Holiday rentals with a pool in Pocono Mountains

Stunning 50s Ski Chalet, Jukebox, Hot Tub & More!

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.

Modern Rustic Private Ranch w/ Saltwater Hot tub

Escape the hustle of the big city in style at this picture-perfect open floor plan Modern Ranch Home, nestled in nature surrounded by 1.5 acres of breathtaking native white birch trees. The Ranch house offers a one-of-a-kind modern rustic aesthetic from the pro design team at Restoration Hardware. Full kitchen, king-size master bedroom, indoor fireplace, indoor & outdoor dining area, outdoor lounge, rustic chiminea-style firepit. There’s something for the whole family (including furry friends).

Sauna | Hot Tub | Fire Pit | Hiking | Skiing

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.

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.

Poconos Lodge Retreat in Private Lake Community

The Lyman Lodge is a cozy retreat nestled in Big Bass Lake, a premier resort community in the Poconos. Enjoy all the region has to offer while relaxing with high-end comforts. Community amenities include lake access, indoor/outdoor pools, tennis, basketball, and pickleball courts, playgrounds, a splash pad, and fitness center. Lyman Lodge is also conveniently located near top Poconos attractions for year-round fun. Unwind and explore at the Lyman Lodge—your cozy Poconos hideaway!

Game Rm, Hot Tub, fireplace, ski, Camelback, Lake

Your ultimate Poconos getaway awaits! This family-friendly mountain retreat features a loaded game room, 10-person hot tub, cozy gas fireplace, high-speed 440 Mbps WiFi, and dedicated workspaces. It's perfect for relaxation and remote work. Enjoy the Pocono Mountains outdoors, ski, snowboard, snowshoe, play paintball, and play indoor golf. Enjoy free access to Arrowhead Lake's private beaches, pools, and lodge. This home is ideal for groups and families looking for a memorable escape.

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.

Ski In/Out JackFrost Townhouse w Fireplace

You may have just found your perfect Mountainside Retreat at Jack Frost! This newly renovated, ski-in/ski-out townhouse is a cozy base for any Pocono adventure. With comfortable bedding for 6 guests, and occupancy up to 8 guests, it features a wood-burning fireplace, a fully equipped kitchen, an EV charger, and summer lake club access. Enjoy modern comforts and direct slope access for an unforgettable getaway from the city.

5 bedrooms, Hot Tub, Sauna, Game Room, Grill, Pets

Escape to the Poconos at the Red Tail Retreat. Our cozy & stylish cabin has 5 PRIVATE BEDROOMS with 1 King, 3 Queen & 2 Twin Bunk Beds. Due to the community rules, we're only permitted to list it as 3 bedrooms on Airbnb. Relax in comfort by the fireplaces or play games in the entertainment room. You can hang out on the over-sized deck & have a soak in the 6-person hot tub on in relax in the backyard Sauna.

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. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.

The | Kensington | Chalet

Welcome to The | Kensington | Chalet , a modern day cabin coupled country charm to create the perfect getaway . The home is fully equipped with all the necessities to make a comfortable stay such as 1000MBPS WIFI , laundry , a modern and easy to use kitchen . Our expansive outside patio is furnished with a 5-6 person hot tub , sauna , BBQ grill , lounger and seating furniture.