
House holiday rentals in Peekskill
Find and book unique houses on Airbnb
Top-rated house rentals in Peekskill
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Peekskill
House rentals with a pool

Lakefront, Hot Tub, Pool, Hiking, Pickleball
Absolutely loved our short stay. Was a last minute booking and they accommodated our family so quickly. Communication was 5 stars. They responded so quickly to any questions we had. Would definitely book with them again.

Perfect Family Retreat•Pool•Volleyball•Firepit
We stayed as a family of 4, including a 1 year old and 3.5 year old. The place was extremely comfortable and had everything we would need for our stay. The kids enjoyed the playroom and kids room with lot of toys and books. Kitchen was fully stocked with plates, utensils, cooking ware, and a high chair. Place could easily accommodate more people, very clean, comfy beds. Property manager was very responsive. Short drive to downtown area. Lastly, great outdoor area, we’d love to plan a trip there when warmer as well!

Great Family Times in this 5 Bedroom House
My family and I had a beautiful stay and I couldn’t have asked for a better rental. The Airbnb was huge with more than enough room for everyone and the backyard was large and spacious enough to have everyone eat comfortably. If I ever need another large rental you can bet I’m gonna check here first.

The Round House w/ Heated Pool
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!
Beautiful home with amazing views. The house was very clean and spacious, the views were amazing. Susanna was very responsive and gave clear instructions. We had a very relaxing weekend and enjoyed very much staying at the house. We would love to come back.

Entire House Hot tub Barrel Sauna Private Backyard
I have been to many places but this house was top notch I'm glad I got to stay there with my family. everyone was very happy with the property. I would like to stay in the summer as well

Private apartment
We really enjoyed our stay and it was perfect for what we needed. Very comfortable and her dogs are the sweetest. Would stay there again for sure.

On The Rocks In The Hot Tub
Great place. loved the pool table, darts and shall shuffleboard. lots of good wineries and cider places within 25 mins. pennings is our fav. didn't use the hot tub so couldn't comment but looked nice and private. driveway is steep but easily driveable. recommended. also didn't have coffee filters and they paid for some to be delivered same day! sweet.
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195
What an absolutely fantastic property! The home was perfect for our party of eight adults for a 50th birthday. Woodstock is the most adorable town with tons of fun things to do. You must get the stuffed bagels from moonrise. We couldn’t have expected a better experience with the house, the amenities, and The kitchen was very well appointed. I would absolutely come back here again and probably will.

Cozy Catskill Lake Community Home
We had a lovely and relaxing weekend at John’s place. Thanks for the great local tips.

Riverfront Stone Cottage Private/ hot tub/ boats
My Husband, dog and I stayed here for 3 nights for our one year wedding anniversary. We wanted to unplug but also have some local activities. We hardly had to leave the house! There was more than enough rooms / space. Between the river and canoeing, the hot tub, and relaxing by the fire on the river ..we didn’t even have to leave the property. It felt so private and was so calmly quiet, great for watching the deer on the property! New Paltz is a quick 10 minute drive. We went horseback riding then went into the town for some lunch and light shopping. Seth was super quick to respond with any and all questions we had. We highly recommend this home for a couples getaway or a nice family or friend outing.

Modern Upstate Gem Surrounded by Trees | Hot Tub
I had a wonderful stay at this beautiful modern home in Wallkill, NY. Tucked away on a quiet street with plenty of privacy from the surrounding trees, it felt like the perfect escape from the city. My favorite part was the open-concept kitchen and living area, with expansive windows that made it feel like I was immersed in nature while still enjoying the comfort of being indoors. It was the ideal space to rest, relax, and recharge. If you're looking for a peaceful getaway, I highly recommend this home!

Hudson Valley Mountaintop Riverview
Beautiful home and nice getaway from the city! Highly recommend this property for anyone looking for a relaxing weekend, beautiful views and amazing home. Thank you for a wonderful stay! We look forward to coming back!

Home away from home
Patricia was extremely kind and helpful during out stay. She responded quickly and the home was exactly as advertised.

Secluded Post-And-Beam Retreat
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.

Perfect Abbey Road Retreat
What a beautiful place to spend Christmas!! Before moving to Australia next year we wanted one more cold snowy holiday. While we didn’t have as much snow as we’d hoped, it was still an amazing stay. The house is so homey and comfortable. With two young neurodivergent kids it’s hard being in a new place and the kids room was absolutely essential to our time there. The mattress in the primary bedroom is heavenly, and the overall decor and vibe of the house were incredible with enough room for everyone to have their own space (MIL included!). The kitchen was perfectly stocked and felt like we were right at home. We made a day trip out to Hunter Mountain to go tubing and a trip down to Kingston to Aldi and Target as well. Noah and Brandon were absolutely amazing hosts, Noah was extremely responsive even before we booked, and made sure we had what we need as our trip got closer. I would absolutely make the trip again and am so thankful for the memories we made!
Private house rentals

Mahali Petu - A Big Little House
This was our 3rd time staying at Patti's -- and we will back for a 4th! Which at first sounded crazy to us. My girlfriend and I enjoy traveling and finding new places is always fun but this air bnb is worth the repeat returns! Patti does so much to make sure it's a special stay by curating a beautiful home with thoughtful touches. It's become a tradition to visit this place and enjoy nature, the hot tub plus all the nearby small towns. Looking forward until the next time.

Entire Home (private pool), Event Friendly
I had a wonderful stay at this Airbnb! The space was clean, comfortable, and had all the amenities I needed. The host was friendly and very responsive, making check-in and check-out easy. The location was also perfect. Highly recommend this place!

Serene Country home 24 mi Mohawk ski area
A beautiful home- super comfortable and spacious. It is outfitted with everything you could need. Peaceful location (we stayed in spring/winter- can’t speak to what it would be like in season). Lovely views. Easy to get into town by car (3-5 minutes!). Host was excellent - responsive to any questions or inquiries

Large family house on the lake
Jose was a great host—very responsive and proactive. It snowed the day we arrived, and Jose made sure the snow was cleared so we could fully enjoy the place. I will definitely be looking forward to coming back.

Entire lake house to yourself. Great for groups
Scott's place was great. We were so relaxed and felt right at home. We will be going back which is the best compliment I can give an AirBnB. The views were beautiful!

FOUR SEASON Huge Catskills Home-Secret Waterfall
We had a lovely time at the house. Great amenities and location!

Spacious, private home, must see!
Very comfortable home in a lovely part of Sandy Hook. The beds and couches are very comfortable. Cozy pillows, quilts and throws to snuggle in. Huge kitchen that is very well equiped.

Comfortable Entire House for rent. 4 bed, 3 baths
This was our second stay at Robert’s place and once again we really enjoyed staying at his house. Robert is a very friendly and responsive host and the house is great. Would definitely stay there again.
Quick stats about house rentals in Peekskill
Total rentals
20 properties
Nightly prices starting at
£46 before taxes and fees
Total number of reviews
910 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- East River Holiday rentals
- New York Holiday rentals
- Plainview Holiday rentals
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Boston Holiday rentals
- Cape Cod Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Riverside Park
- Mountain Creek Resort
- Comedy Cellar
- Apollo Theater
- St. Nicholas Park
- Yankee Stadium
- Citi Field
- Inwood Hill Park
- MetLife Stadium
- Bronx Zoo
- Astoria Park
- Rockefeller Center
- United Nations Headquarters
- Statue of Liberty
- Kings Theatre