Vacation rentals in Jessup

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Top-rated vacation rentals in Jessup

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The spacious great room features high wooden ceilings supported by exposed beams. Large windows allow natural light to fill the space, which includes a cozy seating area with a light-colored sofa, a dining table, and a fully equipped kitchen in the background.
Barn in Jermyn
4.98 out of 5 average rating, 210 reviews

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.

Top guest favorite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
4.98 out of 5 average rating, 252 reviews

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.

Top guest favorite
The inviting entrance of the two-story farmhouse displays a yellow exterior with white trim. A small porch is accessible via a ramp, lined with potted plants and colorful flowers. A welcome flag is prominently positioned in the grassy area, adding a cheerful touch to the entrance.
Home in The Hideout
4.93 out of 5 average rating, 118 reviews

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.

Guest favorite
The living area features a mix of comfortable seating, including a gray sectional sofa and a deep blue chaise lounge. Natural light floods the space through the windows, highlighting a round coffee table positioned on a patterned rug. A modern television is mounted on the wall for entertainment.
Cottage in Hawley
4.89 out of 5 average rating, 147 reviews

Cozy Modern Cabin in the Woods

Welcome to our Cozy modern cabin in the woods. This 2 bedroom, 1 bathroom cottage combines contemporary decor with modern amenities and an experience all can enjoy. Nested in a quiet wooded area where you can enjoy nature and the creatures who live here. Enjoy your coffee out on the deck, without the noise, and hustle and bustle of the city. Only minutes from downtown Hawley, and Lake Wallenpaupack, where you can enjoy everything the area has to offer, The shopping, restaurants and more!

Top guest favorite
The exterior of the cottage presents a welcoming structure with a porch featuring wooden railings. A stone pathway leads to a patio area, adorned with outdoor seating and string lights, surrounded by lush trees and greenery.
Cottage in Tafton
4.9 out of 5 average rating, 173 reviews

Charming Wooded Nature Cottage near everything

Welcome! Whether it’s hibernation or adventure you will enjoy your stay at the Bear Den Cottage. The beautifully decorated cottage will be your home away from it all while being surrounded by wildlife and still conveniently located near Lake Wallenpaupack, breweries, restaurants and hiking trails. Enjoy the easy access; convenient location and entire private property during your stay. Come see why guests keep coming back. The cottage is located on a private dirt/stone roadway.

Top guest favorite
The living area features a neutral color scheme with a comfortable sofa and a decorative coffee table. A flat-screen TV mounted on the wall provides entertainment, while the adjacent kitchen area showcases modern appliances and cabinetry, blending functionality with a home-like feel.
Apartment in Honesdale
4.99 out of 5 average rating, 298 reviews

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!

Top guest favorite
A relaxing outdoor space features a hot tub surrounded by a wooden deck. Soft lighting from string lights creates a comfortable ambiance. Through the glass doors, a cozy indoor area with a hanging chair and green accent wall is visible, inviting rest and connection with nature.
Cabin in Blakeslee
4.95 out of 5 average rating, 185 reviews

King Size - Romantic - Massage - Pet Friendly

Reconnect with one another and Nature in our updated cabin. * Comfortable and Cozy * Massage Room with oils * Warm fireplace and faux bearskin rug * King size bedroom * Hot Tub * Decor is an optional upgrade * Hiking begins at the door step * Close to many local Pocono attractions Ideally suited for a couple this cabin is nestled in a quaint community surrounded by state forest. We are required to register guests 48 hrs prior to check in.

Top guest favorite
A serene cabin is situated next to a tranquil pond, reflecting the surrounding greenery. The dock extends into the water, offering a peaceful outdoor space. The area features a well-maintained lawn with tall grasses, enhancing the natural setting.
Cabin in Callicoon
4.99 out of 5 average rating, 215 reviews

The Cabin at Pleasant Valley Farm

The cabin is located on a dirt road on our farm with a beautiful pond and an amazing view! This off-grid, cabin has two queen beds (100% cotton sheets), a mini-kitchen with a battery-ignition gas range, solar powered refrigerator, solar lighting, a wood stove, an outdoor shower, a fire pit, and an old-fashioned outhouse. An expansive porch and dock provide comfortable outdoor living. A seasonal favorite, the cabin is available May-Oct.

Guest favorite
A private hot tub is illuminated by soft lighting, situated on a balcony with a view of the night sky. The moon casts a gentle glow over the landscape, while soft clouds drift across the panoramic view of rolling hills.
Home in Honesdale
4.9 out of 5 average rating, 98 reviews

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

Top guest favorite
A living area features two patterned sofas, a round coffee table, and a white rocking chair. Natural light filters through three large windows, illuminating the warm wooden floors. A standing lamp adds a cozy touch, while a decorative plant brings a hint of greenery.
Apartment in Scranton
4.96 out of 5 average rating, 273 reviews

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.

Top guest favorite
Home in Gouldsboro
4.97 out of 5 average rating, 101 reviews

Lakeside Luxe: Lake Views, Theatre, Guest Favorite

Enjoy a summer lakeside escape at Lakeside Luxe in Big Bass Lake, featuring 4 bedrooms, 2.5 baths, peaceful water views, central AC, an 86” theatre room, arcade/game room, and cozy sunroom with swing and coffee bar. Spend your days at the community lakes, beaches, outdoor pool, splash pad, boat rentals, or trails, then grill, relax by the firepit, or unwind by the waterfall views.

Top guest favorite
A group of goats is seen in a grassy area, with a black goat standing atop a wooden platform. The yellow cabin is visible in the background, surrounded by trees displaying autumn foliage.
Farm stay in Greentown
5 out of 5 average rating, 177 reviews

Farm Sanctuary Cabin with a Sunset View! (Cabin B)

Cabin B is a fully equipped cabin located on our gorgeous 35 acre farm sanctuary located in the Pocono Mountains region of Pennsylvania. We are a 501(c)(3) non-profit animal rescue organization and all AirBnB proceeds go to helping animals live their best lives at our sanctuary! Ask us about scheduling a “meet the animals” walking tour during your stay!

Popular amenities for Jessup vacation rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Lackawanna County
  5. Jessup