Vacation rentals in Stroudsburg

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Top-rated vacation rentals in Stroudsburg

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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
4.95 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.

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
4.95 out of 5 average rating, 128 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
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, 173 reviews

Simply Serene: Wild West City, 4 acres of privacy

✨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
The spacious living area features a large green sofa, two cozy accent chairs, and a rustic coffee table made from natural wood. A stone fireplace adds warmth, while soft lighting and large windows enhance the inviting atmosphere.
Home in Penn Estates
5 out of 5 average rating, 229 reviews

Enchanted Poconos Forest Escape | 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.

Guest favourite
A charming log cabin is situated among lush trees, framed by rocky paths and ferns. The wooden exterior complements the natural surroundings. Large windows and a welcoming porch create a connection with the serene landscape. Soft light emanates from inside, suggesting a cozy atmosphere.
Cabin in Stroudsburg
4.94 out of 5 average rating, 120 reviews

Poconos Luxury Cabin Suite on Private Resort

Visit our charming and secluded romantic Log Cabin Suite nestled in the trees at Mountain Springs Lake Resort in the heart of Poconos. This Cabin is very private, and is perfectly suited for couples trying to get some rest and relaxation. The cabin comes with complimentary rowboat (May-November), 2 miles of on-site nature trials, no license required to fish. All seasonal Resort Activities available for your use. We are conveniently located only 90 miles from New York City and Philadelphia.

Guest favourite
Chalet in Penn Estates
4.97 out of 5 average rating, 276 reviews

The Green Forest Retreat: Hot Tub/Sauna/Spa Bath

Relax and unwind at this stunning Poconos vacation property. Melt your troubles away with a dip in the hot tub or experience our custom-built Finnish-style sauna. This property has been thoughtfully remodeled throughout with warm wood floors, hand crafted ceramic tiles, extra comfortable beds, and custom artistic details, creating a truly unique and luxurious feel. Relax in the spa-like bathroom, sit by the firepit, or enjoy the lakes, pools, tennis courts or other amenities in the community.

Top 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
5 out of 5 average rating, 105 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 with nature views, Smart TV, BBQ, hot tub option(available in summer) & direct access to the serene forest & walking paths.

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, 437 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!

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
4.95 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

Top guest favourite
A modern kitchen features a central island with seating for several, surrounded by dark wood cabinetry. The granite countertops reflect light, and stylish backsplash tiles add texture. Glass doors lead to an outdoor space, creating a bright, open atmosphere enhanced by recessed lighting.
Home in Stroudsburg
4.94 out of 5 average rating, 220 reviews

Luxury Rental in the Pocono Mountains Pa

Luxury in the Pocono Mountains. Equipped for long stays. This beautiful 3,200 sq.ft. home is only 90 minutes from NYC and located on a quiet and private lot. Guests can enjoy their stay year round do to the central Pocono location. Its just a short drive from Shawnee & Camelback Mountains, as well as the Kalahari Resort and Great Wolf Lodge. Shopping at the Crossings Premium Outlets, plenty of dining options, and a neighboring vineyard/winery and entertainment await you.

Guest favourite
The cabin features a modern exterior with large windows and a dark finish, enhancing its rustic charm. A welcoming deck is accessed by steps, surrounded by natural landscaping. Warm lights are positioned above, providing subtle illumination for evening gatherings.
Cabin in Penn Estates
4.92 out of 5 average rating, 139 reviews

Gorgeous Lake Cabin in Poconos

The perfect escape from city life. Up winding mountain roads you'll land at your private cabin just a walk away from the beautiful lake. Enjoy our private hot tub or sit outside on our expansive deck & watch the wildlife. Gather around the firepit to make s'mores. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.

Top guest favourite
The exterior of the rustic cottage features a wooden facade and two sets of French doors. Chairs are positioned on a stone path leading to the entrance, surrounded by a manicured garden area with pebbles and greenery. Nearby trees provide a natural backdrop.
Guesthouse in Stroudsburg
4.95 out of 5 average rating, 261 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

Popular amenities for Stroudsburg vacation rentals

When is the best time to visit Stroudsburg?

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Frequently Asked Questions

  • What are the best places to stay in Stroudsburg?

    Vacation rentals in downtown and nearby neighborhoods are often favored for easy access to restaurants, galleries, and parks. Rural stays around the Pocono foothills provide a quieter setting.

