
Holiday houses in Simpson
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Top-rated holiday rentals in Simpson
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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.

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.

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.

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.

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.

Rural retreat
Make some memories at this unique and family-friendly place. Quiet country getaway in a historic farmhouse near Honesdale, Pa. A charming three bedroom, 2.5 bath home, including a separate bunkhouse and full bath that sleeps 3. With acres to roam and a backyard pond, this is the perfect spot for your friends and family to relax, or explore the restaurants and shops in nearby Honesdale, enjoy an outing to Prompton State Park or ride the regional bike trails.

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

Chalet with year round heated pool, sauna, jacuzzi
Secluded chalet tucked away in the woods of Moscow PA but central to all skiing and water park attractions. Three levels of the home provide ample space for big families to spread out with 4 bedrooms, 3 full bathrooms and 2 half bathrooms. Built in 2025 this is a brand new home ready to welcome your family for your mountain adventure. The pool is heated year-round with a full spa, sauna, and jacuzzi. Our backyard is fully fenced in and private.

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.

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
Popular amenities for Simpson holiday rentals
Other great holiday rentals in Simpson

Cabin Retreat w/ Hot tub | Firepit | Mtn Views

“Zakopane” Log House with Hot Tub - Clifford, PA

Eco Cedar Tiny Cabin/Poconos/Private forest view

Elk Mountain Vacation Home on 21 Acres

Wood Oak Cabin - modern luxe escape in Narrowsburg

Riverfront A-Frame · Fire Pit · Near Wallenpaupack

Luxury retreat w/ scenic creekside hot tub

Cabin- Cozy, Quiet, wooded & private Hot Tub
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- Camelback Resort & Waterpark
- Bushkill Falls
- Bethel Woods Center for the Arts
- Ricketts Glen State Park
- Pocono Raceway
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Camelback Mountain Resort
- Jack Frost Ski Resort
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Hickory Run State Park
- Camelback Mountain
- Resorts World Catskills
- Promised Land State Park
- Mohegan Sun Pocono
- Aquatopia Indoor Waterpark
- Camelbeach Mountain Waterpark
- Pocono Mountains
- Penn's Peak
- Big Boulder Mountain
- Lake Harmony
- Shawnee Mountain Ski Area





