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House vacation 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 favorite
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 favorite
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.
Top guest favorite
Home in Warwick
4.98 out of 5 average rating, 59 reviews

4 bedroom house with pool (Kids & Dog Friendly)

MicheleRating, 5 stars4 months ago
Bettys home was a wonderful place for our 7 family members to stay. It was very comfortable and well equipped, with thoughtful amenities and lots of room. The fenced in yard was great for our dog, and the neighborhood quiet and close to the lovely towns of Warwick and Sugar Loaf. Betty was extremely responsive and kind enough to let us check in a few hours early. We would definitely stay here again!!
Guest favorite
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 favorite
Home in Litchfield
4.99 out of 5 average rating, 84 reviews

Hilltop House w/POOL/SPA- HOST & Co.

DanielRating, 5 stars1 month ago
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.
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 favorite
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 favorite
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 favorite
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.
Guest favorite
Home in New Fairfield
4.92 out of 5 average rating, 114 reviews

Beautiful Lakefront Retreat with Private Dock

MelanieRating, 5 stars3 weeks ago
We enjoyed our stay and loved the views of the lake from the living room and porch. We had everything we needed for a nice family vacation. We would definitely stay again!
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.
Superhost
Home in Greenwood Lake
4.85 out of 5 average rating, 107 reviews

Sunset on the lake front/Kayak Permit#34323

WalterRating, 5 stars8 months ago
The walk from the street to the entrance door could be challenging for someone with physical limitations, and the room air conditioners were a little loud, but everything else was wonderful. The outside of the house does not represent the beautifully remodeled interior. Kitchen had all modern necessary appliances, cookware, utensils and dinnerware. Bathrooms were stocked with towels, shampoo, conditioner, body wash, hair dryers etc. Modern washer/dryer in the basement. Great sunrises and lake view from the front deck. Children enjoyed fishing from the dock and sharing the 2 provided double kayaks. 10-15 minute drive to public beach, boat rentals, dining and groceries. 30 minute drive to Legoland.
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 favorite
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!
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 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.

Private house rentals

Top guest favorite
Home in High Falls
5 out of 5 average rating, 226 reviews

Our Place - 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.
Superhost
Home in Fleischmanns
4.91 out of 5 average rating, 78 reviews

Secluded Open Air Cabin

AsshurRating, 5 stars1 month ago
This Airbnb is completely amazing. It is beautiful. It is spacious. It is great for a group. It comes fully stocked with most of the basic things you need like a fully functional kitchen with things like syrup and jam and all of that in there. The host was completely responsive. If you are planning to go to ski, it is close to the mountain. I completely enjoyed our stay.
Guest favorite
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
Top guest favorite
Home in Stone Ridge
4.96 out of 5 average rating, 138 reviews

Secluded Oasis w/ Fire Place In Stone Ridge

KrishikaRating, 5 stars2 months ago
Jane and Klay were great hosts and their home in Stone Ridge was beautiful and spacious with great amenities. We loved the fireplace and our dog loved the huge front and backyard with easy to access trails right from the property. The hosts were proactive with communication and gave really nice recommendations for local hikes and restaurants. We had a beautiful snowy weekend and would definitely love to come back. Thanks again!!
Guest favorite
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.
Top guest favorite
Home in Philipstown
5 out of 5 average rating, 26 reviews

Charming Retreat 3B/3B Garrison, 2 Fireplaces

BibiRating, 5 stars4 months ago
There were 5 of us, with another 6 staying in another nearby air bnb. We had Thanksgiving in our house and found everything we needed to cook. Seating was a bit challenging, but we made it work and it was very comfortable. The location is in the woods with lots of boulders and rocks, which we all loved. We found the place easily using GPS. Everyone’s bed was comfy. Close enough to what we wanted, just far enough away to make it an adventure. Because it was so cold and grey, we didn’t hike, but saw plenty of opportunities (maybe next time?!)
Guest favorite
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.
Superhost
Home in Kerhonkson
4.91 out of 5 average rating, 46 reviews

Home Sweet Hudson: A Retreat - Pond House

AngeloRating, 5 stars3 months ago
Amazing cabin in a remote location with all necessary amenities far away from the city. Our best AirBnB experience so far and would love to go back

Quick stats about house rentals in Peekskill

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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

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