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

Townhouse in Tannersville

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, 143 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.

Cottage in Pocono Lake Poconos

4.93 out of 5 average rating, 138 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

Townhouse in Pennsylvania

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.

4.9 out of 5 average rating, 202 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.

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, 421 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!

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, 160 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 ⚠️

4.99 out of 5 average rating, 153 reviews

A welcoming two-story home is showcased against a vibrant sunset. The exterior features a mix of dark brown and green hues, complemented by neatly landscaped greenery. A wooden porch with a seating area and an American flag adds to the inviting atmosphere.

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. 🏖️🎥⛳🏂🏀

Cabin in Tobyhanna Township

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.

4.79 out of 5 average rating, 108 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

4.9 out of 5 average rating, 117 reviews

Cabin in Albrightsville

SantiCabin – Modern Pocono Mountains Retreat

Escape to SantiCabin — a luxe cabin retreat in the Pocono woods. Enjoy a private hot tub, outdoor barrel sauna, indoor wood-burning stove, outdoor fire pit, 4K home theater, and game room. Minutes from Jim Thorpe’s holiday town, the scenic train ride, trails, and top ski resorts. A peaceful winter getaway for couples, families, and small groups. Relax, recharge, and enjoy the magic of a quiet snowy escape. • Big Boulder - 15 min • Jack Frost - 18 min • Blue Mountain - 28 min

4.91 out of 5 average rating, 145 reviews

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

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!

Townhouse in Tannersville

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.

4.99 out of 5 average rating, 232 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!

4.91 out of 5 average rating, 133 reviews

A wooden-paneled corner features a small table with a white lamp, a decorative frame, and a potted plant. A wicker basket adds texture, while natural light filters through sheer curtains, illuminating the area. Large windows offer views of the greenery outside.

Tiny home in Tobyhanna

SPRUCELittle CABIN with SAUNA

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.

4.95 out of 5 average rating, 111 reviews

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

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/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

5 out of 5 average rating, 17 reviews

An outdoor fire pit area is surrounded by gravel and lush green grass. Two wooden chairs are positioned on either side of the fire pit, with a red shed visible in the background next to the house, which is nestled among the trees.

Home in Greentown

Alice's House: Your Perfect Mountain Getaway

4.85 out of 5 average rating, 67 reviews

A spacious living area features a comfortable sectional sofa and a modern coffee table. A television is mounted on a wall, while a fireplace adds warmth. Large windows provide a clear view of the mountains, enhancing the connection with the outdoors.

Home in Tannersville

New Pocono Luxe Cozy Getaway Pool/Jacuzzi $VIEW$

4.81 out of 5 average rating, 302 reviews

An outdoor space is shown featuring a wooden deck leading to a round above-ground pool. A hot tub with a protective cover sits nearby, surrounded by green trees. The area presents a peaceful setting for relaxation.

Home in Albrightsville

Modern house Hot Tub, Private Pool Central A/C

4.94 out of 5 average rating, 36 reviews

A serene lakeside setting features a fire pit surrounded by rustic seating. Colorful kayaks are stored nearby, with a private dock visible across the water. The sunset casts a warm glow over the lake, offering a peaceful atmosphere for relaxation.

Home in Tobyhanna

Lakefront • Hot Tub • Sauna • Firepit • Kayaks

Home in Tobyhanna Township

A bright living area features large windows allowing natural light to fill the space. A black leather couch faces a stone gas fireplace, while a round wooden coffee table sits in front. Two orange chairs add a pop of color to the neutral decor.

5 out of 5 average rating, 16 reviews

The Getaway!*Beach*Fire Pit* BBQ*Tree House

4.89 out of 5 average rating, 190 reviews

The image captures a spacious hot tub filled with clear blue water, surrounded by snow-dusted trees and natural scenery. The sky above is bright with scattered clouds, creating a relaxing outdoor atmosphere.

Home in Long Pond

Paradise Pocono/Hot Tub/ Camelback SKI/Kalahari

Home in Tobyhanna Township

A charming lakefront home is nestled among trees, featuring a spacious paved driveway. The front porch is visible, adorned with a welcoming American flag. The architecture highlights a gabled roof and a stone chimney, framed by a natural landscape of ferns and rocky accents.

