Wind Gap Holiday Rentals

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Wind Gap holiday rentals

View from property
Flint Hill Farm AG

Residence in Coopersburg

Flint Hill Farm AG
3.0 star property
8.2 out of 10, Very good, (129)
"Very nice experience. Breakfast was farm to table!! Also, got to see the milking of the cows. Thank you for your hospitality!!"
United States
Dora
The price is HK$1,283
HK$1,412 total
includes taxes & fees
25 Dec - 26 Dec
Flint Hill Farm AG
Interior
Cozy 1 bedroom apartment can sleep 4 queen size bed couch in living room

Apartment in East Stroudsburg

Cozy 1 bedroom apartment can sleep 4 queen size bed couch in living room
9.0 out of 10, Wonderful, (67)
"Nice place to stay for visit to Delaware water gap."
United States
Edward W.
The price is HK$316
HK$1,107 total
includes taxes & fees
14 Jan - 15 Jan 2026
Cozy 1 bedroom apartment can sleep 4 queen size bed couch in living room
Outdoor spa tub
Cabin by the Creek with private creek access -

Cottage in Tannersville

Cabin by the Creek with private creek access -
9.8 out of 10, Exceptional, (38)
"Cleanliness is amazing and so close to amenities. Easy to check in and spacious "
United States
Eliana
The price is HK$1,190
HK$2,941 total
includes taxes & fees
20 Jan - 21 Jan 2026
Cabin by the Creek with private creek access -
Interior
Charming 2-bedroom house in serene Easton with WiFi, AC

Holiday Home in Easton

Charming 2-bedroom house in serene Easton with WiFi, AC
2.0 star property
9.2 out of 10, Wonderful, (18)
"A very nice little house in a nice neighborhood!"
United States
Holly O.
The price is HK$770
HK$1,933 total
includes taxes & fees
28 Dec - 29 Dec
Charming 2-bedroom house in serene Easton with WiFi, AC
Terrace/patio
Luxury Pocono Retreat | Sauna | Hot Tub | Games

Chalet in Towamensing Trails

Luxury Pocono Retreat | Sauna | Hot Tub | Games
10.0 out of 10, Exceptional, (3)
"We love this place. It’s beautiful to spend time with family "
United States
Estefany L.
The price is HK$11,622
HK$18,642 total
includes taxes & fees
29 Dec - 30 Dec
Luxury Pocono Retreat | Sauna | Hot Tub | Games
Terrace/patio
The Nesting Place in the Pocono’s LLC Peaceful private country studio apartment

Apartment in Saylorsburg

The Nesting Place in the Pocono’s LLC Peaceful private country studio apartment
9.4 out of 10, Exceptional, (34)
"It was a great stay! "
United States
Robert C.
The price is HK$805
HK$1,047 total
includes taxes & fees
30 Dec - 31 Dec
The Nesting Place in the Pocono’s LLC Peaceful private country studio apartment
Property grounds
NEW! Large home in an upscale community close to all attractions! Hot Tub!

Holiday Home in East Stroudsburg

NEW! Large home in an upscale community close to all attractions! Hot Tub!
2.0 star property
10.0 out of 10, Exceptional, (11)
"Had an awesome time place is amazing "
United States
elizabeth m.
The price is HK$693
HK$6,367 total
includes taxes & fees
5 Jan - 6 Jan 2026
NEW! Large home in an upscale community close to all attractions! Hot Tub!
Exterior
Pocono Chalet w Hot Tub, Firepit Games & Pool Table

Chalet in Emerald Lakes

Pocono Chalet w Hot Tub, Firepit Games & Pool Table
9.6 out of 10, Exceptional, (7)
"the property and are was perfect The host was greatwill be back next year"
United States
quintin c.
The price is HK$792
HK$2,551 total
includes taxes & fees
7 Jan - 8 Jan 2026
Pocono Chalet w Hot Tub, Firepit Games & Pool Table
Interior
Pocono Chalet with Spacious Yard .5 Miles from community Beach, Lake and Pool!

