Vacation 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/HOT TUB, Outdoor TV and POOL Table

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!!

Catskill Mountain Retreat

The Catskills Mountain Retreat is a 4 bed 2 bath home located minutes from town, hiking, and ski mountains. Perfectly situated on the mountainside, this cabin is truly unique place with a warm & welcoming atmosphere. We offer a place to relax with breathtaking views. Nothing beats watching the sun rise on our deck with your morning coffee. With 5 acres of woods, you can immediately explore the outdoors from our backyard. Endless exploration is at your fingertips with NY State land south of us.

Mtn View Lux Dome w/ Heated Plunge Pool

This luxury dome is a modern home perched on a mountain top. Our aim is to combine the comforts of a large hotel suite with all the healing qualities of nature. Venture out or hike our own trails leading to a pond and a stream in the woods. Suited for long term WFH stays! We have Fiberoptic internet (ethernet avail) and plenty of space for your setup. Stroll the property at lunch or jump in the heated plunge pool between calls. Ask me about a special offer for long term stays. (14 days +)

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 - Hammock & much more!

Neversink Retreat:Luxury 3br 15-acre hobby farm

**New for 2026** Wellness upgrades and expanded space inside and out. Hot tub, firepit and finished lower level— to include media room, game room with king Murphy bed, gym with sauna, and full bath—will be ready by April 1. Stunning private retreat with heated saltwater pool, indoor/outdoor fireplace, screened porch, orchard, garden, trails, creek, gourmet kitchen, and on 15 acres. 3 acres fenced-in. Weekday rates are lower and vary. Book 7+ days and save 10% (except summer/holidays).

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

Spacious Catskills Farmhouse on over 5 acres!

Come enjoy some winter fun in the Catskill Mountains! Take the kids skiing, snowboarding, or snow tubing. Warm up with some hot cocoa around the firepit or enjoy a winter BBQ on the deck. Try your luck at the casino or spend a day at the indoor water park. There is snow much fun to be had! You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.

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.

Canopy Hill House - Luxury w/ Mt View+Hot Tub+Pool

Welcome to Canopy Hill House, a thoughtful and design focused home in Roxbury, NY. Our 3 bedroom, 2 bath property is perfect for a ski getaway or summer escape. You will find incredible details throughout and relax on our stunning deck with endless mountain views. Soak in the hot tub year round. Unwind in our 28 foot saltwater pool (June-Sept). Ski Mountains nearby: 15 min from Belleayre, 10 min from Plattekill, 30 min from Windham and 40 min from Hunter

Dino's Black Bear Cabin

A totally disconnected adventure into the middle of the woods is just about as liberating as it gets. Get ready to log off and reconnect with yourself. Upstate NY is also home to some of the world's best campings. Tell your friends and family members to forget about texting you for a few days and reconnect with the wilderness, with five freshwater lakes and 100 miles of hiking trails right outside.This is what we do and we want to share it with you.