Holiday rentals with a pool in Delaware County

Trout fishing on the Delaware

Beautiful Private area 2 homes on 10 acres, you will have one, newly built with all amenities, on the river, great fishing, luxurious accommodations, fire stove, local town full size pool with full access, pond / beach with boating, local Knack/ Canoe rental on the East branch of the Delaware River all within 20 minuets. Local antique shops, fairs and markets, Enjoy the Catskills Today. The property boarders the River Just a walk Away. Great for Family and Children. Local food, Shopping and fun

Modern Chalet w/Outdoor TV & Covered HOT TUB+POOL

Welcome to the beautiful Catskills! Our new beautiful A-Frame Chalet is situated on 6 acres of private forested land with lovely views of nature. Come stay in the fresh air! The chalet is fully stocked to be enjoyed for all seasons! Relax under the covered patio in all weather (rain or snow) in the HOT TUB or lounging on outdoor sectional while watching some NETFLIX/YOUTUBE TV all year round on our OUTDOOR TV, shoot a game of POOL in our upstairs Loft, or take a hike through our private TRAIL!!

Experience The Zen House

Enjoy your own private indoor movie theater with 7.1 Klipsch Premiere Surround Sound and leather recliner seats, a spa with a cold plunge pool & sauna, and a hot tub to reach the maximum level of relaxation. Play a game of ping pong, enjoy the fireplace outside and inside along with 5 acres! Amenities Include: - Hot Tub - Bath House with Sauna & Cold Plunge Pool - 12 Person Theater with immersive visual & surround sound + recliners - Game Room - Outdoor Fire Pit - Hammocks and much more!

20 Acre Luxe Swimming Pond Home, Game Rm, Hot Tub

New: Dock, kayaks, water toys coming soon to our private swimming pond! Hunter House is a 5-star, 3,500 sq ft Catskills getaway on 20 private acres with a lake, hot tub, mountain views, and huge game room. Luxe Primary Suite, chef’s kitchen, cozy fireplace, and more. Enjoy lakefront hangs, stargazing, and nonstop fun. Family-friendly and fully stocked. 2 extra full size air mattresses + 2 pac n plays with mattresses available on site. Follow @stayhunterhouse for updates and offers!

Catskills Cabin Off the Grid Experience

Escape the chaos of urban life and embark on a rustic retreat like no other! The property hosts the cabin and a tiny house (also for rent), nestled on a secluded pond. Offering a serene sanctuary that beckons you to unwind and reconnect with nature. Step inside to discover the cozy embrace of reclaimed barn wood walls, fireplace, and large picture windows that frame the surrounding wilderness. Imagine waking up to deer grazing under the apple trees and the melodious chorus of birdsong.

Contemporary Cabin w/ Hot Tub, Lake & Fireplace

Ticking all the boxes, this beautiful cabin has everything you could want for your retreat from city life! Five acres of private forest encapsulates the perfect seasonal mood as you step from the great room onto the huge wrap-around deck. Relax and enjoy the property with its hot tub, fireplace, A/C, BBQ grill and poolside loungers. For the adventurous at heart, check out the community shared lake access (non fishing), rivers, hiking trails and ski stations right at your fingertips.

The Loft at Bearpen Mtn; near Hunter & Windham

Relax in this stylish Mountain View escape at the base of Bearpen Mountain. Hiking trails and snow sports from the front door! Situated near Windham and Hunter; 20 minutes, Belleayre and Plattekill ski mountains, 30 minutes. Walk to winter sports and sledding center. Adjacent to world class trails for hiking, snowmobiling, hunting and skinning. *seasonal rental or multiple stay discounts. $2k per month includes utilities 12/12/25 to 3/15/26 for ski season *no EV charge available

Country Cottage w/ HOT TUB & Views

Welcome to the most peaceful and tranquil place in the world. Our beautiful home is situated on 3 acres of private land with a private pond and incredible views of the mountains. Escape your life and stressors, and come stay in the fresh air where all you will hear are birds chirping - no sirens, cars or people. The cottage is fully stocked to be enjoyed for all 4 seasons! Relax in the hot tub, or go for a swim in the pond. Our property is the perfect vacation getaway.

June! Blue Skies & Long Days $99 Midweek Special

Experience a unique & special space Not for everyone BUT PERFECT for some... Read the listing & know who you are! The Nest was built by the Gerry Family 100 years ago (Gerry as in 'Gerrymandering') Spend a few days in a former chapel? Weird - but fun! See the reviews! ALSO PERFECT for small events, dinner parties, boutique weddings etc VALUE - No checkout in/out times if book 2+ nights -Perhaps the best bargain in Catskills if you don't mind kitchenette!