Cottage holiday rentals in Orange County

Find and book unique cottages on Airbnb

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Popular amenities for Orange County cottage rentals

Cottage rentals with a hot tub

Superhost
Cottage in Wurtsboro
4.88 out of 5 average rating, 25 reviews

Renovated lakeside retreat-hot tub-swingset-fenced

LorinRating, 5 stars2 weeks ago
The house was beautiful and my family loved it. The swingset outside and the toys inside kept my kids occupied and happy the whole time. The house is very kid friendly which was great for us. The house is right by the lake and we were able to go fishing and even use the kayak. We had a very peaceful stay and would definitely come again.
Top Guest favourite
Cottage in Greenwood Lake
4.97 out of 5 average rating, 116 reviews

Romantic Experience Secluded Lake House + Hot Tub

KristyRating, 5 stars4 weeks ago
The Chateau Renee was a great place to stay! From the scenic view from the back deck and hot tub, to the beautifully curated interior, our small group had an amazing time. We enjoyed some local restaurants in Greenwood Lake and over in Warwick, and were able to catch a broadway show in the city since we were only about an hour away. If you’re looking for a spot to stay anywhere in this area, you have found your Airbnb!
Cottage in Monticello
4.69 out of 5 average rating, 29 reviews

Cozy 3Br Catskills Cottage Retreat w/ Farm Animals

Yaakov,EliyahuRating, 5 stars4 months ago
Nice place great guy
Top Guest favourite
Cottage in Highland Lakes
4.97 out of 5 average rating, 327 reviews

The Mountaintop Lakehouse that Time Forgot.

MaryBethRating, 5 stars3 weeks ago
Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Cornwall
5 out of 5 average rating, 53 reviews

Carriage House: Romantic Hideaway near West Point

TriciaRating, 5 stars3 weeks ago
Catherine and Jay’s place was awesome! We were so comfortable there and the place was pristine. Everything we could possibly need was in the house. And Catherine and Jay were extremely responsive and helpful. We couldn’t have asked for anything more! We had a great stay!
Top Guest favourite
Cottage in Rock Hill
4.96 out of 5 average rating, 78 reviews

Kayaks/ Lake View/Near NeversinkTrail

JaemyeongRating, 5 stars1 week ago
Everything was perfect. I will come back again and Im gonna 100% recommend everybody.
Superhost
Cottage in Pine Bush
4.96 out of 5 average rating, 89 reviews

Modern BoHo 3BR Cottage Near by Hiking, Winery

MarcellaRating, 5 stars1 month ago
I loved my stay at the little green house! It was perfectly clean, had everything I needed and decorated really nicely.
Superhost
Cottage in Wallkill
4.97 out of 5 average rating, 34 reviews

1780's Story Book Farmhouse | Winery Adjacent

JillianRating, 5 stars3 weeks ago
This a true, traditional and charming farm house! Brynn was very accommodating with our stay, not only did she allow both of our dogs to tag along on our weekend getaway, she also offered an early check-in and late check-out without even having to asking for one. That never happens! While this location is rather remote (which we wanted), the winery across the street is quite enjoyable, and the farmhouse is only a quick, 20 minute drive to Beacon. We also found a new favorite restaurant in HV called 'One With Land' - So worth the trip. Overall, a very pleasant stay.
Top Guest favourite
Cottage in Florida
5 out of 5 average rating, 24 reviews

Teddy's Cottage, Pet Friendly, Legoland, Wineries

KathrynRating, 5 stars1 week ago
Rick, Gisel and Teddy's place was absolutely perfect! Every aspect was thoughtfully created- there was truly nothing missing from their great spot. It was a wonderful place to relax after our day at Legoland, there were so many great restaurants locally and Warwick was an adorable little town to walk around. The house was clean as could be and dog approved! Nothing was missing from this wonderful home!
Superhost
Cottage in West Milford
4.75 out of 5 average rating, 65 reviews

Perfect Couple's Getaway! Stunning views of Lake!

AnabellaRating, 5 stars3 weeks ago
A great place for a weekend with friends. The views are immaculate, ideal if you love to watch a sunrise. The outdoor area is beautiful and accommodating all types of activities. Nice restaurants and stores nearby. Would definitely save this place for future trips.
Guest favourite
Cottage in Wurtsboro
4.91 out of 5 average rating, 32 reviews

Catskills Cottage w/Lake Access - 90 Min From NYC!