Chalet in Towamensing Trails

Pocono Chalet with Spacious Yard .5 Miles from community Beach, Lake and Pool!
9.6 out of 10, Exceptional, (22)
"This was the perfect stay. We were close to the lake and pool area. Easy to get out of the development to the main roads."
United States
Sarah T.
The price is HK$875
HK$3,156 total
includes taxes & fees
30 Dec - 31 Dec
Pocono Chalet with Spacious Yard .5 Miles from community Beach, Lake and Pool!
Children’s area
Rustic Retreat / Fireplace / Casino / Camelback - Close to everything!

Cabin in Mount Pocono

Rustic Retreat / Fireplace / Casino / Camelback - Close to everything!
9.8 out of 10, Exceptional, (45)
"Great location. Great neighborhood "
United States
timothy m.
The price is HK$644
HK$1,753 total
includes taxes & fees
5 Jan - 6 Jan 2026
Rustic Retreat / Fireplace / Casino / Camelback - Close to everything!
Interior
Jim Thorpe Rustic Cabin With Hot Tub, EV Charger, BBQ Grill & Outdoor Games!

Cabin in Jim Thorpe

Jim Thorpe Rustic Cabin With Hot Tub, EV Charger, BBQ Grill & Outdoor Games!
9.8 out of 10, Exceptional, (125)
"Excellent property, nice amenities, would return."
United States
Glenn C.
The price is HK$1,003
HK$3,278 total
includes taxes & fees
5 Jan - 6 Jan 2026
Jim Thorpe Rustic Cabin With Hot Tub, EV Charger, BBQ Grill & Outdoor Games!
Front of property
Tannersville Resort Home w/ Deck & Gas Grill!

Cottage in Tannersville

Tannersville Resort Home w/ Deck & Gas Grill!
3.0 star property
9.0 out of 10, Wonderful, (2)
"Great location, great property, clean home. Owners were quick with communication. Would recommend! "
United States
Brandon
The price is HK$1,525
HK$4,230 total
includes taxes & fees
31 Dec - 1 Jan 2026
Tannersville Resort Home w/ Deck & Gas Grill!
Dining
Very Welcoming

Holiday Home in East Stroudsburg

Very Welcoming
8.2 out of 10, Very good, (31)
"Another good overnight at nice property."
United States
Jay N.
The price is HK$856
HK$1,628 total
includes taxes & fees
1 Jan - 2 Jan 2026
Very Welcoming
Terrace/patio
Camelback cottage - On One Acre and Pet Friendly

Holiday Home in Tannersville

Camelback cottage - On One Acre and Pet Friendly
9.4 out of 10, Exceptional, (25)
"I & my pug Bingo enjoyed are stay !! Very clean & beautiful & relaxingcheck -in was easy & understanding!! even though i got myself confused and made it harder for me lol smh kitchen was beautiful & had easy access & was perfect space. "
United States
Monika M.
The price is HK$871
HK$2,297 total
includes taxes & fees
20 Jan - 21 Jan 2026
Camelback cottage - On One Acre and Pet Friendly
Smart TV, fireplace, video games
Pet-Friendly Albrightsville Chalet with Hot Tub, Fireplace, BBQ & Pool Table

Chalet in Towamensing Trails

Pet-Friendly Albrightsville Chalet with Hot Tub, Fireplace, BBQ & Pool Table
9.6 out of 10, Exceptional, (72)
"I found everything i needed in the kitchen, every thing worked. "
United States
keith b.
The price is HK$1,043
HK$3,998 total
includes taxes & fees
6 Jan - 7 Jan 2026
Pet-Friendly Albrightsville Chalet with Hot Tub, Fireplace, BBQ & Pool Table
Exterior
Pocono dreams

