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

4.89 out of 5 average rating, 133 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.

Castle in East Stroudsburg

4.99 out of 5 average rating, 403 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

OMG! 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!

Cottage in Pocono Lake Poconos

4.95 out of 5 average rating, 131 reviews

A-frame cabin~Lake~Beach~Fireplace~Yard for Pets

Enjoy summer at this cute and cozy A-frame cottage, located in the gated Gold Star community of Arrowhead Lake! ✔ Short walking distance (2 mins) to a private lake (within gated community) ✔ 4 beach areas, heated pools, boat/kayak rentals (seasonal) ✔ Game room, gym, library, billiards and so much more! (Common games room) ✔ Community lodge with a lot of events (bonfire, live music, etc) ✔ Private and secluded with a huge yard ✔ Relax on our back deck and enjoy the grill and the fire pit area

Superhost

Chalet in Tobyhanna Township

4.83 out of 5 average rating, 155 reviews

Lake Steps Away•Hot Tub•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, 188 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.

4.99 out of 5 average rating, 145 reviews

Home in Lake Harmony

New hot tub, sauna, games, movie rm, fire pits

We would love to host you and your loved ones on your vacation to the Poconos at the Hummingbird Home! We take pride in providing our guests with top notch hospitality along with a beautiful home packed with amenities including a movie theater, a huge dedicated game room, 2 fireplaces, a fire-table, fire pit, hot tub and a barrel sauna. Close to golf courses, ski resorts, lake, indoor water parks, beach and trails at Hickory Run State Park, and plenty of bars and restaurants. 🏖️🎥⛳🏂🏀

4.88 out of 5 average rating, 101 reviews

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

4.89 out of 5 average rating, 340 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

4.91 out of 5 average rating, 132 reviews

Home in East Stroudsburg

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!

4.9 out of 5 average rating, 130 reviews

Fall Foliage Retreat – Walk to Camelback Mountain

🍂 Welcome to your perfect fall getaway! This cozy 3-bedroom retreat sleeps 8 and offers brilliant foliage, crisp air, and nearby hiking trails. Spend your days leaf-peeping, apple-picking, or exploring charming Poconos towns. Evenings bring fireside warmth, hearty meals on the grill, or cozy games indoors. Whether you’re chasing adventure or savoring quiet moments, this escape is your ideal fall retreat – book now and make unforgettable memories!