Family-friendly holiday rentals in Stroudsburg

Stylish upstairs apartment in East Stroudsburg PA!

Our apartment is stylish and clean and comfortable. Get a good nights rest and then enjoy a complimentary cup of coffee to start your daily adventure! We are located conveniently near many local attractions like Delaware Water Gap hiking area, golf courses, ski slopes, water parks, restaurants, live music venues, night life and so much more. We are just down the block from East Stroudsburg University and Lehigh Valley/Pocono Hospital. We are happy hosts and can’t wait to share our area with you!

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

DWG Country Mountain Oasis-Frog Pond View

Private family apartment built for relaxing comfort and views of nature 2 miles from Mount Tammany, Mount Minsi, and the Appalachian Trail Walk to a private brookside trail and a winery Private deck Includes: Bread, eggs, pancake mix, coffee, tea, milk, bananas, s'mores kit, and more AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable NJ Host" in 2021 Little or no host interaction – your choice Host lives on-site and can provide customized recommendations for food and things to do

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.

Loft & Library Suite in Secluded Country Farmhouse

The Loft and Library Suite has a private entrance, private bath, with access to outdoor deck, beautiful grounds and gardens, a pond, walking paths, and views of the Delaware Water Gap, on 17 scenic acres. Convenient to Delaware Water Gap National Park, Appalachian Trail, The Poconos, Blair Academy, Brook Hollow Winery, Lakota Wolf Preserve, golf courses, hunting and fishing. Perfect for mid-week or weekend getaway, or longer stays.

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.