House holiday rentals in Westchester County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Westchester County

House rentals with a pool

Guest favourite
Home in Yonkers
4.94 out of 5 average rating, 79 reviews

Beautiful home w/ outdoor space + Pool/Hot tub~new

StephanieRating, 5 stars2 weeks ago
This is my second time staying and it was just as amazing as the first time, if not better! The house is beautiful and the outdoor space is the perfect spot for a staycation! Jeamcarlos is a top tier host! So incredibly responsive and helpful throughout my entire stay! I can’t wait to stay here again!
Guest favourite
Home in Stamford
4.98 out of 5 average rating, 62 reviews

Gameroom, backyard + pool! 7m to train + downtown

CatherineRating, 5 stars2 weeks ago
Diego is an excellent host who was quick to respond to my questions. There were some things which I was not sure how to use and he was quick to help me out with them. The house is beautiful, well furnished, and had air conditioning in each room. The last was a significant plus for me as I dislike feeling too hot. The pool was nice, the backyard was kept clean, the kitchen quite large, and the space was lovely. We had a good stay.
Superhost
Home in New Rochelle
5 out of 5 average rating, 4 reviews

Hudson Luxe 79

ShannonRating, 5 stars1 week ago
This was truly a unique home in a quaint spot in New Rochelle. A friendly neighbor actually knew the original owner who she said was a Buddhist, which makes so much sense. The decor and homeyness was welcoming and intriguing. The house itself is very clean and well laid out for the space. The house is on a corner right next to a park which not a lot of traffic that comes through. The only downside is the lack of parking, the driveway fits one car. We would definitely stay again if in the area!
Guest favourite
Home in North Salem
4.94 out of 5 average rating, 34 reviews

North Salem Home with Pool & Great Yard

EliezerRating, 5 stars6 days ago
It is second time my family and I have stayed in this house, and we love coming here! the house is clean, well maintained, and stocked with everything we could ever need to enjoy our visit. Susan is very responsive and eager for us to make the most of our time. we hope to visit again soon
Guest favourite
Home in Carmel Hamlet
4.93 out of 5 average rating, 74 reviews

Country getaway with pool and hot tub on 9 acres

GisselRating, 5 stars4 weeks ago
My friends and I wanted a weekend getaway to disconnect from everything and Calum’s place was amazing! We enjoyed our time to the fullest. Calum was a great host, easy to reach and accommodating. The only bad thing is that we should have booked more days! We definitely would love to come back on a better occasion!
Guest favourite
Home in Greenwich
4.96 out of 5 average rating, 45 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

Rich Rating, 5 stars1 week ago
A truly Great stay in Greenwich with David, we really enjoyed our stay in the house, such an awesome place and quiet location (next to a beautiful river!) too, which we loved. The pool was a massive bonus for sure! Comms with David were great, he was very quick to respond at all times on any queries we had, much appreciated indeed. Many thanks again, Rich
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 164 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MeredithRating, 5 stars4 days ago
Our family of 5 and pup had the best time on this gorgeous property! The photos do not do the artful design justice, it’s simply stunning and so thoughtful. Our kids swam ever day and loved the pool. We enjoyed Grace Farms, Prospect Movie Thester and a lovely Father’s Day meal at the Inn at Pound Ridge. The kitchen is incredibly well stocked for someone who likes to cook and DoorDash was also easy to use when we didn’t feel like cooking. We will definitely be back! Thank you, RJ and John!
Guest favourite
Home in Mahopac
5 out of 5 average rating, 19 reviews

City Escape | Heated Pool | Hot Tub| Fire Pit

MichelleRating, 5 stars10 months ago
Cody is an incredible host. His home felt like home but also an escape and a vacation. It’s immaculate inside and outside and we were sad to leave. We were there 3 weeks! The inside is clean and spacious with incredible appliances, linens and master bath. The pool and jacuzzi were perfection and the fenced in yard was ideal for our dog. Everything was maintained beautifully, including the landscaping. We hope to stay again someday. 10/10

