Stroudsburg Holiday Rentals

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Stroudsburg

Exterior
Get cozy at Big Al's Poconos Creek House - Wireless DSL & Trout!!

Cabin in Stroudsburg

10.0 out of 10, Exceptional, (577)
"Beautiful location, right by the creek. The sound of the water was very relaxing"
United States
Stacy A.
Get cozy at Big Al's Poconos Creek House - Wireless DSL & Trout!!
Interior
Pocono dreams

Holiday Home in Stroudsburg

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$1,451 total
includes taxes & fees
14 Dec - 15 Dec
Pocono dreams
Exterior
Pocono Mountain Villas by Exploria Resorts

Holiday Home in East Stroudsburg

3.5 star property
8.6 out of 10, Excellent, (959)
"Had a great stay, and the staff was extremely welcoming! "
United States
Beth
Pocono Mountain Villas by Exploria Resorts
Exterior
Carebear Cabin | Lakefront w/ Beach Access, Fire Pit + Game Room!

Chalet in Briar Crest Woods

9.6 out of 10, Exceptional, (28)
"Great time for all!Swimming, playground, bikes, fishing, kayaking, hiking, ziplining and more. House is nice for family to enjoy each other with fire, s'mores and games."
United States
Laurel M.
Carebear Cabin | Lakefront w/ Beach Access, Fire Pit + Game Room!
Exterior
Camptel Poconos

Camping in Albrightsville

1.0 star property
8.8 out of 10, Excellent, (165)
"Very comfortable!"
United States
Philip
Camptel Poconos
Free WiFi, bed sheets
Ferncrest Campground

Cabin in Greentown

3.0 star property
9.4 out of 10, Exceptional, (16)
"Attentive staff, very detailed information about the campground. Gorgeous, rustic yet fantastic facilities. Second year visiting and we’ll be back!"
United States
Penrhyn
The price is HK$1,627
HK$1,773 total
includes taxes & fees
2 Dec - 3 Dec
Ferncrest Campground
Fridge, microwave, oven, stovetop
Newly Renovated Charmer, Spacious 6-bedroom house.

Holiday Home in Mount Pocono

2.0 star property
8.6 out of 10, Excellent, (20)
"Check in process was very easy, listing was true to the actual house. Great space for a larger group."
United States
Craig M.
The price is HK$3,323
HK$6,970 total
includes taxes & fees
24 Nov - 25 Nov
Newly Renovated Charmer, Spacious 6-bedroom house.
Exterior
Look Out Lodge, Near JFBB & Jim Thorpe with Spectacular Lake and Mountain Views!

Chalet in Lake Harmony Estates

9.8 out of 10, Exceptional, (70)
"Great 5 day stay. House and views are terrific."
United States
James K.
Look Out Lodge, Near JFBB & Jim Thorpe with Spectacular Lake and Mountain Views!
Indoor pool, outdoor pool
Steps from beach at Big Bass Lake

Cabin in Gouldsboro

9.2 out of 10, Wonderful, (17)
"Great host experience and place."
United States
Rene
The price is HK$595
HK$2,232 total
includes taxes & fees
23 Nov - 24 Nov
Steps from beach at Big Bass Lake
Sports court
Waterfront Cabin 7 bedroom; Kayaks Wood Fire Pit

Holiday Home in Gouldsboro

9.2 out of 10, Wonderful, (152)
"Great amenities and wonderful waterfront property and views. "
United States
Ken E.
Waterfront Cabin 7 bedroom; Kayaks Wood Fire Pit
Interior
ALL-IN-ONE - GAME ROOM, GOLF SIMULATOR, HOT TUB, BBQ, EV CHARGER in Jim Thorpe!

Holiday Home in Jim Thorpe

10.0 out of 10, Exceptional, (175)
"Everything was great! The game room was awesome!"
United States
JULIE S.
The price is HK$2,327
HK$6,976 total
includes taxes & fees
20 Nov - 21 Nov
ALL-IN-ONE - GAME ROOM, GOLF SIMULATOR, HOT TUB, BBQ, EV CHARGER in Jim Thorpe!
Exterior
Tranquilla Villa. Bi Level Deck, HOT TUB, fire pit, grill, Movie & Game Rooms!

