Vacation rentals in Jessup

Restored Barn - 44 Acres, 100 Acre Lake

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.

Eco Cedar Tiny Cabin/Poconos/Private forest view

Surround yourself in nature & experience a relaxing escape away from the bright lights, just 2h from NYC! The cedar tiny cabin is a holistic space full of light & tranquility! It is an organic space free of chemicals/VOS, a space to unwind & reconnect with self. The interior walls are made of pure western cedar wood & the bathroom tiles are natural river pebble/rock. A true private forest experience in the woods! There is mountain fresh air, hiking, skiing, and beautiful nights full of starts!

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

LOVELY LAVISH OFF OAK

We invite you to indulge in the comfort and tranquility of this contemporary two family semi-attached duplex (3 bedroom/1 bath) to unwind and relax after a busy day. Whether it's work or play, this is an ideal place for a lovely lavish getaway. There is everything to make you feel at home -tasteful furnishings and traditional accents, kitchen with basic amenities for meals, washer and dryer, bathroom essentials for personal care, Wi-Fi & Streaming services. Street parking is directly in front.

Waterfront, Hot Tub, Dock Kayaks, Movie/ Game Room

🌲 Welcome to A-Frame of Mind, your private lakefront escape designed for relaxation, connection, and unforgettable moments. Wake up to breathtaking views, spend your days on the water, and end your nights by the fire under the stars. 🌊 Lakefront w/ Private Dock 🛶 5 Kayaks + 2 Paddleboards + Paddle Boat 🔥 Hot Tub + Fire Pit + Wood 🎬 Movie Lounge w/ 75” TV + Popcorn Machine 🎮 Polycade Arcade + Game Room 🍔 Propane + Charcoal Grill 🔥 Indoor Gas Fireplace 🌅 Stunning Views from Every Level

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!

They call me Mellow/ Countryside Farm view

A lovely spot to relax in the rural countryside. Enjoy the fresh country air and observe the neighboring livestock. 6 miles to Lake Wallenpaupack. Nearby hiking trails at Lacawac Sanctuary, Schumans point and Varden conservation . Horseback riding at Why-Not riding stable. Antique shops and boutiques in historic Hawley and Honesdale. Under 30 miles to Montage Mountain Resorts, Elk Mountain, Ski Big Bear and Shawnee Mountain Ski Area. All bedrooms are on 2nd floor. Full bath on 1st floor.

Cottage on House Pond

Intimate Lakefront country cottage on beautiful House Pond. Just 3 minutes from the Lake Wallenpaupack boat launch and 5 minutes from shopping, restaurants, bars, boat tours, fantastic hiking trails, and more. At this quiet, newly renovated (2022) retreat, you can experience great fishing, incredible sunrises and sunsets, bald eagles, blue herons, deer, various birds, and other wildlife. Relax and dine on the deck or lakeside flagstone patio while enjoying crackling embers in the fire pit.

Camp Double Oak | Modern Lakeside Retreat

Find your sanctuary at Camp Double Oak, where the peaceful embrace of nature meets the finest in luxury living. Nestled deep within serene woodlands of Northeast Pennsylvania's Pocono Mountains, this 3-bedroom 2-bath lakefront home offers one-of-a-kind experience. ✔ Lakefront ✔ Luxury Design ✔ 2h -> New York/Philadelphia ✔ Chef’s Kitchen ✔ EV Charger ✔ Kayaking ✔ Fire pit ✔ Grill ✔ High-Speed Internet 1.2 Gig Add my home to your Wishlist by clicking the ❤ in the upper-right corner.

Condé Nast featured A-frame. Hot Tub. Lake. Pools

Sink into the hot tub and let the Poconos do the rest. This Condé Nast-featured mid-century A-frame is nestled among the trees, just minutes from the lake — a beautifully curated escape two hours from NYC with everything you need to completely unwind. Soaker tub with a tree-top view, chef’s kitchen, fire pit, community pools, and a bathroom so good it’s been featured in Condé Nast, Houzz and West Elm. This is the one you’ve been saving on Pinterest

Chalet with year round heated pool, sauna, jacuzzi

Secluded chalet tucked away in the woods of Moscow PA but central to all skiing and water park attractions. Three levels of the home provide ample space for big families to spread out with 4 bedrooms, 3 full bathrooms and 2 half bathrooms. Built in 2025 this is a brand new home ready to welcome your family for your mountain adventure. The pool is heated year-round with a full spa, sauna, and jacuzzi. Our backyard is fully fenced in and private.

2-Bedroom, 1-Bath Getaway

Welcome to Carbondale retreat ! Apartment B is a clean and comfortable 2 bedroom, 1-bath unit in a well-kept multi-family home. It includes a full kitchen, living space, private patio, balcony, in-unit laundry, and off-street parking. 17 mins to Dickson Pa and 20 mins to Scranton home of the OFFICE SHOW! 21 mins to montage Mountain Resorts J (skiing, waterparks. Come and enjoy all that Carbondale and the surrounding area have to offer.