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.

Cabin- Cozy, Quiet, wooded & private Hot Tub

Relax in the woods in our rustic cozy cabin. Private hot tub. Located on 50 acres of peaceful wooded property on a no through dirt road. Less than 1/2 mile from I-81 yet secluded and close to area attractions. Come to our country property and experience nature firsthand. Kick back and relax or check out the nearby activities such as Elk Mountain Ski Resort, (8 miles away), Scranton (20 miles). We have many excellent restaurants, golf courses, hiking, fishing, state parks shopping and antiquing.

Chalet with year round heated pool, sauna, jacuzzi

* Pool is heated year round even in the winter* 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.

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!

American Chestnut Log Cabin - Sauna, Hot Tub, Gym

Escape to the lost frontier of the northeast, Promised Land. This Pocono log cabin is the perfect blend of off-grid seclusion coupled with luxuries that could only be rivaled by city living comforts. Amenities include a wood-fired cedar sauna, hot tub, full gym, blue-light blocking lightbulbs throughout & Starlink wifi. There is no better place in the Poconos to reset & recenter. Everyone should experience staying in a log cabin at least once in their life. Featured in: Architectural Digest

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.

Lakefront, Dock, Boats, Hot Tub, Game Room

🌲 Welcome to your private Lake Henry retreat, The Stillwater House, where stunning waterfront views, modern renovations, & endless entertainment come together for the perfect getaway. Whether you're paddling across the lake, soaking in the brand-new hot tub, or enjoying movie night with your crew, this home was designed for making memories. 🌊 Lakefront + Private Dock 🛶 Kayaks, Paddle Board & Row Boat 🔥 7-Person Hot Tub 🎬 Movie Room + Game Room 🪵 Fire Pit & Hammock 🔥 Fireplace

Watermelon Chateau -12 mins to Elk Mtn- Lake View

Welcome to The Watermelon Chateau, our cute and cozy cottage in beautiful Northeast PA! Come enjoy every activity the region has to offer year round. Skiers will love the close proximity to Elk Mountain. You can also enjoy kayaking, biking, hiking, golfing and more during the warmer months. It's hard to beat an early morning coffee or evening glass of wine on the deck overlooking the water, and the fire pit is ideal for roasting marshmallows under the crystal clear night skies.

Modern Secluded Retreat

Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

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

Old Country Farmhouse 150 Acre View With Hot Tub

Escape to our charming Old Country Farmhouse with a view of 150 acres —perfect for couples, families, or anyone seeking a relaxing rural getaway. Located on a working farm with cows grazing and stunning views, this peaceful getaway offers a true taste of the countryside. Unwind in the private hot tub, take in wide-open views from the balcony, or sip your morning coffee while breathing in the fresh country air

City Seclusion and Creative Retreat on the Brook.

total seclusion in East Mountain area of Scranton close to everything. Giant pine trees in a super quiet neighborhood offer a refreshing getaway or convenient stay for visiting relatives,going to music shows,concerts,mountain biking etc. Writers,artists and travelers will love this second floor walk up space. Note: There is no TV in the apartment. WiFi is available for streaming content on your devices.