Holiday rentals with a pool in Pocono Mountains

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Top-rated rentals with a pool in Pocono Mountains

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

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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
5 out of 5 average rating, 200 reviews

Simply Serene: Wild West City/Escape Room/4 Acres

✨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 🏡Unique 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
An outdoor space is illuminated by string lights, creating a cozy ambiance. The red chalet exterior features large windows and sliding doors. Comfortable seating surrounds a fire pit, set on a grassy area, providing a welcoming spot for gatherings under the night sky.
Home in East Stroudsburg
4.97 out of 5 average rating, 103 reviews

Pocono Cove: Hot Tub,Bar,Fire Pit,Theater,Games +!

Indulge in the ultimate Pocono Mountains experience at this stunning 3BR/2.5BA Pocono Paradise. Just a few miles from Golf, Skiing, Waterparks! This modern chalet boasts a Hot Tub, Fire Pit, BBQ, Game Room, Home Theater, and Dry Bar. Inside, discover a luxury interior with a high-end design and entertainment, perfect for friends and family getaways. This 2,500 sq. ft. retreat sleeps 10 & offers unrivaled entertainment. Book now for an unforgettable stay in the heart of the Pocono Mountains!

Top guest favourite
Home in East Stroudsburg
5 out of 5 average rating, 258 reviews

Enchanted Forest Escape | 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" themed experience, 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.

Top guest favourite
Home in Tobyhanna
4.96 out of 5 average rating, 126 reviews

Luxury Retreat: Indoor hot tub, Glow Mini Golf.

Book now and experience the magic of Lux Cabaña, a retreat designed for unforgettable group getaways in the Mt. Pocono mountains. Indoors enjoy a cozy fireplace living room, chef-ready kitchen, stylish bedrooms, indoor sauna + hot tub, game room, and gym. Outdoors glow-in-the-dark mini golf, outdoor movie theater under the stars, outdoor Sauna and a fire-pie. Minutes from skiing, hiking trails, lakes and city attractions. Perfect for family gatherings, birthdays and friends’ weekends.

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, 152 reviews

Oak View: Firepit, BBQ, and Sonos Sound!

**Summer access to gorgeous community lake and pool!** 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!

Top guest favourite
Home in Tobyhanna
4.98 out of 5 average rating, 121 reviews

Stylish Chalet Getaway in the Poconos

A magical 3-bedroom, 1-bathroom Pocono chalet bordering Tobyhanna State Park right in your backyard, with a treehouse feel, window-wrapped interiors, luxury touches, a private new 6–7-seater hot tub, fire pit, pergola BBQ lounge, and access to Lake Carobeth, pools, and more within a gated community. Your perfect mountain getaway starts here. Come hide away in the trees, soak under the stars, and experience a Pocono stay that feels equal parts fairytale, luxury, and romance.

Top guest favourite
A spacious dining area features a large wooden table surrounded by tan chairs. A blue vase filled with greenery is centered on the table. The open-concept space is complemented by a cozy yellow sofa in the background and artwork on the dark wall.
Cabin in Albrightsville
5 out of 5 average rating, 153 reviews

Poconos Cabin Retreat w/ Hot Tub & Fireplace

Picture this: morning coffee on an oversized deck as deer wander by, evenings soaking in your private year-round hot tub under the stars, and nights curled up by the fireplace in a home guests call “exceptionally clean and incredibly cozy.” Set in a quiet private lake community and close to top Pocono attractions, Winnie’s Retreat is your peaceful reset without giving up comfort or convenience—perfect for romantic escapes, anniversaries, and unforgettable weekend getaways.

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 Hamlin
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

Top guest favourite
Farm stay in Long Pond
4.99 out of 5 average rating, 161 reviews

Pocono Escape: Pool Sauna Hot Tub Games Tesla EV

HEATED POOL open to end of September Set on a quiet, private lot, the home is a filled with amenities and perfect for families, groups, kids, and other celebratory trips. Whether you’re planning a family trip, a ski weekend with friends, or a quiet winter escape, the house is arranged to feel easy and lived-in rather than busy — with simple check-in, professional cleaning, and thoughtful details throughout.

Guest favourite
The cabin features a modern exterior with large windows and a dark finish, enhancing its rustic charm. A welcoming deck is accessed by steps, surrounded by natural landscaping. Warm lights are positioned above, providing subtle illumination for evening gatherings.
Cabin in East Stroudsburg
4.92 out of 5 average rating, 153 reviews

Gorgeous Lake Cabin in Poconos

The perfect escape from city life. Up winding mountain roads you'll land at your private cabin just a walk away from the beautiful lake. Enjoy our private hot tub or sit outside on our expansive deck & watch the wildlife. Gather around the firepit to make s'mores. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.

Superhost
A cozy seating area features a large sectional sofa adorned with pillows in warm tones. A round table sits at the center, complemented by a decorative plant. Tall windows allow natural light to illuminate the space, highlighting the wood beams and a fireplace.
Chalet in Tobyhanna
4.9 out of 5 average rating, 157 reviews

The | Kensington | Chalet

Welcome to The | Kensington | Chalet , a modern day cabin coupled country charm to create the perfect getaway . The home is fully equipped with all the necessities to make a comfortable stay such as 1000MBPS WIFI , laundry , a modern and easy to use kitchen . Our expansive outside patio is furnished with a 5-6 person hot tub , sauna , BBQ grill , lounger and seating furniture.

Guest favourite
Large windows allow natural light to illuminate the open living space, featuring a sectional leather sofa, a round wooden coffee table, and a stone fireplace with a wood stack. A dining area with an elegant table is visible in the background, framed by greenery.
Chalet in East Stroudsburg
4.96 out of 5 average rating, 227 reviews

Hot tub | Pool | King Bed | Lakes | Pickleball

Welcome to Blue Forest Chalet! This newly remodeled Pocono retreat blends chic design with woodsy charm. Unwind in the art-filled bath with a Japanese soaking tub or relax in your private hot tub. Summer guests enjoy access to 2 pools, 3 lakes, pickleball, game room & playgrounds (optional add-on pass)! Minutes from hiking, skiing, and waterparks. Your ultimate escape awaits!

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