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

Cottage in Pocono Lake Poconos

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.

4.95 out of 5 average rating, 133 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

4.9 out of 5 average rating, 307 reviews

A serene view of a shimmering lake is visible from the balcony, framed by colorful autumn foliage. A round table with chairs sits outside, complemented by decorative blue glass candle holders arranged on the ledge. The reflections on the water enhance the tranquil atmosphere.

Condo in Lake Harmony

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.

A spacious living area features a large sectional sofa in muted tones, arranged around a wooden coffee table. Above the stone fireplace, a flat-screen TV is mounted. Natural light floods in through double doors leading to the deck, accompanied by decorative wall art.

4.88 out of 5 average rating, 221 reviews

Jack Frost ski-in/out*Hiking*Fireplace

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!

4.94 out of 5 average rating, 140 reviews

Home in Bushkill

House w/ FREE Amenities: W&D, Pools, Lake, & More.

House is located in a 5-Star community w/ 24/7 security Close to Shawnee Mountain, Casinos, Tubing , Water Parks, Hiking Trails, and Supermarkets ☀️SUMMER☀️ FREE access to Outdoor Pools, Basketball, Tennis, and More +beach and lake access w/ FREE canoes & kayaks available for use on weekends ❄️Winter❄️ FREE access to 2 Indoor Pools + community ski lift available for those who purchase tickets. Bring your own equipment or rent Year round activities for everyone, no matter when you book

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.

4.89 out of 5 average rating, 196 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, 409 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!

4.99 out of 5 average rating, 148 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.

4.78 out of 5 average rating, 106 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

4.91 out of 5 average rating, 138 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.

5 out of 5 average rating, 218 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.

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.

4.95 out of 5 average rating, 107 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/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

4.97 out of 5 average rating, 31 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, 15 reviews

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

4.89 out of 5 average rating, 189 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

4.99 out of 5 average rating, 85 reviews

The exterior of a bi-level home features light-colored siding and a stone foundation. A green front door is framed by large windows. The landscaped yard is surrounded by trees, providing shade and greenery, and a gravel driveway leads to the garage underneath.

Home in Albrightsville

lakes/Hot tub/ 2 kayaks/Firepit/2 pools/hiking/AC

4.96 out of 5 average rating, 141 reviews

A cozy living room features a brick fireplace as its focal point, with a gray sofa adorned with blue and orange cushions. A wooden coffee table is positioned centrally, and large windows allow natural light to illuminate the space.

Home in Bushkill

Sweet Home Poconos

Home in Tobyhanna Township

A spacious hot tub is surrounded by wooden fencing and lush greenery, offering a relaxing outdoor experience. The inviting living area features a modern fireplace and wood accents, while the game room is equipped with various entertainment options. Multiple seating arrangements enhance social interactions.

4.98 out of 5 average rating, 40 reviews

5br/3bath-EVcharger/GameRoom/HotTub/Canoe/PetsOK

4.96 out of 5 average rating, 25 reviews

Home in Lake Harmony

Large Luxury Home in Lake Harmony

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

The living area features a sectional sofa arranged around a stone fireplace, with a television mounted above. Natural light enters through multiple windows, and two framed mountain paintings are displayed on the wall, complementing the room's neutral decor.

4.91 out of 5 average rating, 32 reviews

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

5 out of 5 average rating, 25 reviews

Apartment in Blakeslee

Four Season Lake Harmony Chalet - Foliage/Golf/Ski

4.84 out of 5 average rating, 25 reviews

A cozy living area features wooden walls and ceiling beams, creating a warm ambiance. A comfortable sofa is positioned near large windows, allowing natural light to fill the space. A decorative blue lamp and accents complement a wooden coffee table and entertainment unit.

Cottage in Lake Ariel

Lake Wallenpaupack Cottage

Chalet in Tobyhanna Township

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.

4.92 out of 5 average rating, 13 reviews

Enjoy the foliage and more @ Arrowhead Lake, PA!

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.

4.68 out of 5 average rating, 40 reviews

Lake Harmony Getaway Townhouse w/ fireplace!

5 out of 5 average rating, 9 reviews

Chalet in Pocono Lake

Serenity Chalet Pocono Mountains Arrowhead Lake

4.98 out of 5 average rating, 44 reviews

An aerial view of a cozy, one-level white house is presented, surrounded by lush greenery and mature trees. A neatly paved driveway leads to the house, which features a welcoming front porch and two front-facing windows. The yard is well-maintained, with shrubs lining the pathway.

Home in Tobyhanna

Pocono Mountains, cozy Family House. Sleeps 8+

4.79 out of 5 average rating, 29 reviews

A two-story house is shown with a contemporary design, featuring a gray exterior and large windows. A wooden deck extends from the entrance, bordered by bare trees. The ground is partially covered with snow, suggesting a winter setting.

Home in Lake Harmony

Peaceful Mountainside Ski Escape

Ski-in/ski-out cabin rentals

5 out of 5 average rating, 39 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

Cabin in East Stroudsburg

A hot tub is positioned on a deck, offering views of a serene lake surrounded by vibrant foliage. The water appears inviting, and a shaded canopy provides protection from the sun. The tranquil environment enhances relaxation with natural scenery in the backdrop.

5 out of 5 average rating, 74 reviews

Cozy Lakeside Cottage w Hot Tub

4.8 out of 5 average rating, 259 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, 52 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

4.67 out of 5 average rating, 9 reviews

An open-concept living area features wooden beams and a high ceiling. A spacious kitchen with modern appliances and granite countertops is visible next to a comfortable seating area with a fireplace. A staircase leads to the upper level, with dining elements apparent on the table.

Cabin in Lake Ariel

Charles Cabin Escape

4.85 out of 5 average rating, 67 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!

4.8 out of 5 average rating, 60 reviews

An expansive open floor plan features large windows that allow ample natural light. The living area is furnished with a spacious sectional couch facing a stone fireplace. A dining area accommodates six, with a modern kitchen equipped with stainless steel appliances and a central island.

Cabin in Tannersville

Ski Home , Hot Tub, Sauna, Game Room, Fireplace