Stroudsburg Holiday Rentals

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Holiday Rentals in Stroudsburg

Pocono Mountain Villas by Exploria Resorts

3.5 star property
8.8 out of 10, Excellent, (693)
"I really think passes for the snow tubes should be included."
Pocono Mountain Villas by Exploria Resorts

The Lodge Luxury Resort At Lake Harmony

3.0 star property
7.8 out of 10, Good, (48)
"Overall room & property is really nice but the check in is horrible. We had to check in different location then drive to where our room. We got lost on the way because the staff gave us incorrect info. Also no hair dryer in the room not very convenient. Overall I’m still happy but the check in needs improvement. "
The price is AU$309
includes taxes & fees
22 Feb - 23 Feb
The Lodge Luxury Resort At Lake Harmony

Cedar Spring Lodge, near JFBB Ski, Private Fire Pit, Hot Tub, WiFi, & Game Room

9.6 out of 10, Exceptional, (103)
"Very nice home. Clean and comfortable. "
Cedar Spring Lodge, near JFBB Ski, Private Fire Pit, Hot Tub, WiFi, & Game Room

Gorgeous Chalet in the Perfect Setting, Truly One of the Poconos Best

9.6 out of 10, Exceptional, (335)
"Wonderful property with plenty of amenities and activities for our family and friend get together with something for everyone. Responsive and accommodating host...would definitely stay again!"
Gorgeous Chalet in the Perfect Setting, Truly One of the Poconos Best

Riverfront cottage. Hiking, fishing, relaxing, pet friendly !

9.6 out of 10, Exceptional, (26)
"We booked our stay with intentions of relaxing and enjoying ourselves. The morning sun rising over the hills behind the river were wonderful. We also woke to some fresh snow. It was nice to be able to purchase wood at the property. 5 stars we will be back."
Riverfront cottage. Hiking, fishing, relaxing, pet friendly !

Inn Kognito 1 Lakefront, hot tub fire pit Kalahari 2nd house next door available

9.8 out of 10, Exceptional, (164)
"Great place. Amenities are as described. Host communication was excellent. Would rent again. "
Inn Kognito 1 Lakefront, hot tub fire pit Kalahari 2nd house next door available

Wooded Retreat in Poconos Mountain Resort w/ Firepit and Kayaks!

9.6 out of 10, Exceptional, (34)
"Great say in Gouldsboro despite the snow! Jesse was super responsive to all inquiries. The pool table was a hit! Very comfortable and clean!"
The price is AU$760
includes taxes & fees
20 Feb - 21 Feb
Wooded Retreat in Poconos Mountain Resort w/ Firepit and Kayaks!

The LoveShack- MidCenturyModern w hot tub in the Poconos!

10.0 out of 10, Exceptional, (60)
"Everything from start to finish was incredible! Amy's communication was superb. Once we arrived, the house was exactly as it looked in the listing, BUT BETTER! From the rain shower to the fireplace to the hot tub to the game room to the coffee maker, it was amazing! And the bed was so comfy! I couldn't have asked for a better home away from the city! It had just snowed and it even snowed while we were there making the stay magical. To top it off, everyone in Lake Harmony was SO NICE! I would...
The price is AU$692
includes taxes & fees
23 Feb - 24 Feb
The LoveShack- MidCenturyModern w hot tub in the Poconos!

Inn Kognito 2 LAKEFRONT Camelback Kalahari Fire Pit Hot Tub Casino, game room

10.0 out of 10, Exceptional, (144)
"Our experience was superior. Our check in was great. House had everything needed. We got cold and our host Margaret immediately sent someone over. This was a great experience and our host made everything even better. Would definitely rent her home again without hesitation. I had car trouble the day before we left and needed to extend my stay and she readily stepped in to accommodate my family and was truly concerned for our safety. "
Inn Kognito 2 LAKEFRONT Camelback Kalahari Fire Pit Hot Tub Casino, game room

Cozy Contemporary Pocono Getaway! Pet-Friendly!

9.6 out of 10, Exceptional, (10)
"Everything you need for a short stay."
The price is AU$696
includes taxes & fees
24 Feb - 25 Feb
Cozy Contemporary Pocono Getaway! Pet-Friendly!

Private Indoor Pool Poconos Estate

9.6 out of 10, Exceptional, (15)
"Need little more clean "
Private Indoor Pool Poconos Estate

15min to Ski , Log Cabin, Brand New Indoor Hot Tub, Resort Amenities included

10.0 out of 10, Exceptional, (125)
"Amanda was a great host attentive and ready to make sure her guests get the most out of their stay, enjoyed the house so much we forgot to do any nearby activities. 10/10 would recommend!"
15min to Ski , Log Cabin, Brand New Indoor Hot Tub, Resort Amenities included

Newly Renovated Charmer, Spacious 6-bedroom house.

