Vacation rentals with a pool in Delaware County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Delaware County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Stamford

5 out of 5 average rating, 64 reviews

Homesteading at 55 Main Street !

self check in keypad, private suite. Owner operated, we live upstairs. secure off street parking near your entrance,fire pit ,trails run behind this property walking or run, biking kitchenette w/ toaster oven , insta pot crockpot , & snacks ,frypan,bbq gril microwave,fridge& electric teapot kettle ,coffee ( Keurig or French Press) waffle maker . Tv/sitting room with electric fireplace.books & games **unit is properly inspected, including all village permits * The bedroom has an air purifier

Guest favorite

Cabin in Livingston Manor

4.97 out of 5 average rating, 280 reviews

Experience The Zen House

Enjoy your own private indoor HD movie theater with 5.1 Bose Surround Sound and leather recliner seats, a spa with a cold plunge pool and 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! Here are some of the key amenities: -Hot Tub (2021) -Sauna & Cold Plunge Pool -Private 12 Person Movie Theater (you can plug in your device) -Table Tennis/Ping Pong and much more! Check us out on ig: @zenhouseny

Guest favorite

Home in Downsville

4.98 out of 5 average rating, 128 reviews

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

Superhost

Chalet in Gilboa

4.88 out of 5 average rating, 102 reviews

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

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!!

Guest favorite

Home in Andes

4.95 out of 5 average rating, 76 reviews

Foliage Upstate Retreat: WOW Views, Firepit, Sauna

Perched up high on a private road, Little Homeworld is a 3 bedroom, 2 bathroom ranch tucked in the heart of The Catskills with sunset views of rolling hills. Set on 6 forested acres for privacy, but still only a 5-minute drive from Andes town, relaxation and outdoor adventures await, with close proximity to hiking, breweries, Belleayre Mountain, and markets. In the evening, watch the sunset from the deck after using the infrared sauna, and get lulled to sleep by the sound of the babbling stream.

Guest favorite

Loft in Prattsville

5 out of 5 average rating, 84 reviews

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 *no EV change available *Special occasions: flowers, gift baskets, rose petals, balloons added at extra cost

Guest favorite

Dome in Hobart

4.93 out of 5 average rating, 110 reviews

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 +)

Guest favorite

Home in Roxbury

4.94 out of 5 average rating, 53 reviews

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

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. Unwind in our 28 foot saltwater pool (June-Sept) and large deep cedar soaking tub (year-round) that fits 6 adults. Ski Mountains nearby: 15 min from Belleayre, 10 min from Plattekill, 30 min from Windham and 40 min from Hunter

Superhost

Home in Bloomville

4.82 out of 5 average rating, 45 reviews

4 Season Magical Getaway on 12 Acres of Paradise

Escape to the Catskills Enchanted Forest house! A rustic, contemporary 3 bedroom architectural gem nestled in 12 acres of resplendent woods featuring modern furniture and kitchen, 2 full bathrooms and large windows looking out to a gorgeous forest. Strong Wifi makes working remotely a breeze. Enjoy the serenity of a chic, mountain property criss-crossed with stone walls from the 1700s, close to the best attractions in the Catskills. All Star Village -22.9 miles Dreams Park - 28.8 miles

Superhost

Cabin in South Kortright

4.9 out of 5 average rating, 201 reviews

Contemporary Cabin w/ Hot Tub, Lake & Fireplace

Ticking all the boxes, this cute 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.

Superhost

Cottage in Denver

4.97 out of 5 average rating, 123 reviews

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.

Superhost

Cabin in Jefferson

4.9 out of 5 average rating, 143 reviews

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.