Vacation rentals in Simpson

4.99 out of 5 average rating, 138 reviews

Barn in Jermyn

Restored Barn - 44 Acres with 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.

4.87 out of 5 average rating, 149 reviews

Apartment in Hawley

Newly Reno near Lake Wallanpaupack -Indoor Balcony

Keyless!Apt close to Lake Wallanpaupack <5 minutes of a drive, quiet discreet street, parking on site, large yard and BBQ! Masthope ski area <25 min away! WiFi is shared so please do not expect fast speeds Absolutely NO pets allowed!We pride on cleanliness as well as the fact that our family is deathly allergic-no exceptions please DONT ask. Service animals are not allowed-health Please clean all your dishes before checking out. Laundry/Towels/Sheets do not get cleaned! Only cleaned at checkout!

4.93 out of 5 average rating, 190 reviews

Apartment in Honesdale

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

4.88 out of 5 average rating, 194 reviews

Cabin in Clifford

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!

4.95 out of 5 average rating, 22 reviews

Home in Waymart

Little Brick Bungalow

Unwind in this cozy little private 2 bedroom home in a beautiful country setting. This home offers a relaxing living room with handcrafted fireplace (electric flame), a fully stocked kitchen for delicious meals, and a formal dinning room for connecting around the table. On a sunny day, stretch out on the outdoor patio, grilling up your favorites. Or take a stroll down the dirt road through woods, stone walls and small country farms. No TVs. WiFi throughout. 5 minute drive to local small town.

4.98 out of 5 average rating, 104 reviews

Cottage in Honesdale

The Lake Front Cottage at Lake Alden

Enjoy the natural beauty of the lake from the covered porch, stone patio, or the dock. This two bedroom cottage is great for a small family getaway any time of the year! Come enjoy fishing, boating, and swimming all from your own private dock. Please note that during the winter months weather conditions can rapidly change. AWD or 4WD is recommended for winter stays. Also, occasional power outages do occur year round due to weather. During prolonged outages, generator power can be provided.

4.98 out of 5 average rating, 122 reviews

Home in Honesdale

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.

4.81 out of 5 average rating, 439 reviews

Apartment in South Side

Moosic Suite

Moosic Suite is a private studio apartment exclusively for you and your companions with numerous amenities. The sleeping area contains a Queen size bed in addition to a large window seat. Your private bathroom has a shower. The kitchenette area contains a refrigerator and microwave. There is not an oven, cooktop, or large sink located in this space. All outdoor amenities are shared with other Airbnb guests staying at different apartments located on the spacious city property.

4.98 out of 5 average rating, 235 reviews

Apartment in Honesdale

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!

4.93 out of 5 average rating, 187 reviews

Loft in Union Dale

“The Loft” of Elk Mountain Area

Cozy one bedroom loft located in the heart of the Endless Mountains. A short driving distance from Elk Mountain Ski Resort, D&H Rail Trail, state game lands, summer camps, and many great local bars, restaurants, and wedding venues. The perfect spot for a getaway! There's a fully furnished living area (with pullout queen-size bed) and large dining area that is perfect for a hangout before you hit the slopes. This little slice of cabin-style heaven will not disappoint!

4.85 out of 5 average rating, 123 reviews

Cottage in Nicholson

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.

4.81 out of 5 average rating, 175 reviews

Apartment in Scranton

Private Cozy open floor plan, studio

Escape to this charming Scranton, PA, vacation rental! this 1-bathroom studio is just minutes away from all of the city’s top attractions. Explore historic sites like the Electric City Trolley Museum or plan a ski adventure at Montage Mountain Resort. This studio offers all the comfort you need, including a living area, a pet-friendly policy, and a private yard space. 2 small pets max. Outdoor security cameras on site above entry

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Other great vacation rentals in Simpson

4.9 out of 5 average rating, 10 reviews

Train in Honesdale

All Aboard the Tiny Train Home!

Anne MarieRating, 5 stars1 week ago

This was such a beautiful place to stay! 5 minutes from downtown and 5 minutes from the Veteran Park which my dog loved. My dog loved all the little trails through the fields behind the house and went for a swim in the pond! Views of the farm animals across the street from the deck. You can catch the sunset on the hill behind the house and sunrise from front porch. I really appreciate it that there was wSher/dryer because I was on a long road trip with my dog and desperately needed to do some laundry. There is even a clothesline outside that I used!

Home in Clifford

4.85 out of 5 average rating, 101 reviews

Centrally located 3BR dog friendly home NEPA

EileenRating, 5 stars1 month ago

We had a great experience staying at Gina’s home. It was clean and had what we needed. Being able to have our dogs with us gave us great comfort and it was perfect location for visiting family. Hope to stay again when we visit family.

5 out of 5 average rating, 53 reviews

Tiny home in Lake Ariel

Eco Cedar Tiny Cabin/Poconos/Private forest view

JoshuaRating, 5 stars1 month ago

Tina and Chris' tiny home was a perfect respite from urban living. Coming from a big city, we were looking to spend a few nights in a place where we can slow down, disconnect and enjoy a comfortable and welcoming space surrounded by nature. It's very clear that Tina and Chris put extensive thought into every last detail of the tiny home. It lived up to the photos/description and more! I can still smell that cedar wood! We thoroughly enjoyed our time and would absolutely consider a return in the future.

4.9 out of 5 average rating, 21 reviews

Townhouse in Union Dale

Elkview Townhouse

AmyRating, 5 stars1 week ago

Fantastic stay in a lovely townhouse - quiet, beautiful views, central to the places we needed to be for the weekend. Very nicely renovated - totally updated throughout- beautiful bathrooms - spotless - kitchen very well stocked with anything you'd need. Nice little touches throughout. Guest Roku setup was great so we could stream using our own services. Adela's instructions were perfect - easy to find, easy to get into. Great stay / great host!

4.91 out of 5 average rating, 34 reviews

Tiny home in Honesdale

the Ritz, by camp caitlin

BethRating, 5 stars1 week ago

What a great listing! It's a wonderful, well-stocked little place overlooking Lake Cadjaw. Lots of windows to enjoy the view. The hot tub is fantastic! One caution: there is only one closet with hangers and a few drawers in the larger bedroom and that's it. The smaller bedroom has no storage. There were some empty drawers in the kitchen that I unpacked my suitcase into. Mentioning this so that you're prepared. That said, this is a FANTASTIC place, and we absolutely loved it. Caitlin is super responsive and easy to work with.

5 out of 5 average rating, 3 reviews

Apartment in Dalton

Suites on Main - Unit 3

DebbieRating, 5 stars4 months ago

Loved my stay! Beautiful location above a fantastic cafe! Strongly recommended this place. I’ll stay again.

5 out of 5 average rating, 13 reviews

Home in Honesdale

The Stella House

JeffreyRating, 5 stars1 week ago

Just as described. The host was great and checked on us to see if we needed anything. Updated, clean, homey feeling place with thoughtful furnishings. The AC worked very well and cooled the house down very well. We really enjoyed our stay and the convenience to downtown Honesdale and nearby restaurants and shops. Highly recommend this house and we’d stay here again without question.