  • What are the best things to do in Stroudsburg with kids?

    Kids enjoy interactive museums, local parks with play areas, and family programs at community centers. Seasonal festivals and hands-on art workshops are frequently suggested for younger visitors.

  • What are some of the best things to do in Stroudsburg?

    Explore galleries and boutiques downtown, catch a show at Sherman Theater, or stroll through local parks. The area often features farmers markets and seasonal events that draw both locals and visitors.

  • How is the weather in Stroudsburg?

    Stroudsburg experiences cold winters around 22–38°F (-6–4°C), with snowfall, and warm summers reaching 65–86°F (18–30°C) with frequent rain. Spring and autumn bring milder temperatures and colorful scenery.

  • When is the best time to visit Stroudsburg?

    Late spring and early autumn are often recommended for comfortable temperatures and vibrant landscapes. Summer draws many visitors for outdoor activities and frequent cultural events.

  • What are the best places to visit in Stroudsburg?

    Sherman Theater is frequently suggested for performances, while galleries and vintage shops line Main Street. Nearby parks make a great spot to explore local nature.

  • What are some hiking trails in Stroudsburg?

    Stroudsburg has wooded trails in area parks, and nearby sections of the Appalachian Trail can be explored for longer hikes. Local nature reserves provide pathways for leisurely walks and birdwatching.

  • What are some family activities we can do in Stroudsburg?

    Families often enjoy interactive museums, local parks with playgrounds, and occasional outdoor adventures such as tubing or mini golf. Seasonal arts programs and farmers markets are frequently suggested for all ages.

  • What are some of the best day trip ideas from Stroudsburg?

    Explore scenic parks in the Pocono Mountains, visit regional museums, or discover historic towns around the area. Many guests spend time on nature trails or browse local antique shops for unique finds.

  • Are there any pet friendly accommodations available in Stroudsburg?

    Many accommodations near downtown and in nearby neighborhoods welcome pets, making it convenient to travel with animal companions. Local parks and trails are inviting spots for walks.

  • What are some local tips for visiting Stroudsburg?

    Locals suggest exploring early in the day for a quieter experience and checking community bulletin boards for event updates. Bring layers due to changing weather, and sample locally roasted coffee when you visit downtown.

  • What is Stroudsburg known for?

    Stroudsburg is known for its vibrant downtown, mix of arts and culture, and access to the natural beauty of the Pocono Mountains. Local music and food scenes often reflect the town’s creative spirit.

  • What are the best hidden gems to explore in Stroudsburg?

    Art spaces tucked along quieter side streets, small vintage shops, and locally run bakeries are often described as hidden gems. Nature trails around the outskirts invite peaceful exploration away from crowds.

  • What are the best foods to try in Stroudsburg?

    Guests frequently suggest local farm-to-table dishes, Pennsylvania Dutch classics, and wood-fired pizza. Baked goods from independently owned shops and craft beers are popular treats.

  • What should I bring for a trip to Stroudsburg?

    Pack layers to adjust for fluctuating temperatures, sturdy shoes for exploring town and trails, and rain gear if visiting during spring or summer. Adding a reusable water bottle is also a good idea for outdoor activities.

  • What is the nightlife in Stroudsburg like?

    Stroudsburg has lively bars, local breweries, and venues with live music, especially near Main Street. Guests often explore casual restaurants with late-night menus and occasional community events in the evening.

  • What are the most popular events or festivals in Stroudsburg?

    StroudFest draws crowds to Main Street each Labor Day weekend, and the town often hosts seasonal farmers markets, music events, and holiday parades. The Sherman Theater is known for live performances and community gatherings.

  • Are there family friendly vacation rentals in Stroudsburg?

    The area has a range of family-friendly vacation rentals, including larger homes and apartments near parks and central amenities. Flexible spaces often feature amenities for children and group gatherings.

Quick stats about vacation rentals in Stroudsburg

  • Total vacation rentals

    Explore 30 vacation rentals in Stroudsburg

  • Nightly prices starting at

    Stroudsburg vacation rentals start at $69 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Stroudsburg vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Stroudsburg rentals

  • 4.6 Average rating

    Stroudsburg stays receive an average rating of 4.6 out of 5 from guests