A wooden bridge over a flowing river surrounded by lush greenery.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Skylands Region chalets

A wooden cabin with a deck, benches, a fire pit, and string lights.

1. Hot Tub | Cold Plunge | Sauna | Firepit

Hot Tub | Cold Plunge | Sauna | Firepit
East Stroudsburg
The price is ￥43,640
￥96,302 total
includes taxes & fees
Oct 4 - Oct 5
Hot Tub | Cold Plunge | Sauna | Firepit
A log cabin with a patio area featuring outdoor seating and a hot tub.

2. Ski House - ON THE SLOPE w/ hot tub

Ski House - ON THE SLOPE w/ hot tub
Vernon Township
10.0 out of 10, Exceptional, (21 reviews)
"There for the spartan - great location - house is beautiful - perfect for our group can’t wait to go back again! "
United States
JoeGina M.
The price is ￥110,516
￥154,894 total
includes taxes & fees
Oct 5 - Oct 6
Ski House - ON THE SLOPE w/ hot tub
A swimming pool surrounded by snow, with people swimming and a building in the background.

3. Luxe 10 Guest Ski Chalet · Mountain Creek · Fire Pit · Spa · Golf · Hiking · Ski

Luxe 10 Guest Ski Chalet · Mountain Creek · Fire Pit · Spa · Golf · Hiking · Ski
vernon
9.4 out of 10, Exceptional, (66 reviews)
"Theses accommodations were perfect! We had to find accommodation for 10 people attending a close family friends wedding on short notice due to prior accommodation falling through at the last minute! In the end we were glad we had to make the change as this location was perfect go large groups and had great outdoor sitting areas! Would definitely stay again!"
United States
Kirstin V.
The price is ￥40,911
￥87,290 total
includes taxes & fees
Oct 6 - Oct 7
Luxe 10 Guest Ski Chalet · Mountain Creek · Fire Pit · Spa · Golf · Hiking · Ski
Balcony

4. Chic Chalet River Views & Access

Chic Chalet River Views & Access
Montague
7.6 out of 10, Good, (5 reviews)
"The place was perfect for us"
United States
Chris G.
The price is ￥20,308
￥29,365 total
includes taxes & fees
Oct 5 - Oct 6
Chic Chalet River Views & Access
A rustic cabin with a large deck and multiple windows, surrounded by dense forest.

5. Mountain View Retreat w/ Hot Tub, Theater, and Gym

Mountain View Retreat w/ Hot Tub, Theater, and Gym
Warwick
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay on a beautiful place!"
United States
Dorian G.
The price is ￥107,555
￥219,088 total
includes taxes & fees
Oct 4 - Oct 5
Mountain View Retreat w/ Hot Tub, Theater, and Gym
A snow-covered house with a car parked in front, surrounded by trees.

6. Cozy House with a Lovely Treehouse. 7-Person Hot Tub. Pet Friendly. Hiking. Lake

Cozy House with a Lovely Treehouse. 7-Person Hot Tub. Pet Friendly. Hiking. Lake
East Stroudsburg
10.0 out of 10, Exceptional, (11 reviews)
"This is a wonderful house, well situated for adventures in the poconos and Delaware Water Gap."
United States
Jack C.
The price is ￥29,896
￥93,847 total
includes taxes & fees
Oct 4 - Oct 5
Cozy House with a Lovely Treehouse. 7-Person Hot Tub. Pet Friendly. Hiking. Lake
A covered deck with wooden railings, outdoor seating, and a view of a forest.

7. Pocono Sleep 16 Sauna Hot Tub + Private Acre + AC + King + Bunk Beds + Spa Bath

Pocono Sleep 16 Sauna Hot Tub + Private Acre + AC + King + Bunk Beds + Spa Bath
Cresco
9.8 out of 10, Exceptional, (6 reviews)
"Great house! We had the best time and loved the location, hot tub, and sauna. The host was incredibly responsive and helpful throughout our stay. "
United States
Cassie F.
The price is ￥46,757
￥134,705 total
includes taxes & fees
Oct 14 - Oct 15
Pocono Sleep 16 Sauna Hot Tub + Private Acre + AC + King + Bunk Beds + Spa Bath
A hot tub on a wooden deck with a red building in the background.

