Holiday rentals with a pool in Delaware

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Delaware

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

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Guest favourite
Cottage in Livingston Manor
4.97 out of 5 average rating, 172 reviews

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

Top Guest favourite
The image features a clear, inviting pool in the foreground, with the country home visible in the background. Surrounded by lush greenery, the house has a deck and large windows, blending harmoniously with the serene wooded landscape.
Cottage in Eldred
4.98 out of 5 average rating, 137 reviews

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.

Top Guest favourite
A dog sits upright on a wooden chair at a kitchen countertop. The space features warm wooden accents and a cozy atmosphere, with a sofa and dining area visible in the background. Natural light filters through a nearby window, highlighting the dog's glossy coat.
Home in Downsville
4.97 out of 5 average rating, 155 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
An indoor heated pool area features large windows allowing natural light to fill the space. Surrounding the pool are loungers, a colorful floating swan, and a bright orange inflatable, creating a cheerful atmosphere. Wood paneling and a beamed ceiling complete the inviting setting.
Home in North Branch
4.89 out of 5 average rating, 175 reviews

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.

Top Guest favourite
Chalet in Warwick
4.99 out of 5 average rating, 182 reviews

Mountain View Retreat w/ Hot Tub, Theater, and Gym

Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen

Guest favourite
Home in Narrowsburg
4.93 out of 5 average rating, 240 reviews

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.

Top Guest favourite
An inviting hot tub is positioned on a wooden deck, overlooking a spacious backyard and the tastefully designed home. Soft lighting enhances the outdoor setting as sunset hues paint the sky, creating a serene atmosphere perfect for relaxation.
Cabin in Livingston Manor
4.97 out of 5 average rating, 356 reviews

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!

Top Guest favourite
Tiny home in Narrowsburg
4.99 out of 5 average rating, 102 reviews

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!

Guest favourite
A chalet is nestled among tall trees, with a quaint exterior featuring dark and light wood accents. Two red Adirondack chairs are positioned around a stone fire pit, providing a cozy gathering spot. A spacious deck extends from the home, blending into the natural surroundings.
Chalet in Lackawaxen
4.92 out of 5 average rating, 404 reviews

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! :)

Top Guest favourite
An elegant bathroom features a freestanding soaker tub positioned by a large triangular window. Natural light floods the space, showcasing views of surrounding trees. A small green stool complements the decorative patterned tile floor, while potted greenery adds a touch of nature.
Cabin in The Hideout
4.96 out of 5 average rating, 308 reviews

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

Superhost
An aerial view of a charming house with a steeply pitched roof, surrounded by green grass. An inviting saltwater pool is visible beside a spacious patio area, furnished with lounge chairs and a covered outdoor seating space. Colorful toys are arranged nearby, enhancing the outdoor experience.
Chalet in Parksville
4.92 out of 5 average rating, 104 reviews

Au Bon Orchard - Hot Tub - 56 Private Acres

Au Bon Orchard is nestled between some of the Catskills most popular destinations like Roscoe, Liberty and Livingston Manor; you will find Au Bon Orchard. - 2 Hours from NYC - Infiniti Pool (May, Post Memorial Day - Mid September) - Hot Tub - EV Car Charger - 56 Private Acres - Private Waterfall - Catskill Mountain Views - Close to: Neon Croissant, The Smoke Joint, Livingston Manor, Liberty - 3 Beds 2 Bath

Top Guest favourite
A cozy outdoor fire pit area is surrounded by six red Adirondack chairs, providing a welcoming setting for gatherings. Soft string lights illuminate the space, while the cabin's wooden structure stands in the background, nestled among trees in a tranquil environment.
Cabin in The Hideout
4.99 out of 5 average rating, 109 reviews

Cozy Poconos Cabin. Firepit, Beach & Lake Access

Welcome to Smugglers Nook:Your Perfect Pocono Escape! Escape to the beauty of the Pocono Mountains at Smugglers Nook, your cozy home-away-from-home nestled within the serene Hideout community. This charming 1,400 sqft cabin is designed for both relaxation and adventure, offering everything you need for a memorable getaway. Whether you’re here to unwind or explore, Smugglers Nook is the perfect choice.

Popular amenities for Delaware rentals with a pool