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

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

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

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Top guest favorite

Castle in East Stroudsburg

4.99 out of 5 average rating, 377 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

Guest favorite

Cottage in Pocono Lake Poconos

4.95 out of 5 average rating, 122 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 favorite

Townhouse in Blakeslee

4.87 out of 5 average rating, 203 reviews

Modern Townhouse * Access Boulder Lake/Pool * Hike

If you've been searching for a modern cozy base for your ski trip, hiking expedition, white water trip or just a comfortable escape from the city, look no further: You've found your perfect Mountainside Retreat at Jack Frost! This home has an open access living-dining room, a deck with outdoor seating and BBQ, and 2 upstairs bedrooms and Ski-In/Out access to Jack Frost. Why this home? Newly renovated! Superhosts! Short walk/ski to Jack Frost runs! Summer access to Boulder Lake Club included!

Superhost

Townhouse in Pennsylvania

4.89 out of 5 average rating, 183 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.

Superhost

Chalet in Tobyhanna Township

4.83 out of 5 average rating, 148 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 ⚠️

Guest favorite

Vacation home in Lake Harmony

4.9 out of 5 average rating, 283 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 and lake with cozy fireplace. Comfort abounds in every room. 4 season oasis - hiking, biking, zip line, Skiing, Beach, Pools/hot tubs, 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.

Superhost

Townhouse in Tannersville

4.89 out of 5 average rating, 109 reviews

Mountain Home, Cozy, Pool/HotTub, SKI on/off!

Townhouse is situated in The Village at Camelback Community, only community that offers ski in & out of the homes. Community amenities included in your stay are indoor heated pool, sauna, hot tub and tennis courts. Located just a 5 minute walk to CamelBeach Outdoor Waterpark (summer) and Camelback Ski admissions (winter), 3 minute walk to the community pool and 5 minute walk to slopes for ski on/off. Surrounding area is packed with activities, most are a short drive away. Come and Enjoy!

Superhost

Home in Tobyhanna

4.9 out of 5 average rating, 216 reviews

#1 Lakefront Hot Tub, Pool, Boat, Fire Pit, Casino

Recently Gut renovated Lakefront Home Prime location- near Camelback, Kalahari, Shopping Outlets, Mount Airy Casino Top Amenities: Brand new hot tub available Lakefront (swimmable) with private dock Boat & 2 Kayaks available for use Fire Pit New Community Pool (open Weekends Memorial Day- end of June, open daily July- Labor Day.)- extra fee $12 per day, per person "Beach" w/ paddle boat rentals available Casino Room Regulation Pool Table Foosball table Soaking Tub Heated bathroom floors

Top guest favorite

Home in Lake Harmony

4.99 out of 5 average rating, 129 reviews

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. 🏖️🎥⛳🏂🏀

Guest favorite

Townhouse in East Stroudsburg

4.88 out of 5 average rating, 330 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

Top guest favorite

Townhouse in Tannersville

5 out of 5 average rating, 198 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 favorite

Tiny home in Tobyhanna

4.92 out of 5 average rating, 132 reviews

SPRUCELittle CABIN with SAUNA/Pocono

Welcome to Spruce Little Cabin,natural home filled with wood, earth palette colors& boho vibes. Located in the heart of Pocono Mt. in quiet neighborhood close to all attraction: skiing, hiking, kayaking, waterfalls, waterparks.The cabin is perfect gateway from busy city life.Best suited for couples.If you are homebody its perfect for you, relax in front of large fireplace or at the cozy loft.Enjoy the timeless charm of classic wooden sauna.