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was a great set up for 3 families to go skiing and visit Kalahari. The host was extremely responsive. It snowed one night, and the snow removal company was there plowing and shoveling early in the morning, so we had no problem exiting the house. Thank you!"
The price is AU$1,538
includes taxes & fees
17 Feb - 18 Feb
Newly Renovated Charmer, Spacious 6-bedroom house.

Log Cabin Retreat Disconnect, Relax, and Reconnect with Nature!

9.6 out of 10, Exceptional, (78)
"Was a. Very cute Cabin perfect for a romantic getaway. "
Log Cabin Retreat Disconnect, Relax, and Reconnect with Nature!

5bed 3bath Chalet w/ hot tub,pool table,ping pong table,fire pit,pet friendly

10.0 out of 10, Exceptional, (247)
"Was just as described and pictured. Had a great time!"
5bed 3bath Chalet w/ hot tub,pool table,ping pong table,fire pit,pet friendly

Lake View Arrowhead Chalet with Hot tub, HUGE Deck, Fire pit, and AC!

9.8 out of 10, Exceptional, (18)
"Excellent property and location. Very caring and interactive host. Five stars from my side."
Lake View Arrowhead Chalet with Hot tub, HUGE Deck, Fire pit, and AC!

BIG POCONO LODGE “Largest Home @ Camelback”

10.0 out of 10, Exceptional, (83)
"Entry code was not correct. Beds not completely made - top sheet and blankets were folded on top."
BIG POCONO LODGE “Largest Home @ Camelback”

Pocono Mountains Home Near Casino🌟Kalahari Park🌟Camelback Park🌟

9.0 out of 10, Wonderful, (21)
"Some cabinet doors were loose and some pots were dirty. Beside those details our stay was great!"
The price is AU$261
includes taxes & fees
24 Feb - 25 Feb
Pocono Mountains Home Near Casino🌟Kalahari Park🌟Camelback Park🌟

Pet friendly Pocono Chalet on 2 acres,hot tub,pool table,fire pit by ski,hiking

9.8 out of 10, Exceptional, (35)
"We were for weekend with our kids and parents who are middle-aged. The house is very cozy and comfortable. Everyone had a lot of fun. We hope to come back again."
Pet friendly Pocono Chalet on 2 acres,hot tub,pool table,fire pit by ski,hiking

Boulderview Lodge, near JFBB with private mountain views, hot tub, and fireplace

9.4 out of 10, Exceptional, (104)
"This was the second time we have stayed at this property. The size of the home is perfect for our whole family. Location is wonderful for all the skiers. We had an issue with the dishwasher, which we had a quick response to, but were unable to use the dishwasher during the stay. We had a large group of people and prepared and ate all meals at the house. The lack of a dishwasher was an inconvenience. Overall, that was a minor thing. The house was great."
Boulderview Lodge, near JFBB with private mountain views, hot tub, and fireplace
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 types of properties in Stroudsburg you may be interested in

Holiday Inn Express & Suites Stroudsburg-Poconos

2.5 star property
7.8 out of 10, Good, (1006)
"Nice"
The price is AU$196
includes taxes & fees
3 Mar - 4 Mar
Holiday Inn Express & Suites Stroudsburg-Poconos

The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection

3.5 star property
9.4 out of 10, Exceptional, (1007)
"The hotel was clean, saff was pleasant and there was no noise. Very peaceful. My husband and I enjoyed our stay. "
The price is AU$199
includes taxes & fees
17 Feb - 18 Feb
The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection

Hampton Inn & Suites Stroudsburg Pocono Mountains

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Great value with the plated breakfast "
The price is AU$217
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn & Suites Stroudsburg Pocono Mountains
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.

Frequently asked questions

Can I find a holiday rental in Stroudsburg?

Yes, there are holiday rentals close to the most popular sights in Stroudsburg, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and entertainment venues in Stroudsburg. Leave some time to check out the shops and ski slopes during your trip.

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

Pocono Mountain Villas by Exploria Resorts: This holiday home rental outside of Stroudsburg is located in the mountains, and has an indoor pool, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and an oven.

How many holiday rentals are there in Stroudsburg?

With 45 Expedia holiday rentals, you're guaranteed to find just the right place for your Stroudsburg stay.

What can I see and do in Stroudsburg?

Cultural attractions include Sherman Theater and Stroud Mansion, whereas Big Pocono State Park and Delaware Water Gap National Recreation Area are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Stroud Mall and Mountain View Vineyard.

What are holiday rentals like in Stroudsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stroudsburg. Holiday rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips.