Vacation rentals in Weissport

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.

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!

Modern Luxury Chalet on 10 Private Acres

Newly renovated 4BR/3BA chalet on 10 private wooded acres in the Pocono Mountains. Sleeps up to 12 guests and is packed with amenities: a sauna, indoor fireplace, outdoor fire pit, two dedicated workstations with fast Wi-Fi, a yoga space, sunroom, and a fully stocked kitchen. Whether you’re seeking adventure or relaxation, you'll have quick access to the Pocono Mountains top attractions—whitewater rafting on the Lehigh River and skiing at Blue Mountain, Camelback, Jack Frost, or Bear Creek.

Designer A-Frame w/Hot Tub, 9mi to Jim Thorpe

Welcome to the Poconos Peak, a modern A-Frame retreat nestled among the trees in Lehighton, PA. This stylish 3-bedroom cabin features floor-to-ceiling windows, an open-concept living space, and a private deck with a sunken hot tub. Sleeping up to 7 guests, it blends cozy cabin charm with premium touches like Toto bidet toilets, a fully equipped kitchen, and a dreamy master suite. Minutes from Beltzville Lake, wineries, Seven Sirens Brewing, and a short drive to Jim Thorpe and Blue Mountain.

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!

NEW! Gypsies Suite Retreat -1BR, Awesome Location!

NEW! This newly renovated, charming suite is perfect for 1 or 2 adults who like to be near "the adventure" but in a quiet neighborhood. The self-contained suite has private front and rear entrances & easy parking. There are 3 steps to the front door. The space includes a full-size bed, a full bath, and a kitchenette with a microwave, toaster, coffee pot and Keurig, small fridge, and dining essentials. Laundry is available upon request, and light breakfast foods will be available.

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

Cabin by the creek - Fireplace and Jet Tub

Take it easy at this unique and tranquil getaway. Cozy 2 bedroom cabin that sits a few feet from the creek. The property includes 2 acres of woods on the other side of the creek. Walk across the footbridge and down a short path to a small pond. The cabin was originally a hunting cabin. Over the years it was expanded and converted into a year round residence. The cabin had a 1970’s vibe, so when we renovated it we tried to keep that feel.

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.

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.