
Kid-friendly holiday rentals in Orange County
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Top-rated family-friendly rentals in Orange County
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Kid-friendly house rentals

Modern Upstate Gem Surrounded by Trees | Hot Tub
I had a wonderful stay at this beautiful modern home in Wallkill, NY. Tucked away on a quiet street with plenty of privacy from the surrounding trees, it felt like the perfect escape from the city. My favorite part was the open-concept kitchen and living area, with expansive windows that made it feel like I was immersed in nature while still enjoying the comfort of being indoors. It was the ideal space to rest, relax, and recharge. If you're looking for a peaceful getaway, I highly recommend this home!

Warm and worderful craftsman style comfort
We loved staying at Gary and Christine’s place in Beacon. Cute house, lots of room, quick walk to the brewery or Main Street. Would definitely stay again!

Summer Retreat: Amazing Pool, Hot Tub, Playground!
Awesome and very spacious place to stay with family and/or friends!! Just about 8 minutes from Mountain Creek where we had as our group’s main destination. Douglas was extremely helpful and responsive before and during the stay. He was very comprehensive with our situation and flexible regarding specific requests. We are already planning another stay in the same place. Strongly recommend

Winter Home near Legoland, West Point & Outlet
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!

Wallkill Inn
This house was nice, steap stars. one hour away from all three locations JW branches.

Large family house on the lake
Jose was a great host—very responsive and proactive. It snowed the day we arrived, and Jose made sure the snow was cleared so we could fully enjoy the place. I will definitely be looking forward to coming back.

Cozy house walk to everything
I had a wonderful stay in Catherine’s beautiful and charming home. She was super communicative and takes great care to make sure her guests have everything they need. The location is great - everything is walkable as described. I can’t wait to return to Catherine’s the next time I’m in Beacon!

Aster Place
the hosts were incredibly welcoming and attentive, ensuring we had everything we needed for a comfortable stay. the windows provided plenty of natural light and showcased the beautiful lake just outside. would love to come back in the summer to enjoy some more outdoor activities nearby :)
Family-friendly apartment rentals

Quaint Apartment in Cornwall on Hudson
Trendy, sophisticated and homely - great stay in the heart of Cornwall. Would definitely stay again. Moose Munch and robes a nice touch!

Top Floor 2BR - Just Renovated!
lovely place in great location. stream just behind the house. really easy instructions to get in. a bit of road noise in the front bedroom but not too intrusive.

#1, Historic Studio, Newburgh, Beacon, West Point
They were super hospitable, friendly, and gave great recommendations for spots nearby.

Idyllic! Just steps from Main Street!
This place was so nice. Super clean and we loved the outdoor patio! We got to drink coffee there in the mornings. The apartment was right in the downtown area and was really walkable. Also Phil was super nice and friendly. I would stay here again.

Charming Efficiency
This stay was clean and cozy! We stayed here for one night during our trip across the country for the holidays and were so happy to have this lovely space to rest in with our pup. Laurie left several treats for us and generally made the space welcoming. We got some good Chinese food and enjoyed a peaceful, snowy evening. We will definitely stay here again if we follow the same route in the future!

Walk 2mins to WP campus FREE WiFi private parking
We are a repeat customer and would gladly stay there again!

1 Bedroom with Backyard & Front Porch, Central Air
Loved the space. Had everything I needed. Comfortable for sleeping. Miryan was so kind and quick to respond. I would stay again and highly recommend.

Charming Apartment in the Heart of Cold Spring
My spouse and I, along with our two dogs, just spent a wonderful week leading up to Christmas at Fernanda and Albert's place. The home was cozy, charming, and conveniently located near everything on Main Street in Cold Spring, nestled in a very walkable neighborhood. Albert was incredibly responsive, easygoing, and helpful throughout our stay.
Family-friendly apartment rentals

Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Henry was helpful and super quick and responsive with all communication, which is key in making a comfortable stay. One thing that would be helpful for future guests is to include the precise location (or photos from the patio) of the condo. It faces the street, so for families with small children it may be a little louder compared to the condos on the mountain. Otherwise, we had a fantastic time, and would return for sure!

One bedroom condo at Mountain Creek Resort
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!

Sunsets at Mountain Creek! Walk to ski slopes!
Great place! Easy to check in and enjoyed the heated garage. It was super convenient to get to the room as well.

Appalachian Lodge Top Floor w/views
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!

200 yds Minerals - great for hotel weddings
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!

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa
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.

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5
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.

NYC Escape 1 hr away
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!
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- Ski-in/ski-out rentals Orange County
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- Radio City Music Hall
- Times Square
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- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
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- Delaware Water Gap National Recreation Area
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- Mountain Creek Resort
- Comedy Cellar
- Apollo Theater
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- Yankee Stadium
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- MetLife Stadium
- Bronx Zoo
- Astoria Park
- Rockefeller Center
- Bethel Woods Center for the Arts
- United Nations Headquarters
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