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

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Check prices for these dates

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

Our top choices for Skylands Region cottages

A single-story house with a gabled roof, surrounded by a well-maintained lawn and dense trees.

1. Isaac Read Cottage—Historic Hope property near DWG

Isaac Read Cottage—Historic Hope property near DWG
Blairstown
The price is NZ$538
includes taxes & fees
4 Oct - 5 Oct
Isaac Read Cottage—Historic Hope property near DWG
A house with a lit fire on the lawn, a dock, and a person in a boat.

2. Echo Valley Cottages

Echo Valley Cottages
3.0 star property
East Stroudsburg
8.6 out of 10, Excellent, (65 reviews)
"Country living with a beautiful outdoor pool and pond."
United States
Paulette
The price is NZ$515
includes taxes & fees
4 Oct - 5 Oct
Echo Valley Cottages
A two-story house with a covered porch and a well-maintained lawn.

3. The Cottage At Hershey Lane Farm

The Cottage At Hershey Lane Farm
Frenchtown
9.8 out of 10, Exceptional, (37 reviews)
"Nice small house with clean design. Helpful hosts and easy checkin / checkout."
United States
Anonymous traveller
The price is NZ$604
includes taxes & fees
12 Oct - 13 Oct
The Cottage At Hershey Lane Farm
A two-story house with a garage, a front yard with a lawn, and a large tree.

4. Madison Home w/ Patio: Walk to Main Street!

Madison Home w/ Patio: Walk to Main Street!
3.0 star property
Madison
6.0 out of 10, (1 review)
"You only learned after booking that the owner would be in the basement at all times and moving cars around constantly. That was not explained in the listing. He also mowed the lawn while we were there, which was not pleasant while trying to nap. The keypad to enter the home doesn’t work properly and you have to type the code multiple times to finally enter. The beds are not comfortable at all. With the price of this location, the beds should be worth the price. The window fans do not keep the...
United States
Anonymous traveller
The price is NZ$956
includes taxes & fees
29 Oct - 30 Oct
Madison Home w/ Patio: Walk to Main Street!
An outdoor dining area with tables and chairs, surrounded by greenery and a view of the landscape.

5. Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Vernon Township
9.0 out of 10, Wonderful, (4 reviews)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
The price is NZ$855
includes taxes & fees
5 Oct - 6 Oct
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
A two-story house with a balcony, a front porch, and a stone fire pit in the yard.

6. 3BD 102 Madison Ter

3BD 102 Madison Ter
2.0 star property
Springfield
The price is NZ$5,181
includes taxes & fees
14 Oct - 15 Oct
3BD 102 Madison Ter
A wooden deck with chairs and a grill, overlooking a lake and trees.

7. Lakefront Cottage w Fireplace, Private Lake Access, Dock, Big Yard

Lakefront Cottage w Fireplace, Private Lake Access, Dock, Big Yard
Indian Mountain Lake
8.0 out of 10, Very good, (20 reviews)
"It was very quiet and relaxing "
United States
Jean S.
The price is NZ$579
includes taxes & fees
5 Oct - 6 Oct
Lakefront Cottage w Fireplace, Private Lake Access, Dock, Big Yard
A two-story house with a wooden staircase leading to a front porch.

8. Private & Relaxing backyard Hot Tub, Fire pit, nap under the trees in a Hammock

Private & Relaxing backyard Hot Tub, Fire pit, nap under the trees in a Hammock
Canadensis
9.2 out of 10, Wonderful, (19 reviews)
"Awesome cottage and great location!"
United States
Joshua R.
The price is NZ$601
includes taxes & fees
1 Nov - 2 Nov
Private & Relaxing backyard Hot Tub, Fire pit, nap under the trees in a Hammock
A wooden deck with a white railing, a wooden table and chairs, and a view of leafless trees and a building in the background.

