Holiday rentals with a pool in Stroudsburg

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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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Guest favourite
A spacious living area features wooden beams and large windows, allowing natural light to illuminate the room. A cozy fireplace stands against a brick wall, complemented by two stylish lounges and a sectional sofa. Decorative artwork adds a touch of color to the walls.
Townhouse in Tannersville
4.89 out of 5 average rating, 136 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 favourite
An outdoor space features dark wooden adirondack chairs arranged around a circular stone fire pit, with a cabin backdrop and trees surrounding the area. Twinkling string lights are visible above, with a soft pink and purple sky creating a serene evening atmosphere.
Cabin in Coolbaugh Township
4.99 out of 5 average rating, 103 reviews

Walk to Lake~Modern & Cozy Cabin w/Hot Tub

El Ranchito Poconos is featured as 1 of 20 best cabins in: Stay: Best Cabins of the East Coast ||Coffee Table Book Enjoy the perfect setting for a restful retreat in this Pocono Lake cabin! Nestled in Arrowhead Lake community, this 2-bedroom, 1-bathroom cabin offers a stunning modern interior and access to resort amenities like multiple pools and 4 beaches. After a day out, soak in the hot tub or relax by the fire pit. With plenty of amenities, there is no better place for your next adventure!

Top guest favourite
Cabin in Albrightsville
4.99 out of 5 average rating, 204 reviews

Your Cozy Stay Awaits; A 50s Mtn Chalet w/Jukebox!

Step into our 50s diner-inspired chalet — where classic charm meets modern comfort. Highlights: *Stunning mint green fridge *Custom Diner banquette seating *A jukebox! *California king-sized bed *High-speed wifi *Dogs Welcome! *Spa-like retro-tiled bathroom *Deluxe hot-tub *Luxurious velvet sofa *Stunning spiral staircase to open loft *Adorable "Little Bear Cave" Play space *Pass-Thru Cafe Window on the deck Retro meets modern... enjoy the best of both worlds here @thehappydayschalet.

Top guest favourite
The spacious living area features a large green sofa, two cozy accent chairs, and a rustic coffee table made from natural wood. A stone fireplace adds warmth, while soft lighting and large windows enhance the inviting atmosphere.
Home in East Stroudsburg
5 out of 5 average rating, 207 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 favourite
A cabin nestled among trees features a wrap-around deck, enhancing the connection to nature. Large windows bring natural light into the space, with a stone chimney adding rustic charm. The surrounding area is covered in fallen leaves, indicating the seasonal surroundings.
Cabin in Bushkill
4.9 out of 5 average rating, 144 reviews

Whimsical Forest Retreat near Bushkill Falls

PLEASE SELECT "SHOW MORE" TO SEE FAQ AT BOTTOM FOR INFO ABOUT PET POLICY, FIREWOOD, AND MORE. Come stay at our forest-fantasy abode in the Poconos, where each bedroom is inspired by the seasons. Enjoy the wrap-around deck, picnic table surrounded by trees, and smoker/grill. We have a washer/dryer, full kitchen, and 2 full baths. We’re located nearby Bushkill Falls (10 min), Shawnee Mountain (15 min), Delaware Water Gap (20 min). The home is in a gated community with many guest amenities.

Top guest favourite
An outdoor deck features comfortable lounge furniture in shades of blue, surrounded by lush greenery. A stock tank pool is seen, offering a relaxing spot. Soft gravel pathways lead to various seating areas, creating a serene outdoor retreat on the property.
Home in Stroudsburg
4.99 out of 5 average rating, 151 reviews

Simply Serene: Wild West City, 4 acres of privacy

✨IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS ✨ & making memories .. 🌿4 ACRES OF PRIVACY, TRANQUILITY & WILD WEST CHARM 🌿4 COZY BEDROOMS • 3000+ SQ FT OF PURE FUN 🏡Modern Custom Designed Retreat in the Heart of the Poconos - Stunning Nature & Wildlife yet Minutes from All Major Poconos' Attractions 💖Perfect for Any Group Size - From Romantic Getaways, to Family Reunions, Special Occasions, OR Relaxing with Friends & Loved Ones ⭐Over 100 Indoor & Outdoor FUN Activities for All Ages ⭐

Guest favourite
The main living area features warm wood beams and a stone fireplace, surrounded by an eclectic collection of wall art. A vibrant coral sofa extends across the room, facing a large television and inviting seating arrangements at the dining table. Natural light flows in through the windows.
Chalet in East Stroudsburg
4.98 out of 5 average rating, 258 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Skiing

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.

Top guest favourite
Cabin in Tobyhanna
5 out of 5 average rating, 109 reviews

Romantic Log Cabin W/ Hot Tub, Fire Pit, Projector

Immerse yourselves in the perfect blend of serenity and romance at our fully renovated Poconos log cabin. It offers a private feel, while located in a safe neighborhood. Cuddle up in our living room day bed while enjoying backyard forest views through the giant picture window. Relax in the hot tub or by the fire pit where memories are made! Centrally located, the cabin provides access to ski resorts and hiking trails. As guests, you'll also enjoy access to the lake, pool, and sports courts.

Top guest favourite
Home in Tobyhanna
4.95 out of 5 average rating, 110 reviews

Insta-Worthy Retreat: Sauna|HotTub|Fire Pit

Welcome to Skylight Chalet: Escape to our serene A-frame cabin located in the tranquil woods of the Pocono Mountains. Situated on nearly an acre of lush forest & boulders our retreat offers a perfect balance of comfort, coziness, and relaxation. Unwind in the hot tub beneath the stars, rejuvenate in the sauna, or gather around the fire pit for cozy evenings with friends & family. Whether you seek adventure or peaceful relaxation, our cabin provides a serene sanctuary for your getaway.

Superhost
The living room features a spacious wrap-around couch and a coffee table, creating an inviting area for relaxation. Large windows allow natural light to fill the space, while views of the surrounding trees are visible. A dining area and kitchen can be seen in the background.
Home in East Stroudsburg
4.91 out of 5 average rating, 139 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!

Top guest favourite
The image captures a lively game room featuring a slide, colorful play structures, and a cozy seating area. A spacious dining area is visible, with large windows overlooking the scenic mountain view. The wooden accents and modern decor create a welcoming ambiance.
Townhouse in Tannersville
5 out of 5 average rating, 224 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!

Top guest favourite
The exterior perspective highlights a modern Scandinavian-style home with oversized glass doors that provide a view into the inviting interior. An outdoor seating area with two chairs is visible, along with a dining table and kitchen beyond. String lights frame the scene, enhancing the ambiance.
Home in Tobyhanna
4.98 out of 5 average rating, 129 reviews

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

Welcome to Oak View, our light-filled Scandinavian-inspired dream getaway. We're thrilled to welcome you to our place and hope you'll love it as much as we do. A relaxing and peaceful place, Oak View offers lots of special touches, including a midcentury wood stove, in-ceiling Sonos speakers, huge sliding doors, outdoor firepit, and peaceful wooded views. Less than 20 minutes from indoor water parks, resorts, and state parks!

Popular amenities for Stroudsburg rentals with a pool

Quick stats about holiday rentals with a pool in Stroudsburg

  • Nightly prices starting at

    Stroudsburg holiday rentals start at $144 SGD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Stroudsburg rentals