Holiday rentals with a pool in Shandaken

Modern House with Private Pool, Hot-Tub, Fireplace

A modern 3BR/2BA Catskills retreat on 6 private acres with heated pool, hot-tub, and fireplace. Perched on a hill, this single-level home offers scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Private Heated Pool Fireplace High-speed Wi-Fi Modern kitchen Grill A/C Narrowsburg offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Palazzo Hudson: Luxury Home with Pool, Spa, Sauna

Welcome to Palazzo Hudson! The only private vacation home in the town of Hudson with a chef's kitchen, seasonal in-ground pool, deluxe sauna, cedar hot tub & a separate poolhouse library lounge. A home for all seasons, you'll experience inspiration and relaxation from the warm, light-filled rooms, curated art, books, music, luxury spa features, and outdoor deck, patios, and gardens. A quick stroll to the restaurants, bars, cafes, and shops of Warren Street and the Upper Depot District.

Lovely Creekside w pool/sauna near Woodstock

This 2-room apt overlooks a flowing stream and includes: bedroom, full kitchen, bath, living room, laundry, deck and use of large heated swimming pool. A beautiful setting very convenient to Woodstock and Saugerties - 3 miles from the NYS Thuway Exit 20, very close to HITS and 30 minutes from skiing at Hunter Mountain. We are carbon neutral, with geothermal and airsource heat pumps, large solar array, and a Level 2 EV charger for our guests. Nosotros hablamos un poco de español

Private Contemporary Cottage with Pool and Hot Tub

Follow the birch-lined road to this private getaway cottage. 💘12Min to Roxbury Barn and Estate 🛍️5 Min to Roxbury or Margaretville for all your shopping needs 💘18 Min to Stone Tavern Farm ⛷️20 Min to Plattekill Ski Mountain 💘18 Min to Inn at West Settlement venue 🚠25 Min to Belleayre Mountain Ski Center Great for Summer vacation with a heated pool, and the perfect retreat for any other time. Hot tub is available year round! A view that's incredible any time of year! 🍂❄️

Beautiful Salt Water Pool & Fully Fenced 10 Acres

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Woodstock Romantic Mountain Studio w/ Pool

Come escape to the cozy Woodstock studio . Swim, hike, bike, BBQ and experience peace & serenity. Our large studio is a vacation gem and home away from home on 10 mountain top acres with large shared pool. 5 star. (Pool is shared with us, & we try to respect our guests privacy.) High-speed wifi Work remotely. The studio is on a private road just 5 mins from the center of Woodstock. Perfect for a couple, small family or single. 30 day rentals available October-May