KimberlyRating, 5 stars1 month ago
I had a great stay! The Airbnb met all my expectations—it was clean, comfortable, and very cozy. The space had everything I needed, and the atmosphere made it easy to relax. The owners were also super responsive and helpful with all my questions, which made the whole experience even better. I’d definitely stay here again!
Guest favourite
Cottage in Greenwood Lake
4.96 out of 5 average rating, 49 reviews

5 bedroom 7 bed Cottage Sauna, Lake, Hike & Winery

RoniRating, 5 stars4 weeks ago
House was very well stocked, great location, great communication, recommended!

Private cottage rentals

Top Guest favourite
Cottage in Middletown
4.97 out of 5 average rating, 72 reviews

⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes

Adryanna IlysseRating, 5 stars3 months ago
This charming cottage in Upstate NY is the perfect escape from city life. Surrounded by towering trees and nature’s tranquility, it offers a cozy, welcoming retreat. Inside, the rustic decor, soft lighting, and warm bed create the ultimate cozy atmosphere. The well-equipped kitchen and plush bed ensure comfort, making it easy to relax. The outdoor space is a highlight—sip coffee on the porch, stargaze , or explore nearby hiking trails. Whether you’re a couple, solo traveler, or small family, this peaceful retreat is a must-visit. Highly recommended!
Guest favourite
Cottage in Port Jervis
4.91 out of 5 average rating, 75 reviews

Lake front house

SuvarnaRating, 5 stars3 weeks ago
Amazing place with being so close to the lake . My family enjoyed fishing at the lake . Had an amazing time . Very cozy and loving place . Beautiful kitchen
Cottage in Vernon Township
4.4 out of 5 average rating, 10 reviews

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

MichaelaRating, 5 stars3 weeks ago
The place is really cute and well done. It’s comfortable and was a great place to host several of our family members under one roof. We were able to gather together and still have our separate spaces when wanted. The bathrooms are really nice and there was plenty of necessities throughout the home that some air bnb’s don’t stock/offer. We didn’t get a chance to use the fire pit but it’s a really great setup that we would absolutely use next time. Very accommodating and helpful hosts with quick response time. Would stay again!
Superhost
Cottage in Monticello
4.85 out of 5 average rating, 27 reviews

Tropical vibes cabin w/ access to private lake

TaylorRating, 5 stars3 weeks ago
We had an awesome experience staying here! Host is flexible and easy to work with. The living room kitchen setup made really good use of a smaller space and we never felt crammed even though we maxed out the capacity. Excellent b&b for a bunch of young couples that were out adventuring most of the time.
Superhost
Cottage in West Milford
4.93 out of 5 average rating, 27 reviews

No big problems at this little house!

MarlanaRating, 5 stars3 months ago
It was great! Better than expected and I would have stayed longer if possible and would stay again if the opportunity comes up. Thank you!
Guest favourite
Cottage in Newburgh
4.97 out of 5 average rating, 61 reviews

Lakefront Getaway 1 Hr from NYC

Zeke & KrisRating, 5 stars4 weeks ago
I stayed for a month solo to focus on my projects & it was the most peaceful month. The house is contained in nature with a plethora of birds & animal life that I witnessed.. a crane fishing at the creek beside the house as I worked, a pair of woodpeckers hunting at the lawn, a chipmunk that lives under the house & has a morning ritual of its own. All while the lake boasted breathtaking sunsets. On the practical side, the kitchen was fully equipped with everything one needs to cook everyday, which I did. It was private & safe for a solo girl like me to stay a month. Amazon found its way to it no problem. And there are nice streets to take long walks which I did 1 hour a day. Very friendly neighbors, everyone waves at ya. The covered patio, working from the dinner table, waking up in the bedroom to the lake.. all main areas are flanked by beauty. Really was perfect for a solo getaway. Also wifi was very reliable. Keep in mind lake living = insects. They’re harmless. Highly rec renting!
Top Guest favourite
Cottage in West Milford
5 out of 5 average rating, 38 reviews

Happy Day Chalet, a lakefront stay to relax & play

RyanRating, 5 stars1 week ago
Stay was perfect, it’s shows the at the owner cares about the guest experience! Perfect spot right on the lake and freshly renovated.
Top Guest favourite
Cottage in Sussex
4.95 out of 5 average rating, 37 reviews

“The Cottage”

CallumRating, 5 stars4 months ago
Barbara is a fantastic and welcoming host, and the cottage is really wonderful. The perfect spot for a winter weekend, I can't recommend Barbara's place highly enough!

Destinations to explore