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Stroudsburg Holiday Rentals

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49 rentals in Stroudsburg.
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Get cozy at Big Al's Poconos Creek House - Wireless DSL & Trout!!, holiday rental in Stroudsburg

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

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Country cottage and barn, 49 acres, stunning grounds and views, holiday rental in Stroudsburg

Country cottage and barn, 49 acres, stunning grounds and views

6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Center Hall Colonial Villa in the Heart of Poconos, holiday rental in Stroudsburg

Center Hall Colonial Villa in the Heart of Poconos

8 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Tentrr Signature Site - Uncle Willie's, holiday rental in Stroudsburg

Tentrr Signature Site - Uncle Willie's

1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
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Charming Private Lakefront Cottage Perfect For A Quiet Getaway, holiday rental in Stroudsburg

Charming Private Lakefront Cottage Perfect For A Quiet Getaway

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming five bedroom home with a pool, hot tub, game room and a wood burning f, holiday rental in Stroudsburg

Charming five bedroom home with a pool, hot tub, game room and a wood burning f

5 bedrooms
4 bathrooms
Sleeps 19
Match: Sleeps
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Breathtaking mountain views of Shawnee Valley Ski Resort., holiday rental in Stroudsburg

Breathtaking mountain views of Shawnee Valley Ski Resort.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4BR/ 4BA Lakefront House w/HOT SAUNA & Fireplace!, holiday rental in Stroudsburg

4BR/ 4BA Lakefront House w/HOT SAUNA & Fireplace!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Air Townhouse, FAMILY FRIENDLY; Quiet or Adventure; Hiking& Jacuzzi, holiday rental in Stroudsburg

Mountain Air Townhouse, FAMILY FRIENDLY; Quiet or Adventure; Hiking& Jacuzzi

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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LD - Lake-view / Game room/ Community Pool and Beach, holiday rental in Stroudsburg

LD - Lake-view / Game room/ Community Pool and Beach

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lodge on Moonlight Drive, holiday rental in Stroudsburg

Lodge on Moonlight Drive

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Magnolia House by Shawnee Mt.; Great Hiking, Biking, River, Jacuzzi & Fireplace,, holiday rental in Stroudsburg

Magnolia House by Shawnee Mt.; Great Hiking, Biking, River, Jacuzzi & Fireplace,

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A PERFECT SPOT FOR YOUR VACATION, holiday rental in Stroudsburg

A PERFECT SPOT FOR YOUR VACATION

5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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The Waterfront, holiday rental in Stroudsburg

The Waterfront

5 bedrooms
3 bathrooms
Sleeps 17
Match: Sleeps
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COZY FALLS CABIN...., holiday rental in Stroudsburg

COZY FALLS CABIN....

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy 1 bedroom apartment  can sleep 4  queen size bed couch in living room, holiday rental in Stroudsburg

Cozy 1 bedroom apartment can sleep 4 queen size bed couch in living room

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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EVSerenity...'Your Home Away From Home', holiday rental in Stroudsburg

EVSerenity...'Your Home Away From Home'

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Poconos Home_17 Acre Property, holiday rental in Stroudsburg

Luxury Poconos Home_17 Acre Property

6 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Shawnee Ski Resort is 4 Season Golden Experience!, holiday rental in Stroudsburg

Shawnee Ski Resort is 4 Season Golden Experience!

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Le Chateau Magnifique, holiday rental in Stroudsburg

Le Chateau Magnifique

8 bedrooms
8 bathrooms
Sleeps 24
Match: Sleeps
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Poconos! Wyndham Shawnee Village  Fully furnished Condo Resort, holiday rental in Stroudsburg

Poconos! Wyndham Shawnee Village Fully furnished Condo Resort

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Lake Front Home near Camelback Mountain!, holiday rental in Stroudsburg

Peaceful Lake Front Home near Camelback Mountain!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Very Welcoming Close to Shawnee Mountain, Town, & Mount Airy Casino, holiday rental in Stroudsburg

Very Welcoming Close to Shawnee Mountain, Town, & Mount Airy Casino

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Special Hidden Gem w/High Ceilings & Exposed Beams, holiday rental in Stroudsburg

Special Hidden Gem w/High Ceilings & Exposed Beams

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Deerfield - THE ULTIMATE WINTER RENTAL - 14 Bedrooms, Sleeps 20+, holiday rental in Stroudsburg

Deerfield - THE ULTIMATE WINTER RENTAL - 14 Bedrooms, Sleeps 20+

14 bedrooms
16 bathrooms
Sleeps 26
Match: Sleeps
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This resort & location is simply Heaven !, holiday rental in Stroudsburg

This resort & location is simply Heaven !

