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.

The GoldenHour Retreat #1

This peaceful and centrally-located duplex home is a wonderful retreat featuring a huge shared back patio with an equally large shared yard. Relax on a covered front porch with seating for morning coffee. You can enjoy the 55" Fire stick TV, or cook some warm soup in a beautiful kitchen with a huge single basin sink and granite countertops and enjoy new appliances. We love the charm of the refinished original wood floors. Feel at peace as you take a relaxing stroll in this friendly neighborhood.

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!

Private cozy lulu château

Bring your friends and/or family to this great place with lots of room space. The idea behind this cozy Lulus Chateau was to create an uplifting yet modern glam chateau vibe. Where pink lovers enjoy a weekend away or visiting the town. Our cozy chateau apartment provides a unique experiences and Insta-worthy pictures to last a lifetime! Enjoy the tranquil feel of our cozy apartment while still being close to our beautiful historical downtown. Note: The entrance is not wheelchair accessible.

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.

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

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.

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!

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.

Herons Rest Lakefront: Sand Beach, Kayaks, Hot Tub

Set directly on the water, Heron's Rest is a lakefront retreat designed for group stays. Enjoy mornings on the dock, afternoons kayaking, and evenings in the hot tub or around the firepit. With multiple living spaces, a pool table game room, and room for up to 8 guests, it’s ideal for families and lake escapes. Spend your days swimming or exploring the lake, then return to grill, relax, and unwind indoors. (Professional photos are scheduled for early July and will be updated soon.)

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.