8. Contemporary Escape ⭐️ Hot Tub ⭐️ Karaoke ⭐️ Gaming ⭐️ Fire Pit ⭐️ Lake Access

Contemporary Escape ⭐️ Hot Tub ⭐️ Karaoke ⭐️ Gaming ⭐️ Fire Pit ⭐️ Lake Access
Tobyhanna
9.2 out of 10, Wonderful, (34 reviews)
"Great stay! Hot tub was hot. Place was clean and stocked with towels and basic necessities. Host was communicative. Would stay again!"
United States
Alicia M.
The price is ￥17,317
￥59,030 total
includes taxes & fees
Oct 20 - Oct 21
Contemporary Escape ⭐️ Hot Tub ⭐️ Karaoke ⭐️ Gaming ⭐️ Fire Pit ⭐️ Lake Access
A room with a glass-top table surrounded by red chairs, wooden beams on the ceiling, and large windows with a view of trees.

9. Entire Cozy Pocono Chalet with fireplace, Firepit BBQ and games

Entire Cozy Pocono Chalet with fireplace, Firepit BBQ and games
Emerald Lakes
10.0 out of 10, Exceptional, (2 reviews)
"Great place. next to everything. The hot tub was great and everything was easy to operate."
United States
Tal G.
The price is ￥21,253
￥60,059 total
includes taxes & fees
Oct 4 - Oct 5
Entire Cozy Pocono Chalet with fireplace, Firepit BBQ and games
An outdoor deck with a glass-top fire pit, a cushioned seating area, and a view of a forested area.

10. Chalet Near Camelback, Ski, Game Room, Hot Tub, Fire Pits, Hiking, Pet, Karaoke!

Chalet Near Camelback, Ski, Game Room, Hot Tub, Fire Pits, Hiking, Pet, Karaoke!
East Stroudsburg
The price is ￥32,001
￥96,721 total
includes taxes & fees
Oct 4 - Oct 5
Chalet Near Camelback, Ski, Game Room, Hot Tub, Fire Pits, Hiking, Pet, Karaoke!
A cabin with a deck and stairs, surrounded by trees.

11. 5BR Spa Chalet - Hot Tub, Pool Table, Loft

5BR Spa Chalet - Hot Tub, Pool Table, Loft
East Stroudsburg
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay here and truly enjoyed the space. The home was clean, comfortable and exactly as described, with thoughtful details that made the stay feel very welcoming. The location was also very convenient and made it easy for us to get around. The host was very responsive throughout the entire process. A lovely experience and we would definitely recommend this place to others visiting the area:)"
United States
Xinyi
The price is ￥82,966
￥152,616 total
includes taxes & fees
Oct 22 - Oct 23
5BR Spa Chalet - Hot Tub, Pool Table, Loft
A cabin with a wooden deck, large windows, and a chimney.

12. A-Frame | Ski | Hike | Hot Tub | Firepit

A-Frame | Ski | Hike | Hot Tub | Firepit
East Stroudsburg
10.0 out of 10, Exceptional, (1 review)
"Everything looked great, place was clean, modern, and luxurious. The host was really responsive. We ordered delivery and had an issue at the gate with one of our guests (the complex is very strict) and the host was responsive and resolved the issue with us. I loved the customer service and accommodations. I would definitely stay here again."
United States
Roxanne D.
The price is ￥28,574
￥89,490 total
includes taxes & fees
Oct 5 - Oct 6
A-Frame | Ski | Hike | Hot Tub | Firepit
A barbecue grill on a wooden deck with a wooden fence and trees in the background.

13. GameRoom•FirePit•Grill•KidsFriendly•9 min Kalahari

GameRoom•FirePit•Grill•KidsFriendly•9 min Kalahari
Emerald Lakes
The price is ￥26,070
￥76,808 total
includes taxes & fees
Oct 4 - Oct 5
GameRoom•FirePit•Grill•KidsFriendly•9 min Kalahari
A hot tub on a wooden deck with a wooden house in the background.

14. NEW! Crestwood Hideaway - Hot Tub, Dog-Friendly, Walk to Lake, EV Charger

NEW! Crestwood Hideaway - Hot Tub, Dog-Friendly, Walk to Lake, EV Charger
East Stroudsburg
The price is ￥34,162
￥96,267 total
includes taxes & fees
Oct 7 - Oct 8
NEW! Crestwood Hideaway - Hot Tub, Dog-Friendly, Walk to Lake, EV Charger
A house with a red balcony and a snow-covered roof.

