Vacation rentals with a pool in Monroe County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Monroe County

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

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Guest favorite

Home in East Stroudsburg

4.97 out of 5 average rating, 154 reviews

Dog Friendly🐶 Lakefront🎣 Hot Tub🔥 Newly Renovated🤩

This newly renovated 3000 sqft lakefront property features close to 1000 sqft of lakefront decking/patio space, ample driveway parking for guests, direct lake access for kayaking or fishing, a BBQ grill, hammocks, 6 person hot tub, & much more! The ground floor features 2 bedrooms, a full bath, family room, game room, & laundry area. The 2nd FL has a full kitchen, 4 bedrooms, living & dining rooms and 2 full baths. The house has central air heating & cooling. FREE access to community amenities!

Guest favorite

Cabin in Pocono Pines

4.95 out of 5 average rating, 166 reviews

Cozy Cabin*Firepit*Loft*fireplace*hammock

This cozy cabin is perfectly positioned for everything the Poconos has to offer: 10 miles to Jack Frost/Big Boulder (epic pass), 10 miles to Camelback (ikon pass), hike Hickory Run State park or just stay in grill a meal, roast s'mores, cozy up and stream a movie or play your favorite board game. Temporary membership to the neighboring private Lake Naomi Club may be available for purchase for 7+ night stays (beaches,pools). Tobyhanna township: 25 years minum age to rent. Registration # 003832.

Guest favorite

Home in East Stroudsburg

5 out of 5 average rating, 144 reviews

Hot Tub | Remote Fireplace | Movie Theater |Themed

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Built with an “ultimate night in” experience in mind, guests can sip wine under the stars + soak in the hot tub, or enjoy movies on your own private 135" movie screen w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a space where the forest takes you away as you stay in ultimate comfort and luxury.

Guest favorite

Chalet in East Stroudsburg

4.99 out of 5 average rating, 130 reviews

Poconos Treetop Lakehouse: Lakefront/Spa/Sauna

Accessible, dog-friendly, waterfront A-line with breathtaking views only 50 ft from lake. Stepless entry/shower, elevator. Newly renovated & stylishly furnished w/ 4 bedrooms, 3 full bathrooms, hot tub, sauna, gourmet kitchen, 12 person custom dining table, coffee bar, fireplace, game room w/ billiards/foosball/arcade, many outdoor games, 3 outdoor decks, Big Green Egg grill, fire pit, fire table, hammocks, many types of boats, fishing poles, work desk, high speed WiFi, 5 Smart TV’s, EV charger.

Guest favorite

Chalet in Albrightsville

4.93 out of 5 average rating, 253 reviews

COMFY CHALET: outdoor amenities & WIFI-All seasons

This chalet is a perfect getaway for simple relaxation for families and friends alike. Summer brings great lakes, pools, hiking, outdoor adventure; Fall brings beautiful foilage and hiking trails as well as fun outdoor festivals; Winter brings convenient skiing at the local Pocono ski areas; Spring brings revitalization. Regardless of what attracts you to The Comfy Chalet, kick off your shoes, shrug off your worries and enjoy the fine relaxation that nature offers. "My house is your house".

Guest favorite

Home in East Stroudsburg

4.99 out of 5 average rating, 195 reviews

Ski | Hike | Hot Tub | Firepit I Sauna

Relax and unwind at this stunning Poconos vacation property. Melt your troubles away with a dip in the hot tub or experience our custom-built Finnish-style sauna. This property has been thoughtfully remodeled throughout with warm wood floors, hand crafted ceramic tiles, extra comfortable beds, and custom artistic details, creating a truly unique and luxurious feel. Relax in the spa-like bathroom, sit by the firepit, or enjoy the lakes, pools, tennis courts or other amenities in the community.

Guest favorite

Cabin in Albrightsville

4.91 out of 5 average rating, 169 reviews

Cozy Pocono Cabin on an Acre

If you are looking for a quiet and intimate getaway or adventure, this is it! Step into this unique log sided cabin with all the Pocono's aesthetic you could want. Relax & recharge in the open concept knotty pine kitchen and living room. The vaulted loft provides an open & airy feel. The bedrooms feature brand new beds and large closets. The kitchen is well stocked and the living room features a wood burning fire place, Roku TV, two couches, a DVD collection, Nintendo 64 and boardgames.

Guest favorite

Cabin in Albrightsville

4.98 out of 5 average rating, 122 reviews

Romantic vibe, fine art. Lakes, parks. Extra perks

That Gray House is a stylish, artsy and quirky cabin in Indian Mountain Lake gated community near 4 ski areas. Ideal for a relaxing romantic get-away weekend for couples, groups of friends or families. -4 ski areas nearby -Central AC -Pet friendly, no pet fee -Fully stocked kitchen -Original art -Weber grill - 2 fire pits -Jetted tub in Master Suite -Close to Jim Thorpe -Kalahari water park -Pocono Raceway -Multiple state parks -Lakes and rivers for kayaking or rafting nearby.

Guest favorite

Townhouse in Tannersville

4.93 out of 5 average rating, 110 reviews

Treehouse Retreat with Fall Foliage Mountain Views

Escape to a cozy 3-bedroom retreat, designed for 8 guests and snugly nestled against Camelback Mountain. Revel in panoramic mountain views, easy access to water parks, and the enchantment of the Pocono Mountains. Unwind on the covered porch, bask in the warmth of the cozy gas fireplace, engage in lively activities with the versatile 4-in-1 game table, and indulge in a variety of board games. Your ideal spring retreat awaits – book now for a getaway filled with relaxation and fun!

Guest favorite

Chalet in Coolbaugh Township

4.95 out of 5 average rating, 200 reviews

Hidden Chalet > Arrowhead Lake, Pocono Mountains

Come and enjoy this recently renovated chalet in Arrowhead Lakes, a gated, amenity-filled community. The chalet sits at the end of a quiet culdesac and is walking distance to one of the three community pools! Bask in the sun at Arrowhead Lake beaches, shred fresh powder at Jack Frost Ski Resort, or dive into family fun at Kalahari Water Park before returning to this comfy home, complete with a fireplace and outdoor deck. Follow us on Insta for more information: @hiddenchalet

Guest favorite

Home in Stroudsburg

5 out of 5 average rating, 101 reviews

Simply Serene 4 acres Sauna/Spa/Golf/Pool & More

It's All About Finding the Calm in the Chaos 4 BEDROOMS TOTAL 3000 sq ft Custom Designed Private Home in the Heart of Poconos - 4 Acres of Privacy & Stunning Nature yet Minutes from All Major Poconos' Attractions Perfect for Families, Romantic Getaways, Special Occasions, OR Relaxing with Friends & Loved Ones Indoor & Outdoor Fun/Unique Activities for All Ages Including Our Very Own Wild West City with Authentic Activities. Featured in "Things To Do In The Poconos"

Guest favorite

Townhouse in Tannersville

5 out of 5 average rating, 149 reviews

Mountain Top! Family Paradise w Hot Tub & Game Rm

Winter season 🏔️❄️☃️! Best Poconos MOUNTAIN TOP vista! We're not simply offering a house with a stunning MOUNTAIN view, a newly completed gut renovation, contemporary furniture, stylish decor, an airy atmosphere, along with a remodeled game room and private hot tub; we’re providing an elevated mountain top living experience-an unforgettable journey you'll treasure for a lifetime. Take a look at all the details. Book now and experience the ultimate in mountain living!