Vacation rentals in Henryville

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Top-rated vacation rentals in Henryville

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

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.

4.93 out of 5 average rating, 167 reviews

Top guest favourite

A serene cabin is nestled among lush trees, with a gentle sunset casting a warm glow. A spacious front porch features comfortable seating, while a woodpile is neatly stacked nearby. A hammock sways subtly, inviting relaxation in this tranquil outdoor setting.

Cabin in East Stroudsburg

Private Retreat- Cozy Cabin in the Woods

Welcome to Rose Marie, this quiet retreat is a perfect match for Nature Lovers, Romantics & Small Families. This former hunting cabin has been completely remodeled adding modern amenities while retaining its history & charm. This 750 sq. ft. cabin features two bedrooms, one bath & a cozy living space with a wood burning stove. A fully stocked quaint kitchen has everything you need to prepare a home cooked meal. Did I mention the Delaware State Forest, 1,820 acres right outside the back door

4.98 out of 5 average rating, 132 reviews

Top guest favourite

Home in Penn Estates

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.

5.0 out of 5 average rating, 263 reviews

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

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 ⭐

5.0 out of 5 average rating, 202 reviews

Top guest favourite

The inviting living area features wooden beams and a stone fireplace, surrounded by comfortable seating arrangements. Large windows illuminate the space, showcasing rustic decor and a cozy sheepskin rug on warm-toned wooden floors. A dining table is visible in the background, enhancing the communal atmosphere.

Cabin in East Stroudsburg

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

4.93 out of 5 average rating, 455 reviews

Superhost

Home in Henryville

Lakefront, Kayaks, Fishing, Fire Pit, Game Room

Welcome to your ultimate lakefront retreat in Henryville, PA, nestled in the heart of the Pocono Mountains! 🏔️ ✨ Why You’ll Love It ✨ 🔥 Lakefront – Enjoy peaceful fishing right from the backyard! 🎣 🍔 BBQ Grill & Fire pit – Dine outdoors & roast s’mores under the stars! 🌌 🎮 Ultimate Game Room – Pool table & arcade games🃏 ♠️ Poker Room – Roll the dice 🎲 🐶 Dog-Friendly – Bring your furry friend! ($150 pet fee) 👨‍🍳 Luxury Add-Ons – Ask about private chef & massage services! 💆‍♂️

4.89 out of 5 average rating, 103 reviews

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

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!

4.99 out of 5 average rating, 481 reviews

Top guest favourite

The contemporary log chalet is illuminated at night, showcasing its elaborate facade decorated with festive lights. The spacious balconies and numerous large windows are visible, reflecting a warm glow. A circular gravel drive surrounds the home, enhancing its inviting appearance.

Chalet in Tannersville

Whispering Creek Retreat

Nestled in nature with a serene creek flowing behind, this European chalet features 5 bedrooms and 4 baths, perfect for families or groups. It offers a fully equipped kitchen, dining area, cozy living room with a fireplace, game room, sauna, outdoor firepit, and grill. Perfect for reunions, bachelor/bachelorette parties, or wellness retreats, it’s close to waterparks, ski slopes, state parks, wineries, casinos, and shopping. Enjoy comfort, luxury, and adventure in one unforgettable retreat.

4.99 out of 5 average rating, 134 reviews

Superhost

Two kayaks are positioned on a gravel shore near a serene lake, with a wooden dock extending into the water. Lush green trees surround the tranquil scene, providing a peaceful and natural atmosphere.

Home in Henryville

Autumn Getaway: Lakefront + Sauna + Jacuzzi

You'll have endless activities to enjoy at this spacious 4-bedroom, 3-bath lakefront gem! The home offers a 6-person hot tub, a private beach with chairs, kayaks, a wood-burning fire pit, and a gas BBQ grill on the deck, along with multiple outdoor dining and seating areas. Indoors, unwind in the game room with arcade games and a foosball table, or try your luck at the poker table by the dry bar. For fitness enthusiasts, there's a gym and an infrared sauna to help you sweat it out.

4.79 out of 5 average rating, 124 reviews

Superhost

Villa in East Stroudsburg

7 bdrm 5000sf Grand Pool Villa|Hottub|Sauna|Movie

[Inground pool will be open on 5/11/2026]. Our huge 5000 sq ft, 7 bedroom, 4.5 bathroom home which sleeps 20 guests, is located very centrally in the heart of Poconos.Enjoy the amazing flat backyard with brand new OUTDOOR PRIVATE INGROUND POOL (20x45 size, 3’-6’ deep) Tastefully decorated, this home has everything you need to enjoy your time whether you want to relax, play a game of poker, billiards, or cook a family meal at our oversize kitchen for a large group!

4.88 out of 5 average rating, 130 reviews

Guest favourite

An inviting backyard pool area features a curved, in-ground pool surrounded by smooth concrete decking. Lounge chairs are arranged on one side, with a shaded seating area nearby. The space is enhanced by a backdrop of lush greenery, creating a peaceful outdoor retreat.

Home in Long Pond

The Running Eagle. Pool, hot tub, and a game room.

***PRIVATE OUTDOOR POOL is open from Memorial Day Weekend through the end of September. Depends on the weather. Please check on exact dates. *** Running Eagle Modern Ranch located in The Estates @ Emerald Lakes! Yet another, designed with detail, equipped with all, and fully renovated SsMook home in Poconos. Relax in the Gameroom, a large home with a HOT TUB and in-ground pool. Pet fee is $50 per pet per stay.

4.98 out of 5 average rating, 158 reviews

Top guest favourite

An arcade room is filled with various games, including a pool table, foosball table, and air hockey table. A large sectional sofa is positioned nearby, and several game machines line the back wall. Bright overhead lighting enhances the inviting atmosphere.

Home in Mount Pocono

Home in Mount Pocono, hot tub, ski, arcade.

Fully renovated house next to a state park. Perfect for hiking. Lots of privacy with a 4 acres of land, not in development. Arcade room with lots of games as you can see it on the pictures. Hot tub, fire pit, grill. Perfect location; 2 min to Shop Rite and Mt Airy Casino, 6 min to Kalahari, 12 min to Camel Back Ski and Water Park, and Crossing Outlets. Perfect place for adults and kids.

4.92 out of 5 average rating, 130 reviews