Vacation rentals in Simpson

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Top-rated vacation rentals in Simpson

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Top guest favorite
The spacious great room features high wooden ceilings supported by exposed beams. Large windows allow natural light to fill the space, which includes a cozy seating area with a light-colored sofa, a dining table, and a fully equipped kitchen in the background.
Barn in Jermyn
4.98 out of 5 average rating, 217 reviews

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.

Top guest favorite
A serene waterfall cascades over layered rocks into a tranquil pool surrounded by lush greenery. Sunlight filters through the trees, highlighting the natural beauty of the area. The sound of flowing water creates a peaceful atmosphere, ideal for relaxation and reflection.
Cabin in Honesdale
4.99 out of 5 average rating, 227 reviews

Modern Rustic Cabin with Waterfalls and 30 acres

We invite you to get away at our rustic & secluded cabin in the NEPA woods! Our 30 acres of countryside is highlighted by magnificent waterfalls and bordered by over 10,000 acres of state lands. You’ll find yourself unwinding and recharging while hiking, enjoying campfires, or soaking in the hot tub under the midnight sky. Though you will be surrounded by nature, you won’t be roughing it! The cabin is modern and offers everything you’ll need for a comfortable stay. Renter must be 25 and above.

Guest favorite
The rustic cabin, constructed in a classic A-frame style, is surrounded by trees. A wooden deck features several dark blue Adirondack chairs, inviting relaxation. Large windows provide views of the forested area, and a chimney extends from the roof, suggesting a cozy interior.
Cabin in Clifford
4.88 out of 5 average rating, 215 reviews

The Cabin, less than 5 minutes from Elk Mountain

Cozy, little rustic cabin tucked into the woods, 5 minutes for Elk Mountain Ski Resort. Beautiful country setting is a perfect place for family and friends to enjoy a get away. Swimming, hiking and fishing all available nearby. Shopping & movie theaters approximately 25 minutes away. Sleeps up to two couples plus two twin beds in the loft. Fully equipped efficiency style kitchen, wood burning stove, living room and a full bath. Central heat, TV and internet are included. Come relax & enjoy!

Top guest favorite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
4.98 out of 5 average rating, 265 reviews

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.

Guest favorite
A comfortable wooden chair with a blue cushioned seat is adorned with a floral pillow. A dog with a brown coat and a green harness sits relaxed, gazing from the chair. Sunlight filters through a nearby window, illuminating the outdoor space.
Cottage in Greenfield Township
4.88 out of 5 average rating, 104 reviews

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.

Guest favorite
A unique freestanding treehouse stands elevated among tall trees. Stairs lead to the entrance, with a wooden deck extending from the side. The exterior features a combination of dark wood and rustic planks, and large windows allow natural light into the space.
Treehouse in Hawley
4.94 out of 5 average rating, 127 reviews

Gorgeous Luxury Treehouse Tiny Home

Welcome to Treetop Getaways Luxury Treehouse Campground! We are the only one of its kind! Come enjoy a night in the trees at this absolutely gorgeous freestanding treehouse. This beautiful little 200 sq ft rustic cabin in the air, has absolutely everything you could ever want from your vacation including a pull out sofa bed and a regular bed, hot and cold running water, regular toilet, everything you need to cook, Wi-Fi, TV, and the most comfortable bed you've ever slept in.

Top guest favorite
Home in Narrowsburg
4.92 out of 5 average rating, 135 reviews

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.

Guest favorite
Two rustic wooden rocking chairs are positioned beside a circular fire pit on a comfortable patio. The inviting entrance of a cottage is visible in the background, featuring a decorative front door and a porch with railing. The setting offers a welcoming outdoor space.
Cottage in Nicholson
4.88 out of 5 average rating, 176 reviews

Lakeside Cottage near skiing/waterparks/wineries

Welcoming cottage located on a private lake near skiing, golfing, waterparks, wineries, and breweries. Recently renovated with a large living/dining area perfect for relaxing and gathering with family & friends. Offers an additional loft with 2 full-size beds, great for kids. A short walking distance from a year-round bar and grill with a rotating seasonal menu and craft beer. Several other casual and fine dining options are located within minutes.

Guest favorite
A private hot tub is illuminated by soft lighting, situated on a balcony with a view of the night sky. The moon casts a gentle glow over the landscape, while soft clouds drift across the panoramic view of rolling hills.
Home in Honesdale
4.91 out of 5 average rating, 108 reviews

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

Guest favorite
A scenic view from the cabin deck showcases a vast green field lined with trees and gentle hills in the background. The landscape is bathed in natural light, with clear skies visible above.
Cabin in South Gibson
4.88 out of 5 average rating, 169 reviews

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.

Guest favorite
Cabin in Clifford
4.88 out of 5 average rating, 185 reviews

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.

Guest favorite
Home in Honesdale
4.94 out of 5 average rating, 127 reviews

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.

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