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

Superhost
Home in Warwick
4.75 out of 5 average rating, 8 reviews

5BD Ultimate Country Retreat w/ Pool in Warwick

DesireeRating, 5 stars2 days ago
We had a lovely stay here! it was spacious, very clean, and the backyard was very great. The host was quick to respond to our concerns as well.
Superhost
Home in Harriman
4.92 out of 5 average rating, 60 reviews

The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC

BeauRating, 5 stars3 months ago
My friends and I had an amazing stay at Chelsea’s. We made great use of the amenities and would love to stay here again. Chelsea was a great host and extremely responsive.
Superhost
Home in Chester
4.76 out of 5 average rating, 17 reviews

Private secluded family home Hot Tub.

AnthonyRating, 5 stars2 weeks ago
looking for peace and privacy that's the place to be
Top Guest favourite
Home in Warwick
4.98 out of 5 average rating, 61 reviews

4 bedroom house with pool (Kids & Dog Friendly)

MichelleRating, 5 stars1 week ago
Betty was so quick to help when our original location to stay was cancelled. I am so thankful her property was available and how easy she made the process after what we went through!
Guest favourite
Home in Newburgh
4.83 out of 5 average rating, 82 reviews

Entire Home (private pool), Event Friendly

ChannyRating, 5 stars2 weeks ago
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.
Guest favourite
Home in Warwick
4.92 out of 5 average rating, 106 reviews

Summer Retreat! Amazing Pool, Playground, 7 acres!

ThomasRating, 5 stars1 month ago
Great private getaway with a lot of amenities near Mountain Creek Ski Resort. Great for large group. Very responsive and proactive host. Thanks Doug.
Guest favourite
Home in West Milford
4.98 out of 5 average rating, 150 reviews

On The Rocks In The Hot Tub

RicardoRating, 5 stars1 week ago
I had an absolutely wonderful stay at Marcela's Airbnb! I was in town for the Spartan Race and needed a comfortable place to relax after the event, and Marcela's place was the perfect spot. The house is spacious and inviting, offering plenty of room to unwind. After pushing myself during the race, the hot tub was an absolute dream—perfectly maintained, spacious, and the ideal place to soak in and let the stress melt away. Marcela herself was incredibly polite, responsive, and thoughtful, making sure I had everything I needed for a relaxing stay. She really went out of her way to ensure I was comfortable. If you're looking for a peaceful and rejuvenating retreat, especially after a big event, I highly recommend Marcela's place!
Guest favourite
Home in Beacon
4.91 out of 5 average rating, 129 reviews

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

CrystalRating, 5 stars1 week ago
Great host, short Uber to downtown. House was very clean & comfortable. Worked out perfect for our weekend away.

Weekly house rentals

Guest favourite
Home in Greenwood Lake
4.97 out of 5 average rating, 184 reviews

The Best Lake House! *Ask About Boat Use Promo*

AimeeRating, 5 stars2 months ago
A Perfect Serene Getaway! I had the most wonderful stay at this Airbnb! From the moment I arrived, I was impressed by how spotlessly clean and well-maintained everything was. The space was beautifully designed, with a calming and cozy atmosphere that made me feel right at home. The location was incredibly peaceful—perfect for a relaxing retreat. Whether I was enjoying my morning coffee on the patio or unwinding in the comfortable living area, I truly felt a sense of tranquility. The attention to detail, from the soft linens to the thoughtful amenities, made my stay even more enjoyable. If you’re looking for a serene escape where you can recharge and relax, this is the place to be. I can’t recommend it highly enough and will definitely be staying here again!!
Superhost
Home in Philipstown
4.86 out of 5 average rating, 128 reviews

Bear Mtn Haus near hiking trails

EtiRating, 5 stars4 months ago
I am very excited because of I found this wonderful , cozy and comfortable house! The view from here was amazing 😻 this home is very close from NY city, you need about one hour to get there. 15 minutes away from shopping center. Angie is the great host! Thank you! Me and my family have wonderful memories 🥰🥰 I will always stay here for the future ✨
Superhost
Home in Greenwood Lake
4.84 out of 5 average rating, 109 reviews

Sunset on the lake front/Kayak Permit#34323

DianaRating, 5 stars2 weeks ago
Wonderful and responsive host and very accommodating. Beautiful quiet house oversee the lake. Exactly as like the picture.
Superhost
Home in Monroe
4.85 out of 5 average rating, 144 reviews

Winter Home near Legoland, West Point & Outlet

GraceRating, 5 stars1 week ago
Ruth was such a great host!! She was extremely flexible and reasonable — and the location was beautiful. Me and my group of friends were able to have such a nice time, stress free at Ruth’s Airbnb!
Guest favourite
Home in West Milford
4.92 out of 5 average rating, 24 reviews

