Vacation 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 favorite

Cottage in Livingston Manor

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

ValueFamilyHot tub

4.97 out of 5 average rating, 178 reviews

Top guest favorite

A clear blue pool is framed by a spacious lawn, with comfortable chaise lounges positioned nearby under an umbrella. In the background, a rustic cabin is set against lush greenery and a bright blue sky, creating a serene outdoor environment.

Cabin in Youngsville

Cutbow Cabin Secluded Home near Livingston Manor

3 secluded acres less than 2 hours from NYC, Cutbow Cabin is the perfect Catskills retreat! Overlooking the great lawn and pool, the huge covered deck has ample seating, a dining table and grill. The 2BR home is flooded with light all day & west facing vantages capture epic sunsets/mountain views. Modern/stylish furnishings, a dedicated workspace, lush comfy beds and a fully stocked kitchen make indoors just as great as outside. 10 min to the hip towns of Livingston Manor and Jeffersonville!

FamilyLocationTV

4.97 out of 5 average rating, 103 reviews

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

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.

FamilyValuePets

4.89 out of 5 average rating, 181 reviews

Superhost

Home in Swan Lake

9BR Log Cabin Home w/ Hot Tub & Swimmable Pond

~Completely renovated and newly furnished~ Enjoy this spacious 9 bedroom log cabin home for large gatherings on 30 acres w/ a swimmable 1 acre private pond and a new hot tub. Perfect for multiple families and large groups with a total of 23 beds! No frat parties or other excessive parties allowed. There are multiple places to gather- The main floor open concept living room, the second living room on the main floor, the basement lounge area, the arcade, and wrap around porches with seating.

ValueFamilyHeating

4.86 out of 5 average rating, 117 reviews

Top guest favorite

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

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!

ValueLocationDecor

4.97 out of 5 average rating, 359 reviews

Top guest favorite

Tiny home in Narrowsburg

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!

ValueLocationPool

4.99 out of 5 average rating, 105 reviews

Top guest favorite

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

Bella Cottage w/Pool, BBQ - Catskill Getaway

Make lasting memories at this cozy Catskills retreat surrounded by private woods. Kids and adults alike will love spotting deer, enjoying peaceful outdoor time, and stargazing at night. Tucked away on a quiet private drive, the home offers a relaxing escape while staying just minutes from grocery stores, restaurants, and local essentials. With modern comforts and easy access to hiking, skiing, waterfalls, farms, and charming towns, it’s a perfect home base for your next getaway.

ValueFamilyCondition

4.98 out of 5 average rating, 139 reviews

Guest favorite

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

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! :)

LocationFamilyComfort

4.92 out of 5 average rating, 407 reviews

Guest favorite

Home in Narrowsburg

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

Perched on a hill with fantastic views, this modern 3BR/2BA Catskills retreat is perfect for couples or small groups. Unwind in the hot tub, cozy up by the indoor fireplace, make s'mores by the outdoor fire-pit, or enjoy your evening cocktail by the additional gas fire-pit on the patio. Watch deer wander through the meadow, enjoy a game of ping-pong or darts. House offers stylish interiors and premium bedding. Check out our guide-book for activities in the area.

FamilyValueCleanliness

4.93 out of 5 average rating, 247 reviews

Guest favorite

A spacious log cabin is surrounded by lush greenery and tall trees, featuring a large wraparound deck. The warm hues of the sunset create a serene atmosphere, highlighting the natural landscape of the area.

Cabin in Lackawaxen

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

FamilyValueOutdoor spaces

4.94 out of 5 average rating, 120 reviews

Guest favorite

An aerial view showcases a charming farmhouse surrounded by lush greenery and the Catskill Mountains. A rectangular in-ground pool is visible in the backyard, bordered by a grassy area. A quiet country road runs alongside the property, contributing to the tranquil setting.

Home in Grahamsville

Spacious Catskills Farmhouse on over 5 acres!

Summer is the best time to visit the Catskill Mountains! Come enjoy our large in-ground pool! Enjoy a hike at one of our local trails or nature preserves. Try your luck at the casino, spend a day at the indoor water park, or play a round of golf at one of the local courses. 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.

FamilyLocationGrill

4.91 out of 5 average rating, 125 reviews

Guest favorite

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

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

LocationValueComfort

4.96 out of 5 average rating, 310 reviews