9. Hike & Ski: Pocono Lake Home w/ Community Perks!

Hike & Ski: Pocono Lake Home w/ Community Perks!
3.0 star property
Locust Lake Village
9.8 out of 10, Exceptional, (6 reviews)
"Nice place"
United States
Chris
The price is NZ$635
includes taxes & fees
25 Oct - 26 Oct
Hike & Ski: Pocono Lake Home w/ Community Perks!
A single-story house with a front porch, a chimney, and a well-maintained lawn.

10. Cozy 3 bedroom cottage mins from Lake Nockamixon and Lake Towhee.

Cozy 3 bedroom cottage mins from Lake Nockamixon and Lake Towhee.
Quakertown
9.8 out of 10, Exceptional, (76 reviews)
"Great stay"
United States
Richelle G.
The price is NZ$402
includes taxes & fees
9 Oct - 10 Oct
Cozy 3 bedroom cottage mins from Lake Nockamixon and Lake Towhee.
A house with a view of a bridge and mountains.

11. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (146 reviews)
"We had a great stay!!"
United States
Jasmine
The price is NZ$592
includes taxes & fees
6 Oct - 7 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A single-story house with a stone chimney, a wooden porch, and a gravel driveway.

12. Private Oasis Awaits ! Hot Tub, Fire Pit, nap in the Hammock under the trees

Private Oasis Awaits ! Hot Tub, Fire Pit, nap in the Hammock under the trees
Canadensis
The price is NZ$705
includes taxes & fees
5 Oct - 6 Oct
Private Oasis Awaits ! Hot Tub, Fire Pit, nap in the Hammock under the trees
Property grounds

13. Brand New on VRBO—Cozy 5 Star Pocono Cottage at Your Doorstep

Brand New on VRBO—Cozy 5 Star Pocono Cottage at Your Doorstep
Greentown
9.6 out of 10, Exceptional, (9 reviews)
The price is NZ$519
includes taxes & fees
6 Oct - 7 Oct
Brand New on VRBO—Cozy 5 Star Pocono Cottage at Your Doorstep
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

14. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is NZ$524
includes taxes & fees
4 Oct - 5 Oct
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A wooden deck with outdoor furniture, including a sofa, chairs, and a table.

15. Cozy Modern Cabin in the Woods

Cozy Modern Cabin in the Woods
Hawley
9.8 out of 10, Exceptional, (9 reviews)
"Loved the area & cabin"
United States
Sindell P.
The price is NZ$502
includes taxes & fees
8 Oct - 9 Oct
Cozy Modern Cabin in the Woods
A rustic cabin with a stone exterior, wooden deck, and a small porch.

16. Hello Small Stone

Hello Small Stone
Middletown
9.8 out of 10, Exceptional, (7 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is NZ$663
includes taxes & fees
3 Oct - 4 Oct
Hello Small Stone
A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

17. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is NZ$383
includes taxes & fees
5 Oct - 6 Oct
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A backyard with a fire pit, outdoor furniture, and a patio area.

18. Indian Mountain Getaway Hot Tub Firepit lake

Indian Mountain Getaway Hot Tub Firepit lake
Indian Mountain Lake
The price is NZ$1,108
includes taxes & fees
4 Oct - 5 Oct
Indian Mountain Getaway Hot Tub Firepit lake
A wooden deck with a barbecue grill and a trash can.

19. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is NZ$610
includes taxes & fees
4 Oct - 5 Oct
Hike & Fish: Outdoor Retreat Near Trails
A circular seating arrangement with chairs around a central fire pit in a forested area.

20. Walk to Lake: Game Room Getaway in Pocono Summit!

Walk to Lake: Game Room Getaway in Pocono Summit!
3.0 star property
Pocono Summit
The price is NZ$1,061
includes taxes & fees
7 Oct - 8 Oct
Walk to Lake: Game Room Getaway in Pocono Summit!
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 16 hours ago
Madison Hotel

Find out more about Skylands Region

Skylands Region Cottages information

Number of reviews
395
Accommodation
108 Cottages
Lowest Price
NZ$383
Highest Price
NZ$5,181

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