
Holiday rentals in Jessup
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Top-rated holiday rentals in Jessup
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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.

owl's nest rustic retreat
Relax in nature when you stay at this restful retreat situated on 2 quiet acres of calm wooded wonderland. The 2-bed, 1-bath cabin accommodates up to 6 guests. Spacious living room and ample kitchen space make sure that entertaining your group is a breeze. Outdoor deck with grill for BBQ nights. The covered front porch is ideal for watching the wildlife pass through the property. Cozy up next to the fire pit for s'more fun! Enjoy exploring all that the Poconos has to offer when you stay here!

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.

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.

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.

Private Cozy open floor plan, studio
Escape to this charming Scranton, PA, vacation rental! this 1-bathroom studio is just minutes away from all of the city’s top attractions. Explore historic sites like the Electric City Trolley Museum or plan a ski adventure at Montage Mountain Resort. This studio offers all the comfort you need, including a living area, a pet-friendly policy, and a private yard space. 2 small pets max. Outdoor security cameras on site above entry

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

Beautiful Green Ridge Apartment in Scranton
Beautiful two-bedroom, third-floor apartment in Green Ridge. Walk to the area's best local coffee shop, yoga studio, or pizza place. A great place to relax and unwind with Wifi & local cable. Total renovation completed with all new flooring, painting, and furnishings. I have lived in NEPA my whole life and am excited to host a place for guests to stay and see Scranton and the surrounding areas.

the little A, Wood Fired Hot Tub
The perfect place for to wake up in the trees or spend a weekend with friends! Relax in tranquility and scenic beauty our deck or the wood burning hot tub ! Surrounded by state land just minutes from numerous hiking trails and waterfalls in promised land state park. Enjoy a dip in one of the nearby lakes or toasty fire on a cold night inside by the wood stove.
Popular amenities for Jessup holiday rentals
Other great holiday rentals in Jessup

A-Frame At Harvey’s Lake

Eco Cedar Tiny Cabin/Poconos/Private forest view

Romantic cabin /hot tub/king bed/coffee bar/cable!

Lake Ridge Bungalow w/ outdoor SAUNA

Cabin- Cozy, Quiet, wooded & private Hot Tub

Cabin Near Scranton | Fire Pit & Nature

Boutique Farm Stay | 30 Acres & Baby Goats

Stay or Play - Cozy Adult Themed Hideout
Destinations to explore
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- Camelback Resort & Waterpark
- Bushkill Falls
- Bethel Woods Center for the Arts
- Pocono Raceway
- Ricketts Glen State Park
- Blue Mountain Resort
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Camelback Mountain Resort
- Jack Frost Ski Resort
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Hickory Run State Park
- Resorts World Catskills
- Pocono Mountains
- Camelback Mountain
- Mohegan Sun Pocono
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Camelbeach Mountain Waterpark
- Penn's Peak
- Big Boulder Mountain
- Woodloch Resort