Weekly house rentals

Guest favourite
Home in Ardsley
5 out of 5 average rating, 16 reviews

Lux Haven- Garden & Campfire

Jill QiRating, 5 stars5 days ago
We had to find a place to stay during the home renovation project. It was a big challenge because we have a 14-month old. We were so glad to find Faye’s place which was very close to our home and in perfect condition. The space was nicely structured. They even have a standard crib which was such a rare find. Faye and her husband were very responsive and friendly. She welcomed us to enjoy the veggies and herbs from their yard. Faye was also very good at cooking! We had a wonderful stay and are so happy to make friends with Faye. Highly recommended!!!
Guest favourite
Home in Piermont
4.88 out of 5 average rating, 34 reviews

Piermont River Front

StevenRating, 5 stars1 month ago
The location is perfect within Piermont; the home is very nice, and a great value.
Superhost
Home in Croton-on-Hudson
4.75 out of 5 average rating, 16 reviews

Secluded Mid-Century Modern Home

ChrisRating, 5 stars1 week ago
Serene and intentional space, a lovely place to be and stay with family or close friends. Easy access to the sweet town of Croton - on - Hudson on a secluded and particularly beautiful property. Important to note is that you will not just feel at home you will enjoy the comforts of home that are not typical in rental spaces. From the pillows and bedding to the lovely tapestry of natural accents inside and outside the home puts you at peace with the space and lay the foundation for whatever your event and reason for your stay. Exceptional doesn't describe this property but sets it apart among the options in Croton - on - Hudson. We will be back and can't wait. You'll be able to cook at home and stay amidst a peaceful and enjoyable respite from wherever you hail from for whatever reason you are traveling to this area. So pleased with our AIRBNB choice.
Guest favourite
Home in Yonkers
4.9 out of 5 average rating, 61 reviews

Cozy 1-Bedroom – 20% Off 30+ Days & Free Parking.

MerrickRating, 5 stars1 month ago
Of the 15 or so Airbnbs I've stayed at, one of the very best. Truly delightful 1BR, 2nd floor apt, beautifully appointed, so well thought out. Great bathroom and very cool kitchen with Keurig coffeemaker (I went to nearby ShopRite and bought my own favorite coffee pod flavors). I loved that their cleaning person does all the dishes, you don't have to. Very spacious bedroom with extra comfy bed, an end-of-bed bench, couch, office workspace, in-window A/C unit and space heater. One of my favorite parts is that there wasn't just a TV in the living room, but in the bedroom, wall-mounted with swing arm. Since I usually watch TV in bed at home I felt RIGHT at home — and, actually, didn't use the living room at all (although for winter it has great wall-mounted, simulated fireplace). And, to top it off, Eulis was just THE BEST host! Very communicative. This will be my "go-to" for all my future annual NY trips! (Note: let her know in advance if you don't want scented plug-ins.)
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 37 reviews

Historic wooded 3BD 1 hour from NYC

SabrinaRating, 5 stars1 month ago
We had the most magical stay at Keely’s place. Her home is beautiful and smelled amazing. Thriving plants, surfaces of wood and stone - a true naturalist’s refuge. The picture windows overlooked gardens bursting with flowers. We meandered from the backyard onto hiking trails through the woods, lounged on the deck in the sun and savored the tranquility. Perhaps the best Airbnb we’ve ever encountered. 10/10
Guest favourite
Home in Ossining
4.89 out of 5 average rating, 35 reviews

Hudson Valley Escape

KellyRating, 5 stars1 month ago
Staying at this stunning Victorian home in Ossining was an absolute dream. From the moment we walked in, we felt completely at home. The house is full of warmth and character, with so many cozy sitting rooms to choose from — each one with its own unique charm. Every detail of the décor felt thoughtfully chosen, striking a perfect balance between historic charm and comfort. We especially loved relaxing on the back porch, taking in the beautiful view of the Hudson River. Jeff was a fantastic host — so friendly, easy to communicate with, and full of great local tips. His guidebook made exploring the area so much easier, and really helped us make the most of our stay. We couldn’t have asked for a better place or a better host. Highly recommend if you're looking for a special getaway with true character!
Top guest favourite
Home in Mohegan Lake
4.95 out of 5 average rating, 57 reviews

A nice place to getaway

LizRating, 5 stars2 months ago
We’ve stayed at Filiz’s place a few times and it’s perfect! Quiet, clean, and easy to get to where we needed to be. We’ll be back!
Guest favourite
Home in Putnam Valley
4.97 out of 5 average rating, 66 reviews

Waterfront Lake House

KayleeRating, 5 stars2 weeks ago
Absolutely beautiful stay, Brian is an amazing host and went above and beyond with instructions and helped whenever needed. Their place is located in such a beautiful area, it is quiet and within 10 min drive to stores. The space is very clean and organized. My guests and I felt right at home.