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Amazing Modern Lakefront Chateau by Camelback, holiday rental in Stroudsburg

Amazing Modern Lakefront Chateau by Camelback

6 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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ULTIMATE FAMILY FRIENDLY; Quiet and Adventure; Hiking, Biking, River & POOL, holiday rental in Stroudsburg

ULTIMATE FAMILY FRIENDLY; Quiet and Adventure; Hiking, Biking, River & POOL

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cherry Lane Sanctuary, Rustic Retreat on 6 Acres with Sauna, Hot Tub, and Pool, holiday rental in Stroudsburg

Cherry Lane Sanctuary, Rustic Retreat on 6 Acres with Sauna, Hot Tub, and Pool

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Superb Stroudsburg Home w/ Seasonal Pool & Deck!, holiday rental in Stroudsburg

Superb Stroudsburg Home w/ Seasonal Pool & Deck!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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2BR Condo WorldMark Shawnee Village in the Poconos, holiday rental in Stroudsburg

2BR Condo WorldMark Shawnee Village in the Poconos

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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You do not have enough time to enjoy all of this !, holiday rental in Stroudsburg

You do not have enough time to enjoy all of this !

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Poconos Home w/ Game Room-10 Mi to Camelback!, holiday rental in Stroudsburg

Poconos Home w/ Game Room-10 Mi to Camelback!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cozy 4BR Waterfront-Pocono Adventure!, holiday rental in Stroudsburg

Cozy 4BR Waterfront-Pocono Adventure!

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Secluded Home w/ Deck on Stream-Mins to Camelback!, holiday rental in Stroudsburg

Secluded Home w/ Deck on Stream-Mins to Camelback!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful East Stroudsburg House w/ Deck & Grill!, holiday rental in Stroudsburg

Peaceful East Stroudsburg House w/ Deck & Grill!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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***Bliss house , Lake,Ski,Hot tub,Sauna 1H30M from NYC , sleeps 22 ppl, holiday rental in Stroudsburg

***Bliss house , Lake,Ski,Hot tub,Sauna 1H30M from NYC , sleeps 22 ppl

4 bedrooms
3 bathrooms
Sleeps 22
Match: Sleeps
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River Village 1, R13, 2BR, 2BA, ski week #4, 1/26-2/1, holiday rental in Stroudsburg

River Village 1, R13, 2BR, 2BA, ski week #4, 1/26-2/1

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pocono Cabin Rental - Grand Summit Pocono Lodge w/Hot Tub, holiday rental in Stroudsburg

Pocono Cabin Rental - Grand Summit Pocono Lodge w/Hot Tub

6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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The Shawnee- Poconos Getaway, holiday rental in Stroudsburg

The Shawnee- Poconos Getaway

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Home w/ Hot Tub, Fire Pit, Koi Pond: Walk to Lake!, holiday rental in Stroudsburg

Home w/ Hot Tub, Fire Pit, Koi Pond: Walk to Lake!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront property in Poconos - easy access to all attractions, holiday rental in Stroudsburg

Lakefront property in Poconos - easy access to all attractions

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Stroudsburg Apt: 7 Mi to Camelback Mountain!, holiday rental in Stroudsburg

Cozy Stroudsburg Apt: 7 Mi to Camelback Mountain!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Pet-Friendly Pocono Mtn Escape in Stroudsburg!, holiday rental in Stroudsburg

Pet-Friendly Pocono Mtn Escape in Stroudsburg!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Blue Mtn Lake Family House, Steps to Beach!, holiday rental in Stroudsburg

NEW! Blue Mtn Lake Family House, Steps to Beach!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Pocono Mountains Getaway by River & Ski Area!, holiday rental in Stroudsburg

NEW! Pocono Mountains Getaway by River & Ski Area!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Chic Penn Estates Home: 7 Mi to Camelback Mtn, holiday rental in Stroudsburg

NEW! Chic Penn Estates Home: 7 Mi to Camelback Mtn

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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House with hot tub in the Poconos Area, holiday rental in Stroudsburg

House with hot tub in the Poconos Area

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Shawnee on Delaware, PA: 2BR Resort Pool, Hike, Bike, Ski, Fish Near Attractions, holiday rental in Stroudsburg

Shawnee on Delaware, PA: 2BR Resort Pool, Hike, Bike, Ski, Fish Near Attractions

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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