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, 207 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
A modern A-frame cabin is illuminated by warm outdoor lights, showcasing a spacious deck and hot tub. The structure features large glass doors that open to a cozy living area, while the surrounding woodlands provide a serene backdrop. A gravel pathway leads to the entrance.
Cabin in Damascus
4.98 out of 5 average rating, 246 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.

Guest favorite
A spacious living area features large triangular windows that frame expansive lake views. Cozy sofas are arranged around a stone fireplace, while a rustic dining table sets a welcoming tone. Natural light floods the room, creating a bright and open atmosphere.
Home in Lake Ariel
4.98 out of 5 average rating, 50 reviews

Waterfront, Hot Tub, Dock Kayaks, Movie/ Game Room

🌲 Welcome to A-Frame of Mind, your private lakefront escape designed for relaxation, connection, and unforgettable moments. Wake up to breathtaking views, spend your days on the water, and end your nights by the fire under the stars. 🌊 Lakefront w/ Private Dock 🛶 5 Kayaks + 2 Paddleboards + Paddle Boat 🔥 Hot Tub + Fire Pit + Wood 🎬 Movie Lounge w/ 75” TV + Popcorn Machine 🎮 Polycade Arcade + Game Room 🍔 Propane + Charcoal Grill 🔥 Indoor Gas Fireplace 🌅 Stunning Views from Every Level

Top guest favorite
A two-story yellow farmhouse is framed by lush greenery, with a stone walkway leading to the front entrance. The home features large windows and a welcoming porch with white railings. Nearby, a greenhouse is visible in the background.
Home in The Hideout
4.93 out of 5 average rating, 117 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.

Top guest favorite
A spacious living area showcases an L-shaped couch arranged around a modern coffee table. Large windows offer views of the surrounding forest. The ceiling features wood paneling, complemented by pendant lighting, while a fireplace adds a cozy touch to the room's contemporary design.
Home in Narrowsburg
5 out of 5 average rating, 105 reviews

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.

Superhost
A handcrafted wreath featuring a peace symbol is displayed on a blue door. The wreath is made of natural vines, accented with burlap for texture. Below, a welcoming message is elegantly designed in a friendly script.
Guest suite in Scranton
4.79 out of 5 average rating, 886 reviews

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.

Top guest favorite
Condo in Scranton
4.94 out of 5 average rating, 166 reviews

*Scranton Condo - Close to Downtown*

Perfect and ample space for 2! Unbelievable natural light during the day. Super easy to get to and from key locations! Montage Mountain nearby! Mohegan Sun Casino nearby! Downtown nearby! There is no better place to stay than to stay in our stylish condo. This condo is below another Airbnb. Make sure to check our other listings. We highly recommend our space for those wanting to explore all of what #NEPA has to offer! We are Superhosts and will exceed all your expectations!

Guest favorite
Cabin in The Hideout
4.96 out of 5 average rating, 298 reviews

Condé Nast featured A-frame. Hot Tub. Lake. Pools

Sink into the hot tub and let the Poconos do the rest. This Condé Nast-featured mid-century A-frame is nestled among the trees, just minutes from the lake — a beautifully curated escape two hours from NYC with everything you need to completely unwind. Soaker tub with a tree-top view, chef’s kitchen, fire pit, community pools, and a bathroom so good it’s been featured in Condé Nast, Houzz and West Elm. This is the one you’ve been saving on Pinterest

Top guest favorite
The chalet at dusk presents a view of the inviting heated pool with soft blue lighting. A spacious deck extends from the home, adorned with comfortable seating. The background showcases trees, enhancing the secluded atmosphere, while warm lights illuminate the home's exterior.
Chalet in Covington Township
4.96 out of 5 average rating, 57 reviews

Chalet with year round heated pool, sauna, jacuzzi

Secluded chalet tucked away in the woods of Moscow PA but central to all skiing and water park attractions. Three levels of the home provide ample space for big families to spread out with 4 bedrooms, 3 full bathrooms and 2 half bathrooms. Built in 2025 this is a brand new home ready to welcome your family for your mountain adventure. The pool is heated year-round with a full spa, sauna, and jacuzzi. Our backyard is fully fenced in and private.

Guest favorite
Home in Dickson City
4.92 out of 5 average rating, 26 reviews

The GoldenHour Retreat #2

This peaceful and centrally-located duplex home is a wonderful retreat featuring a huge shared back patio with an equally large shared yard. Relax on a covered front porch with seating for morning coffee. You can enjoy the 50" Roku TV, or cook some warm soup in a beautiful kitchen with a huge single basin sink and granite countertops and enjoy new appliances. Feel at peace as you take a relaxing stroll in this friendly neighborhood.

Top guest favorite
Apartment in Scranton
4.96 out of 5 average rating, 271 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
A cozy outdoor space is illuminated by string lights, highlighting a fire pit surrounded by vibrant red chairs. The cabin's structure looms in the background, set amidst a tranquil wooded area with a ground covered in autumn leaves.
Cabin in The Hideout
4.99 out of 5 average rating, 105 reviews

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.

Popular amenities for Jessup vacation rentals

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