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Compare 54 Chalets in Simpson with updated reviews, rates, and availability.

★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!
9.8 out of 10, Exceptional, (280)
"This property is beautiful very quiet and relaxing. Close to alot of attractions we wanted to do. Excellent host very easy to communicate when i had questions. "
The price is AED 547
AED 1,448 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!
Lake Wallenpaupack, Poconos Hilltop Haven with children’s playarea and 5 kayaks!
10.0 out of 10, Exceptional, (25)
"This vrbo was the most well appointed one I have ever stayed in. They had everything you could need in the kitchen and an incredible amount of toys for the children to play with. "
Lake Wallenpaupack, Poconos Hilltop Haven with children’s playarea and 5 kayaks!
Lakefront Cabin with Fantastic views & Private Dock, The Hideout!!
10.0 out of 10, Exceptional, (12)
"Eight family members stayed for a week in this lovely home. It was well stocked with all the supplies that we needed. We particularly enjoyed the use of the canoe, water boards, and tubes during our stay. During the week we all enjoyed the many facilities of the Hideout."
Lakefront Cabin with Fantastic views & Private Dock, The Hideout!!
Briar Hill North Lakefront Contemporary with Private Dock
9.2 out of 10, Wonderful, (50)
"Beautiful house, plenty of room, comfortable and perfect spot on the lake ."
Briar Hill North Lakefront Contemporary with Private Dock
The All Season Retreat!
9.0 out of 10, Wonderful, (4)
"Good"
The All Season Retreat!
🍁🍁 Celebrate the changing colors of Fall at Willow’s Place! 🍃🍁🍂🍁
10.0 out of 10, Exceptional, (24)
"The property was perfect for our two families. The children loved all the games and mini golf. We enjoyed every aspect of the house. From fire pit nights, relaxing on the front porch, and family dinners in the sunroom. Wish we could have stayed longer. "
🍁🍁 Celebrate the changing colors of Fall at Willow’s Place! 🍃🍁🍂🍁
Adorable lake home with 2 bedrooms and sleep in loft with full size beds
10.0 out of 10, Exceptional, (47)
"Adorable cabin , very clean , cozy, Nice area! We had everything we needed. You will need to bring your own sheets and towels. WiFi was fast."
Adorable lake home with 2 bedrooms and sleep in loft with full size beds
Spacious 5 BR/3 BA Pocono Chalet game room in the Hideout
9.4 out of 10, Exceptional, (44)
"The house was nice. It wasn't quite as secluded as we had expected. Getting checked into the gated community took some time as there was a long line of people waiting to register. The property manager was very helpful and quick to get back to us."
Spacious 5 BR/3 BA Pocono Chalet game room in the Hideout
Booking Leaf Season....Lakefront on Wallenpaupack with Hot Tub
9.4 out of 10, Exceptional, (64)
"We had such a beautiful weekend with family at this property! We took full advantage of all amenities provided including the hot tub and kayaks. The property was clean and spacious and we would love to visit again! "
Booking Leaf Season....Lakefront on Wallenpaupack with Hot Tub
Heated Private POOL, Lakeview, HotTub, Movie Theater, Game Room
10.0 out of 10, Exceptional, (7)
"The property was clean, well maintained. Hot tub was great. Very spacious. Great scenery. Host promptly answered questions. Would definitely book again. "
Heated Private POOL, Lakeview, HotTub, Movie Theater, Game Room
Lakefront chalet, in a pristine setting, with privacy and spacious loft. 5 STAR.
9.6 out of 10, Exceptional, (106)
"My husband and I stayed for our anniversary week in early September and the place could not have been more perfect! The photos in the listening don't do the property justice. The lake was spectacular. Perfect location with rustic cabin charm!"
Lakefront chalet, in a pristine setting, with privacy and spacious loft. 5 STAR.
Pocono Chalet- walking distance to Lake Wallenpaupack- 3 Full baths
10.0 out of 10, Exceptional, (3)
"This house is such a good use of space! We were a family of 8 and we fit perfect and even had an extra bed. The central space is nice to gather and the deck was lovely. This was a quick walk to the water and central to everything we wanted to do in the area. Heather was super responsive and wonderful to work with! We would absolutely stay again and recommend the property. "
Pocono Chalet- walking distance to Lake Wallenpaupack- 3 Full baths
Cozy Cedar Chalet with Heated Pool
10.0 out of 10, Exceptional, (9)
"I selected the home because it was close to Lake Winola, where we had our high school class reunion. The house was immaculate and had many areas where we could sit and catch up. Although the weather didn't cooperate, we were able to take a dip in the beautiful pool. We would definitely book there again."
