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Stroudsburg Holiday Apartments

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50 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!!, holiday rental in Stroudsburg
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!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
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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, holiday rental in Stroudsburg
Country cottage and barn, 49 acres, stunning grounds and views, holiday rental in Stroudsburg

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

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 10
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Poconos  farmhouse -PRIVATE Hot tub and Pool at Camelback, holiday rental in Stroudsburg
Poconos  farmhouse -PRIVATE Hot tub and Pool at Camelback, holiday rental in Stroudsburg
Poconos  farmhouse -PRIVATE Hot tub and Pool at Camelback, holiday rental in Stroudsburg

Poconos farmhouse -PRIVATE Hot tub and Pool at Camelback

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 5
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Danish Mid-Century Modern Styled Couples Getaway, Hiking/Skiing w/in 10 Miles, holiday rental in Stroudsburg
Danish Mid-Century Modern Styled Couples Getaway, Hiking/Skiing w/in 10 Miles, holiday rental in Stroudsburg
Danish Mid-Century Modern Styled Couples Getaway, Hiking/Skiing w/in 10 Miles, holiday rental in Stroudsburg

Danish Mid-Century Modern Styled Couples Getaway, Hiking/Skiing w/in 10 Miles

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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New Pocono Forest House, Close To Camelback & More, holiday rental in Stroudsburg
New Pocono Forest House, Close To Camelback & More, holiday rental in Stroudsburg
New Pocono Forest House, Close To Camelback & More, holiday rental in Stroudsburg

New Pocono Forest House, Close To Camelback & More

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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A quiet mountaintop retreat with all the comforts of home!, holiday rental in Stroudsburg
A quiet mountaintop retreat with all the comforts of home!, holiday rental in Stroudsburg
A quiet mountaintop retreat with all the comforts of home!, holiday rental in Stroudsburg

A quiet mountaintop retreat with all the comforts of home!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Hidden Villa de’Casablanca Pool + Spa Oasis, holiday rental in Stroudsburg
Hidden Villa de’Casablanca Pool + Spa Oasis, holiday rental in Stroudsburg
Hidden Villa de’Casablanca Pool + Spa Oasis, holiday rental in Stroudsburg

Hidden Villa de’Casablanca Pool + Spa Oasis

Holiday Rental House
3 bedrooms
7 bathrooms
Sleeps 10
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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, holiday rental in Stroudsburg
Center Hall Colonial Villa in the Heart of Poconos, holiday rental in Stroudsburg

Center Hall Colonial Villa in the Heart of Poconos

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 20
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Classic Stone House on Quiet Street - Walking Distance to Main Street!, holiday rental in Stroudsburg
Classic Stone House on Quiet Street - Walking Distance to Main Street!, holiday rental in Stroudsburg
Classic Stone House on Quiet Street - Walking Distance to Main Street!, holiday rental in Stroudsburg

Classic Stone House on Quiet Street - Walking Distance to Main Street!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
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Spacious Poconos Home Getaway���, holiday rental in Stroudsburg
Spacious Poconos Home Getaway���, holiday rental in Stroudsburg
Spacious Poconos Home Getaway���, holiday rental in Stroudsburg

Spacious Poconos Home Getaway���

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Spacious Lake View 4BR home-Hot Tub, Game Room, Poker room, WiFi, Cable, AC!, holiday rental in Stroudsburg
Spacious Lake View 4BR home-Hot Tub, Game Room, Poker room, WiFi, Cable, AC!, holiday rental in Stroudsburg
Spacious Lake View 4BR home-Hot Tub, Game Room, Poker room, WiFi, Cable, AC!, holiday rental in Stroudsburg

Spacious Lake View 4BR home-Hot Tub, Game Room, Poker room, WiFi, Cable, AC!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
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5000sqft Mountain View Pool Hot Tub Sauna Firepit Games Multiple LARGE Decks, holiday rental in Stroudsburg
5000sqft Mountain View Pool Hot Tub Sauna Firepit Games Multiple LARGE Decks, holiday rental in Stroudsburg
5000sqft Mountain View Pool Hot Tub Sauna Firepit Games Multiple LARGE Decks, holiday rental in Stroudsburg

5000sqft Mountain View Pool Hot Tub Sauna Firepit Games Multiple LARGE Decks

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
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Cozy 4BR Water Front Cabin/home. Ski Camelback and Shawnee Poconos Mountains!, holiday rental in Stroudsburg
Cozy 4BR Water Front Cabin/home. Ski Camelback and Shawnee Poconos Mountains!, holiday rental in Stroudsburg
Cozy 4BR Water Front Cabin/home. Ski Camelback and Shawnee Poconos Mountains!, holiday rental in Stroudsburg

