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

Mid-century A-frame nestled amongst the trees
NEW Hot tub added! This little A-frame is a mid century dream nestled among the trees in the Pocono Mountains of Northeastern Pennsylvania and is within a few minutes walk to the lake. Beautifully and loving curated, filled with mid- century furniture, lots of art, books and records. A highlight of the cabin is the upstairs bathroom, featured in Condé Nast, Houzz and West Elm, it's a Pinterest dream come true. Come take a soak in our beautiful soaker tub among the trees. 2 hours from NYC.

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.

Quill Creek Aframe
Welcome to our charming A-frame retreat near Elk! At 101 Longacre Rd, Susquehanna, PA! This cozy cabin features 2 bedrooms, 1 bathroom, a spacious deck, back patio, and a fire pit. Perfect for couples, families, or friends, our cabin offers a serene escape with modern comforts. Enjoy the stunning surroundings, unwind by the fire, or explore the beauty of Susquehanna. Ideal for those seeking tranquility and adventure. Book your stay today and create lasting memories at our lovely A-frame cabin!

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.

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit
Welcome to a dream escape, tranquil 3-bedroom modern home that's less than 1-mile off the Delaware River! Built in 2023 and nestled on 10+ acres of pristine countryside delivering peace, quiet and privacy. This exceptional retreat seamlessly combines rustic charm with contemporary luxury, guaranteeing an unforgettable stay. The home features 3 furnished bedrooms sleep up to 7 (3 queen beds, 1 w/ trundle) + a spacious entertainment room flowing directly from the kitchen ideal for hosting.

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.

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

Teal Cottage in Honesdale
Newly renovated cute cottage in historical Honesdale. Originally built in the 1940's as a TV repair shop and lovingly converted into a home. You will find yourself in rural PA, yet close enough to walk to the shops and restaurants in town. Get away from the hustle and bustle of city life and enjoy a few peaceful days in our lovely town. Garage parking for one car or a 15 minute walk from the Shoreline bus drop-off.

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.

Cozy Poconos Cabin. Firepit, Beach & Lake Access
Welcome to Smugglers Nook:Your Perfect Pocono Escape! Escape to the beauty of the Pocono Mountains at Smugglers Nook, your cozy home-away-from-home nestled within the serene Hideout community. This charming 1,400 sqft cabin is designed for both relaxation and adventure, offering everything you need for a memorable getaway. Whether you’re here to unwind or explore, Smugglers Nook is the perfect choice.

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.
Popular amenities for Jessup holiday rentals
Other great holiday rentals in Jessup

Serenity Pond- private mini lake. Swim, fish & ski

Blue Jay Escape

Blue Shutters Cabin Retreat!

Eco Cedar Tiny Cabin/Poconos/Private forest view

Poconos Getaway

Cabin Near Scranton | Fire Pit & Nature

Forest Lake Log House

Amazing Chalet with Hot Tub Sauna Outdoor Kitchen!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Camelback Resort & Waterpark
- Blue Mountain Resort
- Pocono Raceway
- Elk Mountain Ski Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Montage Mountain Resorts
- Jack Frost Ski Resort
- Camelback Mountain Resort
- Camelback Snowtubing
- Ricketts Glen State Park
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Hickory Run State Park
- Resorts World Catskills
- Lake Harmony
- Camelback Mountain
- Aquatopia Indoor Waterpark
- Mohegan Sun Pocono
- Camelbeach Mountain Waterpark
- Penn's Peak
- Big Boulder Mountain
- Promised Land State Park
- Shawnee Mountain Ski Area





