Holiday rentals with a pool in Pocono Pines

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pocono Pines

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

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Top guest favourite
A calm lake stretches out under a clear blue sky, reflecting shimmering sunlight on its surface. A person is seen from behind, seated on a paddleboard, enjoying the serene scenery surrounded by lush tree lines at the water's edge.
Townhouse in Pocono Pines
4.96 out of 5 average rating, 194 reviews

Lakeside+Fire Pit | Poconos Retreat Crested Falcon

⟶ Gaze peacefully at the lake from the deck lounge with fire table ⟶ Perfect for getting a break from the fast pace of everyday life ⟶ Charge up with a Level 2 EV Charger ⟶ Family friendly configuration Guests love CONVENIENT LOCATION & PROXIMITY TO ATTRACTIONS + AMENITIES Casual sophistication at your 1500 square foot 3 bed, 2.5 bath retreat on the lake in Pinecrest Golf & Country Club. Comfortably sleeping 8 in our crisply designed two-level townhome that has a friendly nod to cabin living.

Top guest favourite
The cabin's exterior showcases a charming white facade with navy blue shutters and a welcoming front porch. Two Adirondack chairs are positioned on the porch, with tall evergreen trees framing the home, creating a serene outdoor setting.
Cabin in Pocono Pines
4.95 out of 5 average rating, 232 reviews

Cozy Cabin*Firepit*Loft*Ski JFBB or Camelback

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.

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, 101 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, 203 reviews

Cozy 50s Diner-Style Chalet w/Jukebox & Hot tub!

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.

Guest favourite
A comfortable living area is highlighted by a cozy brown sofa, complementing a wooden coffee table with a basket on top. Windows allow natural light to fill the space, showcasing views of greenery outside. Additional seating is visible, enhancing the inviting layout.
Townhouse in Pocono Pines
4.89 out of 5 average rating, 132 reviews

Mountain Lake House

Ask about free early check-in and late check-out, September through April! Our clean, comfortable townhome has everything you need to enjoy this beautiful area year round. Summer visitors enjoy our sparkling heated community pool, beach, golf course, and lake. In winter, 3 major ski areas are nearby. The Poconos are renown for fall foliage, and we’re only minutes away from Kalahari, North America’s largest indoor water park. Minimum Age to Rent is 25--Tobyhanna Township Registration #01243

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, 206 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.

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, 150 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 ⭐

Top guest favourite
Cabin in Tobyhanna
5 out of 5 average rating, 107 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, 109 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.

Top guest favourite
Chalet in Pocono Pines
4.95 out of 5 average rating, 148 reviews

Pocono Win✴Game Room+Hot Tub✴Lake Naomi GOLDEN OWL

Welcome to Golden Owl - our recently renovated, 1900 square foot oasis in the Lake Naomi 5 Star Platinum Rated community. Our bright and airy Mid-century modern inspired two floor raised chalet is tucked away in a private wooded lot only a short walk or bike to the lake, trout pond and main club pool. We aimed to create a special getaway for two or three small families looking to get a break from the fast pace of everyday life and invite you to experience our slice of nature.

Top guest favourite
A modern kitchen is showcased with white cabinetry and a dark island featuring seating for three. Stainless steel appliances complement the marble countertops, while large windows provide natural light and views of the surrounding trees.
Home in Pocono Pines
4.98 out of 5 average rating, 115 reviews

Modern stream-front home with hot tub and air con

Lovely fully renovated, stream-front family home. Large garden, deck with hot tub over looking a lovely stream. Walking distance to Lake Naomi pool. - Fully renovated in 2022 - Large kitchen, dining area and cozy living area with fire place - HVAC heating and air con throughout. - In platinum-rated Lake Naomi community, easy walk to lake and pool - Peaceful, private, large deck and garden with fire pit overlooking stream - Dog friendly (one per booking)

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, 222 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!

Popular amenities for Pocono Pines rentals with a pool

When is the best time to visit Pocono Pines?

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Avg. price$358 SGD$353 SGD$310 SGD$325 SGD$317 SGD$317 SGD$393 SGD$390 SGD$281 SGD$315 SGD$310 SGD$358 SGD
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Quick stats about holiday rentals with a pool in Pocono Pines

  • Total holiday rentals

    Explore 50 holiday rentals in Pocono Pines

  • Nightly prices starting at

    Pocono Pines holiday rentals start at $156 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Pocono Pines holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pocono Pines rentals

  • 4.9 Average rating

    Pocono Pines stays are highly rated by guests – averaging 4.9 out of 5!

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