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Stunning 50s Ski Chalet, Jukebox, Hot Tub & More!

Step into our 50s diner-inspired chalet — where classic charm meets modern comfort. Highlights: *Stunning mint green fridge *Custom Diner banquette seating *A jukebox! *California king-sized bed *High-speed wifi *Dogs Welcome! *Spa-like retro-tiled bathroom *Deluxe hot-tub *Luxurious velvet sofa *Stunning spiral staircase to open loft *Adorable "Little Bear Cave" Play space *Pass-Thru Cafe Window on the deck Retro meets modern... enjoy the best of both worlds here @thehappydayschalet.

Cozy Pocono Cabin on an Acre

If you are looking for a quiet and intimate getaway or adventure, this is it! Step into this unique log sided cabin with all the Pocono's aesthetic you could want. Relax & recharge in the open concept knotty pine kitchen and living room. The vaulted loft provides an open & airy feel. The bedrooms feature brand new beds and large closets. The kitchen is well stocked and the living room features a wood burning fire place, Roku TV, two couches, a DVD collection, Nintendo 64 and boardgames.

Jim Thorpe home-perfect for a couple! Parking spot

Ashrin Station sits just steps from the old world charm of downtown Jim Thorpe. Built in 1848, the home is full of historic appointments and modern conveniences - the perfect setting for a couple looking to get into the mountains while also enjoying the benefits of small town life. There's a large eat-in kitchen, a comfortable living room with pool table and a rustic backyard with a cozy fire pit. Plus a dedicated parking spot. All just a 5 minute walk from downtown Jim Thorpe.

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.

Quiet Waters Cottage--Whole House, On The Water!

Beautiful 2 BR cottage on the water between pond & creek. Whole house with fully equipped kitchen, dining area, living room with fireplace, work areas with high speed internet, books, games, and ROKU TV. Primary bedroom faces the pond; 2nd bedroom is creekside. Outdoors include: gas firepit, picnic tables, gas grill, games, and seating by the water. This special get away is close to stores and Poconos seasonal activities, but tucked away for your relaxation and enjoyment.

Cozy Apartment on Historic Race Street

Immerse yourself in the heart of downtown Jim Thorpe, on Historic Race Street. Explore the vibrant culinary scene, unwind at trendy bars, shop to your heart's content and embark on thrilling adventures like biking, hiking, and rafting. This prime location ensures an unforgettable time! *Please note, the bed room with the single bed will only be open if a third person is added to your reservation or if you contact us prior - otherwise, that room will be locked.*

Private Serene Studio on Bear Mountain

Stay in a private, serene studio on Bear Mountain in scenic Jim Thorpe, Pennsylvania. You'll be steps away from famous hiking trails (Glen Onoko), ski slopes (Jack Frost and Big Boulder), and the heart of charming Jim Thorpe (which is consistently listed as one of America's best small towns). I know all the best places to visit in town and can help you discover them, too. There is so much to do here. I’d be happy to inform you about what’s available.

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.

Ski In/Out JackFrost Townhouse w Fireplace

You may have just found your perfect Mountainside Retreat at Jack Frost! This newly renovated, ski-in/ski-out townhouse is a cozy base for any Pocono adventure. With comfortable bedding for 6 guests, and occupancy up to 8 guests, it features a wood-burning fireplace, a fully equipped kitchen, an EV charger, and summer lake club access. Enjoy modern comforts and direct slope access for an unforgettable getaway from the city.

Secluded Suite outside of town.

A small suite located above the town of Jim Thorpe. I am really geared towards couples looking for a weekend getaway. The space is smaller but very easily accomadates two people. A big step up from any hotel room/suite. The rental is not located in the town of Jim Thorpe. I am located about 10 minutes outside of town and about 5 minutes away from Penns Peak. The rental is connected to home but completely seperate.

Mountainside Muse

Renovated workshop turned into an eclectic living space! Has a rustic, homegrown feel with a beautiful view of Flagstaff Mountain. Perfect for outdoor adventurists or anyone looking for a cozy weekend getaway. Located at base of Mt. Pisgah. Walkable distance to two switchback trail heads. Three minute drive to Downtown Jim Thorpe, or 15 minute walk (steep incline). 8 minute drive to Mauch Chunk Lake park.

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.