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

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

Experience your idyllic PoconoMountains retreat while staying at this peaceful 4bedroom, 2.5bath house. Comfortably sleeping10, this home is the perfect stay for family or friends seeking to enjoy the great outdoors no matter the season. The property features a hot tub for 7person, a sauna for up to 6people, and access to a shared pool for a small additional fee and free access to the beach. The home’s location is just minutes from ski resorts,trails,state parks,Pocono Raceway,casinos and shops.

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.

4.88 out of 5 average rating, 221 reviews

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.

Townhouse in Blakeslee

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!

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!

Chalet in Tobyhanna Township

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, 159 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 ⚠️

Townhouse in East Stroudsburg

A spacious dining area features a dark wooden table with seating for several guests, complemented by metal chairs. The kitchen island, with modern stools, opens to the living room, which includes a fireplace and large windows overlooking a natural setting. Decorative red lights hang above.

4.89 out of 5 average rating, 344 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, 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!

4.87 out of 5 average rating, 108 reviews

Cabin in Albrightsville

SantiCabin – Modern Pocono Mountains Retreat

Escape to SantiCabin — a modern log-sided cabin in the Pocono Mountains. Enjoy a private hot tub, outdoor barrel sauna, indoor wood-burning stove, outdoor propane fire pit, 4K home theater, and game room with foosball, chess, board games and vinyl record player. Just minutes from Jim Thorpe, Lehigh Gorge Railway, wineries, trails, and ski slopes. Perfect for couples, families, and small groups seeking a peaceful, stylish fall or winter retreat.

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, 107 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, 14 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

4.82 out of 5 average rating, 295 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

4.98 out of 5 average rating, 193 reviews

The outdoor area is designed for relaxation and entertainment, featuring a spacious lawn with a fire pit, seating arrangements, and a hot tub. The dining space showcases a large table set for guests, and the overall ambiance is enhanced by evening lighting around the deck.

Home in East Stroudsburg

l EntertainersRetreat l FirePit/HotTub/Games/Sauna

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, 32 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

4.9 out of 5 average rating, 227 reviews

A tranquil lakefront scene is displayed, featuring two vibrant orange kayaks positioned on a stony shore. A private dock extends into the water, accompanied by rustic Adirondack chairs nestled among the greenery, offering a peaceful retreat at the water's edge.

Home in Tobyhanna

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

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

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

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

Townhouse in Tannersville

A spacious living area features a combination of leather seating and wooden accents. Large windows invite natural light, revealing a view of the greenery outside. A brick fireplace adds a cozy touch, while the high ceiling and wooden beams enhance the room's openness.

4.97 out of 5 average rating, 65 reviews

NEW and Modern, Pool, Camelback Area, Grill, A/C

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

4.91 out of 5 average rating, 32 reviews

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.

Townhouse in Blakeslee

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

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

5 out of 5 average rating, 9 reviews

Chalet in Pocono Lake

Serenity Chalet Pocono Mountains Arrowhead Lake

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

4.81 out of 5 average rating, 32 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, 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

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 | 🛀 | 🚴

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

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

4.8 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

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!