Holiday rentals in Jessup

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.

Chalet Retreat*FirePit*W/D*HotTub*Fireplace*EV

A stunning chalet ideally situated in the Pocono mountains. Your destination for a weekend escape or a longer stay all year round! Outside one can enjoy a natural setting in a beautiful 1-acre private wooded property, hot tub, two fire pits, a deck for morning coffee, or a delicious BBQ. Our home offers a tranquil interior atmosphere and home is conveniently located near all Pocono Mountains' seasonal activities. Whether you want to unwind or recharge, our home provides the perfect retreat.

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.

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.

The Antoinette Suite

My charming city home offers a country feel tucked away in the downtown area of Scranton. Whether your travels are for business or pleasure I'm sure my home will be the perfect fit providing a comfortable night sleep. This home is a 5 minute walk to downtown Scranton,shopping and dining. Also nearby are movies,water parks,Steamtown historical sites along with U of Scranton, local colleges and 3 major hospitals. We provide comfort,style with a hint of city life with a real whimsy feel.

Condominium Rental at StoneHedge Golf Course

Brand new townhouse on one of Northeastern Pennsylvania's Signature golf courses. Golf and romance packages available. Breakfast available upon request for an additional fee. Within steps of our seasonal on-site restaurant (April-October). This location is great for visiting family members, spending a couple of days on the course, and a romantic getaway with a loved one in the beautiful Endless Mountains. Easy access to Route 6 between historic downtown Tunkhannock and Clark Summit.

The Little Hayloft in Historic Honesdale, PA

The Little Hayloft is a newly renovated small one bedroom apartment in the heart of downtown historic Honesdale. Years ago, it was actually once a hayloft above a three horse stable before the invention of automobiles! Just a few blocks from Main Street Honesdale and walking distance to the historic heart of Honesdale, you will find plenty of great food and drink, shopping, art and antiques and much more charm that the little lovely town of Honesdale, PA has to offer!

Lakeside Cottage near skiing/waterparks/wineries

Welcoming cottage located on a private lake near skiing, golfing, waterparks, wineries, and breweries. Recently renovated with a large living/dining area perfect for relaxing and gathering with family & friends. Offers an additional loft with 2 full-size beds, great for kids. A short walking distance from a year-round bar and grill with a rotating seasonal menu and craft beer. Several other casual and fine dining options are located within minutes.

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

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.