
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.

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.

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.

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!

Lake Front Retreat in the Poconos * King Bed*
Our single level lake home awaits your family's memories. Our 3 bedroom, 2 bathroom lake home accommodates up to 6 guests. Lake Larsen can be viewed from any point in our home. A King bed is provided in the master bedroom. Relax, Play, and Enjoy. Our home is located in the 5 * star community of Big Bass Lake. The town of Gouldsboro provides for a country setting, however it is very close to many of the Pocono's attractions.

• New Large 1B Apartment • Wi-Fi, & Free Parking
This clean, simple and modern 2-floor home is perfect for a small group or small family. Comes with free Wi-Fi, kitchen, free parking, fridge, coffee machine, washer and dryer, TV and a comfortable sofa couch. The entrance is on the left side of the home and the bedroom is on the second floor. The home is near all the great locations in the Green Ridge neighborhood and is just a couple minutes away from downtown Scranton.

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.

Lakefront Paradise in the Poconos!
Welcome to Lakefront Paradise in the Poconos! Whether it's soaking in the hot tub, sitting by the fireplace, or taking the boat out on the lake, we have it all ready for you! You are only a short drive to downtown White Haven, Jack Frost, Big Boulder, Lake Harmony, and the Mohegan Sun Casino. You have access to hiking, biking, rafting, skiing, jogging, and casinos all within an easy ride from the home!
Popular amenities for Jessup vacation rentals
Other great vacation rentals in Jessup

Large 2 BR Apt - Historic Home - Honesdale, PA

Farmhouse Chic…

NEW ! cozy & cute 2 bed extended stay suite

Lakefront Cottage & Cozy Ski Retreat. Elk Mountain

Lake Ridge Bungalow w/ outdoor SAUNA

Modern Storybook Cottage near Poconos

Old Country Farmhouse 150 Acre View With Hot Tub

Dreamy Lakeview Log Cabin in Lake Ariel w/ Hot Tub
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Boston Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
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- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Camelback Resort & Waterpark
- Camelback Mountain Resort
- Blue 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
- Lake Harmony
- Resorts World Catskills
- Delaware Water Gap National Recreation Area
- Sunset Hill Shooting Range
- Camelbeach Mountain Waterpark
- Mohegan Sun Pocono
- Aquatopia Indoor Waterpark
- Shawnee Mountain Ski Area
- Penn's Peak
- Promised Land State Park




