Holiday houses in Orange County

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Popular amenities for Orange County holiday rentals

Other great holiday rentals in Orange County

Guest favourite
Home in Wurtsboro
4.97 out of 5 average rating, 62 reviews

Streamside Catskills Cabin

JennaRating, 5 stars1 month ago
We had such a relaxing weekend in the cabin. Highly recommend for a quick getaway from the hustle and bustle! Everything was as described and any questions were quickly answered. Overall a wonderful place to stay :)
Top Guest favourite
Home in Montgomery
4.99 out of 5 average rating, 86 reviews

Modern Woodland Retreat, Hudson Valley & Catskills

WantingRating, 5 stars3 weeks ago
The house was exactly as lovely as the photos. The sunset light and window views were stunning. Clear labels and instructions for every light and amenity. We had a fantastic stay.
Top Guest favourite
Home in Warwick
5 out of 5 average rating, 85 reviews

Beautiful Summer Warwick Escape! New Home!

Tanner and SophiaRating, 5 stars5 days ago
We had a great stay at Laura's place! They were great hosts that were very responsive and helpful and their barn themed home is great - it's new, very well decorated, and immaculately clean. The backyard was big - it rained most of our trip so we didn't use it much but was a great space our kid otherwise would have played a lot in. H It's right next to a deli/sandwich shop that we got breakfast sandwiches and YOU HAVE TO GO TO THE BELLVALE CREAMERY! It's one mile away and has the best view you'll ever have while eating ice cream. We've stayed at a lot of airbnb's and would 10/10 recommend this one if you're coming to the area.
Guest favourite
Home in Warwick
4.92 out of 5 average rating, 61 reviews

Warwick Retreat Fireplaces Hot Tub Outdoor Lounge

MarcRating, 5 stars1 month ago
The space was exactly as-advertised in the pictures: well-kept and well-appointed, located in a serene and peaceful location in the countryside. Check-in and check-out were very simple, and we had everything we need for our stay including a useful guide to the home and some local activities. The home itself was a great blend of rustic and modern and had more amenities than we could imagine. We especially appreciated the spacious, warm, and well-equipped kitchen. Definitely worth staying if you are looking for a getaway to the Hudson River Valley!
Guest favourite
Home in Greenwood Lake
5 out of 5 average rating, 20 reviews

Lakeview House ~ Hot Tub, Firepit, Stunning Views

YaakovRating, 5 stars4 days ago
Absolutely loved my stay at 'Home in Greenwood Lake'! Everything was thoughtfully curated, from the cozy decor to the meticulously stocked kitchen. But what really impressed me was the attention to detail - even the books scattered around the house felt like a personal touch. It truly felt like I was staying in a home, not just a rental. Highly recommend!
Top Guest favourite
Guesthouse in Wallkill
5 out of 5 average rating, 54 reviews

Millie's Inn

AlexRating, 5 stars3 weeks ago
Millie’s Inn exceeded all of our expectations. It’s private, peaceful, comfortable, clean and so beautifully designed. Jackie & Lenny are responsive and dedicated hosts who made sure we had everything we needed our entire stay. We would stay here again and recommend it to anyone in a heartbeat.
Guest favourite
Cabin in Greenwood Lake
5 out of 5 average rating, 7 reviews

Designer Cabin 50 Miles N of NYC

KimberlyRating, 5 stars2 days ago
This beautiful Cabin was just magical. We walked in and right away felt at ease and got the sense that we were on vacation. This home is beautifully appointed and has a sense of nostalgia with the original woodwork mixed with modern and upscale finishes. There was immense attention to detail in the atmosphere, and a flow to the home. I appreciated it very much. Our hosts were very responsive to all communication and we felt well cared for. We were welcomed with a lovely gift of coffee from a local roaster and we enjoyed it over the course of our stay. It rained the entire time we were there but it didn't put a damper on our stay at all as being inside this cabin was enough to keep us content. Great views of the lake were really great to enjoy from the enclosed sunroom. Thankful for the opportunity.
Top Guest favourite
Guesthouse in Middletown
4.94 out of 5 average rating, 68 reviews

Hudson Valley Retreat on 8 Acres

MariaRating, 5 stars3 days ago
The studio apartment was lovely with a private balcony overlooking a few acres of woods. Beautiful horses grazed nearby. Upon entering, there was a booklet with local eateries and things to do. JP was very quick to respond when texted. Absolutely would love to go back again!

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