Holiday houses in Wind Gap

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Top-rated holiday rentals in Wind Gap

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious living room features vaulted ceilings adorned with wooden beams and skylight windows, allowing natural light to fill the space. A dark sofa is positioned in front of a low coffee table on a textured area rug. White cabinets provide organized storage along one wall.
Guest suite in Mount Bethel
4.94 out of 5 average rating, 132 reviews

Peaceful Vacation rental near the Pocono mountains

Welcome! This warm, cozy light-filled unit awaits. This unit has its own private entrance, which leads to a light and spacious living room with vaulted ceilings & skylight windows. Unit includes a laundry room, full sized kitchen & bath. 1-BR W/ queen sized bed. You can’t go wrong with this unit. Beautiful sunrises and sunsets, minutes from the Delaware Water Gap with miles of trails. Close to the Pocono Mountains. Come stay and relax in this tranquil unit that will make you feel right at home.

Top Guest favourite
An aerial view of a cozy chalet surrounded by trees, showcasing a wooden deck with outdoor seating. The home features a sloped roof and large windows, inviting natural light. The autumn landscape includes fallen leaves, adding warm tones to the serene environment.
Chalet in Palmerton
4.96 out of 5 average rating, 140 reviews

Cozy chalet with hot tub and ski resort view

Come to enjoy our beautiful chalet located in the heart of Pocono mountains with stunning view of Blue Mountain ski trail.Tastefully decorated, clean and cozy house to spend time with your friends and family and create happy memories.Conveniently located in the heart of all activities Pocono can share - ski trails in winter,Beltzville lake in summer, numerous hiking trails, all that within 10-20 mins away. Blue Mountain Resort offers High Ropes Course, Zip Line, Rock Climbing and more activities

Guest favourite
The spacious living area features two comfortable couches and a ceiling fan for airflow. A variety of decor elements, including wall art and indoor plants, adds character. The warm-colored walls enhance the cozy atmosphere, creating an inviting space for relaxation.
Farm stay in Saylorsburg
4.86 out of 5 average rating, 567 reviews

The Nesting Place in the Pocono’s LLC Studio

My apartment has a kitchenette, Full size refrigerator. Living room has 2 couches and a 32” television with Roku s Full bathroom with shower. Bedroom with a queen bed. I provide my fresh organic eggs and juice and coffee , The studio is totally private with separate entrance and parking. The studio is in the lower level of my house with no windows. Very quiet and Great for sleeping . My home is on 2 acres , In the Pocono Mountains 15 mins to all local skiing 3Great local winery's within 3 mile

Guest favourite
An A-frame cabin is nestled among tall trees, illuminated by warm string lights. A cozy fire pit with glowing embers is positioned in front, creating a welcoming atmosphere. The cabin's porch features seating, inviting relaxation in a serene outdoor setting.
Chalet in Stroudsburg
4.94 out of 5 average rating, 136 reviews

Cozy Poconos A-Frame on Appenzell Creek

Charming A-frame cabin with modern amenities on 3.5 acres of private land. Appenzell Creek and its tributaries run through the property. Perfect for a relaxing getaway. Minutes from Delaware Water Gap, skiing, hiking, state parks, lakes, water parks, outlet shopping, breweries, wineries, great dining, resorts, casinos and more. Enjoy listening to the rushing creek while grilling on the deck, soaking in the hot tub, decompressing in the sauna or dipping your feet in the creek.*NOT a party house*

Top Guest favourite
A spacious living room features a cozy seating arrangement with soft couches, a wooden entertainment center, and a stone fireplace as a focal point. Natural light enters through the adjacent doors, enhancing the warm tones of the decor.
Guest suite in Bangor
4.97 out of 5 average rating, 342 reviews

Takes two private suite

Great price and NO CLEANING FEE! Welcome to our home just minutes away from shopping, hiking, skiing, snow tubing, wineries, and breweries. After it all, come home to your own beautiful living room to warm your soul in front of the fireplace. Relax in the two person jetted tub in your bathroom. Chill outside on the deck with a crackling fire, or melt away in the outside hot tub. When the time comes, rest your head on a soft queen bed in a spacious bedroom. Please no smoking or vaps on property

Top Guest favourite
An outdoor deck features comfortable lounge furniture in shades of blue, surrounded by lush greenery. A stock tank pool is seen, offering a relaxing spot. Soft gravel pathways lead to various seating areas, creating a serene outdoor retreat on the property.
Home in Stroudsburg
4.99 out of 5 average rating, 186 reviews

Simply Serene: Wild West City/Escape Room/4 Acres

✨IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS ✨ & making memories .. 🌿4 ACRES OF PRIVACY, TRANQUILITY & WILD WEST CHARM 🌿4 COZY BEDROOMS • 3000+ SQ FT OF PURE FUN 🏡Unique Custom Designed Retreat in the Heart of the Poconos - Stunning Nature & Wildlife yet Minutes from All Major Poconos' Attractions 💖Perfect for Any Group Size - From Romantic Getaways, to Family Reunions, Special Occasions, OR Relaxing with Friends & Loved Ones ⭐Over 100 Indoor & Outdoor FUN Activities for All Ages ⭐

