Holiday Homes in Stroudsburg

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Stroudsburg holiday homes

Exterior

Pocono dreams

Pocono dreams
Stroudsburg
10.0 out of 10, Exceptional, (38 reviews)
"Great place, location and host!"
United States
Jim B.
The price is NZ$309
includes taxes & fees
2 Mar - 3 Mar
Pocono dreams
Fridge, microwave, oven, stovetop

Luxury Pocono Escape - Hot Tub -Sauna -Fire Pit - Sleep 8

Luxury Pocono Escape - Hot Tub -Sauna -Fire Pit - Sleep 8
Stroudsburg
10.0 out of 10, Exceptional, (78 reviews)
"Great house, receptive and helpful hosts, and a great area to stay in"
United States
Ryan F.
The price is NZ$1,425
includes taxes & fees
13 Mar - 14 Mar
Luxury Pocono Escape - Hot Tub -Sauna -Fire Pit - Sleep 8
Property grounds

Luxurious Lake View Log Cabin with Firepit in the Poconos

Luxurious Lake View Log Cabin with Firepit in the Poconos
Stroudsburg
The price is NZ$849
includes taxes & fees
2 Mar - 3 Mar
Luxurious Lake View Log Cabin with Firepit in the Poconos
Smart TV, fireplace, video game console, DVD player

Lakefront, Close to Ski, Games, Hot Tub, Pool Ping Pong, Foosball

Lakefront, Close to Ski, Games, Hot Tub, Pool Ping Pong, Foosball
Bushkill
9.8 out of 10, Exceptional, (209 reviews)
"Beautiful getaway for the weekend, for both summer and winter"
United States
Yash S.
The price is NZ$945
includes taxes & fees
3 Mar - 4 Mar
Lakefront, Close to Ski, Games, Hot Tub, Pool Ping Pong, Foosball
Outdoor dining

Cozy Pinecrest Lakefront Retreat w/ Deck & Kayaks

Cozy Pinecrest Lakefront Retreat w/ Deck & Kayaks
Long Pond
10.0 out of 10, Exceptional, (100 reviews)
"Great location with a great view! Beautiful home in a peaceful community. It had everything we needed. "
United States
Will L.
The price is NZ$640
includes taxes & fees
3 Mar - 4 Mar
Cozy Pinecrest Lakefront Retreat w/ Deck & Kayaks
Terrace/patio

Camelback cottage - On One Acre and Pet Friendly

Camelback cottage - On One Acre and Pet Friendly
Tannersville
9.4 out of 10, Exceptional, (26 reviews)
"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 NZ$505
includes taxes & fees
2 Mar - 3 Mar
Camelback cottage - On One Acre and Pet Friendly
Property grounds

Whitetail Retreat-Hiking, Biking & River adventure

Whitetail Retreat-Hiking, Biking & River adventure
East Stroudsburg
9.8 out of 10, Exceptional, (87 reviews)
"Condo was clean, cute and close to so many attractions."
United States
perinda m.
The price is NZ$482
includes taxes & fees
2 Mar - 3 Mar
Whitetail Retreat-Hiking, Biking & River adventure
Exterior

Indoor Pool, Fireplace, Hot Tub, Snow, Ski, Pets Games, Fireplace

Indoor Pool, Fireplace, Hot Tub, Snow, Ski, Pets Games, Fireplace
Bushkill
10.0 out of 10, Exceptional, (205 reviews)
"Had a great time, it was perfect, definitely want to go back in the summer"
United States
Robert P.
The price is NZ$795
includes taxes & fees
2 Mar - 3 Mar
Indoor Pool, Fireplace, Hot Tub, Snow, Ski, Pets Games, Fireplace
Exterior

Fishing, skiing, golfing, water parks, restaurants, outlets , family activity

Fishing, skiing, golfing, water parks, restaurants, outlets , family activity
Blakeslee
9.8 out of 10, Exceptional, (57 reviews)
"Nice, clean place. Stayed one night, did not ski. Accurate description and excellent communication with owner. Reasonably priced. Would definitely stay again if in the area."
United States
Erik F.
The price is NZ$292
includes taxes & fees
3 Mar - 4 Mar
Fishing, skiing, golfing, water parks, restaurants, outlets , family activity
Microwave, oven, stovetop, dishwasher

Hideaway / Hot Tub / Sunna / Lake / Kayaks / Pool

Hideaway / Hot Tub / Sunna / Lake / Kayaks / Pool
Pocono Mountain Lake Estates
10.0 out of 10, Exceptional, (13 reviews)
"Amazing! Can’t wait to return. "
United States
Byron R. N.
The price is NZ$694
includes taxes & fees
2 Mar - 3 Mar
Hideaway / Hot Tub / Sunna / Lake / Kayaks / Pool
Fridge, microwave, oven, stovetop

✨ Modern Colonial ✨ Hot Tub ✨ Karaoke ✨ Game Room ✨ EV Charger ✨ King Bed ✨

✨ Modern Colonial ✨ Hot Tub ✨ Karaoke ✨ Game Room ✨ EV Charger ✨ King Bed ✨
Tobyhanna
9.8 out of 10, Exceptional, (23 reviews)
"Realy enjoyed during stay."
United States
guanghai s.
The price is NZ$784
includes taxes & fees
2 Mar - 3 Mar
✨ Modern Colonial ✨ Hot Tub ✨ Karaoke ✨ Game Room ✨ EV Charger ✨ King Bed ✨
Indoor pool

