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House holiday rentals in Orange County

Find and book unique houses on Airbnb

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Popular amenities for Orange County house rentals

House rentals with a pool

Guest favourite
Home in Warwick
5 out of 5 average rating, 42 reviews

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

HeatherRating, 5 stars2 weeks ago
After the hustle and bustle of working near the city, this home was a much needed peaceful retreat. Spacious; Comfortable; Large bed to sink into at the end of the night; and peaceful grounds. We had our two toy poodles with us and they had a treat running the fenced in yard. If the weather cooperated, we would have been in the pool. Next time-;)
Guest favourite
Home in Sussex
4.88 out of 5 average rating, 52 reviews

Mountain Creek Bliss: Pvt house w/ pool & hot tub

NazdaRating, 5 stars6 days ago
Susan was an excellent host, and everything was clean! The place had all the amenities we needed and more. Finding the location was easy, and Susan provided a wealth of information about places to visit with my family, especially taking the weather into account. I will definitely book again. See you soon!
Guest favourite
Home in Montgomery
4.94 out of 5 average rating, 17 reviews

Serene Hudson Valley Escape Hottub/Pool/King Suite

JosefinaRating, 5 stars3 weeks ago
Excellent. Oh my God, I loved everything. I'm such a pain in the ass about cleaning, this house was spotless. They respond immediately. I'm delighted to be back. The photos don't do justice to how beautiful it is. I was amazed by everything. My children and family. Thank you so much.
Top Guest favourite
Home in Greenwood Lake
5 out of 5 average rating, 67 reviews

Heated Pool On | Fenced Yard | Hot Tub | Lake View

YadiRating, 5 stars2 weeks ago
Loved staying here, Fanny was very responsive. The house is so spacious. My girls and I had a blast!
Superhost
Home in Beacon
4.92 out of 5 average rating, 134 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

SelenaRating, 5 stars2 weeks ago
This place has everything we were looking for - pool, hot tub, and a yard for our dogs. This is the second time we stayed here, and it was perfect once again!
Superhost
Home in Warwick
4.83 out of 5 average rating, 6 reviews

The Ultimate Country Retreat w/ Pool in Warwick

AlanRating, 5 stars7 months ago
This is a great home with plenty of space and much attention has been paid to make your stay comfortable, the stay was excellent and Fonseca was extremely quick to respond to our text messages. Highly recommended to others.
Top Guest favourite
Home in Warwick
5 out of 5 average rating, 23 reviews

Country Estate in Warwick w In-Ground Pool

ManuelaRating, 5 stars8 months ago
Our family of five just stayed at this beautiful house for Columbus Day weekend. It was very clean, big and comfortable, in a super quiet area. Very nice outdoor terrace and grill. My boys very much enjoyed the pool table. Great kitchen. There are clear instructions all over the house which made it easy to comply. Pranjal and her team were very attentive and responsive. We'd love to come back soon!
Top Guest favourite
Home in Rock Tavern
5 out of 5 average rating, 20 reviews

Gorgeous MidCentury Retreat | Pool, Grill & Gym

CheyenneRating, 5 stars2 days ago
The pics don’t do it justice. What an amazing home. Plenty of space. Pool was perfect. Privacy galore. Movie room was great. SO many games to play together. We came to get the kids off of devices and it worked. Family time together every night. Plenty of room for the 6 of us. Sara was beyond responsive! Everything you need is here for you from pool floats to basketballs for the hoop. We loved our time here and the history of the home is super interesting.

