Ski-in/Ski-out holiday rentals in Coolbaugh Township

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals in Coolbaugh Township

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite
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.
Townhouse in Tannersville
4.89 out of 5 average rating, 161 reviews

Cozy but spacious place to ski, swim and have fun

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.

Top guest favourite
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.
Townhouse in East Stroudsburg
4.92 out of 5 average rating, 137 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.

Top guest favourite
Home in East Stroudsburg
4.98 out of 5 average rating, 204 reviews

Entertainers Retreat • Fire Pit + Games • Hot Tub

Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

Guest favourite
The exterior of a cozy A-frame cottage is presented, featuring a sloped roof and a welcoming front porch. The porch includes seating and flower boxes under the windows, surrounded by a well-maintained lawn and greenery.
Cottage in Pocono Lake Poconos
4.93 out of 5 average rating, 143 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

Guest favourite
Apartment in Lake Harmony
4.9 out of 5 average rating, 336 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.

Guest favourite
The exterior of the two-story townhome showcases a modern design surrounded by pine trees. A wooden deck with a railing extends from the entrance, providing a welcoming space. Clean lines and large windows contribute to the home’s bright and airy appearance.
Townhouse in Pennsylvania
4.9 out of 5 average rating, 212 reviews

Cozy 2-bed w/ hot tub near Lake Harmony

Snow Ridge retreat next to Jack Frost ski area. 20 min drive to Lake Harmony and Boulder Lake. 30 min to Jim Thorpe. Walk to ski trail from unit. Lake Harmony and Boulder Lake offer outdoor and water sports activities along with local restaurants. Option to purchase passes to Boulder Lake club in summer for lake/pool access. Close drive to Jack Frost Golf Club, Split Rock, Lehigh Gorge State Park, Pocono Raceway, Hickory Run State Park, Jim Thorpe, Austin T. Blakeslee Natural center & more.

Top guest favourite
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.
Castle in East Stroudsburg
4.99 out of 5 average rating, 447 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!

Guest favourite
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.
Chalet in Tobyhanna Township
4.84 out of 5 average rating, 170 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 ⚠️

Top guest favourite
Townhouse in Tannersville
4.94 out of 5 average rating, 216 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.

Superhost
A serene lakeside view showcases a cozy Lakehouse illuminated by soft lights. Two kayaks rest on the sandy shore, while a fire pit surrounded by chairs invites relaxation. The path leading to the home is lined with lanterns, enhancing the tranquil atmosphere of the wooded setting.
Cabin in Tobyhanna Township
4.79 out of 5 average rating, 114 reviews

Everything is About the View, Lake Escape

Enjoy a serene Lakehouse getaway in the Poconos! Located at Locust Lake Village you'll enjoy a fully renovated, open floor, 3-bed(3 bedrooms), 2.5-bath home in a peaceful recreational community! Relax and unwind on the private dock and take in the breathtaking view of Locust Lake. Enjoy the huge wrap around deck offering majestic views. Just 15 minutes away, you'll find Jack Frost and Big Boulder Ski areas and only 25 minutes to Camelback ski area. Township Registration # 007082

Top guest favourite
The image captures a lively game room featuring a slide, colorful play structures, and a cozy seating area. A spacious dining area is visible, with large windows overlooking the scenic mountain view. The wooden accents and modern decor create a welcoming ambiance.
Townhouse in Tannersville
4.98 out of 5 average rating, 256 reviews

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!

Guest favourite
Two twin beds with white bedding are positioned on either side of a wood accent table. A vintage lantern with a warm glow is placed on the table, contrasting against a serene forest mural in the background, enhancing the calming atmosphere of the space.
Townhouse in Blakeslee
4.96 out of 5 average rating, 116 reviews

Modern and cozy in the heart of the Poconos!

Kick back and relax in this calm, stylish space. You will be in the middle of it all with a great location in Lake Harmony with access to all the best the Poconos has to offer. Slider doors in the dining room open out to a cozy deck overlooking the pond. There is also a stone wood burning fireplace inside in the living room. The entire home is recently updated and renovated along with new furniture and furnishings to compliment your stay.

Popular amenities for Coolbaugh Township ski-in/out rentals

When is the best time to visit Coolbaugh Township?

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Quick stats about holiday rentals that are ski-in/out in Coolbaugh Township

  • Total holiday rentals

    Explore 60 holiday rentals in Coolbaugh Township

  • Nightly prices starting at

    Coolbaugh Township holiday rentals start at £29 per night before taxes and fees

  • Verified guest reviews

    Over 2,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Coolbaugh Township holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Coolbaugh Township rentals

  • 4.8 Average rating

    Coolbaugh Township stays are highly rated by guests – averaging 4.8 out of 5!

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