Book Holiday Homes in Stroudsburg

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Featured Holiday Homes in Stroudsburg

Pocono Mountain Villas by Exploria Resorts

Pocono Mountain Villas by Exploria Resorts

3.5 out of 5
2157 River Road, East Stroudsburg, PA
Stay at this 3.5-star golf vacation home in East Stroudsburg. Enjoy free parking, 2 outdoor pools, and a golf course. Our guests praise the helpful staff in ...
Opens in a new windowPocono Mountain Villas by Exploria Resorts
The Lodge Luxury Resort At Lake Harmony

The Lodge Luxury Resort At Lake Harmony

3 out of 5
6 Lake Dr, Lake Harmony, PA
Stay at this 3-star golf vacation home in Lake Harmony. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Split Rock Resort Indoor Waterpark ...
Opens in a new windowThe Lodge Luxury Resort At Lake Harmony
Autumn Heights | Pool | Hot Tub | Game Room | Saun

Autumn Heights | Pool | Hot Tub | Game Room | Saun

East Stroudsburg
Stay at this vacation home in East Stroudsburg. Enjoy private pools, laundry facilities, and a pool table. Popular attractions Bushkill Falls and Pocono Bazaar ...
Opens in a new windowAutumn Heights | Pool | Hot Tub | Game Room | Saun
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Jim Thorpe minutes away! Cozy Cabin, Peace & Quiet in Private Lake Community!

Jim Thorpe minutes away! Cozy Cabin, Peace & Quiet in Private Lake Community!

Jim Thorpe
Stay at this vacation home in Jim Thorpe. Enjoy free WiFi, a water park, and patios. Popular attractions Split Rock Resort Indoor Waterpark and Hawks Falls are ...
Opens in a new windowJim Thorpe minutes away! Cozy Cabin, Peace & Quiet in Private Lake Community!
Skyline Spay Cabin | Hot Tub | Sauna | Steam Room

Skyline Spay Cabin | Hot Tub | Sauna | Steam Room

East Stroudsburg
The price is NZ$1,146 per night from 5 Oct to 6 Oct
NZ$1,146
5 Oct - 6 Oct
includes taxes & fees
Stay at this vacation home in East Stroudsburg. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Bushkill Falls and Pocono TreeVentures ...
Opens in a new windowSkyline Spay Cabin | Hot Tub | Sauna | Steam Room
Lakefront Chalet | Fire Pit | Kayak | Dog Friendly

Lakefront Chalet | Fire Pit | Kayak | Dog Friendly

Tobyhanna
Stay at this vacation home in Tobyhanna. Enjoy a garden, laundry facilities, and patios. Popular attractions Mount Airy Casino and Tobyhanna State Park are located ...
Opens in a new windowLakefront Chalet | Fire Pit | Kayak | Dog Friendly
Waterfront family cabin, near falls, golf, ski resorts, hiking, fishing & more!

Waterfront family cabin, near falls, golf, ski resorts, hiking, fishing & more!

Bushkill
Stay at this vacation home in East Stroudsburg. Enjoy free WiFi, a garden, and concierge services. Popular attractions Bushkill Falls and Pocono TreeVentures ...
Opens in a new windowWaterfront family cabin, near falls, golf, ski resorts, hiking, fishing & more!
Lake Harmony Access - Swim/Beach, Arcade, Firepit, Outdoor Griddle, 8min to Ski

Lake Harmony Access - Swim/Beach, Arcade, Firepit, Outdoor Griddle, 8min to Ski

Lake Harmony
Book a stay at this family-friendly vacation home in Lake Harmony. Enjoy free WiFi, a water park, and a garden. Popular attractions Split Rock Resort Indoor ...
Opens in a new windowLake Harmony Access - Swim/Beach, Arcade, Firepit, Outdoor Griddle, 8min to Ski
6 Bedroom 3 Bath A-Frame Lake Harmony New Hot Tub, Private Pickleball Court

6 Bedroom 3 Bath A-Frame Lake Harmony New Hot Tub, Private Pickleball Court

Lake Harmony
Book a stay at this family-friendly vacation home in Lake Harmony. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Split Rock Resort ...
Opens in a new window6 Bedroom 3 Bath A-Frame Lake Harmony New Hot Tub, Private Pickleball Court
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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.

Stroudsburg Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Stroudsburg vacation homes are the perfect way for you to wing it.

Holiday houses in Stroudsburg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Stroudsburg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Stroudsburg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Stroudsburg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Stroudsburg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Stroudsburg Holiday Homes essential information

Accommodation
2953 Holiday Homes
Lowest Price
NZ$136
Highest Price
NZ$1,146
Popular accommodation
Pocono Mountain Villas by Exploria Resorts, The Lodge Luxury Resort At Lake Harmony, Autumn Heights | Pool | Hot Tub | Game Room | Saun, Jim Thorpe minutes away! Cozy Cabin, Peace & Quiet in Private Lake Community!, Skyline Spay Cabin | Hot Tub | Sauna | Steam Room, Lakefront Chalet | Fire Pit | Kayak | Dog Friendly, Waterfront family cabin, near falls, golf, ski resorts, hiking, fishing & more!, Lake Harmony Access - Swim/Beach, Arcade, Firepit, Outdoor Griddle, 8min to Ski, 6 Bedroom 3 Bath A-Frame Lake Harmony New Hot Tub, Private Pickleball Court

Top trending hotels in Stroudsburg

Hampton Inn & Suites Stroudsburg Pocono Mountains

Hampton Inn & Suites Stroudsburg Pocono Mountains

3 out of 5
700 Commerce Blvd, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is NZ$251 per night from 28 Sept to 29 Sept
NZ$251
28 Sept - 29 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in Stroudsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowHampton Inn & Suites Stroudsburg Pocono Mountains
The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel

The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel

3.5 out of 5
700 Main St, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 29 Sept to 30 Sept
NZ$217
29 Sept - 30 Sept
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Stroudsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowThe Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel
Red Roof Inn Stroudsburg

Red Roof Inn Stroudsburg

2 out of 5
100 Park Avenue, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is NZ$136 per night from 21 Sept to 22 Sept
NZ$136
21 Sept - 22 Sept
includes taxes & fees
Stay at this hotel in Stroudsburg. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowRed Roof Inn Stroudsburg
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Hampton Inn Stroudsburg/Poconos

Hampton Inn Stroudsburg/Poconos

3 out of 5
114 S 8th St, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 29 Sept to 30 Sept
NZ$184
29 Sept - 30 Sept
includes taxes & fees
Stay at this 3-star hotel in Stroudsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Opens in a new windowHampton Inn Stroudsburg/Poconos
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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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^Subject to availability and chosen travel dates.