rating, 416 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Guest favourite

Cottage in Goshen

4.93 out of 5 average rating, 241 reviews

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

Guest favourite

Cottage in Vernon Township

4.94 out of 5 average rating, 190 reviews

Rustic Chic Lake view cottage 50 miles from NYC

Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

Guest favourite

Cottage in Greenwood Lake

4.98 out of 5 average rating, 329 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #32370

Apartment in Beacon

4.84 out of 5 average rating, 102 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

Bring the whole family to this super clean place with lots of room for fun. Private Yard ! kitchen/ dining room, living room, main bedroom w/king size bed & private bathroom, kid’s bedroom w/queen size bed & full bathroom across the room. This beautiful Airbnb has prime location. Across the street you will find the beautiful Madam Brett park w/waterfall and walking trail. Close to main street, train station, MT. Beacon also 8 min drive to Bannerman Castle and Dia Beacon Museum.

Guest favourite

Cottage in Greenwood Lake

4.96 out of 5 average rating, 46 reviews

5 bedroom 7 beds Cottage Relax, Hike, Winery & Ski

Rental ID# 23-67 4 Season Home for relaxation, hiking and skiing! Bring the whole family to this great home with lots of room for fun. This house has it all! The community children’s playground is steps away from the house. There is a basketball hoop on the property & plenty of trees. During the summer, there’s a public beach with lifeguard hours & lake access to swim, BBQ & lounge by the lake. We have beach towels, rolling cooler, and beach chairs available for guests.

Home in Monticello

4.9 out of 5 average rating, 10 reviews

Luxurious & Newly Renovated Catskills Lakehouse

Come enjoy some winter fun in the Catskill Mountains! Grab your coat & gloves and head to the Catskills. Take the kids skiing or just make a snowman in the yard. Warm up with some hot cocoa or enjoy a winter BBQ on the deck. Try your luck at the casino or spend a day at the indoor water park. Your entire group will feel right at home in this renovated & comfortable house. Located right across from beautiful Sackett Lake, this is a great place for four season recreation.

Guest favourite

Home in Goshen

4.94 out of 5 average rating, 163 reviews

Goshen House: hot tub, fenced yard, by downtown

Escape to The Goshen House. Enjoy relaxation, convenience, and open space in our new well-stocked and centrally-located home. This home was designed with comfort in mind: you'll love the radiant heat floors, open floor-plan, and modern kitchen. Let Fido get the zoomies out in the fenced-in yard or take her out on Heritage Trail, just steps away. Or just relax in the zen backyard, including a hot tub, fire pit and grill. Only 1 hour drive to Manhattan.

Holiday rentals for every style

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Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

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Luxurious estates for the ultimate escape

Popular amenities for Orange County kid-friendly rentals

Free parking on premises

Air conditioning

Child-friendly house rentals

Guest favourite

Home in Beacon

4.91 out of 5 average rating, 93 reviews

Beacon 2BR house w/ backyard, easy walk to main st

Home in Wallkill

4.86 out of 5 average rating, 112 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

Home in Beacon

4.89 out of 5 average rating, 180 reviews

Warm and worderful craftsman style comfort

Home in Monroe

4.86 out of 5 average rating, 140 reviews

Winter Home near Legoland, West Point & Outlet

Home in Wallkill

4.87 out of 5 average rating, 167 reviews

Wallkill Inn

Guest favourite

Home in West Milford

4.91 out of 5 average rating, 143 reviews

Large family house on the lake

Guest favourite

Home in Beacon

4.96 out of 5 average rating, 53 reviews

Cozy house walk to everything

Home in Greenwood Lake

4.84 out of 5 average rating, 133 reviews

Aster Place

Kid-Friendly apartment rentals

Guest favourite

Apartment in Cornwall-on-Hudson

4.91 out of 5 average rating, 100 reviews

Quaint Apartment in Cornwall on Hudson

Guest favourite

Apartment in Warwick

4.85 out of 5 average rating, 124 reviews

THE Golden GEM: Steps From MAIN ST!

Apartment in Beacon

4.83 out of 5 average rating, 633 reviews

Top Floor 2BR - Just Renovated!

Guest favourite

Apartment in Newburgh

4.86 out of 5 average rating, 150 reviews

#1, Historic Studio, Newburgh, Beacon, West Point

Apartment in Cold Spring

4.86 out of 5 average rating, 404 reviews

Idyllic! Just steps from Main Street!

Guest favourite

Apartment in Cornwall-on-Hudson

4.99 out of 5 average rating, 209 reviews

Charming Efficiency

Guest favourite

Apartment in Highland Falls

4.82 out of 5 average rating, 272 reviews

Walk 2mins to campus FREE WiFi and private parking

Guest favourite

Apartment in Cold Spring

4.88 out of 5 average rating, 186 reviews

Charming Apartment in the Heart of Cold Spring

Child-Friendly Holiday Condos

Condo in Vernon Township

4.78 out of 5 average rating, 112 reviews

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

Guest favourite

Condo in Vernon Township

4.96 out of 5 average rating, 156 reviews

One bedroom condo at Mountain Creek Resort

Guest favourite

Condo in Vernon Township

4.95 out of 5 average rating, 130 reviews

Sunsets at Mountain Creek! Walk to ski slopes!

Guest favourite

Condo in Vernon Township

4.94 out of 5 average rating, 810 reviews

Appalachian Lodge Top Floor w/views

Condo in Vernon Township

4.73 out of 5 average rating, 111 reviews

200 yards from Minerals - great location

Guest favourite

Condo in Vernon Township

4.93 out of 5 average rating, 303 reviews

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

Guest favourite

Condo in Vernon Township

4.96 out of 5 average rating, 103 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Guest favourite

Condo in Vernon Township

4.95 out of 5 average rating, 262 reviews

NYC Escape 1 hr away

Destinations to explore