Holiday rentals with a pool in Pocono Pines

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.

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 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.

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

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 Blue Forest Chalet: Hot tub | Firepit | Lakes

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

Poconos Getaway/HOT TUB/near a lake

Enjoy a much-needed escape from the hustle and bustle of the city with a stay at this serene Long Pond vacation rental! Great for a getaway no matter the season, the 3-bedroom, 2-bath home features a fire pit, a modernized kitchen, and a deck with forested views! Stroll down to one of the community lakes — like Deer Lake, Pine Tree Lake, and East Emerald Lake — to soak up some summer sun. Or, in the winter, grab your gear and hit the slopes at Camelback Ski Resort and Big Boulder Mountain!

Insta-Worthy Retreat: Sauna|HotTub|Fire Pit

Skylight Chalet: Your private escape in the heart 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. 📅 Book today and secure your Pocono getaway!

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

Hot Tub+Fire Pit | Game Room 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.

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.

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)

Lake Front Retreat in the Poconos * King Bed*

Our single level lake home awaits your family's memories. Our 3 bedroom, 2 bathroom lake home accommodates up to 6 guests. Lake Larsen can be viewed from any point in our home. A King bed is provided in the master bedroom. Relax, Play, and Enjoy. Our home is located in the 5 * star community of Big Bass Lake. The town of Gouldsboro provides for a country setting, however it is very close to many of the Pocono's attractions.