House holiday rentals in Peekskill

Find and book unique houses on Airbnb

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Popular amenities for Peekskill house rentals

House rentals with a pool

Guest favourite
Home in Bushkill
4.91 out of 5 average rating, 109 reviews

Lakefront, Hot Tub, Pool, Hiking, Pickleball

CarlaRating, 5 stars3 days ago
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.
Guest favourite
Home in Saugerties
4.94 out of 5 average rating, 67 reviews

Perfect Family Retreat•Pool•Volleyball•Firepit

YuliaRating, 5 stars1 month ago
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!
Guest favourite
Home in Massapequa
4.93 out of 5 average rating, 123 reviews

Great Family Times in this 5 Bedroom House

JorgeRating, 5 stars4 days ago
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.
Superhost
Home in Stanfordville
5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars4 months ago
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.
Guest favourite
Home in Woodstock
4.86 out of 5 average rating, 131 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

HelaRating, 5 stars1 week ago
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.
Guest favourite
Home in Bushkill
4.92 out of 5 average rating, 201 reviews

Entire House Hot tub Barrel Sauna Private Backyard

PietroRating, 5 stars3 months ago
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
Home in Danbury
4.84 out of 5 average rating, 116 reviews

Private apartment

AaronRating, 5 stars3 weeks ago
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.
Guest favourite
Home in West Milford
4.98 out of 5 average rating, 148 reviews

On The Rocks In The Hot Tub

DarrenRating, 5 stars3 days ago
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

Guest favourite
Home in Mount Tremper
4.9 out of 5 average rating, 222 reviews

Stunning Modern Barn minutes from Woodstock 21N195

KellyRating, 5 stars3 weeks ago
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.
Superhost
Home in Smallwood
4.79 out of 5 average rating, 162 reviews

Cozy Catskill Lake Community Home

PeterRating, 5 stars25 months ago
We had a lovely and relaxing weekend at John’s place. Thanks for the great local tips.
Guest favourite
Home in Gardiner
4.91 out of 5 average rating, 241 reviews

Riverfront Stone Cottage Private/ hot tub/ boats

CaitlinRating, 5 stars1 week ago
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.
Superhost
Home in Wallkill
4.86 out of 5 average rating, 121 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

RobertoRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Garrison
4.93 out of 5 average rating, 159 reviews

Hudson Valley Mountaintop Riverview

JocelinRating, 5 stars1 month ago
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!
Guest favourite
Home in Hardwick
4.88 out of 5 average rating, 137 reviews

Home away from home

MichaelRating, 5 stars3 weeks ago
Patricia was extremely kind and helpful during out stay. She responded quickly and the home was exactly as advertised.
Superhost
Home in Ancram
4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars1 month ago
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.
Guest favourite
Home in Mount Tremper
4.97 out of 5 average rating, 155 reviews

Perfect Abbey Road Retreat

MeganRating, 5 stars3 months ago
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

Top Guest favourite
Home in High Falls
5 out of 5 average rating, 226 reviews

Mahali Petu - A Big Little House

EmmettRating, 5 stars2 months ago
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.
Guest favourite
Home in Newburgh
4.86 out of 5 average rating, 73 reviews

Entire Home (private pool), Event Friendly

TamiresRating, 5 stars4 days ago
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!
Guest favourite
Home in New Milford
4.94 out of 5 average rating, 31 reviews

Serene Country home 24 mi Mohawk ski area

ConnieRating, 5 stars2 weeks ago
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
Guest favourite
Home in West Milford
4.91 out of 5 average rating, 143 reviews

Large family house on the lake

MuhammadRating, 5 stars3 months ago
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.
Superhost
Home in Ulster Park
4.88 out of 5 average rating, 226 reviews

Entire lake house to yourself. Great for groups

MeganRating, 5 stars3 weeks ago
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!
Superhost
Home in Margaretville
4.83 out of 5 average rating, 96 reviews

FOUR SEASON Huge Catskills Home-Secret Waterfall

PaulRating, 5 stars1 month ago
We had a lovely time at the house. Great amenities and location!
Top Guest favourite
Home in Newtown
4.97 out of 5 average rating, 157 reviews

Spacious, private home, must see!

CristinRating, 5 stars3 months ago
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.
Guest favourite
Home in Port Washington
4.9 out of 5 average rating, 61 reviews

Comfortable Entire House for rent. 4 bed, 3 baths

RuthRating, 5 stars3 months ago
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

    $95 AUD 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

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore

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