Cozy Cedar Chalet with Heated Pool
Cozy chalet-style home with fire pit in The Hideout, a five star community.
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay. House is very well kept and its a very peaceful place to spend some quiet time."
Cozy chalet-style home with fire pit in The Hideout, a five star community.
Walk to Beach, Spacious Backyard
8.6 out of 10, Excellent, (4)
"House was perfect for what we needed. Traveled with two toddlers and grandparents. Tons of games to choose from to keep you occupied when not at the beach. House in a community that had beaches and pools. So easy to enjoy your time"
Walk to Beach, Spacious Backyard
Lakes, Ski Hill, Golf, Game Room & Endless Foliage @ Chalet on the Green
10.0 out of 10, Exceptional, (4)
"Great host, and great property! Our family came up from Florida to visit. Very clean, very spacious. The host was amazing and took care of everything. Everyone LOVED the place, and will definitely be staying here in the future. "
The price is AED 554
AED 1,568 total
includes taxes & fees
7 Nov 2024 - 8 Nov 2024
Lakes, Ski Hill, Golf, Game Room & Endless Foliage @ Chalet on the Green
Family Fun in The Poconos at The Rosewood Hideout
9.8 out of 10, Exceptional, (27)
"We had a great time at the Rosewood last week. The house was very clean and spacious enough that all 9 of us had plenty of room. We especially loved the deck, fire pit and grill and used them every evening. Cathleen was very responsive with a community access issue and it was resolved very quickly. We all enjoyed our family vacation at this wonderful home."
Family Fun in The Poconos at The Rosewood Hideout
The Gray Chalet - private lot close to Lake Wallenpaupack & downtown Hawley
9.6 out of 10, Exceptional, (28)
"The experience was "
The Gray Chalet - private lot close to Lake Wallenpaupack & downtown Hawley
Lake Vibez Lakefront Oasis: Private Dock, Boats, Skiing &Tubing -Hideout Poconos
9.8 out of 10, Exceptional, (7)
"I can’t even begin describe how perfect this place was. The beds were comfortable. Amenities were plentiful. Tons of towels! There were so many activities to do and even when it rained for two days, we were never bored because we had ping pong and pool and karaoke. We fished, swam, and checked out the pool at the main lodge. We had 4 adults plus 7 kids with us (kids ranged from 6 to 16) annd everyone enjoyed themselves. I highly recommend this place and definitely plan to return next year. "
Lake Vibez Lakefront Oasis: Private Dock, Boats, Skiing &Tubing -Hideout Poconos
Chalet Log Home in Lake Ariel Hideout community
10.0 out of 10, Exceptional, (4)
"Beautiful and very clean property! Great location in a safe community with plenty of things to do! About 20 minute drive to local attractions and shopping. My family enjoyed staying and we will likely return! Only tip is to bring your own shower soaps- everything else is well provided! Thank you for sharing your lovely home!"
Chalet Log Home in Lake Ariel Hideout community
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Simpson

Cozy Lake View Cabin on Lake Wallenpaupack with beach area access!!!
9.8 out of 10, Exceptional, (60)
"We wanted a place to get away for the weekend that was pet friendly and immersed in fall foliage. The Blue House was the absolute perfect match! Jack was responsive and the whole process was so smooth. We were very fortunate with perfect weather - got to enjoy the lake, nearby trails and the fire pit at night. The neighborhood was quiet and it was such a peaceful weekend disconnecting. Would book again and highly recommend for anyone looking for a lake retreat! "
Cozy Lake View Cabin on Lake Wallenpaupack with beach area access!!!
★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!
9.8 out of 10, Exceptional, (280)
"This property is beautiful very quiet and relaxing. Close to alot of attractions we wanted to do. Excellent host very easy to communicate when i had questions. "
The price is AED 547
AED 1,448 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
★★★★★ Luxury Waterfront: Hot Tub, Fireplace, Kayaks, XBOX Game Pass, 100mb WiFi!
Located on Lake Wallenpaupack. Book 2 nights get 1 free. Contact me for details.
10.0 out of 10, Exceptional, (60)
"Scott was an incredible, very patient, helpful and quick responder especially for me at the time of booking. The house was beautiful and very clean inside .Directions for everything in the house were very easy to follow. The house was in a beautiful community and situated very close to the lake especially helpful if you rented the house with a boat. There is a shuffle board table for your entertainment which was a lot of fun. Highly recommended this property. Thank you Scott l! "
Located on Lake Wallenpaupack. Book 2 nights get 1 free. Contact me for details.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.