Holiday Home in Tobyhanna

9.6 out of 10, Exceptional, (100)
"Great place for a party!"
United States
Lydia W.
The price is HK$2,340
HK$5,826 total
includes taxes & fees
20 Nov - 21 Nov
Tranquilla Villa. Bi Level Deck, HOT TUB, fire pit, grill, Movie & Game Rooms!
Terrace/patio
⛱️⛷️⛰️Mt. Maplewood Chalet❤️Family-Budget☆HotTub☆Fireplace☆Games☆Ski☆Dogs+

Chalet in Pocono Lake

9.8 out of 10, Exceptional, (85)
"Great place to stay with all the amenities very close by! "
United States
Ant
⛱️⛷️⛰️Mt. Maplewood Chalet❤️Family-Budget☆HotTub☆Fireplace☆Games☆Ski☆Dogs+
Outdoor pool, a heated pool
Private and Heated pool Hot tub, sauna, game room, swing Sat.

Holiday Home in Blakeslee

9.6 out of 10, Exceptional, (105)
"Our stay was amazing, very spacious for the whole family. Amenities provided convenience and hours of fun. Sauna and hot tub were simple and enjoyable to use. Area was calm and quite, a very much relaxing and needed vacation destination!"
United States
Javier V.
Private and Heated pool Hot tub, sauna, game room, swing Sat.
Property grounds
Gorgeous Chalet in the Perfect Setting, Truly One of the Poconos Best

Chalet in Lake Harmony Estates

9.6 out of 10, Exceptional, (363)
"Great patio, hot tub and gaming room facilities, ideal for large family gathering."
Canada
Jitesh S.
Gorgeous Chalet in the Perfect Setting, Truly One of the Poconos Best
Front of property
Hemlock Campground And Cottages

Camping in Tobyhanna

2.0 star property
8.6 out of 10, Excellent, (45)
"The staff was very friendly, the cottage was close to all the water parks"
United States
Joshua
Hemlock Campground And Cottages
2 bedrooms, free WiFi
Countryside Cottages

Cottage in Bartonsville

3.0 star property
9.6 out of 10, Exceptional, (33)
"This place is a gem! Family oriented quiet clean will definitely return"
United States
DAWN
Countryside Cottages
Outdoor spa tub
LAKEFRONT Stillwater Lakes Chalet- Hot Tub, Gameroom, Firepit, Kayaks, Dock, BBQ

Chalet in Pocono Summit

9.2 out of 10, Wonderful, (102)
"Super nice family friendly lakefront property. Very quiet neighborhood with a great dock to fish on. Would definitely stay again!"
United States
Colton E.
LAKEFRONT Stillwater Lakes Chalet- Hot Tub, Gameroom, Firepit, Kayaks, Dock, BBQ
Exterior detail
Birch Hollow | Cozy Poconos Home w/ Fireplace, Soaking Tub & Kid’s Play Area

Holiday Home in Emerald Lakes

6.0 out of 10, (1)
"The home was absolutely lovely. It was located in a nice and quite neighborhood, but was close enough to Walmart, Aldi, multiple food restaurants, and multiple gas stations. A few reasons for the low rating include, house could have been much cleaner, there was visible dust all over the house, couch cushions were stained and even some of the comforters were stained. Also unfortunately although there is a fireplace it does not work. Backyard was nice and spacious but again was not well kept and...
United States
Fatima
Birch Hollow | Cozy Poconos Home w/ Fireplace, Soaking Tub & Kid’s Play Area
Exterior
The Lehigh Cabin - Riverfront Escape- 1 mile private river

Cabin in Blakeslee

9.6 out of 10, Exceptional, (456)
"The property was quiet, picturesque, and peaceful."
United States
Doc
The Lehigh Cabin - Riverfront Escape- 1 mile private river
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 Stroudsburg Hotel Reviews

Hampton Inn & Suites Stroudsburg Pocono Mountains

Hampton Inn & Suites Stroudsburg Pocono Mountains

10/10 Excellent
"Cleaniness, friendly staff, 10/10"
Karleigh 3-night trip
Posted 2 days ago
Hampton Inn & Suites Stroudsburg Pocono Mountains

Find out more about Stroudsburg

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

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

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

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. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and an oven, so that you can cook with friends or family.

How many holiday rentals are there in Stroudsburg?

With 37 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 to visit include Sherman Theater and Stroud Mansion. 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.