Holiday 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.

Value · Location · Access

Cabin- Cozy, Quiet, wooded & private Hot Tub

Relax in the woods in our rustic cozy cabin. Private hot tub. Located on 50 acres of peaceful wooded property on a no through dirt road. Less than 1/2 mile from I-81 yet secluded and close to area attractions. Come to our country property and experience nature firsthand. Kick back and relax or check out the nearby activities such as Elk Mountain Ski Resort, (8 miles away), Scranton (20 miles). We have many excellent restaurants, golf courses, hiking, fishing, state parks shopping and antiquing.

Location · Family · Condition

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.

Location · Family · Layout

Cottage on House Pond

Intimate Lakefront country cottage on beautiful House Pond. Just 3 minutes from the Lake Wallenpaupack boat launch and 5 minutes from shopping, restaurants, bars, boat tours, fantastic hiking trails, and more. At this quiet, newly renovated (2022) retreat, you can experience great fishing, incredible sunrises and sunsets, bald eagles, blue herons, deer, various birds, and other wildlife. Relax and dine on the deck or lakeside flagstone patio while enjoying crackling embers in the fire pit.

Location · Value · Layout

LochNest... Your Lakeside Abode on Newton Lake

LochNest... Lakeside Abode... Where Eagles Fly By. This four bedroom lakefront home is a special spot where memories are made all year long. Elk Mountain is nine miles away for family and friends to traverse the mountain slopes during Winter. Spring brings fresh flowers, with magnificent mountain laurel & rhododendron blossoms. Kayak, fish, and swim during Summer's glorious days. Enjoy exceptional Fall foliage from the warmth of the lakefront sun room, as others hike the local trails.

Location · Family · Air conditioning

Pocono heated pool, hot tub, sauna, games, playgr.

Escape to our beautifully renovated 1850s farmhouse in Lake Ariel—perfect for families, couples, or groups seeking a peaceful Poconos getaway. This historic home, once a working milk farm, blends rustic charm with modern amenities for a truly relaxing stay. Enjoy hiking, trout fishing, and wildlife spotting right across the road at Varden Conservation Area. Inside, you’ll find a fully updated interior with stylish décor, high-speed Wi-Fi, and everything you need for a comfortable stay.

Location · Family · Air conditioning

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.

Value · Location · Sleep quality

The Little Hayloft in Historic Honesdale, PA

The Little Hayloft is a newly renovated small one bedroom apartment in the heart of downtown historic Honesdale. Years ago, it was actually once a hayloft above a three horse stable before the invention of automobiles! Just a few blocks from Main Street Honesdale and walking distance to the historic heart of Honesdale, you will find plenty of great food and drink, shopping, art and antiques and much more charm that the little lovely town of Honesdale, PA has to offer!

Value · Location · Indoor spaces

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

Family · Value · Air conditioning

2-Bedroom, 1-Bath Getaway

Welcome to Carbondale retreat ! Apartment B is a clean and comfortable 2 bedroom, 1-bath unit in a well-kept multi-family home. It includes a full kitchen, living space, private patio, balcony, in-unit laundry, and off-street parking. 17 mins to Dickson Pa and 20 mins to Scranton home of the OFFICE SHOW! 21 mins to montage Mountain Resorts J (skiing, waterparks. Come and enjoy all that Carbondale and the surrounding area have to offer.

Location · Family · Hospitality

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.

Family · Value · Comfort

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

Value · Family · Amenities