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House vacation rentals in Peekskill

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Popular amenities for Peekskill house rentals

House rentals with a pool

Guest favorite

Home in Bushkill

4.91 out of 5 average rating, 108 reviews

Lakefront, Close to Ski, Games, Hot Tub, Pool

PiliaraRating, 5 stars1 month ago
We stayed several day at this wonderful place. It was an easy check in with all instructions provided beforehand. The place is big and has many things to offer for large families. In summer you can fish, use heated pool. We went in winter, so we used hot tub. The bed was comfortable, pillows soft. The hosts were very responsive and checked with us every day. There are stores in 10-15 minutes drive, in case you forget anything. Kitchen is equipped with all the appliances, coffee makers with coffee included, if you're a tea-lover bring your tea. If you like hiking there are a lot of routs in driving distance. I recommend to check with Delaware Water Gap Park office, they will help you to find brethtaking science and picturesque routs.
Guest favorite

Home in Saugerties

4.94 out of 5 average rating, 66 reviews

Perfect Family Winter Retreat•Close to Ski•Firepit

MattRating, 5 stars3 months ago
Susanna, Sarah, and James were great co-hosts for our trip to the Catskills. We enjoyed the house, the outdoor space, and the proximity to Woodstock and other areas in the Catskills. We enjoyed our stay and would stay at the house again in the future.
Guest favorite

Home in Massapequa

4.93 out of 5 average rating, 120 reviews

Great Family Times in this 5 Bedroom House

MicheleRating, 5 stars1 month ago
Despite the frigid temperatures, the house was warm and comfortable. Each room had a control for heat. Naydee checked in with us from time to time to make sure we were happy. The basement bathroom was a bit tiny, but clean. Plenty of towels and hot water. Shower was a bit tight, but there were 6 of us, so we needed 2 bathrooms and this fit the bill. Overall, a nice stop!
Superhost

Home in Stanfordville

5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars2 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, 127 reviews

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

AnneRating, 5 stars1 week ago
Great get away! Amazing views of the mountains!! Clean, comfortable bed, cozy fireplace, hot tub, surround sound speakers, fully stocked kitchen, private location and much more made this a great relaxing trip. Plenty of hiking trails in the area. Close to the quaint town of Woodstock for restaurants, stores, etc… Susanna was very helpful and easy to communicate with.
Guest favorite

Home in Bushkill

4.92 out of 5 average rating, 201 reviews

Entire House Hot tub Barrel Sauna Private Backyard

PietroRating, 5 stars1 month 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
Guest favorite

Home in West Milford

4.98 out of 5 average rating, 142 reviews

On The Rocks In The Hot Tub

NicoleRating, 5 stars3 days ago
This was the second time that my husband and I stayed at Marcela’s place and we absolutely love it! Such a beautiful home, clean, comfortable, peaceful and a place where you can really relax. We didn’t get to use the hot tub this time around but we plan on staying again.
Guest favorite

Home in New Paltz

4.93 out of 5 average rating, 133 reviews

Harrison Field Upstate NY Weekend Getaway

AlannaRating, 5 stars3 months ago
We had a great weekend celebrating our parents anniversary. The house was plenty big for all of us and the grounds are beautiful. Nathan was quick to respond when we had trouble navigating the AC and made sure we enjoyed our stay!

Weekly house rentals

Guest favorite

Home in Mount Tremper

4.9 out of 5 average rating, 219 reviews

Stunning Modern Barn minutes from Woodstock 21N195

AmélieRating, 5 stars3 weeks ago
Lovely house, spacious and really pleasant for our group of friends with kids! The jacuzzi was a big plus! We really enjoyed our stay!
Guest favorite

Home in New Fairfield

4.92 out of 5 average rating, 111 reviews

Beautiful Lakefront Retreat with Private Dock

GauravRating, 5 stars1 month ago
great place. located in a nice private community. the lake was beautiful and probably the best part. in the summer I can imagine people spending hours out there drinking coffee. The place had an old school charm and was well equipped
Superhost

Home in Smallwood

4.79 out of 5 average rating, 162 reviews

Cozy Catskill Lake Community Home

PeterRating, 5 stars24 months ago
We had a lovely and relaxing weekend at John’s place. Thanks for the great local tips.
Guest favorite

