Ski-in/Ski-out holiday rentals in Monroe County

A spacious living area features wooden beams and large windows, allowing natural light to illuminate the room. A cozy fireplace stands against a brick wall, complemented by two stylish lounges and a sectional sofa. Decorative artwork adds a touch of color to the walls.

4.9 out of 5 average rating, 145 reviews

Cozy and spacious place to ski, swim, and play

Ski slopes open on December 15! Bring the whole family and friends to our stylish, cozy unit, just a walk away from ski slopes, water parks, indoor pool, tennis courts, sauna, hot tub, and more. Enjoy the local villages, with the nearby hiking trails, waterfalls and breathtaking scenery, nearby casino. Indoors you have cozy living area with a wood fireplace, 3 large screen smart TVs, super fast WiFi. Get comfortable with central AC for hot weather days and a fully equipped kitchen for cooking.

Townhouse in East Stroudsburg

A modern bathroom features a glass shower with marble tiles, a freestanding tub beside a window, and plush towels hanging nearby. The light wood flooring complements the spacious layout and natural light filters through a skylight.

4.94 out of 5 average rating, 109 reviews

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views

Beautiful luxe townhouse for up to 8 guests, with 2 bedrooms, 2.5 baths, a full kitchen, office, loft, and a deck with a grill overlooking parklike shared grounds. Bright interiors, skylights, mountain views, and a marble master shower will take your breath away. Steps from Shawnee Mountain and a short drive to Shawnee Inn & Golf, Bushkill Falls, the Delaware Water Gap, outlets, and dining. Includes breakfast, snacks, and quality body care—ideal for families, couples, or groups. Decor available.

Apartment in Lake Harmony

4.91 out of 5 average rating, 320 reviews

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.

4.79 out of 5 average rating, 183 reviews

A charming brown house sits among trees, featuring large windows and a welcoming front door. An American flag is displayed outside, and a small deck with steps leads to the entrance. The gravel pathway is surrounded by natural greenery.

Home in East Stroudsburg

My Little Flagship Cabin

Our charming little house is located in Pocono Mountains in a gated community. It is composed of 3 bedrooms with 2 full baths. It has a cozy sitting room with a live fireplace and 2 bright sky lights. The best reading place is the four season screen room. The house is equipped with central air conditioning. Activities nearby include skiing, hiking, horse riding, canoeing, rafting, fishing, hunting, swimming and etc. It is only minutes away from a 100 store outlet and Mount Airy Casino $100/day

Superhost

A spacious living area features vaulted ceilings with exposed beams and wood flooring. Two leather sofas face a modern fireplace surrounded by a gray stone mantel. A large window offers natural light and a view of the outdoors, while a sliding door leads to a private deck.

4.86 out of 5 average rating, 113 reviews

Ski-On/Off Camelback, Snowtubing, Pool, Waterparks

Welcome to my Townhouse located on Camelback Ski Mountain in the Poconos. The house location is only a 5 min walk to the Ski Slopes entrance and only a few minutes away from all the Attractions located on Camelback Mountain.Enjoy a nice relaxing getaway in my all year around house and take advantage of all the attractions the poconos has to offer like Aquatopia Waterpark, CBK Mountain Adventures, Camelbeach Waterpark, Kalahari Waterpark, Mt Airy Casino, Paintball, Rafting and Shopping Outlets

Castle in East Stroudsburg

A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.

4.99 out of 5 average rating, 426 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Chalet in Tobyhanna Township

A spacious cabin is nestled among lush trees, featuring a welcoming front porch with seating. A gravel driveway leads to the entrance. The home is illuminated softly in the evening light, with American flags adorning the exterior.

4.83 out of 5 average rating, 163 reviews

Hot Tub•Lake Steps Away•Kayaks•Fire Pit•King Bed

Escape to our cozy 3-bed 2-bath Pocono cabin, boasting all the amenities you need for an unforgettable vacation. Take a short walk across the street to the lake for swimming, fishing, kayaking or enjoying the view. Relax in the hot tub or gather around the fire pit for s'mores. Cook up a feast in the fully equipped kitchen or BBQ on the grill. The vaulted ceilings & rustic decor create a warm and inviting atmosphere. ⚠️ See "Other details to note" for Community Registration Information ⚠️

4.93 out of 5 average rating, 209 reviews

Cozy Camelback Townhome - Ski In/Out Amazing View!

Welcome to High Pass Lodge! Freshly renovated & conveniently located on top of Camelback Mountain, within walking distance ski-in/out. Indoor heated pool, sauna, hot tub, & more for guests to enjoy (included with your stay). Close to Water Parks, Big Pocono State Park, Breweries, Casinos, Pocono Raceway, Shopping Outlets, Restaurants, & more activities for any season! Enjoy the breathtaking views from the deck while grilling, or cozy up in front of the living room fireplace, and Roku TV.

4.88 out of 5 average rating, 107 reviews

A spacious living area features large windows that provide ample natural light and views of the greenery outside. A comfortable sectional sofa is adorned with decorative pillows, and a wooden coffee table sits in the center, topped with a small arrangement of plants. A telescope is positioned near the window.

Home in Tannersville

Luxurious mountain beauty with all the amenities

Beautiful updated mountain townhouse in The Village at Camelback. All amenities included. Guests can enjoy hotel quality luxury towels and high thread count linens, flat screen smart TVs in every room, DVD player and XBox 360, wood burning fireplace, jacuzzi bathtub, board games, and fully stocked kitchen. Just a short 2 minute walk to skiing and snow boarding slopes. Guests can also drive to the snow tubing hills, indoor/ outdoor waterparks, casino, indoor pool, gym and rec. center.

Townhouse in East Stroudsburg

A spacious dining area features a dark wooden table with seating for several guests, complemented by metal chairs. The kitchen island, with modern stools, opens to the living room, which includes a fireplace and large windows overlooking a natural setting. Decorative red lights hang above.

4.88 out of 5 average rating, 354 reviews

Magnolia House-Jacuzzi, Hiking, Biking & River

Our house is just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area, it offers hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, breweries and boutiques. Best of all, we are only 75 minutes west of NYC

Superhost

The living room features a spacious wrap-around couch and a coffee table, creating an inviting area for relaxation. Large windows allow natural light to fill the space, while views of the surrounding trees are visible. A dining area and kitchen can be seen in the background.

Home in East Stroudsburg

4.91 out of 5 average rating, 148 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!

A spacious living area is filled with natural light from large windows offering scenic views. A comfortable sectional sofa faces a low coffee table, and a foosball table is positioned nearby. A small dining area with high chairs is visible, creating an inviting space for relaxation.