Weekly house rentals

Guest favourite
Home in Newburgh
4.91 out of 5 average rating, 46 reviews

Welcome to Newburgh's Cozy Cove

BrianRating, 5 stars2 weeks ago
This was a cute cozy cottage, just right for 3 people. This house was perfect for our quick getaway. Close to all local restaurants and store, but far enough away from all the busy roads. Owners were very friendly and helpful. Very quick to respond when we needed something. Would recommend to others.
Guest favourite
Home in Chester
4.96 out of 5 average rating, 45 reviews

Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC

MollieRating, 5 stars2 weeks ago
We stayed here with a group of 8 (4 couples) for a 2 night wedding weekend and the consensus leaving was an overall “When can we book this house again!?” It was so comfy, cool, designed beautifully and comfortably fit everyone with sleeping / bathrooms - especially getting ready for an event all at once it was perfect for us. The property is gorge ! The only thing we missed was we wish we brought a basketball with us to play on the little court. Linens and towels were abundant and clean, lots of space to hang out and while we didnt cook the kitchen was STOCKED. The hot tub didnt get any use but it was so so cool and having access to laundry is always a nice touch. Something I feel is super important too - the floors were VERY clean , it didnt feel gross to be walking around so kudos to that too. Cant wait to book this again and explore that part of the HV more!
Guest favourite
Home in Wurtsboro
4.95 out of 5 average rating, 42 reviews

The Alexandria - Wurtsboro, NY

ChristopherRating, 5 stars3 weeks ago
Second time staying here. Looking forward to a third stay next spring. Excellent communication and clean, comfortable house.
Superhost
Home in Warwick
5 out of 5 average rating, 3 reviews

Modern Comfort Timeless Charm | Log Cabin Retreat

FabianRating, 5 stars3 weeks ago
Recommend this place for any family great views nice clean home outstanding kitchen and dining room loved this house would stay here for a whole year
Guest favourite
Home in Greenwood Lake
4.96 out of 5 average rating, 84 reviews

*Waterfront Modern Home w/Hot Tub and Fast Wifi

HeatherRating, 5 stars3 weeks ago
Mixing business with pleasure, we prefer to stay in an Airbnb versus hotel. Jack’s place offered us the home away from home we were looking for. The beds were very comfortable and the home was nice and clean. After a days work, we enjoyed soaking in the hot tub. Looking forward to the next trip.
Guest favourite
Home in Greenwood Lake
4.92 out of 5 average rating, 65 reviews

Vintage LakeHouse Appalachian Trail & Skiing P250414

DanielRating, 5 stars2 weeks ago
Staying at Jo's place was an absolute pleasure. The house itself was just as described and sits in a cozy area steps from Greenwood Lake. My fiance and I spent a week there and honestly felt as if it could be our second home. There was plenty to do at the lake where we swam, paddle boarded, and kayaked all around the beautiful water. Jo made sure that life jackets were provided for us and that they were the appropriate size which was incredibly thoughtful. She also gave us lots of recommendations for local places to eat and to see which was also very nice. Communication with her was top notch and was always comfortable. We will absolutely consider coming back to her beautiful home.
Superhost
Home in Sparrow Bush
4.83 out of 5 average rating, 29 reviews

Modern Home w/ Creek Views near the Delaware River

NancyRating, 5 stars1 month ago
We enjoyed our April 2025 stay very much. Actually had a visit from a good sized black bear. He saw us at the sliding glass doors and decided to go back into the woods. We believe he might have been heading to the pond/stream across the way. There was 5 of us and there was plenty of room. If you get the bedroom on the bottom floor and find it too chilly, turn on little heater that’s on the wall and shut the bedroom door. It worked great. Everything in home was spotless. Decorated nicely. Bring your streaming passwords to watch TV. We sat out front made S’mores. Also used grill, great plus. If you go with dogs or smaller children bring a wide baby gate to put on back deck to keep them on the deck. It was a great wrap around deck by the way, it is closed off at the front. Washer and dryer worked well. You really won’t be disappointed in choosing this Airbnb. Anna kept in good contact before and after stay. Enjoy if you do decide to visit. 😊👍🏼
Guest favourite
Home in Greenwood Lake
4.97 out of 5 average rating, 64 reviews

Explore a Luxurious Lakefront Dream Home

PhilipRating, 5 stars2 weeks ago
Stefan & Tais’s home was an incredible peaceful getaway. Walking into the main floor was stunning and really took our breathe away with the huge windows and lookout to the lake. The home came with everything we could want from a grill and fire pit to kayaks and paddle boards. I would recommend their home to anyone looking to have a nice getaway with a beautiful sunset view!