Private house rentals

Guest favourite
Home in Mount Vernon
4.84 out of 5 average rating, 64 reviews

Great Stay Away From Home

BrandonRating, 5 starstoday
This was a great stay in Mt Vernon. Really clean on the inside ! Close to public transportation and a 20 min ride without traffic to the airport. Host was very good with communication and answering any questions I had in a timely manner. Washer and dryer were a big plus. A really big tv ! Overall great experience at this place I would highly recommend and would also stay here again.
Top guest favourite
Home in New Rochelle
4.97 out of 5 average rating, 64 reviews

NOMAH ( North of Manhattan Home)

RyanRating, 5 stars1 month ago
What a great place to stay! It was quiet and clean, and we were close to everything we needed! It was the perfect base of operations for our trip! Thanks for being a great host!
Superhost
Home in Ossining
4.89 out of 5 average rating, 56 reviews

Camped Inn at Sundial Farm -- Tiny House

MonicaRating, 5 stars7 months ago
Hi! The house was cute and convenient for our purposes. We were on a tight schedule so could not be there when the utilities could be explained to us which put us at an extreme disadvantage. It's a cute place to get away. Thanks for your hospitality.
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 38 reviews

Private farm cottage +hiking

SandyRating, 5 stars3 months ago
We spent six great weeks at Fabien and Christy's cottage while relocating to the area. We loved everything about our time there including the very comfortable bed and furniture and the well stocked kitchen. We were there during a very cold stretch and the house stayed warm and cozy. The wood burning stove was a fun treat on cold snowy days. Fabien and Christy were wonderful hosts making sure we had everything we needed and helped with information about the area. We spent a lot of time exploring the beautiful property with our dog. It's a very peaceful spot and still only a short drive to many towns with lots of great restaurants and shopping. I would definitely recommend Fabien and Christy's cottage to anyone looking for a short or long stay in the area.
Superhost
Home in Croton-on-Hudson
4.86 out of 5 average rating, 21 reviews

Croton retreat w/ yard + hot tub

BenRating, 5 stars2 weeks ago
Convenient and easy! Would recommend
Guest favourite
Home in White Plains
5 out of 5 average rating, 19 reviews

Luxury NY Home |King | Game Room| Free Parking

CharlesRating, 5 stars2 months ago
Had a great experience staying at this Airbnb property. The pictures are true to what you see when you arrive. Residence was clean had extra towels , sheets lots of silverware plates and multiple pans and cooking pots along with washing detergent and a good size washer and dryer that works great! Response from owners was pretty immediate when I had a question needing answered. When in NYC with family I would definitely stay here again will not be disappointed!!!
Top guest favourite
Home in Ossining
5 out of 5 average rating, 44 reviews

Nearaway - Midcentury Modern Cozy Cottage

AmeliaRating, 5 stars2 months ago
Nearaway was a dream! Quiet and cozy and genuinely one of the most unique Airbnb’s I’ve stayed in. James was super communicative and flexible. The area is quiet and gorgeous with lots of bird life and hiking trails just a short drive or walk away. It rained most of the time we were there but I enjoyed just hanging out by the fire and reading. Will definitely be back!
Guest favourite
Home in Pound Ridge
4.96 out of 5 average rating, 24 reviews

Chic Midcentury Retreat with Private Pond near NYC

JasonRating, 5 stars3 weeks ago
This is an exceptional home. Elegantly designed, beautifully decorated, in a secluded location. Intimate but with plenty of space for a family to stay. The owners were responsive and informative. 12 out of 10 stars.

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