
Vacation rentals in Jessup
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Top-rated vacation 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.

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.

Peaceful, authentic, rustic log cabin in the woods
Quiet wooded setting for authentic log cabin: *Self-contained wooded area. Owners live nearby. Other homes visible in winter. *1/2 mile country dirt road passes homes on way to cabin. Please drive slowly! *Signs along road after GPS leaves off. *Parking area turn around. *Complete bathroom *Kitchen: convection oven/ air-fryer/ microwave combo, Keurig, toaster, under counter frig. / small freezer. *Loft queen bed *Double Futon *Pots, pans, utensils *Table service for 4 *Games, books

Chic Cabin on Callicoon Creek
***FEATURED IN ARCHITECTURAL DIGEST, TRAVEL & LEISURE, APARTMENT THERAPY, AND FODORS TRAVEL*** Set back on a small private road, this cabin dating back to the 1800s is perched above the Callicoon Creek, popular with fly fishermen casting for rainbow trout. Head up the wooded driveway and find yourself in a serene, green clearing all your own. The cabin and studio make for a peaceful getaway, shielded from the surroundings, but incredibly convenient for reaching nearby towns and activities.

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.

Romantic vibe, fine art. Lakes, parks, 4 ski areas
That Gray House is a stylish, artsy and quirky cabin in Indian Mountain Lake gated community near 4 ski areas. Ideal for a relaxing romantic get-away weekend for couples, groups of friends or families. -4 ski areas nearby -Central AC -Pet friendly, no pet fee -Fully stocked kitchen -Original art -Weber grill - 2 fire pits -Jetted tub in Master Suite -Close to Jim Thorpe -Kalahari water park -Pocono Raceway -Multiple state parks -Lakes and rivers for kayaking or rafting nearby..

Artful Retreat – Next to The Himalayan Institute
Lovingly updated, including new furniture, mattresses and 400-thread-count sheets, this peaceful retreat sits on an expansive 1.3 acre lot, adjacent to The Himalayan Institute property, which offers yoga, seminars and massage, etc. Enjoy your morning coffee watching the sunrise from the deck and occasionally see deer roaming through the back yard. This light, airy home is filled with whimsical touches and artwork throughout. We welcome people from all backgrounds and walks of life.

Rustic Poconos Cabin • Fire Pit • 2BR Retreat
Grotto Grove is a 2 bedroom, 1.5 bathroom house that sits on 6 private acres nestled between Skytop Lodge and Buck Hill Falls. We are 2 hrs away from both NYC and Philly. Perfect for friends and family looking to escape and reconnect or couples looking for a romantic getaway. Be it hiking our private trails in the summer, bird watching in the spring, or sitting around the wood burning stove with some apple cider donuts in the fall, if you love nature you will love Grotto Grove!

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!

Stunning Ground Floor Apartment in Green Ridge
Beautifully renovated two-bedroom, ground-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, FireTV, and a fully stocked kitchen with some light snacks. 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 Cabin on Fern Ridge
This cozy cabin on a secluded road is perfect for quiet getaways. Short walk to the 10 mile river, seven minute drive to the Delaware river and the hip hamlet of Narrowsburg, NY. The perfect place to unplug and unwind. Ideal for couples. 4 wheel drive recommended in winter.
Popular amenities for Jessup vacation rentals
Other great vacation rentals in Jessup

All Aboard the Tiny Train Home!

Whimsical Alice in Wonderland Cottage | Poconos

Farmhouse Chic…

The River Retreat (2BR/1.5BA)-Pet Friendly!

Hemlock Cliffhouse: Secluded with Stunning Views

Modern Chalet | lakes | hikes | bikes | Jim Thorpe

Treetops Cottage

Mountain Lodge: Hot Tub, Stunning Views, Fire Pit
Destinations to explore
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- Camelback Resort & Waterpark
- Blue Mountain Resort
- Camelback Mountain Resort
- Jack Frost Ski Resort
- Elk Mountain Ski Resort
- Montage Mountain Resorts
- Bethel Woods Center for the Arts
- Pocono Raceway
- Bushkill Falls
- Camelback Snowtubing
- Big Boulder Mountain
- Camelback Mountain
- Ricketts Glen State Park
- Hickory Run State Park
- Resorts World Catskills
- Sunset Hill Shooting Range
- Lake Harmony
- Delaware Water Gap National Recreation Area
- Mohegan Sun Pocono
- Camelbeach Mountain Waterpark
- Aquatopia Indoor Waterpark
- Penn's Peak
- Shawnee Mountain Ski Area
- Promised Land State Park