Cozy 4BR Water Front Cabin/home. Ski Camelback and Shawnee Poconos Mountains!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
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Pocono Condo Resort ~Pool~Gym~ Mini Golf, holiday rental in Stroudsburg
Pocono Condo Resort ~Pool~Gym~ Mini Golf, holiday rental in Stroudsburg
Pocono Condo Resort ~Pool~Gym~ Mini Golf, holiday rental in Stroudsburg

Pocono Condo Resort ~Pool~Gym~ Mini Golf

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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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, holiday rental in Stroudsburg
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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Perfection in the Poconos!, holiday rental in Stroudsburg
Perfection in the Poconos!, holiday rental in Stroudsburg
Perfection in the Poconos!, holiday rental in Stroudsburg

Perfection in the Poconos!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pocono Tree House by camelback, kalahari & outlets, holiday rental in Stroudsburg
Pocono Tree House by camelback, kalahari & outlets, holiday rental in Stroudsburg
Pocono Tree House by camelback, kalahari & outlets, holiday rental in Stroudsburg

Pocono Tree House by camelback, kalahari & outlets

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
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!! WORLD CLASS FUN !!, holiday rental in Stroudsburg
!! WORLD CLASS FUN !!, holiday rental in Stroudsburg
!! WORLD CLASS FUN !!, holiday rental in Stroudsburg

!! WORLD CLASS FUN !!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3BR/ 2BA with a loft 2300 sqft home by the lake!!!, holiday rental in Stroudsburg
3BR/ 2BA with a loft 2300 sqft home by the lake!!!, holiday rental in Stroudsburg
3BR/ 2BA with a loft 2300 sqft home by the lake!!!, holiday rental in Stroudsburg

3BR/ 2BA with a loft 2300 sqft home by the lake!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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A PERFECT SPOT FOR YOUR VACATION, holiday rental in Stroudsburg
A PERFECT SPOT FOR YOUR VACATION, holiday rental in Stroudsburg
A PERFECT SPOT FOR YOUR VACATION, holiday rental in Stroudsburg

A PERFECT SPOT FOR YOUR VACATION

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Big House On The Hill, Pocono - Hot tub, Sauna, Fireplace, holiday rental in Stroudsburg
Big House On The Hill, Pocono - Hot tub, Sauna, Fireplace, holiday rental in Stroudsburg
Big House On The Hill, Pocono - Hot tub, Sauna, Fireplace, holiday rental in Stroudsburg

Big House On The Hill, Pocono - Hot tub, Sauna, Fireplace

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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A wooded wonderland!, holiday rental in Stroudsburg
A wooded wonderland!, holiday rental in Stroudsburg
A wooded wonderland!, holiday rental in Stroudsburg

A wooded wonderland!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfalls and hiking trails at your feet!, holiday rental in Stroudsburg
Waterfalls and hiking trails at your feet!, holiday rental in Stroudsburg
Waterfalls and hiking trails at your feet!, holiday rental in Stroudsburg

Waterfalls and hiking trails at your feet!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
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, holiday rental in Stroudsburg
Poconos! Wyndham Shawnee Village  Fully furnished Condo Resort, holiday rental in Stroudsburg

Poconos! Wyndham Shawnee Village Fully furnished Condo Resort

Condo/Apartment
2 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, holiday rental in Stroudsburg
Very Welcoming Close to Shawnee Mountain, Town, & Mount Airy Casino, holiday rental in Stroudsburg

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Breathtaking in all directions!, holiday rental in Stroudsburg
Breathtaking in all directions!, holiday rental in Stroudsburg
Breathtaking in all directions!, holiday rental in Stroudsburg

Breathtaking in all directions!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
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, holiday rental in Stroudsburg
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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Amazing Modern Lakefront Chateau by Camelback, holiday rental in Stroudsburg
Amazing Modern Lakefront Chateau by Camelback, holiday rental in Stroudsburg
Amazing Modern Lakefront Chateau by Camelback, holiday rental in Stroudsburg

Amazing Modern Lakefront Chateau by Camelback

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Love the outdoors???, holiday rental in Stroudsburg
Love the outdoors???, holiday rental in Stroudsburg
Love the outdoors???, holiday rental in Stroudsburg

Love the outdoors???

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy the spa, salon, ski facilities, golf course & restaurants!, holiday rental in Stroudsburg
Enjoy the spa, salon, ski facilities, golf course & restaurants!, holiday rental in Stroudsburg
Enjoy the spa, salon, ski facilities, golf course & restaurants!, holiday rental in Stroudsburg

Enjoy the spa, salon, ski facilities, golf course & restaurants!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wilderness that sits right on the Delaware !, holiday rental in Stroudsburg
Wilderness that sits right on the Delaware !, holiday rental in Stroudsburg
Wilderness that sits right on the Delaware !, holiday rental in Stroudsburg

