Holiday rentals with outdoor seating in Pocono Mountains

Restored Barn - 44 Acres Near Elk Mountain

Reconnect with nature at this unforgettable retreat. Escape to our renovated barn on a 44-acre eco-paradise. Experience modern farmhouse living with 25-foot ceilings, a great room with beautiful views, fully equipped kitchen, king-size bed in giant loft bedroom, and cozy gas stoves. Hike, kayak or fish on the 100 acre lake, forage for wild berries and ramps in season, or go skiing at Elk Mountain right down the road. One-of-a-kind serenity and rustic, natural luxury in Pennsylvania's wilderness.

Poconos Treetop Lakehouse: Lakefront/Spa/Sauna

Accessible, dog-friendly, waterfront A-line with breathtaking views only 50 ft from lake. Stepless entry/shower, elevator. Newly renovated & stylishly furnished w/ 4 bedrooms, 3 full bathrooms, hot tub, sauna, gourmet kitchen, 12 person custom dining table, coffee bar, fireplace, game room w/ billiards/foosball/arcade, many outdoor games, 3 outdoor decks, Big Green Egg grill, fire pit, fire table, hammocks, many types of boats, fishing poles, work desk, high speed WiFi, 5 Smart TV’s, EV charger.

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.

"The Lure" Delightful, Private Waterfront Getaway

The Lure is a fully renovated 1940s fishing cabin reimagined into romantic waterfront retreat for 2 on the glacial waters of Round Pond in Lake Harmony. Designed for couples, this home pairs vintage charm with modern indulgence--private hot tub beneath the stars, crackling wood-burning fireplace, fire lit evenings by the shore, and quiet mornings drifting by canoe. Secluded yet moments from adventure: hiking, dining, skiing, Jim Thorpe, and Pocono Raceway--where romance lingers and time slows.

Cozy country stone cottage in beautiful setting

Cozy country stone cottage, circa 1840, in a beautiful setting. 1 Bedroom, 1 BR/Shower, Kitchen, eating area, LR & electric fireplace. On-site pond & multiple streams with plenty of wildlife. Great hiking or walking country roads, same for biking & running. Near Hawk Mountain, the Pinnacle & Appalachian Trail for hiking & XC skiing. Close to Leaser Lake for kayaking, sailing or fishing. Multiple Wineries, Micro Breweries, & Distilleries nearby to visit. Local restaurants. Boat trailer space.

Magical A-Frame by River | Fire Pit, Snowy Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

Peaceful, authentic, rustic log cabin in the woods

Quiet wooded setting for authentic log cabin: *Self-contained wooded area. Owners live nearby. Other homes visible in winter. *1/2 mile country dirt road passes homes on way to cabin. Please drive slowly! *Signs along road after GPS leaves off. *Parking area turn around. *Complete bathroom *Kitchen: convection oven/ air-fryer/ microwave combo, Keurig, toaster, under counter frig. / small freezer. *Loft queen bed *Double Futon *Pots, pans, utensils *Table service for 4 *Games, books

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!

NEW Lakefront Home with Hot Tub

Situated on the water's edge of Arrowhead Lake, this brand new, custom built home offers a unique, luxury getaway for those seeking a stay with all that lakefront living has to offer. Perfectly set up for a romantic getaway for two, The Lakehouse on Arrowhead was created to provide a space for couples to rest and reconnect while enjoying gorgeous lake views from both inside and out. The spacious deck is just steps from your own private dock which allows you to kayak at your leisure.

Poconos Cabin Retreat w/ Hot Tub & Fireplace

Picture this: morning coffee on an oversized deck as deer wander by, evenings soaking in your private year-round hot tub under the stars, and nights curled up by the fireplace in a home guests call “exceptionally clean and incredibly cozy.” Set in a quiet private lake community and close to top Pocono attractions, Winnie’s Retreat is your peaceful reset without giving up comfort or convenience—perfect for romantic escapes, anniversaries, and unforgettable weekend getaways.

The Upper Hill Cottage

Located in the heart of the Poconos, Just 1 hour and 15 minutes from Manhattan! Our home has been completely remodeled with no detail overlooked. Modern amenities, quiet community and minutes to hiking, waterfalls & the Delaware river. Pets welcome! ** Please take note** ALL DOGS MUST BE KEPT ON A LEASH OUTSIDE & ONLY ON OUR PROPERTY AT ALL TIMES! We have neighbors with animals and ask this for everyone’s safety. Thank you in advance!!

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.