
Holiday rentals 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.
LocationFamilyCheck-in
4.98 out of 5 average rating, 229 reviews
Entire Furnished Unit ~ Short Walk to Downtown
Walking distance to Wayne Memorial Hospital & Down Town Honesdale to Breweries, Restaurants, Shopping, Hiking & Biking. Built in 1900, The Irving Cliff Glass Building was recently converted into luxury apartments. Here's your chance to stay in a modern industrial unit with the following: King Size Bed Free wifi Smart TV's w/ Netflix and Disney Plus Coffee Station Including Decaf & Tea Fully Stocked Kitchen Leather Sofa With Pullout Bed Washer / Dryer in Unit Exterior Security Camera
FamilyValueNearby
4.92 out of 5 average rating, 250 reviews
Old Country Farmhouse 150 Acre View With Hot Tub
Escape to our charming Old Country Farmhouse with a view of 150 acres —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 the wide-open views from the balcony, or enjoy your morning coffee while breathing in the fresh country air. Fall is here, and the leaves will soon be changing! Come experience the beautiful autumn colors across the countryside—you won’t want to miss the view. 🍂
LocationValueHospitality
4.88 out of 5 average rating, 128 reviews
Cabin- Cozy, Quiet, wooded & private Hot Tub
Endless Mountains Charm, easy access location yet secluded, wooded and private!! Cozy 2 year old rustic Cabin, year round hot tub, grill, fire pit located on 50 acres of peaceful wooded property on a no through dirt road. 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, kayaking, biking, state parks shopping and antiquing.
ValueFamilyBreakfast
4.99 out of 5 average rating, 108 reviews
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.
FamilyValueTV
4.93 out of 5 average rating, 136 reviews
Heated Pool |Lakeview|HotTub|Movie Theater|Games
The Lakeview Oasis you have been waiting for! This newly renovated beauty has 6 large king bdrms, sleeps 17 guests, 3 full baths w/ porcelain tiled heated floors, a movie theater, game room, hot tub and pool! Indulge in pure relaxation as you soak up the serene beauty of the private lake. Immerse yourself in the warm embrace of the bubbling hot tub, savoring the tranquility and starry nights. Dive into the inviting heated pool, refreshing your senses while basking in the glorious sunshine.
LocationFamilyHot tub
5.0 out of 5 average rating, 117 reviews
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.
ValueFamilyQuiet
4.88 out of 5 average rating, 127 reviews
Pocono fun, hiking, 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.
FamilyLocationLaundry
4.9 out of 5 average rating, 109 reviews
Artful Retreat – Next to The Himalayan Institute
Lovingly updated, including new furniture, mattresses and 400-thread-count sheets, this peaceful retreat sits on an expansive 1.3 acre lot, adjacent to The Himalayan Institute property, which offers yoga, seminars and massage, etc. Enjoy your morning coffee watching the sunrise from the deck and occasionally see deer roaming through the back yard. This light, airy home is filled with whimsical touches and artwork throughout. We welcome people from all backgrounds and walks of life.
LocationFamilyLong stay
4.97 out of 5 average rating, 144 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.
LocationValueTV
4.87 out of 5 average rating, 109 reviews
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!
LocationFamilySolo travel
4.99 out of 5 average rating, 318 reviews
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.
FamilyLocationAmenities
5.0 out of 5 average rating, 16 reviewsPopular amenities for Simpson holiday rentals
Other great holiday rentals in Simpson

Rural retreat
LocationValueAccuracy
4.97 out of 5 average rating, 39 reviews
Legacy Farm Retreat-modern farmhouse-mountain view
LocationFamilyCheckout
5.0 out of 5 average rating, 36 reviews
Elk Mountain Vacation Home on 21 Acres
FamilyLocationGetting around
4.97 out of 5 average rating, 73 reviews
Roamingwood cottage: The Hideout - Lake Ariel PA
ValueLocationBeach
4.93 out of 5 average rating, 30 reviews
Tranquil Lake Haven: Your Greenfield Retreat
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4.97 out of 5 average rating, 87 reviews
Crystal/newton lakefront on golf course near Elk
FamilyValueHiking
4.88 out of 5 average rating, 50 reviews
Moose House at Quarry Hill Farm
LocationFamilyEV charging
4.91 out of 5 average rating, 22 reviews
Dog friendly 3 bedroom…sleeps 10
LocationFamilyDecor
5.0 out of 5 average rating, 54 reviewsDestinations to explore
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- Bushkill Falls
- Ricketts Glen State Park
- Camelback Mountain Resort
- Pocono Raceway
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Camelback Mountain
- Bethel Woods Center for the Arts
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Hickory Run State Park
- Resorts World Catskills
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Mohegan Sun Pocono
- Penn's Peak
- Big Boulder Mountain
- Camelbeach Mountain Waterpark
- Shawnee Mountain Ski Area
- Lake Harmony
- Three Hammers Winery
- Binghamton University
- Tobyhanna State Park





