Photo by Marina Timo

Search Pawling Cottages

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Cottages in Pawling

Peaceful Cottage with Grill | Walk to Lake
Interior

Peaceful Cottage with Grill | Walk to Lake

9.8 out of 10, Exceptional, (21)
"This property was great. Clean, roomy and about 1/2 hour from West Point."
$440 nightly
The price is $484
Aug 21 - Aug 22
Total includes taxes and fees
Peaceful Cottage with Grill | Walk to Lake
Chestnut on Willow Lake
Private kitchen

Chestnut on Willow Lake

9.0 out of 10, Wonderful, (2)
"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"
$511 nightly
The price is $582
Aug 21 - Aug 22
Total includes taxes and fees
Chestnut on Willow Lake
Hickory on Willow Lake
Children's area

Hickory on Willow Lake

9.4 out of 10, Exceptional, (3)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
$539 nightly
The price is $614
Aug 21 - Aug 22
Total includes taxes and fees
Hickory on Willow Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pawling Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"The front desk person that checked me in was amazing!!!He opened the door so I could get all my luggage in. And was so friendly…. I wish I remembered his name!!!"
Nancy 1-night trip
Posted 1 day ago
Quality Inn Hyde Park Poughkeepsie North