5 out of 5 average rating, 28 reviews

Lakefront Chalet R&R w/ Pontoon & Golf Cart in LLV

5 out of 5 average rating, 38 reviews

The exterior showcases a charming house with a stone accent and a welcoming porch surrounded by greenery. The interior highlights a spacious living area with comfortable seating, a dining space, and a well-equipped kitchen. A game room with a pool table and an inviting patio area are also visible.

Home in Albrightsville

Luxury Pocono Home w/ HotTub: Skiing/Tubing Nearby

Family-friendly, ski-in/ski-out home rentals

Townhouse in Lake Harmony

4.96 out of 5 average rating, 25 reviews

Month/Seas Big Boulder Mtn Ski/Lake 2BR/2B TH w FP

5 out of 5 average rating, 10 reviews

A spacious two-story home is set in a natural setting, featuring a stone accent at the entrance. The facade includes brown siding, white window frames, and burgundy shutters. Surrounding greenery enhances the outdoor space, while sunlight filters through the trees, creating a warm and inviting appearance.

Home in Tobyhanna

Pocono's Paradise Escape

5 out of 5 average rating, 12 reviews

Home in East Stroudsburg

WOW! Private Heated Pool, Hot Tub, Fire Pit & MORE

4.92 out of 5 average rating, 36 reviews

Townhouse in Blakeslee

Skiing-Hiking-Lake Access-Golf @ Lake Harmony/JFBB

4.96 out of 5 average rating, 70 reviews

Cozy Chalet with Pool Hot Tub Bar Sauna Game Room

5 out of 5 average rating, 13 reviews

Lake House Fun

4.68 out of 5 average rating, 41 reviews

The exterior of the townhouse features a welcoming entrance with a red front door. Surrounding the entrance are well-maintained shrubs and trees, while a path made of natural materials leads to the doorway. Ski equipment can be seen resting beside the door, highlighting the property's proximity to winter activities.

Townhouse in Blakeslee

Lake Harmony Getaway Townhouse w/ fireplace!

A charming chalet stands surrounded by bare trees, featuring a large outdoor deck with comfortable seating areas. Two modern chairs and a table are positioned for relaxation, while a gas grill is available for outdoor cooking. Clear windows invite natural light into the interior.

4.86 out of 5 average rating, 14 reviews

Enjoy the foliage and more @ Arrowhead Lake, PA!

Ski-in/ski-out cabin rentals

Cabin in Blakeslee

4.6 out of 5 average rating, 10 reviews

The Rustic Cabin

4.82 out of 5 average rating, 34 reviews

A cozy living area features a plush sofa and an armchair, with a patterned throw blanket draped over one seat. Natural light fills the space through large windows, and an open dining area is visible in the background, furnished with a wooden table and chairs.

Cabin in Blakeslee

Jack Frost - Walk to ski on/off (Snow Ridge Vill)

5 out of 5 average rating, 51 reviews

An inviting fire pit area is surrounded by wooden Adirondack chairs, positioned on a pebbled ground. Soft outdoor string lights illuminate the space, enhancing evenings by the serene lake. Lush trees frame the view, with the lake reflecting the colors of the sunset in the background.

Cabin in Pocono Summit

Lakefront, Kayaks, MiniGolf, Sauna, HotTub, Swings

4.8 out of 5 average rating, 263 reviews

A warm and inviting interior features a cozy brown sofa and a unique hanging chair, framed by large windows that allow natural light to illuminate the space. A double-sided fireplace adds a touch of comfort, while wooden accents enhance the rustic charm.

Cabin in Albrightsville

Poconos Cozy Cabin | Hot Tub | Kayaks | 🛀 | 🚴

4.98 out of 5 average rating, 55 reviews

The image reveals an aerial view of the house, surrounded by snow-covered terrain. The nearby Big Boulder Ski area and a lake are visible in the distance, offering a clear indication of the scenic location. The mountainous landscape features a mix of bare trees and snowy patches.

Cabin in Lake Harmony

mountain cabin-walk 2 Lake&Ski w/linen/hotub/games

4.86 out of 5 average rating, 69 reviews

The cabin features a wooden exterior with a spacious deck surrounded by trees. Large windows provide ample natural light, offering views of the surrounding greenery. A mix of stone and gravel pathways leads to the entrance, enhancing the outdoor setting.

Cabin in Tobyhanna

Cozy Cabin in the Heart of Poconos!