Holiday rentals in Middle Smithfield Township

5 out of 5 average rating, 110 reviews

Cozy Lakeside Cottage w Year Round Hot Tub

Surrounded by peaceful forest this picturesque retreat is only 1hr30 from NYC and less than 2hrs from Philly! A sunny deck overlooks the lake and backyard filled with wildlife. This cottage has been designed with warm, stylish touches that emphasize comfort and relaxation. Enjoy a cozy fireplace, steamy hot tub, plenty of games, fast wifi, kayaks, SUPs. Minutes away: Shawnee Mountain(skiing),Breweries&Wineries, golfcourses and the Delaware National Rec area (hiking, biking, river excursions)!

Townhouse in East Stroudsburg

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.

4.95 out of 5 average rating, 131 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.

4.98 out of 5 average rating, 202 reviews

Entertainers Retreat • Fire Pit + Games • Hot Tub

Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

A spacious living room showcases a comfortable leather sectional sofa, accented by decorative pillows. A modern coffee table sits in front, with a small centerpiece. A cozy brick fireplace is flanked by a large mirror and a flat-screen TV, while soft curtains frame the window.

4.89 out of 5 average rating, 123 reviews

Charming Family Getaway ~ Close to D.W.G ~ Games

Step into the spacious and entertaining 3BR 2Bath retreat close to the enchanting town of East Stroudsburg. Enjoy the lovely views from the tranquil backyard and wraparound deck, have fun in the game room, and explore exciting Poconos attractions and natural landmarks from this fantastic family gem. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Pool/Ping-Pong Table ✔ Wraparound Deck ✔ Backyard (BBQ, Fire Pit, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

A serene creek flows over smooth stones, framed by lush greenery and moss-covered rocks. Tall trees provide a peaceful backdrop, with a rustic cabin partially visible among the foliage, enhancing the natural setting.

4.96 out of 5 average rating, 146 reviews

Rustic Rest Log Cabin Poconos, hot tub, creek, ski

Come enjoy Rustic Rest, a four-season Pocono Mountains retreat. Built in 1939, this cabin features log construction in a peaceful wooded setting along a trout stream with a variety of recreational opportunities nearby. Perfect for couples and for families, we have a fully stocked and uniquely furnished home. Pets are welcome. Although remote in feel, we are on Marshalls Creek Rd and centrally located to East Stroudsburg, Jim Thorpe, Camelback, Shawnee, Delaware Water Gap and most attractions.

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.

4.93 out of 5 average rating, 419 reviews

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!

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, 438 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!

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.

4.95 out of 5 average rating, 242 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

4.94 out of 5 average rating, 101 reviews

A charming cabin is surrounded by lush green trees, showcasing a spacious wooden deck that wraps around the front. A stone chimney rises from the side, complementing the cabin's architecture. Gravel landscaping creates a tidy entrance, enhancing the natural setting.

Cabin in Bushkill

Cabin w/Jacuzzi, W&D, Pool, Lake, Fitness, & More.

Clean property in gated community w/ 24/7 security. 2 BR/2 Bath + HUGE Jacuzzi, Sunroom, Washer & Dryer. Close to Ski, water parks, hiking trails & supermarkets. SUMMER: Free access to outdoor pools, beach, lake access w/ canoes & kayaks available to use on weekends, tennis, basketball, & more. WINTER: free access to indoor pools, tennis, fitness. Community ski lift available for those who purchase tickets. Bring equipment or rent. Year round activities no matter when you book.

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.

4.88 out of 5 average rating, 358 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

4.93 out of 5 average rating, 110 reviews

Spacious 3BR Private Ski house- 10 min to slopes

Discover our charming mountain retreat, perfect for families and friends. Our 4-bed, 2-bath home boasts a new renovation, large open kitchen and dining area, and a spacious deck with outdoor grill and fire pit. Enjoy mountain views and privacy, just a short drive from Poconos attractions like Camelback Ski Resort, Kalahari Water Park, Great Wolf Lodge, Golf courses, a Casino and more. Relax and create memories with loved ones in our beautiful mountain getaway.

Chalet in East Stroudsburg

An open-concept living area features a combination of wooden beams and white shiplap walls. A cozy seating area is positioned next to a stone fireplace. A modern kitchen with dark cabinetry is visible, along with a dining table set for four, complete with plates and a decorative centerpiece.

4.91 out of 5 average rating, 192 reviews

Enchanting River Chalet

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

Popular amenities for Middle Smithfield Township holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Middle Smithfield Township

A spacious living area features large windows that extend along one wall, allowing natural light to fill the room. Wooden beams stretch across the ceiling, and a comfortable sectional sofa faces a media console with a flat-screen TV. A round dining table and greenery enhance the convivial atmosphere.

4.96 out of 5 average rating, 68 reviews

Unique Dramatic Open and one of a kind house

A warm interior space of the Main Cabin is displayed, featuring a comfortable seating area with a plush sofa and traditional wooden accents. A screened-in porch is visible, offering seating with wooden chairs, providing views of the surrounding greenery. An inviting fire pit area, surrounded by wooden adirondack chairs, sits near the flowing Bushkill Creek.

4.95 out of 5 average rating, 57 reviews

Waterfront Compound - Fire Pit, Fishing & Hiking

4.96 out of 5 average rating, 28 reviews

The exterior of the house is surrounded by a canopy of trees, showcasing a spacious deck with railing. The entrance features steps leading to a welcoming porch area, and leaves scattered across the ground reflect the charm of the natural setting.

Home in Bushkill

Chalet-Style Cabin in Amenity Packed Community

5 out of 5 average rating, 48 reviews

Home in Bushkill

Waterfall Views! Hot Tub, Game Room, Dog Friendly

Superhost

A private hot tub is positioned on a wooden deck, surrounded by natural greenery. The calming water bubbles invite relaxation. Nearby, colorful adirondack chairs offer a cozy seating area, while the backdrop features trees that enhance the serene outdoor ambiance.

4.75 out of 5 average rating, 57 reviews

Poconos Retreat: Hot Tub, Fire Pit & Games

A serene garden setting is depicted, featuring a stone pathway leading to a decorative fire pit surrounded by lush greenery. Various plants and shrubs create a natural border, enhancing the tranquil atmosphere of the space, ideal for relaxation.

4.75 out of 5 average rating, 238 reviews

SERENITY

An inviting outdoor space features a stone fire pit surrounded by several blue Adirondack chairs. The cabin's spacious deck overlooks a landscape with autumn leaves, creating a serene setting for gatherings or relaxation.

4.89 out of 5 average rating, 81 reviews

Alpine Lodge-3BD/2BA-Hot Tub/Sauna

The exterior of the blue-clad mountain home is viewed from the edge of a gently flowing creek. A spacious deck with a railing extends along the side, surrounded by trees and vibrant autumn foliage, creating an inviting outdoor space.