
Vacation rentals with a pool in Shawangunk
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Top-rated rentals with a pool in Shawangunk
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Popular amenities for Shawangunk rentals with a pool
House rentals with a pool

Farm House with Built in pool/jacuzzi open in May
We came for a quick girls weekend and were pleasantly surprised by how comfortable and homey we felt here. We loved going to the nearby Woodstock museum and a couple of great restaurants in the area. Sadly, the weather wasn’t great but we hope to come back sometime to enjoy all of the amenities that this home and property have to offer!

4 bedroom house with pool (Kids & Dog Friendly)
Our stay was wonderful, and the host was great from beginning to end! Highly recommend

NEW! Catskill Family Hideout with Seasonal Pool
What a great spacious home. Plenty of room for the whole family. Clean and neat! Beds were super comfortable! Great water pressure. Beautiful back yard and three season porch. This was our second visit here and it was just as great as the first!!

Entire Home (private pool), Event Friendly
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.

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

Harrison Field Pool 10Acres BikeRailTrail 2Town
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!

Unique Contemporary on 40 Pvt Ac, Enclosed Hot Tub
Such a great experience that reaffirms how hard hosts work! Robyn communicated the weather problems in advance and let us know things might be iffy getting in because of a winter storm. Instead of just making sure the home itself was pristine, relaxing, and totally picturesque, she made sure our arrival was perfect. Snow plowed, everything iced, bag of goodies hung up on our arrival. It was such incredible, flexible caretaking of the property and the guests! Besides that, onto the regular stuff- awesome kitchen, hot tub, bedrooms, everything super clean. Was a perfect winter stay!

Catskill Home w/ Sauna, by ski &Mountain view
Thank you so much for hosting us. Our family truly appreciated the easy access and the prompt responses to any questions we had. We had a wonderful time staying at the house and really enjoyed using the sauna. Everything was so clean, which made our experience even more enjoyable. We’re grateful for your hospitality and thoughtfulness!
Condo rentals with a pool

Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Henry’s place was exactly as described . The place was clean and perfect for 2 people. I would recommend staying there again.

Cozy Mountain hideaway Windham, Hunter
Pristine clean, cozy, one bedroom condo unit located in Windham with seasonal access to tennis courts and a pool. Walking distance to the beautiful Windham Path. Slept better than at home in the comfy bed. Went for two days of midweek remote work. Agnieszka, the host, was gracious and responsive. The host obviously put some genuine TLC into this place and it shows. Browsed for books at Briars & Brambles, an indie bookstore in Windham adjacent to Windham Pharmacy. Purchased groceries and firewood down the road at Hickory Hill Market . Ate in area at Higher Grounds and Windham Diner. Living room has a fireplace with large screen TV just above. Great for all seasons. Thanks Agnieszka!

One bedroom condo at Mountain Creek Resort
We really enjoyed our stay! The condo was VERY clean, full stocked with all of the needed essentials and in a great location right by the ski slope. Both the bed and pull-out coach were SUPER comfortable. All instructions were super clear, and the recommendations were perfect. Thank you for letting us stay at your place, we love Mountain Creek!

Valley Overlook @ Mtn Creek Resort Park & Play
My family and I had a wonderful weekend at Joe’s place. The unit was just as he described, and perfect for our needs. My older son enjoyed going snowboarding and it was great to have a space to hang out with my infant while the others were on the slopes. Joe was even able to accommodate a late checkout for us so we had a place to be with the baby while my other son was out snowboarding which was so appreciated! We will definitely be back!

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
An excellent place to stay for a ski trip. Perfect location right at the base. Wonderful building with a great pool and hot tub. Excellent for a great ski vacation!

Appalachian Lodge Top Floor w/views
My children and I had a wonderful time! The unit was immaculate, the views were lovely, and there was plenty to do at the hotel. Paul was the best host! We had a car issue and had to extend our stay. He was polite, quick to respond, accommodating, and he took excellent care of us whenever we had any questions or concerns. We are looking forward to visiting again!

Summer Retreat w/ Balcony & inground Pool
We loved staying here for the second time! thank you!

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5
Massimo was so communicative, place was great, and the little extras provided -- snacks, beverages, and the set up for old time arcade games -- totally awesome! Thanks!
Quick stats about vacation rentals with a pool in Shawangunk
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ441 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
20 properties include access to wifi
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- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Windham Mountain
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Ringwood State Park
- Rockland Lake State Park
- Mohawk Mountain Ski Area
- Tamarack Country Club
- The Ridgewood Country Club
- Hook Mountain State Park
- Opus 40
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Great Falls Park
- Blind Brook Club
- Hudson Highlands State Park
- Tallman Mountain State Park
- Campgaw Mountain Ski Area
- Sprain Lake Golf Course