Holiday rentals in Jessup

Restored Barn - 44 Acres, 100 Acre Lake

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.

Lakefront Family Home, Kayaks, Hot Tub, Fireplace

Experience the magic of lakeside living and make your getaway truly unforgettable at The Secluded Lakefront Escape. Secluded lakefront home on Lake Henry with breathtaking lake, mountain, and sunset views. New hot tub just added. The space Spend your days with loved ones - fishing, boating, swimming, relaxing by the lake or experience endless activities that the area has to offer. In the winter, light a fire in the beautiful stone fireplace after a long day of skiing, snowboarding, or tubin

Poconos Lakefront Retreat | Sauna + Hot Tub + Spa

Escape to a peaceful lakefront wellness retreat in the Poconos. This cozy 4-bedroom home was created to slow down, reconnect, and recharge. Enjoy the sauna, hot tub, cold plunge, red light therapy, game room, pool table, fire pit, kayaks and canoes. Unplug from everyday life, enjoy the lake, and make memories with the people you love. Wake up to peaceful water views, enjoy coffee on the deck, cozy nights by the fire, and time together without the everyday distractions. Your perfect escape awaits

Forest Lake Log House

Welcome to our log home on a private lake. No HOA, no gates, just privacy. It offers the perfect escape into nature while retaining a sense of tranquility and rustic charm. Set against the backdrop of Pennsylvania's lush forests, this picturesque home combines the timeless beauty of log construction with modern amenities, making it the ideal retreat for those seeking peace and privacy. If you’re seeking a weekend or week long getaway, this is a place to make memories that will last a lifetime.

Chalet with year round heated pool, sauna, jacuzzi

* Pool is heated year round even in the winter* 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.

Roamingwood cottage: The Hideout - Lake Ariel PA

Retreat to this quiet, newly renovated home for your next getaway. Cozy up near the fire then refresh in the rainfall shower. Make a meal in the fully equipped kitchen and enjoy it around the table for 10. BYOB to create drinks in the vintage bar area. Step back in time with retro music on vinyl. And enjoy "The Hideout's" community amenities including beaches, pools, boat rentals, a fitness center, golf, restaurants, an art center, a ski lift, ski hill & tubing, as well as a rec center.

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.

Pocono Castle: Dungeon Escape Room & Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Family fun, hiking, hot tub, sauna, games, playgr

Escape to our beautifully renovated 1850s farmhouse in Lake Ariel—perfect for families, couples, or groups seeking a peaceful Poconos getaway. This historic home, once a working milk farm, blends rustic charm with modern amenities for a truly relaxing stay. Enjoy hiking, trout fishing, and wildlife spotting right across the road at Varden Conservation Area. Inside, you’ll find a fully updated interior with stylish décor, high-speed Wi-Fi, and everything you need for a comfortable stay.

Dog friendly 3 bedroom…sleeps 10

Your family and friends on your journey will be close to everything when you stay at this dog friendly, quaint country area. 15 minutes from downtown Scranton 10 minutes off of I-81 2 miles from Lakeland Orchard Mile from Chapman Lake Newton & Crystal Lake are an easy drive 20 minutes from Elk Mountain Ski Resort Garage for your snow equipment 10 miles to Merli-Sarnoski State Park 5 miles to Maiolatesi Wine Cellars Year round State & Public Parks Easy drive to NYC & Philly

THE CEDAR HOUSE

Escape to the foothills of beautiful Pocono Mountains, enjoy the beauty of nature surrounding The Cedar House. Bring your family, friend and pets. Create beautiful memories from PA. Enjoy the five and a half acres of land, and wild animals passing by . At night enjoy the outdoor fire pit or warm up by the woodstove. Relax under the shade of trees, read a good book and admire lake view. The Cedar House has an unique interior, furnished with custom furniture.

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.