Vacation rentals in Simpson

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.

1-Bedroom, 1-Bath

Welcome to Apartment C This charming and modern apartment is part of a multi-unit house, located at the back on the second floor. It offers a cozy and private retreat with a fully equipped kitchen, one bedroom, and one bathroom. Enjoy the convenience of a smart TV, free Wi-Fi, and a seamless keypad entry system. there’s a parking spot for one car in the front of the house (please use the front garage Pet Policy: Pets no pets on the main bed. Heat set in Apt A. Message if you need changes.”

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Watermelon Chateau -12 mins to Elk Mtn- Lake View

Welcome to The Watermelon Chateau, our cute and cozy cottage in beautiful Northeast PA! Come enjoy every activity the region has to offer year round. Skiers will love the close proximity to Elk Mountain. You can also enjoy kayaking, biking, hiking, golfing and more during the warmer months. It's hard to beat an early morning coffee or evening glass of wine on the deck overlooking the water, and the fire pit is ideal for roasting marshmallows under the crystal clear night skies.

Modern Secluded Retreat

Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

Teal Cottage in Honesdale

Newly renovated cute cottage in historical Honesdale. Originally built in the 1940's as a TV repair shop and lovingly converted into a home. You will find yourself in rural PA, yet close enough to walk to the shops and restaurants in town. Get away from the hustle and bustle of city life and enjoy a few peaceful days in our lovely town. Garage parking for one car or a 15 minute walk from the Shoreline bus drop-off.

Old Country Farmhouse 150 Acre View With Hot Tub

Escape to our charming Old Country Farmhouse with a view of 150 acres —perfect for couples, families, or anyone seeking a relaxing rural getaway. Located on a working farm with cows grazing and stunning views, this peaceful getaway offers a true taste of the countryside. Unwind in the private hot tub, take in wide-open views from the balcony, or sip your morning coffee while breathing in the fresh country air

Elk Mountain Ski Area; Rustic Cabin on 15 Acres

Escape to a rustic cabin retreat set on 15 acres with breathtaking mountain views in the heart of the Endless Mountains. Just 5 miles from Elk Mountain Ski area and conveniently close to NEP Rails to Trails, Lackawanna State Park, and other natural attractions like Salt Springs Park (35 min away). Enjoy proximity to shopping and dining in Clifford, Clarks Summit, and the Scranton area.

The Eagle House at Quarry Hill Farm

Eagle House is a cozy mountain retreat just 10 minutes from Elk Mountain Ski Resort. This spacious cabin sleeps 8 across 5 bedrooms and features a full kitchen, fireplace, and two family rooms with TVs—perfect for relaxing after a day outdoors. Surrounded by peaceful woods, it’s ideal for ski trips, getaways with friends, or family retreats in every season.

Watts Hill - Country Retreat

Three bedroom, green energy/solar powered home on several acres of land. Amazing views, secluded, hi-speed internet for work/school from home, modern kitchen, propane grill, and dog friendly! Less than 5 min drive to downtown Honesdale, where you can find restaurants, breweries and local shopping.

Luxury Tiny House near Honesdale

Luxurious Tiny house just 8 miles from Historic Honesdale, PA. The tiny house is located on a rural property. A perfect escape from all the noise and bustle of the city. We also tap around 1800 maple trees for sap and convert it to pure maple syrup which is available for purchase.

Lakefront A-frame near Elk Mountain

Escape to our cozy A-frame retreat on beautiful Foxton Lake,the perfect romantic getaway. Tucked among the trees and just 25 minutes from Elk Mountain Ski Resort. This private 26 acre lake stay is ideal for couples and small families looking to relax and reconnect.