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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Featured Cottages in Pawling and around

Peaceful Cottage with Grill | Walk to Lake
Exterior

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."
The price is €420
includes taxes & fees
8 Oct - 9 Oct
Peaceful Cottage with Grill | Walk to Lake
Chestnut on Willow Lake
Exterior

Chestnut on Willow Lake

9.4 out of 10, Exceptional, (3)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
The price is €504
includes taxes & fees
8 Oct - 9 Oct
Chestnut on Willow Lake
Red Cottage - Lakeside Property!
Exterior

Red Cottage - Lakeside Property!

The price is €560
includes taxes & fees
4 Nov - 5 Nov
Red Cottage - Lakeside Property!
Hickory on Willow Lake
Exterior

Hickory on Willow Lake

9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is €532
includes taxes & fees
8 Oct - 9 Oct
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.
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Top Pawling Hotel Reviews

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Very nice."
Teri 2-night trip
Posted 2 days ago
Courtyard by Marriott Poughkeepsie

Find out more about Pawling

Find out more about Pawling

Pawling Cottages information

Number of reviews
11,971
Accommodation
65 Cottages
Lowest Price
€80
Highest Price
€280

Frequently asked questions

Why book your cottage in Pawling with Expedia?
Booking a cottage in Pawling is as easy as deciding on your travel dates and choosing an ideal place for outdoor relaxation and recreation. From upscale retreats to low-cost properties and cottages that feature perks like a pool, Expedia has something for all tastes. As for the best offers around? We've have them as well!
How can I find cheap cottages in Pawling?
Expedia is here to help you easily locate cheap cottages in Pawling. To reserve your ideal stay in a couple of clicks, try out the filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Pawling near my cottage?
The perfect travel accessory is a well-planned to-do list. John Kane House is an excellent place to kick-start your exploration of Pawling.

Explore a world of travel with Expedia

Explore a world of travel with Expedia