Holiday rentals 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 modern bathroom features a glass shower with marble tiles, a freestanding tub beside a window, and plush towels hanging nearby. The light wood flooring complements the spacious layout and natural light filters through a skylight.
Townhouse in East Stroudsburg
4.93 out of 5 average rating, 147 reviews

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views

Beautiful luxe townhouse for up to 8 guests, with 2 bedrooms, 2.5 baths, a full kitchen, office, loft, and a deck with a grill overlooking parklike shared grounds. Bright interiors, skylights, mountain views, and a marble master shower will take your breath away. Steps from Shawnee Mountain and a short drive to Shawnee Inn & Golf, Bushkill Falls, the Delaware Water Gap, outlets, and dining. Includes breakfast, snacks, and quality body care—ideal for families, couples, or groups. Decor available.

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, 137 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, 187 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 ⭐

Top guest favourite
Cabin in Mount Pocono
4.98 out of 5 average rating, 175 reviews

Poconos True Log Cabin| Views, Hot Tub & Game Room

Tucked away on 2 private acres overlooking a valley and creek, our log cabin is just 4 minutes from shopping and a short drive to Camelback, Kalahari, and Great Wolf Lodge. Plenty of space in the cozy living room, open loft, and outdoor areas. Enjoy the private hot tub on the spacious deck with stunning views, a pool table and ping pong table for indoor fun. Gather around the outdoor fire pit, or cozy up by the indoor fireplace. The warm of this true log cabin makes it a favorite year-round!

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, 497 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.

Guest favourite
A serene river view is presented, showcasing calm waters reflecting a blue sky with fluffy clouds. Colorful trees line the opposite bank, hinting at autumn hues. In the foreground, a white fence encloses a grassy area, with a seating arrangement visible beside the water.
Home in Easton
4.95 out of 5 average rating, 87 reviews

The Riverfront - King Suite*Fire Pit*River Access

Welcome to The Riverfront, a captivating haven for nature enthusiasts with exclusive access to the Delaware River! Situated along the scenic banks of the river, this retreat offers unparalleled river views from four distinct levels—featuring a second-floor patio, expansive street-level deck, fenced backyard, and a concrete terrace leading to the river. Immerse yourself in the peaceful surroundings, with exclusive access to the Delaware River, ensuring an unparalleled experience for guests.

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, 271 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, 305 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 bright living room is equipped with a comfortable grey sofa and two armchairs, complementing a patterned area rug. A small table is positioned in the center, while soft lighting is provided by a lamp on a side table.
Townhouse in Saylorsburg
4.92 out of 5 average rating, 106 reviews

Near Hiking & Water Parks!*Wi-Fi*Fireplace*Patio*

🦊 Welcome to Greenhouse Manor - Fox Hole! 🌊 20-40 mins to 4 major water parks 🥾 5-min walk to Appalachian Trailhead 🌿 Park-like yard with artificial turf 🍽️ 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

Top guest favourite
A relaxing outdoor space features a hot tub surrounded by a wooden deck. Soft lighting from string lights creates a comfortable ambiance. Through the glass doors, a cozy indoor area with a hanging chair and green accent wall is visible, inviting rest and connection with nature.
Cabin in Blakeslee
4.95 out of 5 average rating, 189 reviews

King Size - Romantic - Massage - Pet Friendly

Reconnect with one another and Nature in our updated cabin. * Comfortable and Cozy * Massage Room with oils * Warm fireplace and faux bearskin rug * King size bedroom * Hot Tub * Decor is an optional upgrade * Hiking begins at the door step * Close to many local Pocono attractions Ideally suited for a couple this cabin is nestled in a quaint community surrounded by state forest. We are required to register guests 48 hrs prior to check in.

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