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  2. >North America
  3. >United States
  4. >New York
  5. >Dutchess
  6. >Pawling

Hotels with Swimming Pool and Private Pool Rooms in Pawling

31 HOTELS IN AND AROUND PAWLINGRanking can be influenced by the commissions we receive.
20 hotels nearby!
Historic Sherman Home on Valley Pond with Pool! main photo
Historic Sherman Home on Valley Pond with Pool!
3.2 mi from Pawling
Vacation Home in Sherman CTUS flag
0.0
$
Info
Categories
Pool
Heated Pool
Private Pool
Outdoor Pool
Ski
Family Getaway with Fireplace in Sherman on 4 Acres! main photo
Family Getaway with Fireplace in Sherman on 4 Acres!
4.0 mi from Pawling
Vacation Home in Sherman CTUS flag
0.0
$
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Pool
Heated Pool
Private Pool
Outdoor Pool
Ski
Pet-Friendly Hopewell Junction Home with Pool main photo
Pet-Friendly Hopewell Junction Home with Pool
10.9 mi from Pawling
Vacation Home in Hopewell Junction NYUS flag
0.0
$
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Pool
Heated Pool
Private Pool
Outdoor Pool
Dog Friendly
Judd's Bridge Luxurious 5BR Heated Pool, Gas BBQ, PoshPadsCT main photo
Judd's Bridge Luxurious 5BR Heated Pool, Gas BBQ, PoshPadsCT
12.8 mi from Pawling
Vacation Home in Roxbury CTUS flag
0.0
$
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Pool
Heated Pool
Private Pool
Ski
Dog Friendly
SENTRY HILL 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ PoshPadsCT main photo
SENTRY HILL 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ PoshPadsCT
12.8 mi from Pawling
Vacation Home in Roxbury CTUS flag
0.0
$
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Pool
Private Pool
Ski
Dog Friendly
Moosehorn 6-BR, Heated Pool, Luxurious! PoshPadsCT main photo
Moosehorn 6-BR, Heated Pool, Luxurious! PoshPadsCT
13.9 mi from Pawling
Vacation Home in Roxbury CTUS flag
0.0
$
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Pool
Heated Pool
Private Pool
Ski
Parking
Modern Escape with Fire Pit, Near Lake Waramaug main photo
Modern Escape with Fire Pit, Near Lake Waramaug
13.9 mi from Pawling
Vacation Home in Kent CTUS flag
10
Excellent
$
Info
Categories
Pool
Private Pool
Outdoor Pool
Calhoun 5BR, Heated Pool, Hot Tub, Gas BBQ, PoshPadsCT main photo
Calhoun 5BR, Heated Pool, Hot Tub, Gas BBQ, PoshPadsCT
14.2 mi from Pawling
Vacation Home in Washington CTUS flag
0.0
$
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Pool
Heated Pool
Private Pool
Ski
Dog Friendly
Calhoun 4BR, View, Land and Location!! Heated Pool, PoshPadsCT main photo
Calhoun 4BR, View, Land and Location!! Heated Pool, PoshPadsCT
14.2 mi from Pawling
Vacation Home in Washington CTUS flag
0.0
$
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Categories
Pool
Heated Pool
Private Pool
Ski
Dog Friendly
South Street, Mint 4 Bedroom, Heated Pool, Gas BBQ, PoshPadsCT main photo
South Street, Mint 4 Bedroom, Heated Pool, Gas BBQ, PoshPadsCT
14.4 mi from Pawling
Vacation Home in Washington CTUS flag
0.0
$
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Pool
Heated Pool
Private Pool
Ski
Parking
Kielwasser Luxury Barn with Heated Pool, Gas BBQ, Bikes PoshPadsCT main photo
Kielwasser Luxury Barn with Heated Pool, Gas BBQ, Bikes PoshPadsCT
14.6 mi from Pawling
Vacation Home in Washington CTUS flag
0.0
$
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Pool
Heated Pool
Private Pool
Ski
Parking
Painter Ridge Mint 3 BR with Heated Pool - PoshPadsCT main photo
Painter Ridge Mint 3 BR with Heated Pool - PoshPadsCT
14.6 mi from Pawling
Vacation Home in Roxbury CTUS flag
0.0
$
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Categories
Pool
Heated Pool
Private Pool
Ski
Parking
Painter Hill 4-BR Heated Pool, PoshPadsCT main photo
Painter Hill 4-BR Heated Pool, PoshPadsCT
14.7 mi from Pawling
Vacation Home in Roxbury CTUS flag
0.0
$
Info
Categories
Pool
Heated Pool
Private Pool
Ski
Dog Friendly
Tophet Pool House - PoshPadsCT main photo
Tophet Pool House - PoshPadsCT
15.6 mi from Pawling
Vacation Home in Roxbury CTUS flag
0.0
$
Info
Categories
Pool
Private Pool
Ski
Dog Friendly
Tophet Road, 3-BR with Spa Plunge Pool - PoshPadsCT main photo
Tophet Road, 3-BR with Spa Plunge Pool - PoshPadsCT
15.6 mi from Pawling
Vacation Home in Roxbury CTUS flag
0.0
$
Info
Categories
Pool
Private Pool
Ski
Dog Friendly
Old Litchfield, Washington CT main photo
Old Litchfield, Washington CT
15.9 mi from Pawling
Vacation Home in Washington CTUS flag
0.0
$
Info
Categories
Pool
Private Pool
Outdoor Pool
Ski
Dog Friendly
Lake and Vineyard Views Country Home with Spa! main photo
Lake and Vineyard Views Country Home with Spa!
16.0 mi from Pawling
Vacation Home in Warren CTUS flag
0.0
$
Info
Categories
Pool
Private Pool
Outdoor Pool
Luxury
Ski
Sunny Ridge Estate 8BR, Heated Pool, Gas BBQ PoshPadsCT main photo
Sunny Ridge Estate 8BR, Heated Pool, Gas BBQ PoshPadsCT
16.8 mi from Pawling
Vacation Home in Washington CTUS flag
0.0
$
Info
Categories
Pool
Heated Pool
Private Pool
Ski
Dog Friendly
Sunny Ridge - PoshPadsCT Best Town Washington main photo
Sunny Ridge - PoshPadsCT Best Town Washington
16.8 mi from Pawling
Villa in Washington CTUS flag
0.0
$
Info
Categories
Pool
Private Pool
Ski
Dog Friendly
Upmarket Country Retreat, Washington, Connecticut main photo
Upmarket Country Retreat, Washington, Connecticut
17.3 mi from Pawling
Vacation Home in Washington CTUS flag
10
Excellent
$
Info
Categories
Pool
Heated Pool
Private Pool
Outdoor Pool
Ski
Dog Friendly
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 31 hotels in and around Pawling
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