15. Pocono Chalet w Hot Tub, Firepit Games & Pool Table

Pocono Chalet w Hot Tub, Firepit Games & Pool Table
Emerald Lakes
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay, great host, would definitely rent again and again."
United States
Jessie G.
The price is ￥22,316
￥59,331 total
includes taxes & fees
Oct 4 - Oct 5
Pocono Chalet w Hot Tub, Firepit Games & Pool Table
Exterior

16. Lakefront Cabin Pocono #2 / Leisure Lake Resort

Lakefront Cabin Pocono #2 / Leisure Lake Resort
Pocono Township
10.0 out of 10, Exceptional, (6 reviews)
"It was an amazing place where we got to enjoy as a family"
United States
Darwin M.
The price is ￥51,165
￥93,522 total
includes taxes & fees
Oct 7 - Oct 8
Lakefront Cabin Pocono #2 / Leisure Lake Resort
Exterior

17. Lakefront cabin #5 / Leisure Lake Resort

Lakefront cabin #5 / Leisure Lake Resort
Pocono Township
9.8 out of 10, Exceptional, (8 reviews)
"Just beautiful Big windows Lookin at lake was perfect:)"
United States
Steven L.
The price is ￥51,165
￥93,522 total
includes taxes & fees
Oct 6 - Oct 7
Lakefront cabin #5 / Leisure Lake Resort
A stone building with a patio featuring a table and chairs, surrounded by tall trees and a grassy area.

18. Cozy Pocono Retreat w/ 3-Tier Theater,Hot Tub,Fire Pit & Game Room at Lake Naomi

Cozy Pocono Retreat w/ 3-Tier Theater,Hot Tub,Fire Pit & Game Room at Lake Naomi
Pocono Pines
9.4 out of 10, Exceptional, (13 reviews)
"Great home"
United States
Mitch
The price is ￥21,377
￥84,218 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Pocono Retreat w/ 3-Tier Theater,Hot Tub,Fire Pit & Game Room at Lake Naomi
Exterior detail

19. Lakefront Cabin #4 / Fishing, Biking, Paddle Boats

Lakefront Cabin #4 / Fishing, Biking, Paddle Boats
Pocono Township
10.0 out of 10, Exceptional, (3 reviews)
"Nice, cozy, clean, quick and easy for a little get away with your partner or small family."
United States
Krystelle W.
The price is ￥51,165
￥93,522 total
includes taxes & fees
Oct 7 - Oct 8
Lakefront Cabin #4 / Fishing, Biking, Paddle Boats
Exterior

20. Lakefront Chalet Pocono #1 / 5 min Camelback Ski

Lakefront Chalet Pocono #1 / 5 min Camelback Ski
Pocono Township
10.0 out of 10, Exceptional, (1 review)
"The host had very god communication. The Chalet was perfect, very clean and had everything we needed."
United States
Dasaundra C.
The price is ￥51,165
￥93,522 total
includes taxes & fees
Oct 6 - Oct 7
Lakefront Chalet Pocono #1 / 5 min Camelback Ski
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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Top Skylands Region Hotel Reviews

Madison Hotel

Madison Hotel

10/10 Excellent
"The Madison Hotel is easily one of the finest and most enjoyable hotel experiences I have ever had—and I have stayed in many hotels. From the moment I arrived, the staff demonstrated a level of genuine warmth, professionalism and hospitality that is increasingly difficult to find. The property itself is breathtaking. Its beautiful Georgian-style architecture, traditional interiors and extraordinary glass Conservatory give the Madison the gracious character of another era while remaining wonderfully comfortable and inviting. Rod’s Steak & Seafood Grille is equally special: gorgeous wood paneling, leather seating and the warmth of a classic American steakhouse, complemented by terrific service, excellent food and surprisingly reasonable prices. Even the complimentary breakfast is exceptional—they mean a full, beautifully prepared breakfast with an actual assortment of quality food. Room service was prompt, consistently delicious and another example of something the Madison simply does better: whatever you order seems to arrive as the premium version of it. For travelers visiting the area or heading into New York, Convent Station and the Morris & Essex Line are directly across the parking lot. I also saw the care given to the hotel’s wedding events, and the setting is magnificent. Beautiful property, wonderful food and truly outstanding people. The Madison understands hospitality. I cannot recommend it highly enough."
Phillip Denton 4-night trip
Posted 4 hours ago
Madison Hotel

Find out more about Skylands Region

Skylands Region Chalets information

Number of reviews
174
Accommodation
26 Chalets
Lowest Price
￥29,365
Highest Price
￥219,088

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