Holiday rentals with a pool in Monroe County

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.

The Green Forest Retreat: Hot Tub/Sauna/Spa Bath

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.

50's Diner-Style Chalet w/Hot Tub and Jukebox!

Step into our 50s diner-inspired chalet — where classic charm meets modern comfort. Highlights: *Stunning retro kitchen *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.

4 Acre Oasis: Heated Pool, Hot Tub & Gameroom

Looking for a place with peace and quiet, spectacular wildlife, tons of amenities, and plenty of space for your friends and family? Look no further. This newly renovated, pet friendly 4 BR log home offers the classic Pocono Mountains experience. You'll have 4 acres to explore including heated pool, hot tub, backyard, firepit, dog run, zen garden, picnic area, hiking trail, and more. Nestled in the heart of the Poconos, you'll enjoy nature while being just minutes to all major attractions.

EASTSKY CHALET - Comfort, Privacy, Knockout Views!

One of few homes that boasts a huge Wall of Windows that open to views of Camelback Mountain and the nature outside. The house is set back just a bit for that extra privacy. This Mountain Home features 3 master suites with full bathroom with each bedroom. Cozy enough for couples yet spacious enough for families and friends. Winter mountain views from every room in the house. Nicely stocked kitchen and gas BBQ grill on the deck. Minutes away from everything you’d come to the Poconos for.

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

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.

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!

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!

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit

Discover the tranquility of the Pocono Mountains at our 3-bedroom, 2-bathroom home, where the perfect blend of nature and luxury awaits. This spacious retreat is perfect for families and friends, accommodating up to 8 people, ensuring a comfortable and unforgettable stay. We also welcome up to 2 furry pets. With a range of fantastic amenities, you'll have everything you need to make your Pocono getaway truly exceptional!