Mid-Century Lakefront Country Cabin

ChelseaRating, 5 stars2 months ago
We had a wonderful winter weekend stay here with our toddler. The hosts left out toys that were perfect for our kiddo and kept her entertained all weekend. The space is comfortable and kitchen well-equipped. We would definitely come back again, winter or summer!
Superhost
Home in Wallkill
4.88 out of 5 average rating, 168 reviews

Wallkill Inn

KeishaRating, 5 stars1 month ago
This house was nice, steap stars. one hour away from all three locations JW branches.
Guest favourite
Home in Wallkill
4.89 out of 5 average rating, 112 reviews

Stunning Hudson Valley Retreat: Huge Deck, Views

DebbieRating, 5 stars1 day ago
Beautiful home. Perfect for our small family gathering to celebrate a 95th birthday. Hosts communication was very timely. Instructions for entering the home were clear. We appreciated the front door bench and shelf to take off and put on shoes. Plenty of towels and blankets.
Guest favourite
Home in Highland Falls
4.97 out of 5 average rating, 61 reviews

West Point Hudson Valley Getaway

TimRating, 5 stars5 months ago
We stayed at Patrick’s place to attend an Army football game. Everything was perfect and easy. It’s really close to campus/post. It’s a nice little town and close to Cold Spring where we had lunch on Friday. Thanks for a great weekend.

Private house rentals

Top Guest favourite
Home in Vernon Township
4.98 out of 5 average rating, 47 reviews

Large Lakefront HOUSE-1 HR NYC-Arcade-Board Games!

YeisiRating, 5 stars3 days ago
We had a wonderful stay, even though our visit wasn’t for the happiest of reasons. Rick was fantastic—very responsive and kind, offering great local recommendations that made things easier during a tough time. The house itself was lovely, peaceful, and had a stunning view of the lake. Our kids especially loved the arcade games. Coming back to this serene space each day was a comforting break from everything else. We’d definitely love to return under happier circumstances.
Guest favourite
Home in Monticello
4.77 out of 5 average rating, 39 reviews

Quite Country Home

AllisonRating, 5 stars3 months ago
My job extended my work contract and I needed a place to stay. When I booked this place I was excited! it looked quite and peacful, and perfect. I did not realize how true this would be. to say this place was perfect is an understatement. i felt right at home. To be honest, I didn't want to leave. Brian was absolutely amazing. Responded right away if I needed somthing, and was just so kind. As I said this was a perfect peaceful experience! I loved being surrounded by nature, seeing all the wild animals come through, and loved sitting fire side at night. I truly hope and cannot wait to go back. It is nice to know there is a place out there that feels like home with wonderful people around you.
Top Guest favourite
Home in Middletown
4.98 out of 5 average rating, 185 reviews

Peace and quiet. Quaint country house to relax in.

CarolineRating, 5 stars1 month ago
We had a very comfortable weekend stay! The hosts are exceptionally helpful, and the house was super clean! All the towels and linens were new and the beds were very comfortable. A great location for a family or a group staying in the area.
Guest favourite
Home in Middletown
4.94 out of 5 average rating, 17 reviews

Country Modern Home w/5-Acre land Relax Retreat

EthanRating, 5 stars1 month ago
Definitely worth the money not too far from all the food and other stuff to do
Guest favourite
Home in Bloomingburg
4.94 out of 5 average rating, 102 reviews

Country Quiet

VeeRating, 5 stars2 months ago
Excellent! Dale is super courteous and caring! Highly recommend!
Guest favourite
Home in Beacon
4.92 out of 5 average rating, 97 reviews

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

SarahRating, 5 stars3 weeks ago
We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!
Guest favourite
Home in Newburgh
4.99 out of 5 average rating, 151 reviews

Balmville Mid-Century Gem & Work From Home Retreat

MicahRating, 5 stars2 weeks ago
This is a jewel of a retro-designed home —spacious, tastefully decorated, stocked kitchen, comfortable bedrooms and views of the Hudson with great access to newburgh and beacon downtowns. Great communication and flexibility on check in and out. Would definitely stay again! Thanks
Top Guest favourite
Home in Vernon Township
4.96 out of 5 average rating, 115 reviews

- Nature Stay | Sauna | Mountain Views | 5 BR -

ClareRating, 5 stars1 week ago
Margaret’s place was beautiful and well maintained. She took the time to think of all the little things, sounds machines, ear plugs, chargers in each room. We felt very much at home and would absolutely stay again.

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