Guest favourite
A spacious living area features large windows allowing natural light to illuminate the room. A comfortable sofa is paired with leather bean bags, while a wooden coffee table sits on a decorative rug. Neutral walls and wooden beams create a calming atmosphere.
Cabin in Knowlton Township
4.98 out of 5 average rating, 117 reviews

Luxury forest cabin w/private trails

Welcome to picturesque spacious luxury: this fully renovated cabin, tucked away on an expansive 200+ acre property w/ private trails. The spectacular 1 bedroom features: vaulted ceilings, brand new kitchen/appliances, granite counter island w/seating, dining room, powder room & bathroom with walk in shower & soaking bathtub, King bed, blackout curtains, large windows w/ nature views, Smart TV, BBQ, hot tub option(please reserve in advance) & direct access to the serene forest & walking paths.

Guest favourite
A spacious two-story home features a rich red exterior and a welcoming front porch with steps leading up. Lush greenery surrounds the house, enhancing the tranquil setting. A gravel driveway and landscaped areas contribute to the inviting outdoor space.
Chalet in Stroudsburg
4.95 out of 5 average rating, 495 reviews

Dog-Friendly Chalet in the Heart of the Poconos

This comfortable home with a fully fenced yard is located in the heart of the Pocono Mountains. It is minutes from Camelback Mountain, The Crossings Premium Outlets, the Pocono Raceway, indoor and outdoor water parks, the Appalachian Trail, and some of Pennsylvania's best fishing and hunting. The property features a 1/3 acre fully fenced yard with deck access including a smaller fenced area for letting dogs out in a more contained space than the larger fenced yard. The house is pet friendly.

Top Guest favourite
A log cabin is shown nestled among trees, with a gravel area in front and a natural stone border. A deer is visible nearby, highlighting the serene natural surroundings. The sky features a gradient of warm colors, creating a peaceful ambiance.
Cabin in East Stroudsburg
4.96 out of 5 average rating, 270 reviews

Creekfront Poconos Cabin w/ Hot Tub & Fire Pit

Welcome to Split Creek Cabin, a private creekfront retreat nestled down a quiet dirt road along Marshall’s Creek. This cozy 2-bedroom, 1.5-bath log cabin offers a one-of-a-kind Poconos experience combining rustic charm with modern comfort. Unwind in the hot tub as the soothing sounds of the creek flow by, roast s’mores around the fire pit under starry skies, and enjoy a relaxing escape where your only neighbors are towering trees and wandering deer. A cozy, Creekside stay you won’t forget

Top Guest favourite
Guest suite in Columbia
5 out of 5 average rating, 304 reviews

DWG Mountain Oasis-Private Apt w/Frog Pond

Private family apartment built for relaxing comfort and views of nature 2 miles from Mount Tammany, Mount Minsi, and the Appalachian Trail Walk to a private brookside trail and a winery Private deck Includes: Bread, eggs, pancake mix, coffee, tea, milk, bananas, s'mores kit, and more AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable NJ Host" in 2021 Little or no host interaction – your choice Host lives on-site and can provide customized recommendations for food and things to do

Superhost
A comfortable living area is furnished with two light-colored sofas and a matching loveseat, accented by decorative pillows. A wooden coffee table displays magazines and a candle. An artwork depicting autumn foliage hangs on the wall, complemented by a soft light from a nearby lamp.
Townhouse in Saylorsburg
4.84 out of 5 average rating, 113 reviews

Near Hiking & Water Parks!*Dogs OK*Wi-Fi*Fireplace

🐾 Welcome to Greenhouse Manor - Cardinal Woodland! 🌊 20-40 mins to 4 major water parks 🥾 5-min walk to Appalachian Trailhead 🐶 Dogs allowed ($100 fee, 2 max) 🍽️ Fully equipped kitchen 📺 Roku TVs in living room & bedrooms 🔥 Patio w/gas firepit & gas grill 🕹️ Pac-Man 8-in-1 arcade game 🎲 Board & card games 🪵 Electric fireplace 🌐 High-speed Wi-Fi 💻 Work desk w/printer 👶 Pack 'N Play & highchair ☕ Keurig & kettle w/coffee & tea 🏸 Lawn games, outdoor playsets & seating

Guest favourite
Guest suite in Bangor
4.92 out of 5 average rating, 362 reviews

European Sauna Retreat | Slate Belt Escape

Relax in a dog-friendly European-inspired sauna retreat in Pennsylvania’s Slate Belt. Private lower-level suite with separate entrance and mountain-view patio. Enjoy a 3-person infrared sauna with color therapy and Bluetooth, heated bathroom floors, and surround sound. Unwind at the elegant fire pit under the lights on a peaceful 3-acre property. Ideal for wellness escapes, romantic getaways, or longer restorative stays.

Popular amenities for Wind Gap holiday rentals