Holiday Home in Stroudsburg

Pocono dreams
10.0 out of 10, Exceptional, (37)
"Very clean and comfortable place! We loved our stay."
United States
Meah D.
The price is HK$895
HK$1,450 total
includes taxes & fees
28 Dec - 29 Dec
Pocono dreams
Smart TV, fireplace, books
•Redwoods Chalet in the Poconos•

Chalet in Towamensing Trails

•Redwoods Chalet in the Poconos•
10.0 out of 10, Exceptional, (34)
"Beautiful place, quiet area, perfect for a relaxing stay."
United States
Maria
The price is HK$1,575
HK$3,748 total
includes taxes & fees
5 Jan - 6 Jan 2026
•Redwoods Chalet in the Poconos•
Fridge, microwave, oven, stovetop
Charming Chalet at Pocono Ridge

Chalet in Towamensing Trails

Charming Chalet at Pocono Ridge
7.0 out of 10, Good, (11)
"Super convenient and comfortable for my friends and I. Would def recommend for a place to unwind."
United States
Colin H.
The price is HK$1,003
HK$2,551 total
includes taxes & fees
2 Jan - 3 Jan 2026
Charming Chalet at Pocono Ridge
Interior
Luxury Villa-Hot Tub-Fire Pit-King Bed Suite-Privately Fenced Yard

Holiday Home in East Stroudsburg

Luxury Villa-Hot Tub-Fire Pit-King Bed Suite-Privately Fenced Yard
10.0 out of 10, Exceptional, (13)
"Communicating with Frank/host was amazing...quick responses to your questions and concerns. Very accommodating when changes had to be made on my reservation. Inside of the home was very clean. The sleeping quarters were exceptional. Not that we rented the house just to sleep, however, all the guests spoke on the comfort of the mattress. Outside of the house was spacious and accommodating however, it could use a little cleaning (specifically the grills). The hot tub was immaculate. The family...
United States
Christine C.
The price is HK$1,200
HK$6,039 total
includes taxes & fees
6 Jan - 7 Jan 2026
Luxury Villa-Hot Tub-Fire Pit-King Bed Suite-Privately Fenced Yard
Exterior detail
Cabin with hot tub and pool at Pocono Mountains -Shawnee/Camelback

Cabin in East Stroudsburg

Cabin with hot tub and pool at Pocono Mountains -Shawnee/Camelback
9.6 out of 10, Exceptional, (21)
"We had an GREAT time, everything was perfect!! Looking forward to returning again!!"
United States
Michael K.
The price is HK$1,781
HK$2,764 total
includes taxes & fees
14 Jan - 15 Jan 2026
Cabin with hot tub and pool at Pocono Mountains -Shawnee/Camelback
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 Wind Gap Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Staff was very friendly amazing people aswell as a great area around this town "
steven 2-night trip
Posted 2 days ago
Comfort Inn & Suites

Find out more about Wind Gap

Search for holiday rentals in Wind Gap on Expedia! You can easily find your home rentals, villas, holiday apartments in Wind Gap using one of the methods below:

  • View our selection of featured holiday rentals in Wind Gap
  • Use the map to find apartments and other holiday homes in the Wind Gap neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wind Gap while they last

Look no further and take a look at our great range of rental properties in Wind Gap!

Frequently asked questions

Are there holiday rentals in Wind Gap?

Yes, there are holiday rentals close to the most popular sights in Wind Gap, or you can select a more secluded option if you're looking for a relaxing stay. Wind Gap is known for its shopping and restaurants.

What are some of the best holiday rentals that Wind Gap has to offer?

90°F Year-Round Private Heated Indoor Pool-Designed for Luxury Family Retreats: This holiday home rental outside of Wind Gap offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with an arcade/games room and 1 hot tub.

What can I see and do in Wind Gap?

Explore the area and family-friendly sights such as Martin Museum and Visitors Center, or get out into nature at a spot like Columcille Megalith Park. Jacobsburg Environmental Education Center and Camelback Ski Area are a couple of places you'll find in the wider area.

What are holiday rentals like in Wind Gap?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wind Gap. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.