Holiday 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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Guest favourite
Chalet in East Stroudsburg
4.99 out of 5 average rating, 159 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.

Top Guest favourite
Cabin in Albrightsville
4.99 out of 5 average rating, 194 reviews

Enjoy Fall in the Poconos @ A 50sDiner-Style Cabin

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
Home in East Stroudsburg
5 out of 5 average rating, 200 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.

Superhost
Townhouse in Blakeslee
4.88 out of 5 average rating, 219 reviews

Jack Frost ski-in/out*Hiking*Fireplace

If you've been searching for a modern cozy base for your ski trip, hiking expedition, white water trip or just a comfortable escape from the city, look no further: You've found your perfect Mountainside Retreat at Jack Frost! This home has an open access living-dining room, a deck with outdoor seating and BBQ, and 2 upstairs bedrooms and Ski-In/Out access to Jack Frost. Why this home? Newly renovated! Superhosts! Short walk/ski to Jack Frost runs! Summer access to Boulder Lake Club included!

Top Guest favourite
Home in East Stroudsburg
4.99 out of 5 average rating, 142 reviews

Fancy Poconos Castle & Indoor MEGA 10+ Hot Tub

Welcome to your luxurious sanctuary in the heart of the Poconos. Located in the prestigious, Gold Star-rated Blue Mountain Lake Community, this 6,600 sq ft home offers breathtaking views and an estate-like experience. With elegant interiors, spacious living areas, and year-round beauty, every moment here is designed to impress. Whether relaxing or entertaining, comfort and sophistication await at every turn. Here, comfort is elevated, and unforgettable memories are just part of the experience.

Guest favourite
Chalet in East Stroudsburg
4.98 out of 5 average rating, 252 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Kayaks

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.

Superhost
Home in East Stroudsburg
4.89 out of 5 average rating, 129 reviews

Modern Poconos Mansion 5BR 3BA | Hot Tub | Sauna +

This is a one of a kind home custom built home, completely remodeled from the ground-up with custom finishes not found in the Poconos! This massive 5 bedroom home is not only stunning inside, but is also filled with amenities such as a outdoor 6 person hot tub, a sauna, a custom made concrete bathroom tub overlooking the forest, and has one of the largest, most breath-taking private deck with endless views of the Poconos forest that you can enjoy with seating for 12 and a propane fire pit!

Top Guest favourite
Home in Stroudsburg
4.99 out of 5 average rating, 144 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 favourite
Home in East Stroudsburg
4.91 out of 5 average rating, 135 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!

Superhost
Cabin in East Stroudsburg
4.94 out of 5 average rating, 112 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 while you watch the sun set behind the mountain. If you're looking to be more active, there is a fitness center, tennis courts, & swimming all within our safe and peaceful gated community.

Top Guest favourite
Townhouse in Tannersville
5 out of 5 average rating, 216 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
Home in Tobyhanna
4.98 out of 5 average rating, 124 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!

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