Holiday rentals in Weissport

Comfort 4 All Seasons

Newly renovated Guest House on our property! Book your stay with us at Comfort 4 All Seasons! Perfect for leisure or business travel. Couples, families, friend or work groups welcomed. Our goal is to provide a comfortable stay for everyone! - Located just minutes away from Blue Mountain Resort, Country Junction, the PA Turnpike! -Close to Jim Thorpe, Skirmish, Pocono Whitewater, Penns Peak & many other Lehigh Valley & Pocono Mountain attractions! - Continental breakfast included at check in!

Downtown Apartment

This 2br, 1.5 bath apt. is in a historical building in downtown Jim Thorpe, providing a view of the courtyard and street below while allowing easy access to the shops on Broadway! Stay among Jim Thorpe's restaurants, bars & entertainment such as Molly Maguires, Broadway Pub, Moya, Mauch Chunk Opera House & the D&L Trail. Rent a bike, wander the historical sites, shop, or ride the train without moving your car! Apt has garage parking! The garage is small so large vehicles/trucks will not fit.

The "OASIS" Guesthouse Escape

The "OASIS" Guesthouse is located 7 min. from the Charming Town of Jim Thorpe, the Beautiful Lehigh River and many adventures such as Hiking, Boating, Biking, Fishing, Swimming, Live Music, Great Restaurants, and Shopping. Also offers 2 bedrooms with Queen Size Beds and a Meditation Room for mindfulness and relaxation. FREE PARKING ON PREMISEAND DEDICATED FREE PARKING SPOT IN JIM THORPE. Come Escape. Adventure awaits! Family friendly. LGBT Friendly. No pets. No children under 3 yrs.

Creekside Cabin - Creek, Pond & Indoor Fireplace

Enjoy our cozy two bedroom rustic cabin that sits a few feet from a flowing creek, and a relaxing pond. The cabin was originally built as a one room hunting cabin with knotty pine walls, wood ceiling and large stone fireplace. The addition of 2 bedrooms, a bathroom and laundry converted the cabin into a comfortable home, while maintaining the original charm and character. The original hunting cabin space is now the great room, with the kitchen on one side and the family room on the other.

The Lodge on Gilbert Hill

Relax with the whole family at this peaceful place. This exquisite estate spans 10 acres of picturesque rolling terrain, offering unparalleled comfort, tranquillity & views of nature. Situated near the Appalachian Trail and the Poconos provides endless options. Just 7 min. from historical Jim Thorpe with hiking trails, public rivers & lakes, rafting, biking, shops, restaurants, and train rides! Looking for a winter fun, we are 20 min. from popular ski areas & cut your own Xmas tree farms!

Blue Mtn Farmhouse w Hot Tub, Arcade & EV charger

Outdoor adventures await at the historic Blue Mountain Farmhouse, minutes from the Blue Mountain 4-seasons resort. Winter brings skiing, boarding and tubing, while warmer seasons offer mountain biking, trail running, adventure races, ropes courses, and frequently events (Octoberfest, spartan race). Rent for the summer while the kids enjoy Blue Mountain daycamp. Hike the Appalachian trail, visit vineyards or stay home and enjoy the firepit, games room and hot-tub.

🌲 Tree House Suite🌳

Welcome to The Sleeping Bear Retreat at Jim Thorpe. Located at the top of the mountain, and only minutes from the center of town, our 2 Bed / 2 Bath carriage house suite offers comfort, privacy and convenient access to everything Jim Thorpe has to offer. While it is not an actual tree house, it is a carriage house surrounded by trees on most sides. The name "Tree House" comes from former guests who named this space, and for that we are forever grateful <3

Historic Home in the Heart of Jim Thorpe

Right in the heart of downtown historic Jim Thorpe this home, built in 1896 sleeps up to 6 people. The home has a fully equipped kitchen, dining room and living room. The second floor includes a formal sitting room with large windows overlooking the town's main street, one bedroom has a queen sized bed There is a large bathroom with a modern walk in shower. The third floor where you will find two additional bedrooms with full sized beds.

Private Beach+Dock | Pickleball | Firepit | Bikes

💦 Private dock 🏖️ Private sand beach 🔥 Large firepit 🎣 Fishing 🚲 Bikes 🎾 Pickleball & tennis 🔋 EV charging 🎱 Pool table & foosball 🏊‍♂️ Pool access 🛶 Kayaks, canoe, SUPs ★ Secluded lakefront location ★ 10mins to historic Jim Thorpe ★ Community amenities: outdoor pool, playground, tennis & pickleball ❄️ Big Boulder Mtn. ski only 15mins ❄️ ❄️ Jack Frost 23min ; Blue Mtn. 29min ❄️

Magnificent Victorian Townhouse with Parking.

Immersive Victorian experience. This home, built by Congressman Milo Dimmick (1871), has been authentically & lovingly restored. It's equipped with modern amenities. Situated in the heart of downtown, steps away from The Mauch Chunk Opera house, shops & restaurants. Sleeps 8 adults. NOT recommended for small children (2-12). NO PETS. 2 private parking spaces. Intimate engagements, small elopements welcome.

Cold Spring Cabin LLC

relax and enjoy this cozy cabin nestled right next to the woods, relax on the covered back porch and listen to everything nature has to offer or hang around the propane fire pit with your favorite drink there are many local wineries to enjoy and great resturants,cold spring cabin LLC is close to historic Jim Thorpe and the pocono mountains, 2 ski resorts and plenty of hiking and biking trails.

Theater. Chairlift. Step Free Entry. Pet Friendly!

Escape to The Retreat at Bear Creek Lakes in the Poconos! This spacious 3-BR, 2.5-BA home sleeps 10. Perfect for families, it features a state-of-the-art home theater, accessible design with a chairlift, and a large deck. Enjoy private community access to a lake, beaches, and a pool. Your ultimate mountain getaway awaits!