A wooden boardwalk with a wooden chair and a sign reading "Swamp River Boardwalk."

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Pawling cottages

A two-story house with a balcony, surrounded by lush greenery.

1. Quiet Solitude with Firepit, Electric Stove & Private Deck

Quiet Solitude with Firepit, Electric Stove & Private Deck
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
United States
stephanie a.
The price is £403
includes taxes & fees
10 Nov - 11 Nov
Quiet Solitude with Firepit, Electric Stove & Private Deck
A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

2. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Absolute comfortable stay. Everything you need and fantastic host!! Will be back."
United States
Lisa
The price is £382
includes taxes & fees
15 Nov - 16 Nov
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A two-story house with a dock extending into a lake, surrounded by trees with autumn foliage.

3. Escape to Bantam Lake- With Fireplace and Hot tub!

Escape to Bantam Lake- With Fireplace and Hot tub!
Morris
10.0 out of 10, Exceptional, (6 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
United States
Shannon M.
The price is £344
includes taxes & fees
18 Nov - 19 Nov
Escape to Bantam Lake- With Fireplace and Hot tub!
A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

4. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is £341
includes taxes & fees
10 Nov - 11 Nov
Sharon Retreat w/ Private Yard
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

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

8/10 Good
"Conveniently situated, this property offers an affordable accommodation option; a straightforward motel providing basic amenities without additional features."
Brian 1-night trip
Posted less than an hour ago
Quality Inn Poughkeepsie

Find out more about Pawling

Pawling Cottages information

Number of reviews
44
Accommodation
77 Cottages
Lowest Price
£341
Highest Price
£403

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.

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