Search Chalets in Simpson

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Chalets in Simpson

Lake Wallenpaupack, Poconos Hilltop Haven with children’s play area and 5 kayaks

10.0 out of 10, Exceptional, (27)
"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 play area and 5 kayaks

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

9.6 out of 10, Exceptional, (114)
"My family rented this cabin for a short ski trip to Elk mtn. The cabin was really nice and described nicely in summary. We couldn’t do much exploring of propety due to amount of snow but we are already looking forward to renting this in summer. It’s right on lake with a dock, couldn’t ask for anything better. We really enjoyed our visit. "
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Spacious Hideout Chalet w/gameroom, close to amenities

9.4 out of 10, Exceptional, (21)
"Very kid friendly - air hockey, darts, ping pong and more, board games, videos, many TVs and more Comfy beds and sofas, nice kitchen, large porch with Adirondack chairs perfect for relaxation The hideout is a great community - not everything was open due to COVID-19 but the beaches were great and people were respecting social distancing - didn't use pools but they looked nice, boat rentals, golf, walking trails Highly recommend for all!"
Spacious Hideout Chalet w/gameroom, close to amenities

★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★

9.8 out of 10, Exceptional, (294)
"We had a lovely time staying Christine and Shawn’s home. The amenities within the community are great. Hawley is a 15 minute drive away and has a great small town feel with loads of antique shops. There are some good hikes near by and the lake is beautiful. We had trouble trying to fit everything into one weekend. The house is clean and cozy and Shawn and Christine send you loads of info and recommendations making the trip easy and enjoyable "
★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★

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

Pickleball Kayak Paddleboat Pool Golf Fishing Beach Lakes Tennis July Family Fun

10.0 out of 10, Exceptional, (1)
"Clifford truly thought of everything.The “Did You Forget Something?” baskets included essentials like deodorant, chargers, toothbrushes, toothpaste, lip balm, feminine products, and mouthwash. Each bathroom had shampoo, conditioner, and body wash, and the medicine cabinet had Tylenol and Ibuprofen. Linens and towels were provided, and we didn’t need to bring propane tanks, which we often have to do at other rentals. There was also plenty of firewood for the fire pit and fireplace.The kitchen had...
The price is AED 615
AED 1,394 total
includes taxes & fees
16 Jul - 17 Jul
Pickleball Kayak Paddleboat Pool Golf Fishing Beach Lakes Tennis July Family Fun

Welcome to House in the Trees in The Hideout!

10.0 out of 10, Exceptional, (5)
"We had a large group, and this house was perfect for a long weekend. Longer stays would be for smaller groups. The only issue is the upstairs bedroom gets very hot & the ceiling fan up there doesn't work."
Welcome to House in the Trees in The Hideout!

Spacious 5 BR/3 BA Pocono Chalet game room in the Hideout

9.4 out of 10, Exceptional, (46)
"The house is spacious and well-maintained. House was spotless. Location was quiet but close to amenities. Property manager couldn’t have been more responsive. We would absolutely stay again."
Spacious 5 BR/3 BA Pocono Chalet game room in the Hideout

Home in amenity filled Hideout community with hot tub, fire pit, theater room!

10.0 out of 10, Exceptional, (4)
"We had a wonderful time. Much needed family time, but also space to spread out and do your own thing. We especially enjoyed the hot tub, open kitchen, and theater room."
Home in amenity filled Hideout community with hot tub, fire pit, theater room!

Bali’s Cottage - Family-Friendly Chalet in Wallenpaupack Lake Estates

10.0 out of 10, Exceptional, (17)
"Very nice place to spend time with family. Great communication with the owner. We’ve enjoyed staying in this house."
Bali’s Cottage - Family-Friendly Chalet in Wallenpaupack Lake Estates

Beautifully Clean, Decorated, Cozy Chalet in an Amenity Rich Community

10.0 out of 10, Exceptional, (7)
"This property is meticulously maintained and beautifully decorated. John was friendly and very quick to reply to any questions. This was a wonderful weekend away and would definitely recommend "
Beautifully Clean, Decorated, Cozy Chalet in an Amenity Rich Community

Welcome to On the Rocks a charming retreat located near Lake Wallenpaupack

Welcome to On the Rocks a charming retreat located near Lake Wallenpaupack

Lakefront on Wallenpaupack with Hot Tub - Pet Friendly

9.4 out of 10, Exceptional, (67)
"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! "
Lakefront on Wallenpaupack with Hot Tub - Pet Friendly

HIDEOUT COTTAGE-SPACIOUS SLEEPS 13+BIG DECK+SMART TVs+FIRE PIT+GAME+KAYAKS+BIKES

10.0 out of 10, Exceptional, (1)
"We were so happy to stay in this gem at the Poconos. There was so much provided in the home for guests. Beautiful getaway. Property Manager and homeowner were fabulous. Thank you!!"
HIDEOUT COTTAGE-SPACIOUS SLEEPS 13+BIG DECK+SMART TVs+FIRE PIT+GAME+KAYAKS+BIKES

Lakefront Oasis: Private Dock, Kayaks, Canoe, Pedal & Paddle Boat @ the Hideout

10.0 out of 10, Exceptional, (15)
"We had an amazing stay with our family and friends with enough space and entertainment for all!"
Lakefront Oasis: Private Dock, Kayaks, Canoe, Pedal & Paddle Boat @ the Hideout

Lakes with Resort Amenities in Lake Ariel

2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was perfect. It was very clean & fully stocked. Tamara was so easy to get a hold of if I had any questions. She returned messages immediately. I would definitely rent this house again."
Lakes with Resort Amenities in Lake Ariel

Private Heated POOL• Lakeview• HotTub• Movie Theater• Games

10.0 out of 10, Exceptional, (9)
"We loved our stay at the Lakehouse! It had everything we needed for our winter ski break, including all the general kitchen utensils and herbs to prep our meals! Regina was a great host - easy to communicate and accommodating. We recommend! "
Private Heated POOL• Lakeview• HotTub• Movie Theater• Games

Charming Retreat in the Hideout with a hot tub

10.0 out of 10, Exceptional, (4)
"Relaxing and a perfect getaway for a friends trip. The beds were amazing the kitchen had everything you need and more. The entire setup was ideal. We will be back! "
Charming Retreat in the Hideout with a hot tub

Pet friendly house with firepit, indoor fireplace, game room, ping-pong, & BBQ

3.0 star property
9.6 out of 10, Exceptional, (4)
"The home was absolutely gorgeous… Couple of things that should have been taken care of like the grill being dirty and lots of dead insects in the home. Overall this was a great stay I will definitely be coming back!!"
Pet friendly house with firepit, indoor fireplace, game room, ping-pong, & BBQ

Welcome to Palm Hideaway in The Hideout

9.0 out of 10, Wonderful, (2)
"We had a great time staying at The Palms, it was truly like a home away from home, while being in a beautiful and relaxing environment. The home was clean and well maintained and we enjoyed utilizing the amenities in the hideout community at large. We would definitely stay at The Palms again in the future."
Welcome to Palm Hideaway in The Hideout
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.
Save an average of 15% on thousands of hotels when you're signed in