Private house rentals

Superhost
Home in Middletown
4.81 out of 5 average rating, 26 reviews

Country Modern Home w/5-Acre land Relax Retreat

JulieRating, 5 stars2 weeks ago
We stayed in this beautiful four-bedroom home, and it was perfect for our group, each couple had their own comfortable bedroom. The house was spotless, well-equipped, and had everything we needed. Communication with the host was excellent, all our questions were answered promptly and clearly. We would be happy to come back!
Superhost
Home in Vernon Township
4.85 out of 5 average rating, 67 reviews

Contemporary Cottage less than an hour from NYC!

PurviRating, 5 stars4 months ago
Had a fun wknd stay. Clean, stylish, easy and comfortable! Would recommend.
Top Guest favourite
Home in Greenwood Lake
5 out of 5 average rating, 50 reviews

Craftsman Cottage w Lakefront

OlgaRating, 5 stars3 weeks ago
We had amazing stay at the cabin! Location is perfect: views of the lake are gorgeous, cabin is very private, it’s walkable to downtown, and short drive to nearby attractions. Hosts made us feel at home right away. Cabin is pretty big and freshly renovated. I highly recommend to visit drowned lands brewery (10 minutes ride) and stop by at GWL ice cream shack (walkable from the cabin). We enjoyed our vacation and will certainly book again! Thank you
Superhost
Home in Warwick
4.75 out of 5 average rating, 88 reviews

Modern Countryside Haven in Warwick

JennyRating, 5 stars2 weeks ago
Garrett and Chad were very responsive and gave a great recommendation for dinner in town. We had an issue with the microwave not working but decided not to have it fixed while we were there since we were leaving the next day. The house and grounds are very spacious and clean. Bedrooms are good sizes. You’ll even have some deer graze right near the house. Overall a great stay!
Guest favourite
Home in Warwick
4.93 out of 5 average rating, 69 reviews

Modern Rustic Hudson Valley Cabin in Warwick

KeenanRating, 5 stars1 month ago
I love this location ❤️it definitely feel like a home and a vacation place all in one 🔥beautiful view and house very private love using the grill 😁😜
Guest favourite
Home in Bloomingburg
4.94 out of 5 average rating, 62 reviews

Quiet Homey Rustic Retreat

KarenRating, 5 stars2 weeks ago
A lovely spot! Clean, well laid out and cozy. We loved the porch and kids had a blast w the ping pong and air hockey. Nice big kitchen that we enjoyed cooking in! Comfy beds, great water pressure in the showers and AC was a plus w the humid day. We stayed here for a family trip to Lego land and it was a great location!
Top Guest favourite
Home in Warwick
5 out of 5 average rating, 10 reviews

La Victoria 5 BR Home in the heart Warwick NY

Maria JoseRating, 5 stars1 week ago
The place was beautifully decorated, and had everything I needed for a comfortable visit. The host was incredibly welcoming and responsive, making the check-in process super smooth
Guest favourite
Home in Middletown
4.95 out of 5 average rating, 78 reviews

Wawayanda Lodge - Port Jervis, Hudson River

SammuelRating, 5 stars1 week ago
We stayed for 5 nights and had a great experience. The place was clean, spacious, and had everything we needed — comfy beds, quality linens, a well-equipped kitchen, and even a washer and dryer. No issues at all during our stay. The host was excellent — super responsive and kind. We accidentally left something behind, and they reached out right away to confirm and offered to send it back. Really appreciated that level of care. Highly recommend! ⭐⭐⭐⭐⭐

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