Holiday rentals with a pool in Delaware

Cozy Cottage w/ Pool+Jacuzzi+Sauna+ Reading nook!

This cape cod style cottage is situated at the end of a gravel strewn driveway lined on both sides by giant pine trees offering shade and privacy from the road. We love how the backyard opens directly to a small forest that you can explore and hike around in as well as the proximity to shops, restaurants, hiking, and kayaking in the Delaware River. Don’t be surprised to hear a woodpecker or two as you enjoy your morning coffee or a deer or two to stop by on a lazy afternoon barbecuing and hanging out in the pergola. The new jacuzzi offers the ideal spa experience while enjoying all of what nature has to offer. Sitting around the fire pit is the perfect activity to enjoy under the twinkling night sky and solar powered string lights

Location · Value · Sleep quality

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

Location · Family · Condition

Bella Cottage w/Pool, BBQ - Catskill Getaway

** Pool opens May 8 weekend! It is an above ground heated pool, the temp preset to 84 Disconnect, relax and rejuvenate in this cute country home! Enjoy the serene, wooded surroundings as you watch deer trot by and end your day unwinding under starlit night skies. This 2-acre gem is tucked away on a private drive, just off the main road. Though secluded, grocery stores and restaurants are just down the street. The house is equipped with all the modern amenities to make your stay comfortable.

Location · Family · Laundry

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.

Location · Family · Pool

3BR/2BA • Private Pool & Hot Tub Near Bethel Woods

A modern 3BR/2BA Catskills retreat with a private pool, hot-tub and fireplace. 10 mins away from Narrowsburg's shops and restaurants as well as Delaware River access for swimming and hiking. 15 mins to Bethel Concerts. Perched on a hill, offering scenic views and serenity- a true getaway destination. Enjoy modern decor, premium bedding, AC, fast Wi-Fi, and purest water that you’ll find. Swim, grill, play ping-pong, darts, star gaze. Pool season ends 9/14th. Hot tub is always open.

Family · Value · Comfort

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!

Location · Value · Laundry

Dog friendly, heated pool & Hot Tub w/ fenced yard

Escape to a modern mini barn 7 mins from Narrowsburg with a heated pool, hot tub, fire pit, high-speed Wi-Fi, Ev charger, backup generator and a fully fenced yard for your pups! Set in the gorgeous Hamlet town of Narrowsburg, my home is a 5 min drive into Narrowsburg Main Street! Bethel, Callicoon, Barryville, Livingston manor, are all 25 mins away. If you're looking to ski Big BEAR Mountain is close by! High speed internet 500mps. 7 day bookings and monthly bookings receive discounts!

Location · Family · Laundry

Pocono heated pool, hot tub, sauna, games, playgr.

Escape to our beautifully renovated 1850s farmhouse in Lake Ariel—perfect for families, couples, or groups seeking a peaceful Poconos getaway. This historic home, once a working milk farm, blends rustic charm with modern amenities for a truly relaxing stay. Enjoy hiking, trout fishing, and wildlife spotting right across the road at Varden Conservation Area. Inside, you’ll find a fully updated interior with stylish décor, high-speed Wi-Fi, and everything you need for a comfortable stay.

Value · Family · View

Secret Getaway Nestled in a Woodland Setting

Welcome to our Pocono Mountain escape!! Perfect for families, couples & friends! Less than 1 mile from pools, restaurant, tiki bar & skiing!! Our cozy home provides surroundings of nature while staying close to fun. Located in Masthopes' amenity filled four-season community - Lake and beach access just a short drive!! If it's a need to disconnect & recharge or if you are seeking adventure here in the beautiful Poconos, let our happy spot be your home away from home too! :)

Family · Location · Accuracy

Summer Secluded Getaway + Hot Tub+Swim Hole+Trails

🏡 Luxury 3,200 sq.ft Log Cabin on 15 Private Acres 🛏️ 4 Bedrooms + 3 Bathrooms | Perfect for families & groups 🌲 Secluded forest retreat with breathtaking Delaware River views 👙 7-seat hot tub open year-round and professionally maintained 🏞️ Private hiking trails, waterfall + creek + natural swim hole 🔥 Outdoor fire pit + indoor wood-burning fireplace 🐾 Pet friendly (up to 2 low-shedding pets allowed) 📺 Smart TVs, cable service & strong Wi-Fi

Value · Location · Walkability

Condé Nast featured A-frame. Hot Tub. Lake. Pools

Sink into the hot tub and let the Poconos do the rest. This Condé Nast-featured mid-century A-frame is nestled among the trees, just minutes from the lake — a beautifully curated escape two hours from NYC with everything you need to completely unwind. Soaker tub with a tree-top view, chef’s kitchen, fire pit, community pools, and a bathroom so good it’s been featured in Condé Nast, Houzz and West Elm. This is the one you’ve been saving on Pinterest

Family · Value · Hospitality

Livingston Manor Pool and Lake Retreat

🛎️ Bookings require an Airbnb account with previous host reviews. Thanks for understanding! Escape to our stylish modern chalet in the heart of Livingston Manor — a Catskills favorite! Relax in your private pool, unwind by the wood-burning fireplace, and recharge in the cozy zen loft. The home also features a pool table and three comfortable bedrooms, making it the perfect retreat for families or friends.

Family · Location · Decor