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 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, 346 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

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Guest favourite

Guest house in Palmerton

4.95 out of 5 average rating, 132 reviews

Comfort 4 All Seasons

Newly renovated Guest House on our property! Book your stay with us at Comfort 4 All Seasons! Perfect for leisure or business travel. Couples, families, friend or work groups welcomed. Our goal is to provide a comfortable stay for everyone! - Located just minutes away from Blue Mountain Resort, Country Junction, the PA Turnpike! -Close to Jim Thorpe, Skirmish, Pocono Whitewater, Penns Peak & many other Lehigh Valley & Pocono Mountain attractions! - Continental breakfast included at check in!

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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, 571 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

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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

5.0 out of 5 average rating, 201 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 ⭐

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Top guest favourite

Home in Penn Estates

5.0 out of 5 average rating, 261 reviews

Enchanted Forest Escape | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" themed experience, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

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Top guest favourite

The exterior of a two-story cottage is framed by lush green trees and a sloping hillside. A large porch with wooden railings invites relaxation, while flower beds add a touch of color. A paved path leads to the entrance, enhancing accessibility.

Cottage in Kunkletown

4.99 out of 5 average rating, 216 reviews

Garden Spring cottage getaway near Blue Mountain

Welcome to the Garden Spring Cottage, the perfect gathering place for families and reunions nestled in the southern Pocono Mountains. Enjoy a peaceful escape on our 8 beautiful acres. Relax by the fireplace and share meals from a fully equipped kitchen. Hike the nearby Appalachian Trail, find outdoor adventure at Blue Mountain Resort (10 min), or sip wine amidst the vines at Blue Ridge Vineyard & Winery (10 min). Drive a few minutes more to Delaware Water Gap, Jim Thorpe, and outlet shopping.

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Top guest favourite

The renovated farmhouse is shown with a large front porch featuring railings and steps leading to the entrance. Tall trees surround the property, contributing to a natural, serene environment. The exterior is painted in a light color, complemented by symmetrical window placements.

Home in Saylorsburg

5.0 out of 5 average rating, 100 reviews

Pocono Farmhouse - Fully Renovated 1881 Home

Experience the ultimate Pocono Mountain getaway at this 3-bed, 2.5-bath vacation rental in Saylorsburg! Perfect for families and outdoor enthusiasts, this renovated 1881 farmhouse features a full kitchen, a cozy interior with a fireplace, and a spacious backyard. When you’re not exploring the on-site hiking trails, make a splash at Kalahari Indoor Waterpark or hit the slopes at Camelback Ski Resort. After fun-filled days, cook some burgers on the gas grill and roast s’mores over the fire pit.

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Top guest favourite

The property is surrounded by lush greenery, set within a vibrant forest. A peaceful winding road can be seen adjacent to the home, enhancing the sense of seclusion and tranquility. The residential buildings are positioned within the natural landscape, inviting exploration.

Home in Stroudsburg

4.88 out of 5 average rating, 26 reviews

Creekside 4BR Stone Retreat circa 1850

Unplug and unwind in our 1858 stone retreat beside a gentle creek. Perfect small event space w/ 4BR offering historic charm and modern comfort sleeping 10 comfortably. -Sun-filled enclosed porch for morning coffee (3 season) -Spacious yard, flowers & private fire pit under the stars -Peaceful stream soundtrack from every room with Fast Wi-Fi & dedicated workspace for remote stays Walk in, breathe out, and let the mountains restore you. We look forward to hosting your next Pocono memory.

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Top 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, 510 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.

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Top guest favourite

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.

Castle in East Stroudsburg

4.99 out of 5 average rating, 477 reviews

Pocono Castle: 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!

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Top guest favourite

A spacious porch is lined with rocking chairs, offering views of a serene green landscape and a calm body of water. The design features white beams and a shaded roof, with hanging plants adding a touch of greenery to the inviting space.

Home in Saylorsburg

5.0 out of 5 average rating, 20 reviews

Heatherbell, A Lakeside Retreat

This charming cottage is surrounded by breathtaking views. Step onto the wrap-around porch as you watch the sunrise or sunset over the lake. Fire up the outdoor grill or take a kayak out on the water. Enjoy a game of pickleball on our private court, or try fishing from the dock. Step inside to a cozy living room with a fireplace, fully stocked kitchen, and a playroom with foosball table. This house offers 5 bedrooms and 3 bathrooms. Gather your family and make lakeside memories together!

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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

4.91 out of 5 average rating, 110 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

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