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
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Pawling vacation homes

Private kitchen

1. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
The price is AED 250
AED 530 total
includes taxes & fees
1 Sep - 2 Sep
Cozy private room in a shared home with a Full-size bed and private bathroom.
Private kitchen

2. Gorgeous 4-bedroom house on lovely Candlewood Lake perfect for families

Gorgeous 4-bedroom house on lovely Candlewood Lake perfect for families
Brookfield
The price is AED 1,983
AED 3,515 total
includes taxes & fees
8 Sep - 9 Sep
Gorgeous 4-bedroom house on lovely Candlewood Lake perfect for families
Miscellaneous

3. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is AED 1,653
AED 2,547 total
includes taxes & fees
4 Sep - 5 Sep
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Coffee/tea maker, fridge, microwave, oven

4. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is AED 770
AED 2,184 total
includes taxes & fees
1 Sep - 2 Sep
"Country outside the city " 3 bedrooms 2 full bathrooms
Interior

5. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is AED 503
AED 713 total
includes taxes & fees
14 Sep - 15 Sep
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Exterior

6. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is AED 386
AED 740 total
includes taxes & fees
25 Aug - 26 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
TV, fireplace

7. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is AED 955
AED 1,728 total
includes taxes & fees
22 Sep - 23 Sep
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Cookware/dishes/utensils

8. Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (11 reviews)
"Nicole is a wonderful host. We had a fantastic stay at her house. The home was beautifully prepared, and we felt very comfortable throughout our visit. Even though it was a rainy weekend, we were still able to enjoy the huge hot tub and had a great time playing the card games and board games provided. Thank you!!"
United States
W Y.
The price is AED 1,653
AED 2,850 total
includes taxes & fees
20 Sep - 21 Sep
Awesome Lake Home with tons of fun!
Smart TV, fireplace, video games, DVD player

9. Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Place was beautifully done, it’s obvious they take care of their place. The hosts were thoughtful and attentive, will definitely visit again. "
United States
Jasmine G.
The price is AED 2,200
AED 3,857 total
includes taxes & fees
25 Aug - 26 Aug
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Outdoor dining

10. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (74 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is AED 960
AED 1,271 total
includes taxes & fees
25 Aug - 26 Aug
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Paper towels

11. Amazing 3-bedroom house with AC in adorable Highland

Amazing 3-bedroom house with AC in adorable Highland
Highland
The price is AED 774
AED 1,812 total
includes taxes & fees
31 Aug - 1 Sep
Amazing 3-bedroom house with AC in adorable Highland
Outdoor dining

12. Candlewood Lake Retreat with Private Dock

Candlewood Lake Retreat with Private Dock
New Milford
10.0 out of 10, Exceptional, (58 reviews)
"Great property for a family to enjoy the lake!"
United States
Jenny B.
The price is AED 3,733
AED 6,487 total
includes taxes & fees
17 Sep - 18 Sep
Candlewood Lake Retreat with Private Dock
Exterior

13. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"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."
United States
Doria W.
The price is AED 1,818
AED 2,614 total
includes taxes & fees
25 Aug - 26 Aug
Chestnut on Willow Lake
Property grounds

14. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is AED 1,919
AED 2,747 total
includes taxes & fees
25 Aug - 26 Aug
Red Cottage - Lakeside Property!
Interior

15. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (6 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is AED 1,469
AED 3,087 total
includes taxes & fees
30 Aug - 31 Aug
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Coffee/tea maker, fridge, microwave, oven

16. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AED 1,745
AED 3,469 total
includes taxes & fees
14 Sep - 15 Sep
Renovated Retreat with Heated Pool
Outdoor dining

17. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is AED 1,043
AED 2,149 total
includes taxes & fees
15 Sep - 16 Sep
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Interior

18. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is AED 1,113
AED 2,302 total
includes taxes & fees
23 Sep - 24 Sep
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Property grounds

19. Private Terrace + Mt Beacon Views + Near Roundhouse

Private Terrace + Mt Beacon Views + Near Roundhouse
Beacon
The price is AED 1,322
AED 1,742 total
includes taxes & fees
31 Aug - 1 Sep
Private Terrace + Mt Beacon Views + Near Roundhouse
Interior

20. Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is AED 1,690
AED 2,265 total
includes taxes & fees
20 Sep - 21 Sep
Large,Cozy,Bright Apartment, Business Themed.
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Nice stay with the family. Staff was helpful, breakast was good and free parking. Very close to Vassar College"
Laia 3-night trip
Posted 14 hours ago
Holiday Inn Express Poughkeepsie by IHG