Holiday rentals with a pool in Monroe County

Poconos Play Park Resort | Hot Tub, Bowling, Games

Welcome to your private Poconos resort! This massive 5 bedroom home has been completely upgraded to create a modern vacation experience, loaded with amenities! TWO game rooms, pool table, ping pong, air hockey, arcade games, fire pit, hot tub, bowling, frisbee golf, and so much more - all completely yours! 15 min - Delaware Water Gap, Downtown Stroudsburg 20 min - Kalahari Resort, Shawnee Mountain, Big Pocono State Park 30 min - Bushkill Falls Experience The Poconos With Us & Learn More Below!

Creekside Waterfall House - Private Pool & Ctl AC

9 Acres, tucked away at the base of a mountain, with a waterfall off the back porch. During winter, we’re 20 minutes to camelback ski resort. Enjoy the sounds of mill creek year round. Hang by the pool in the summer. Cater a fancy dinner in the formal dining room or relax in the solarium. Warm up by the fire or sing songs around the piano. This 100 year old/5,000 sq. ft. beautiful home has a rich and timeless design. Make no mistake, this house is special, perfect for family & friend gatherings.

Rustic Private Ranch w/ Saltwater Pool & Hot Tub!

Escape the city hustle at this charming Theme Room Retreat, surrounded by nature. Enjoy three bedrooms, cozy outdoor fireplace, and a spacious open-concept living area with a fully equipped kitchen. Relax in the jacuzzi or take a dip in the private pool. The retreat offers indoor and outdoor dining, a dedicated workspace, and essential amenities like WiFi, washer/dryer, and more. Perfect for long stays, work, or leisure, this serene getaway promises a delightful experience for you and your pets.

Ooh La La-Lakefront- ski/beach/pool/lake/hike/bike

Chic Penthouse with an Ooh La La feel everywhere you gaze- stunning views. Best location at Midlake (Big Boulder Ski/beach), overlooking pool/ lake with cozy fireplace. Comfort abounds in every room. 4 season oasis - hiking, biking, zip line, Skiing, Beach, Pools/hot tub(summer), lakefront restaurants/bars, Jim Thorpe, wineries, Indoor water park, bowling, arcade, horseback riding, white water rafting, paint ball, outlets, casino - all with a secluded natural feel with lake and mountain view.

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 🏡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 ⭐

Enchanted Poconos Forest Escape | 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.

Lakefront 2 Bedroom Condo Lake Harmony

This updated lakefront condo with spectacular views of Big Boulder Lake is spacious, fully furnished with a fireplace and cable TV making it the perfect and cozy lakefront retreat. The property is located in the heart of the Poconos and is surrounded by nearby year-round activities. It consists of 2 bedrooms, 2 bathrooms and enough room to comfortably sleep 6 with fully stocked kitchen. Walking distance to ski, snowboarding or tubing at Big Boulder Ski Lodge, hiking, biking, other activities

Romantic vibe, fine art. Lakes, parks, 4 ski areas

That Gray House is a stylish, artsy and quirky cabin in Indian Mountain Lake gated community near 4 ski areas. Ideal for a relaxing romantic get-away weekend for couples, groups of friends or families. -4 ski areas nearby -Central AC -Pet friendly, no pet fee -Fully stocked kitchen -Original art -Weber grill - 2 fire pits -Jetted tub in Master Suite -Close to Jim Thorpe -Kalahari water park -Pocono Raceway -Multiple state parks -Lakes and rivers for kayaking or rafting nearby..

Newly Renovated! Tucked Away Precious Haven

Brand new. Renovated 2/24/2026! Newly refreshed, modern, expansive & family welcoming chalet in an amenity filled community Private 3000sqft 4bed3bath escape resting on 1.5acres with uninterrupted views into a protected woodland preserve Enjoy the sauna, new hot tub, game room, fireplace, fire pit Community offers 5lakes, 3beaches, fishing lake, 2pools, playgrounds, tennis & basketball courts Moments from bird watching, hiking, wineries, skiing, indoor waterparks, golfing & casinos

Secluded Hot Tub, Game Room x2, Lake Access, SUP

Nestled right by the lake in your own serene and secluded little forest glade, Lakeside Serenity offers a true retreat from all the hustle and bustle of everyday life. With 2 separate game room areas providing extensive gaming options, lake access just a stone’s throw away from your front door, and an extremely private back deck & hot tub, this spacious home will not disappoint! #LakeLife **** RENTAL AGREEMENT and $500 refundable security deposit required at booking ****

The Black Forest Chalet: Hot Tub + Firepit

**Ranked the "Best Airbnb in PA" by House Beautiful, 2022** Come and stay in one of the most charming chalets in the Poconos. This 2BR(plus sleeping loft)/2BA home is stylish, family-friendly, and well-equipped with everything you will need. AC to keep you cool in the summer and a pellet stove for those cozy winter nights. A comfy basement hang out has an additional wood burning stove and ping pong table. Outside is a large deck, a three-person hot tub, and an open fire pit.

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!