Pocono Mtn Escape w/ Hot Tub, Pool & Barrel Sauna

Pocono Mtn Escape w/ Hot Tub, Pool & Barrel Sauna
Emerald Lakes
9.8 out of 10, Exceptional, (89 reviews)
"Very clean and we enjoyed the hot tub and game room so much"
United States
Denise R.
The price is NZ$914
includes taxes & fees
2 Mar - 3 Mar
Pocono Mtn Escape w/ Hot Tub, Pool & Barrel Sauna
Dining

Magnolia House-Jacuzzi, Hiking, Biking & River, 15 min walk to Shawnee Ski Area

Magnolia House-Jacuzzi, Hiking, Biking & River, 15 min walk to Shawnee Ski Area
East Stroudsburg
9.8 out of 10, Exceptional, (85 reviews)
"The property and the hosts were fabulous. We would definitely recommend to others!!!"
United States
Ashley C.
The price is NZ$416
includes taxes & fees
2 Mar - 3 Mar
Magnolia House-Jacuzzi, Hiking, Biking & River, 15 min walk to Shawnee Ski Area
Fridge, microwave, oven, stovetop

Cozy Poconos Spa Retreat Near Hiking, Lakes & Fall Foliage

Cozy Poconos Spa Retreat Near Hiking, Lakes & Fall Foliage
Tobyhanna
9.0 out of 10, Wonderful, (34 reviews)
"Our was nice and quiet and we really enjoyed!"
United States
Jasmine
The price is NZ$253
includes taxes & fees
2 Mar - 3 Mar
Cozy Poconos Spa Retreat Near Hiking, Lakes & Fall Foliage
TV, fireplace, video games, offices

Modern 4 Bedroom Home with Sauna and Game Room in Gated Lake Community

Modern 4 Bedroom Home with Sauna and Game Room in Gated Lake Community
East Stroudsburg
9.2 out of 10, Wonderful, (16 reviews)
"Family -friendly and good dining options."
United States
Rani Y
The price is NZ$528
includes taxes & fees
2 Mar - 3 Mar
Modern 4 Bedroom Home with Sauna and Game Room in Gated Lake Community
Pool

Clean Home Away From Home In A Beautiful Community With Indoor/Outdoor Pools

Clean Home Away From Home In A Beautiful Community With Indoor/Outdoor Pools
Saw Creek
9.8 out of 10, Exceptional, (39 reviews)
"This house is a vacation in itself. There were so many activities to do in the house and in the yard; we really enjoyed taking advantage of the space. The hot tub and the mini golf on the property were a bonus surprise that we didn’t see in the listing photos. The home was beyond clean and so welcoming. We felt really comfortable staying here. We found the location convenient for hiking around the Delaware Water Gap area. I would definitely stay here again. "
United States
Carly D.
The price is NZ$560
includes taxes & fees
2 Mar - 3 Mar
Clean Home Away From Home In A Beautiful Community With Indoor/Outdoor Pools
Exterior

Fantastic 3-bedroom house in Tobyhanna close to all major attractions.

Fantastic 3-bedroom house in Tobyhanna close to all major attractions.
Tobyhanna
7.8 out of 10, Good, (37 reviews)
"We had a perfect stay owner was so helpful, whenever we texted him he instantly answered any time and help us out. "
United States
Ogulcan K.
The price is NZ$579
includes taxes & fees
2 Mar - 3 Mar
Fantastic 3-bedroom house in Tobyhanna close to all major attractions.
Outdoor dining

Cozy Home w/Amenities/Games/Tv In All Rooms/Pooltable/Camelback Ski Nearby

Cozy Home w/Amenities/Games/Tv In All Rooms/Pooltable/Camelback Ski Nearby
Tobyhanna
10.0 out of 10, Exceptional, (3 reviews)
"My boyfriend and I were celebrating our anniversary and this stay was perfect for us! The house was very clean and had a bunch of different amenities that made our stay very comfortable! "
United States
Jayleen M.
The price is NZ$658
includes taxes & fees
2 Mar - 3 Mar
Cozy Home w/Amenities/Games/Tv In All Rooms/Pooltable/Camelback Ski Nearby
TV, fireplace, DVD player, stereo

The Barn on Stoney Hollow

The Barn on Stoney Hollow
Pocono Lake
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful time at Stoney Hollow. Love the converted barn & property was very nice. Comfortable accommodations & amenities. "
United States
Kimberley O.
The price is NZ$552
includes taxes & fees
2 Mar - 3 Mar
The Barn on Stoney Hollow
Smart TV, fireplace, video games

Beautiful four-bedroom, 4 bath house in Big Boulder Community that sleeps 12 with Lake Club Access

Beautiful four-bedroom, 4 bath house in Big Boulder Community that sleeps 12 with Lake Club Access
Lake Harmony PA
9.8 out of 10, Exceptional, (30 reviews)
"Beautiful house and great location"
United States
Danielle S.
Beautiful four-bedroom, 4 bath house in Big Boulder Community that sleeps 12 with Lake Club Access
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stroudsburg Hotel Reviews

Holiday Inn Express & Suites Stroudsburg-Poconos by IHG

Holiday Inn Express & Suites Stroudsburg-Poconos by IHG

10/10 Excellent
"Awesome experience at Holiday Inn Express."
Ranjeet 3-night trip
Posted 1 day ago
Holiday Inn Express & Suites Stroudsburg-Poconos by IHG

Find out more about Stroudsburg

Stroudsburg Holiday Homes information

Number of reviews
1,062
Accommodation
2480 Holiday Homes
Lowest Price
NZ$253
Highest Price
NZ$1,425