Home in Gardiner

4.91 out of 5 average rating, 231 reviews

Riverfront Stone Cottage Private/ hot tub/ boats

YuriyRating, 5 stars2 weeks ago
My friends and I had a wonderful weekend in nature. Fantastic combination of old and modern. Wonderful bathrooms. Comfortable bedrooms and beds. Gorgeous outdoor jacuzzi with a view of the river. Had the opportunity to make a fire and grill meat in the fresh air. In addition to this, we watched wild animals through the windows. Quiet place 1 minute from the road. Very attentive host , within 10 minutes he was with us and answered all our questions. We will be happy to come again!!!
Superhost

Home in Wallkill

4.86 out of 5 average rating, 113 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

LaurenRating, 5 stars1 month ago
The place was super comfy and cozy, all the amenities needed for a weekend Airbnb trip! Projector and screen a very nice touch.
Guest favorite

Home in Garrison

4.93 out of 5 average rating, 158 reviews

Hudson Valley Mountaintop Riverview

ChrisRating, 5 stars3 months ago
The stunning views did not disappoint and Mahmoud was an excellent and attentive host. I highly recommend!
Guest favorite

Home in Hardwick

4.88 out of 5 average rating, 136 reviews

Home away from home

StevenRating, 5 stars4 months ago
We loved our stay! Will stay again!
Superhost

Home in Ulster Park

4.87 out of 5 average rating, 222 reviews

Entire lake house to yourself. Great for groups

AnnamariaRating, 5 stars3 months ago
Scott hosted my friends and I in a beautiful home on the water. We enjoyed water sport activities, even in November! We were 10 minutes away from New Paltz and 10 minutes away from hiking spots! The house was east to locate, check-in to, and Scott communicated very effectively. We were even granted late check-out! The house was very charming, well-stocked, and clean. One of my favorite touches was the “pet essentials” corner. Scott provided our pup with a bed, food bowls, and a leash - very thoughtful! His rules are clearly explained and easy to follow. I would definitely recommend a stay at Scott’s and would love to return next time I’m looking to stay in the area.

Private house rentals

Guest favorite

Home in High Falls

5 out of 5 average rating, 225 reviews

Our Place - A Big Little House

EmmettRating, 5 stars2 weeks 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 favorite

Home in Newburgh

4.86 out of 5 average rating, 66 reviews

Entire Home (private pool), Event Friendly

CydneyRating, 5 stars2 weeks ago
I was looking for a place that was close by (as we live near Albany, NY) to celebrate my birthday that had an indoor pool/hot tub, had enough space for at least 6 people, AND allowed pets. With all of that considered, you can imagine it would be pretty difficult to find the perfect place…but THIS was it! Faisal’s place was not only easy to find, but it had a long driveway that allowed for privacy & peace/quiet. Along with a fenced in backyard so that I could let my dog out with no worries. The best part, the things to do! We didn’t even go anywhere during our stay since everything we needed was right there. The pool was perfect & so clean. It was always warm, and the hot tub was amazing. My whole family had a blast! The basement had so many amenities. The private theater downstairs was one of our favorites, & the hockey tables. Everything was so well kept & clean. We will definitley be coming back, it was very impressive! Faisal was quick with responding & very friendly. Thanks again!
Guest favorite

Home in New Milford

4.97 out of 5 average rating, 29 reviews

Serene Country home 24 mi Mohawk ski area

LloydRating, 5 stars2 months ago
The previous reviews were all positive so I wasn’t surprised by how pleasant this listing was and how Dinesh goes out of his way to accommodate guests. Everything was wonderful. Both nights we enjoyed the large fireplace in the large living room, right off the large kitchen. All the spaces are large here. Plenty of room to spread out with friends or family. We were all impressed.
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 stars3 weeks 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 stars1 month 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 Norwalk

5 out of 5 average rating, 9 reviews

Full house with serene yard. Three week minimum

JuliaRating, 5 stars17 months ago
Marta is a great host, very nice and helpful with always quick response. The house is spacious, neat with 4 rooms, supplies are sufficient. Location is quiet and convenient to get everything, eat, shopping, fitness etc. We had a very nice 2 weeks stay here, thank Marta. Very good to recommend.
Guest favorite

Home in Philipstown

5 out of 5 average rating, 26 reviews

Charming Retreat 3B/3B Garrison, 2 Fireplaces

BibiRating, 5 stars2 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 Newtown

4.97 out of 5 average rating, 156 reviews

Spacious, private home, must see!

CristinRating, 5 stars2 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.

Quick stats about house rentals in Peekskill

  • Total rentals

    10 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    900 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

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  4. Westchester County
  5. Peekskill
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