Historic Sherman Home on Valley Pond with Pool! 3.2 km from Pawling
Vacation Home in Sherman CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Show more
 
Family Getaway with Fireplace in Sherman on 4 Acres! 4.0 km from Pawling
Vacation Home in Sherman CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Show more
 
Pet-Friendly Hopewell Junction Home with Pool 10.9 km from Pawling
Vacation Home in Hopewell Junction NY
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Dog Friendly Vacation Home

Show more
 
Crowne Plaza Danbury, an IHG Hotel 11.3 km from Pawling
Hotel in Danbury CT
8.4
Very Good
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Hotel near Golf Courses

Hotel near Ski Resorts

Show more
 
Pet-Friendly Beacon Area Vacation Rental 6 Acres 12.1 km from Pawling
Vacation Home in Lagrangeville NY
9.0
Excellent
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Outdoor Pool  

Dog Friendly Vacation Home

Show more
 
Courtyard by Marriott Danbury 12.3 km from Pawling
Hotel in Danbury CT
8.4
Very Good
From $195
From $195
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Business Hotel

Hotel for Honeymoon

Show more
 
Residence Inn Danbury 12.3 km from Pawling
Hotel in Danbury CT
8.2
Very Good
From $194
From $194
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Hotel with Rooms With Fireplace

Hotel near Ski Resorts

Show more
 
Hampton Inn Danbury 12.5 km from Pawling
Hotel in Danbury CT
8.5
Very Good
From $175
From $175
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Hotel near Golf Courses

Hotel Taking Steps Towards Sustainability

Show more
 
Judd's Bridge Luxurious 5BR Heated Pool, Gas BBQ, PoshPadsCT 12.8 km from Pawling
Vacation Home in Roxbury CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Show more
 
Moosehorn 6-BR, Heated Pool, Luxurious! PoshPadsCT 13.9 km from Pawling
Vacation Home in Roxbury CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

Show more
 
Calhoun 5BR, Heated Pool, Hot Tub, Gas BBQ, PoshPadsCT 14.2 km from Pawling
Vacation Home in Washington CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Show more
 
Calhoun 4BR, View, Land and Location!! Heated Pool, PoshPadsCT 14.2 km from Pawling
Vacation Home in Washington CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Show more
 
South Street, Mint 4 Bedroom, Heated Pool, Gas BBQ, PoshPadsCT 14.4 km from Pawling
Vacation Home in Washington CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

Show more
 
Kielwasser Luxury Barn with Heated Pool, Gas BBQ, Bikes PoshPadsCT 14.6 km from Pawling
Vacation Home in Washington CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

Show more
 
Painter Ridge Mint 3 BR with Heated Pool - PoshPadsCT 14.6 km from Pawling
Vacation Home in Roxbury CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

Show more
 
Painter Hill 4-BR Heated Pool, PoshPadsCT 14.7 km from Pawling
Vacation Home in Roxbury CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Show more
 
Sunny Ridge Estate 8BR, Heated Pool, Gas BBQ PoshPadsCT 16.8 km from Pawling
Vacation Home in Washington CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Show more
 
Residence Inn by Marriott Fishkill 17.1 km from Pawling
Hotel in Fishkill NY
8.4
Very Good
From $164
From $164
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Dog Friendly Hotel

Accessible Hotel

Show more
 
Upmarket Country Retreat, Washington, Connecticut 17.3 km from Pawling
Vacation Home in Washington CT
10
Excellent
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Show more
 
Pet-Friendly Woodbury Cottage with Fire Pit and Pool! 17.4 km from Pawling
Vacation Home in Southbury CT
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Heated Pool (25)
  •     Pool (25)
  •     Private Pool (17)
  •     Outdoor Pool (8)
  •     Indoor Pool (5)
  •     Ski (19)
  •     Dog Friendly (18)
  •     Parking (16)
  •     Gym (6)
  •     Business (6)
  •     Accessible (5)
  •     Honeymoon (4)
  •     3 Star (4)
  •     Family (3)
  •     Golf (2)
  •     Free Wi-Fi (1)
  •     4 Star (1)
  •     Rooms with Fireplace (1)
  •     Sustainability Journey (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