Holiday houses 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.

Location · Value · Pets

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

Family · Location · Hot tub

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.

Family · Value · Sleep quality

The GoldenHour Retreat #1

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 55" Fire stick TV, or cook some warm soup in a beautiful kitchen with a huge single basin sink and granite countertops and enjoy new appliances. We love the charm of the refinished original wood floors. Feel at peace as you take a relaxing stroll in this friendly neighborhood.

Family · Location · Pets

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.

Value · Family · Accuracy

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.

Family · Location · Comfort

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!

Value · Location · Sleep quality

Lakefront, Dock, Boats, Hot Tub, Game Room

🌲 Welcome to your private Lake Henry retreat, The Stillwater House, where stunning waterfront views, modern renovations, & endless entertainment come together for the perfect getaway. Whether you're paddling across the lake, soaking in the brand-new hot tub, or enjoying movie night with your crew, this home was designed for making memories. 🌊 Lakefront + Private Dock 🛶 Kayaks, Paddle Board & Row Boat 🔥 7-Person Hot Tub 🎬 Movie Room + Game Room 🪵 Fire Pit & Hammock 🔥 Fireplace

Family · Hot tub · Comfort

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.

Value · Family · Quiet

Lakeside Luxe: Lake Views, Theatre, Guest Favorite

Enjoy a fall 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 a cozy sunroom with a swing and coffee bar. Spend your days admiring the fall foliage, exploring nature trails, fishing, swimming at the community indoor pool, or renting a boat through October 15. Then grill, relax by the firepit, or unwind while enjoying the nearby waterfall views.

Location · Value · Backyard

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.

Family · Value · Laundry

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

Value · Family · Long stay