Vacation rentals with a pool in Stroudsburg

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Stroudsburg

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

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Superhost

Townhouse in Tannersville

4.91 out of 5 average rating, 116 reviews

Cozy and spacious place to ski, swim, and play

Ski slopes open on December 15! Bring the whole family and friends to our stylish, cozy unit, just a walk away from ski slopes, water parks, indoor pool, tennis courts, sauna, hot tub, and more. Enjoy the local villages, with the nearby hiking trails, waterfalls and breathtaking scenery, nearby casino. Indoors you have cozy living area with a wood fireplace, 3 large screen smart TVs, super fast WiFi. Get comfortable with central AC for hot weather days and a fully equipped kitchen for cooking.

Top guest favorite

Home in East Stroudsburg

4.98 out of 5 average rating, 175 reviews

l Entertainers Retreat l FirePit/HotTub/Sauna/Pool

Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

Top guest favorite

Home in East Stroudsburg

5 out of 5 average rating, 181 reviews

Themed| Lake | Pool | Hot Tub | Movie Screen

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

Guest favorite

Chalet in East Stroudsburg

4.96 out of 5 average rating, 167 reviews

A-Frame | Lake | Kayaks | Hot Tub | Hiking

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

Superhost

Cabin in East Stroudsburg

4.87 out of 5 average rating, 107 reviews

5BR Luxury Oasis |Hot Tub, Game Room & Lake Access

Indulge in the epitome of serenity at our newly revamped Pocono Mountain hideaway with chic bohemian aesthetics throughout the space, boasting top-of-the-line features including a gourmet chef's kitchen, both indoor and outdoor hot tubs for ultimate relaxation, and a captivating game room equipped with a sleek bar, pool table, and arcade games. Nestled in the heart of East Stroudsburg, our home offers unbeatable proximity to attractions such as Camelback Mountain and Kalahari Water Park.

Superhost

Chalet in Albrightsville

4.92 out of 5 average rating, 183 reviews

Luxurious Peaceful Chalet

New 7 SEAT HOT TUB! In the heart of Pocono Mountains a newly renovated, modern, spacious & family-friendly chalet in an amenity filled community Private 3000sqft 4bed3bath home located on 1.5acres backing up to a nature preserve Enjoy the sauna, hot tub, game room, fireplace, fire pit We are in a community with 5lakes, 3beaches, fishing lake, 2pools, playgrounds, tennis & basketball courts Minutes from bird watching, hiking, wineries, skiing, indoor water parks, golfing & casinos

Superhost

Cabin in East Stroudsburg

4.9 out of 5 average rating, 111 reviews

Summit Lodge in The Poconos - Hot Tub

Kick back and relax in this newly renovated mountainside cabin. Girls weekend? Perfectly close to multiple wineries and eateries. Many adventure seeking attractions nearby. To make your stay as relaxing as possible, we provide linens, towels and paper products! **Renters must be at least 25 years of age. **All guests, including infants and children MUST be included in the guest count and may not exceed 8. **No pets please. **Please note 3 car max due to short/steep driveway.

Top guest favorite

Home in Stroudsburg

4.99 out of 5 average rating, 128 reviews

Simply Serene: Wild West City, 4 acres of privacy

IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS 4 ACRES OF TRANQUILITY & WILD WEST CHARM 4 BEDROOMS TOTAL Over 3000 sq ft Custom Designed House in the Heart of the 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.

Guest favorite

Home in East Stroudsburg

4.92 out of 5 average rating, 119 reviews

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

Newly renovated Poconos Mountain Retreat home! House contains 4 bedrooms and 3 full bathrooms with plenty of back and side decks. The home is equipped with a new central ac and heating system with vents in each room! About a 15 minute drive to Camelback. Close to Shawnee Mountain, Tannersville Outlets, Sunset Shooting Range, Great Wolf Lodge, and all the major attractions. Less than a 12 min drive from 24 hour grocery stores, as well as bars and restaurants!

Guest favorite

Cabin in East Stroudsburg

5 out of 5 average rating, 102 reviews

Hot Tub, GameRoom, Fire Pit, Lake & Pool, Pets

Escape to the Poconos at the Whispering Willow Lodge. Relax with family or friends at our beautifully appointed 4 bedroom + loft with plenty of space for everyone. Enjoy the outdoors on our spacious deck, have a soak in the hot tub or cozy up by the fireplace. Centrally located in Penn Estates Private, gated community which offers swimming pools, lakes, beach, tennis, volleyball & more. Minutes to skiing, water parks, shopping, rafting, hiking, and wineries.

Top guest favorite

Cabin in Tobyhanna

5 out of 5 average rating, 111 reviews

A-Frame Cabin: HotTub/Sauna•Fireplace+ Pool/Lake

*Summer access to the community Pool, Lake and Kayaks* Welcome to the Woodside A-Frame - a unique stylish and cozy A-frame cabin in the heart of Pocono Mountains. My husband and I built it with a lot of love. We truly enjoy our home and are very excited to share it with you. We strive for our guests to have nothing less than a five-star experience. The house is clean, very well maintained and appointed. Come withdraw and relax at the Woodside A-frame!

Top guest favorite

Townhouse in Tannersville

5 out of 5 average rating, 198 reviews

Mountain Top! Family Paradise w Hot Tub & Game Rm

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!