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Pawling Rentals

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Price range

Per night

$10 - $500

Rental types

Pawling Rentals

54 Houses

Private Lakefront & Pool DeeLuxGlamping. NYC Getaway

Pawling camper van

2 bedrooms / 1 bathroom / sleeps 8

Price per night from

$180

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Great rentals within 20 miles that match your search

Lake Bliss the Perfect Getaway

Holmes house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$249

1 / 20

Washington "Shearer" 3-Bedroom Country Cottage - PoshPadsCT

Washington house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 54 minutes

Price per night from

$770

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100% WASHINGTON! (Zoom in Map++) PoshPadsCT "51 SENFF RD" Mint 5BR, Pool, BBQ

Washington Depot house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 54 minutes

Price per night from

$300

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Lake House Rental On Your Own Private Lake

Wingdale villa

4 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$713

1 / 29

Washington - "Senff 8-BR Estate" Heated Pool, Private Scenic Estate Neighborhood

Washington house

8 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 54 minutes

Price per night from

$339

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Washington "Plumb Hill" 5-Bedroom, Heated Pool, PoshPadsCT

Washington house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 54 minutes

Price per night from

$263

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Lake Cottage with Views and Fireplace

Sherman house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$227

1 / 14

Roxbury "Judd's Bridge" 5-BR with Heated Pool, PoshPadsCT

Roxbury house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 54 minutes

Price per night from

$998

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Lakefront Warren 'Carriage House' on 25 Acres!

Warren house

7 bedrooms / 8 bathrooms / sleeps 14

Responds fast! avg. 38 minutes

Price per night from

$1,140

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Must Love Garden and the Sound of Stream

Lanesville house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$285

1 / 32

Washington - "Kirby Road" 3-Bedroom Carriage House on the Green - PoshPadsCT

Washington house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 54 minutes

Price per night from

$186

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Spectacular Lake House

Putnam Valley house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$416

1 / 10

PoshPadsCT "South Street" 4-BR Cottage with Heated Pool

Washington house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$793

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100% ROXBURY! (Zoom in Map++) PoshPadsCT "MOOSEHORN" Mint 5BR Pool, BBQ, Bikes

Washington Depot house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 54 minutes

Price per night from

$300

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Rhubarb Hill, a Charming 1850's Farmhouse

New Preston house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$399

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Quiet Getaway in Historic Village

Southbury house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$170

1 / 27

Wits End Farm B&B

Bethlehem b and b

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$912

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Library Bed Room with Fireplace, Dressing Room and Separate Entry from outside

Southbury room

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$103

1 / 8

100% WASHINGTON! (Zoom in Map++) PoshPadsCT "SUNNY RIDGE" 8-BR Estate, Pool, BBQ

Washington Depot house

8 bedrooms / 7 bathrooms / sleeps 16

Responds fast! avg. 54 minutes

Price per night from

$377

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PineTop

Cold Spring house

5 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 2 hours 16 minutes

Price per night from

$855

1 / 14

Base Camp - Dutch Colonial Estate

Beacon apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$257

1 / 1

100%WashingtonZOOM MAP+PoshPadsCT "Magical Barn"

Washington Depot house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 54 minutes

Price per night from

$339

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Relaxing Modern Retreat

Putnam Valley house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$341

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100% ROXBURY (Zoom in Map+) PoshPadsCT "PAINTER RIDGE" Mint 3BR, Pool, BBQ,Bikes

Washington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 54 minutes

Price per night from

$263

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Wits End Farm

Bethlehem house

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,028

1 / 16

100% ROXBURY! PoshPadsCT "NORTH ST" Private, Mint 6-BR, Pool,Views, Fire Pl, BBQ

Washington Depot house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 54 minutes

Price per night from

$263

1 / 38

100% ROXBURY! (Zoom Map In++) PoshPadsCT "PAINTER HILL" Mint 4-BR,Pool,Fire,BBQ

Washington Depot house

4 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 54 minutes

Price per night from

$263

1 / 36

100% WASHINGTON! (Zoom in Map ++) PoshPadsCT "SHEARER RD" Mint 3BR, Pool, BBQ

Washington Depot house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 54 minutes

Price per night from

$225

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Exclusive Rental in Beautiful Amenia!

Amenia house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$152

1 / 4

100% ROXBURY! (Zoom in Map++) PoshPadsCT "SENTRY HILL"Mint 6BR Pool,4 FirePlaces

Washington Depot house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 54 minutes

Price per night from

$301

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20'x40' inground private pool just for you&house with 4bedrooms

New Milford house

4 bedrooms / 2 bathrooms / sleeps 8

“Wonderful experience!!!” My wife and our two children (10 and 7)spent a wonderful time at this beautiful New Milford retreat. The house was spacious and nicely decorated and we loved the privacy of the place. You couldn't see any neighbors and yet sho

Price per night from

$327

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100%WASHINGTON! Zoom In Map PoshPadsCT"Calhoun" 4BR, Views!,Meadows,Pool,25Acres

Washington Depot house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 54 minutes

Price per night from

$263

1 / 24

Contemporary Rustic Lakefront, Westchester County NY

South Salem house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$3,653

1 / 15

Kent Victorian Room 1

Kent room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$182

1 / 6

Very private,4bdrm house,20x40inground pool, pool house. Paradise!

New Milford house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$400

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Country Chic Cabin~spacious~ private setting~hot tub~pool~ views~75 minutes/NYC

Garrison house

3 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$1,256

1 / 10

Unique New Fairfield House w/ Deck & Lake Views!

New Fairfield house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 49 minutes

Price per night from

$286

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