Family-friendly holiday rentals in Stroudsburg

Secluded Space Convenient to all Pocono activities

Completely refinished basement space. Located within 20 miles of Shawnee, Camelback, and Blue Mountain ski resorts, Columcille Megalith park. Walking distance from the Wind Gap trailhead of the Appalachian trail. Numerous winieries and hiking areas close by. Centrally located between Stroudsburg and Easton, East Stroudsburg University, Lafayette college. 5 minutes from Route 33. There is an oudoor seating area for you to enjoy. Wifi, off street parking. Above ground windows provide natural light

Pocono Urban Escape - sleeps 10

Your whole group will enjoy easy access to everything from this centrally located gem in the heart of the Pocono Mountains. Located less than two blocks from Main Street, one block from Courthouse Square, right in the heart of walkable downtown the downtown Historical District of Stroudsburg! I love traveling light myself so it's important for to have everything (besides food/beverages) our guests might need here waiting for you. All guests past four incur a $20 fee per person, per night

Modern Cozy Oasis-Mountains Retreat

Relax in a Modern, Cozy Apartment on a Scenic 3-Acre Retreat Unwind in this stylish and comfortable apartment set on 3-acre property with stunning mountainside views. Whether you're walking, jogging, or simply relaxing, the spacious yard offers the perfect setting to reconnect with nature. In the evenings, gather around the fire pit and enjoy the peaceful sounds of the outdoors. 5 mins to historic Bangor 25 mins to Poconos, Kalahari, ski resorts & Delaware Water Gap Escape & unwind!

Simply Serene: Wild West City, 4 acres of privacy

IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS 4 ACRES OF TRANQUILITY & WILD WEST CHARM 4 BEDROOMS TOTAL Over 3000 sq ft Custom Designed House in the Heart of the Poconos - 4 Acres of Privacy & Stunning Nature yet Minutes from All Major Poconos' Attractions Perfect for Families, Romantic Getaways, Special Occasions, OR Relaxing with Friends & Loved Ones Indoor & Outdoor FUN & UNIQUE Activities for All Ages Including Our Very Own WILD WEST CITY WITH AUTHENTIC ACTIVITIES.

Cozy Home + Kid's Treehouse, Hot Tub, Pool & Lakes

Experience a nature lover's paradise in this stunning house with serene surroundings for play and relaxation. Perfect for families, it sleeps up to 6 adults and features a spacious living room, entertainment loft, and a 7-person hot tub for post-exploration relaxation. With its prime location, you're close to major Pocono Mountains attractions like Camelback Water Parks, Crossing Outlets, Delaware Water Gap, and more—the ultimate destination to explore this scenic region.

Mountain Top! Family Paradise w Hot Tub & Game Rm

Best Poconos MOUNTAIN TOP vista! We're not simply offering a house with a stunning MOUNTAIN view, a newly completed gut renovation, contemporary furniture, stylish decor, an airy atmosphere, along with a remodeled game room and private hot tub; we’re providing an elevated mountain top living experience-an unforgettable journey you'll treasure for a lifetime. Take a look at all the details. Book now and experience the ultimate in mountain living!

Adorable Farm Cottage

This memorable place is anything but ordinary. The cottage is located on an organic farm. We have a staff onsite that is always buzzing around and happy to help you answer any questions you may have. We have a Wood Fire brick oven bakery on site as well. This is not just any Farm anyone who visits will understand the love that surrounds us! This cottage is not just a place to stay but an AMAZING experience as well!

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.

Cozy Cabin King Bed Near The Best Of The Poconos

Get away from any stress. Come stay in nature. Minutes from amazing Ski resorts, nature reserves and indoor water parks, this beautiful home is centrally located and has the cleanliness and all the modern amenities you may need. (Fast Wifi, TV, Washer, Dryer and Parking included). Come for a few days of fun, or stay longer as the perfect spot to getaway.