Wilderness that sits right on the Delaware !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful resort in the heart of it all!, holiday rental in Stroudsburg
Beautiful resort in the heart of it all!, holiday rental in Stroudsburg
Beautiful resort in the heart of it all!, holiday rental in Stroudsburg

Beautiful resort in the heart of it all!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A wooded wonderland!, holiday rental in Stroudsburg
A wooded wonderland!, holiday rental in Stroudsburg
A wooded wonderland!, holiday rental in Stroudsburg

A wooded wonderland!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Awesome summers and gorgeous winters!, holiday rental in Stroudsburg
Awesome summers and gorgeous winters!, holiday rental in Stroudsburg
Awesome summers and gorgeous winters!, holiday rental in Stroudsburg

Awesome summers and gorgeous winters!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Vast Wilderness, Delaware River, Snow Skiing !, holiday rental in Stroudsburg
Vast Wilderness, Delaware River, Snow Skiing !, holiday rental in Stroudsburg
Vast Wilderness, Delaware River, Snow Skiing !, holiday rental in Stroudsburg

Vast Wilderness, Delaware River, Snow Skiing !

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hike, swim, boat, fish, bike & drive 70,000 acres of scenic land!, holiday rental in Stroudsburg
Hike, swim, boat, fish, bike & drive 70,000 acres of scenic land!, holiday rental in Stroudsburg
Hike, swim, boat, fish, bike & drive 70,000 acres of scenic land!, holiday rental in Stroudsburg

Hike, swim, boat, fish, bike & drive 70,000 acres of scenic land!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy 4BR Waterfront-Pocono Adventure!, holiday rental in Stroudsburg
Cozy 4BR Waterfront-Pocono Adventure!, holiday rental in Stroudsburg
Cozy 4BR Waterfront-Pocono Adventure!, holiday rental in Stroudsburg

Cozy 4BR Waterfront-Pocono Adventure!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
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, holiday rental in Stroudsburg
***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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 22
Match: Sleeps
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Leave your worries at the door!, holiday rental in Stroudsburg
Leave your worries at the door!, holiday rental in Stroudsburg
Leave your worries at the door!, holiday rental in Stroudsburg

Leave your worries at the door!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Yes ... life is this good!, holiday rental in Stroudsburg
Yes ... life is this good!, holiday rental in Stroudsburg
Yes ... life is this good!, holiday rental in Stroudsburg

Yes ... life is this good!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
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All the comforts of home!, holiday rental in Stroudsburg
All the comforts of home!, holiday rental in Stroudsburg
All the comforts of home!, holiday rental in Stroudsburg

All the comforts of home!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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You will keep coming back for more!, holiday rental in Stroudsburg
You will keep coming back for more!, holiday rental in Stroudsburg
You will keep coming back for more!, holiday rental in Stroudsburg

You will keep coming back for more!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
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More to explore than you have time for !, holiday rental in Stroudsburg
More to explore than you have time for !, holiday rental in Stroudsburg
More to explore than you have time for !, holiday rental in Stroudsburg

More to explore than you have time for !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
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Beautiful House at Pocono. It is where your heart falls in love., holiday rental in Stroudsburg
Beautiful House at Pocono. It is where your heart falls in love., holiday rental in Stroudsburg
Beautiful House at Pocono. It is where your heart falls in love., holiday rental in Stroudsburg

Beautiful House at Pocono. It is where your heart falls in love.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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, holiday rental in Stroudsburg
Lakefront property in Poconos - easy access to all attractions, holiday rental in Stroudsburg

Lakefront property in Poconos - easy access to all attractions

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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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!, holiday rental in Stroudsburg
NEW! Blue Mtn Lake Family House, Steps to Beach!, holiday rental in Stroudsburg

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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100 year old home on Appalachian Trail, holiday rental in Stroudsburg
100 year old home on Appalachian Trail, holiday rental in Stroudsburg
100 year old home on Appalachian Trail, holiday rental in Stroudsburg

100 year old home on Appalachian Trail

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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Thanksgiving In The Poconos!   $99 a night!!!, holiday rental in Stroudsburg
Thanksgiving In The Poconos!   $99 a night!!!, holiday rental in Stroudsburg
Thanksgiving In The Poconos!   $99 a night!!!, holiday rental in Stroudsburg

Thanksgiving In The Poconos! $99 a night!!!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
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Paradise in the Poconos!, holiday rental in Stroudsburg
Paradise in the Poconos!, holiday rental in Stroudsburg
Paradise in the Poconos!, holiday rental in Stroudsburg

Paradise in the Poconos!

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Hyland Hideaway, your perfect Pocono paradise, holiday rental in Stroudsburg
The Hyland Hideaway, your perfect Pocono paradise, holiday rental in Stroudsburg
The Hyland Hideaway, your perfect Pocono paradise, holiday rental in Stroudsburg

The Hyland Hideaway, your perfect Pocono paradise

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Frequently Asked Questions about Stroudsburg