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
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Pawling vacation homes

Coffee/tea maker, fridge, microwave, oven

1. "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 727
AED 2,098 total
includes taxes & fees
15 Sep - 16 Sep
"Country outside the city " 3 bedrooms 2 full bathrooms
Private kitchen

2. 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
10.0 out of 10, Exceptional, (1 review)
"Clean and close to activitys"
United States
randall
The price is AED 281
AED 566 total
includes taxes & fees
4 Oct - 5 Oct
Cozy private room in a shared home with a Full-size bed and private bathroom.
TV, fireplace

3. 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, (20 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is AED 826
AED 1,548 total
includes taxes & fees
23 Sep - 24 Sep
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior

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

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is AED 621
AED 1,026 total
includes taxes & fees
10 Sep - 11 Sep
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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 801
AED 1,083 total
includes taxes & fees
5 Oct - 6 Oct
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Interior

6. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
New Milford
The price is AED 1,488
AED 2,645 total
includes taxes & fees
10 Sep - 11 Sep
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
Smart TV, fireplace, video games, DVD player

7. 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 3,861 total
includes taxes & fees
11 Sep - 12 Sep
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Outdoor dining

8. 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)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is AED 1,010
AED 1,317 total
includes taxes & fees
30 Sep - 1 Oct
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

9. Candlewood Lake Retreat with Private Dock

Candlewood Lake Retreat with Private Dock
New Milford
10.0 out of 10, Exceptional, (59 reviews)
"Great property for a family to enjoy the lake!"
United States
Jenny B.
The price is AED 3,670
AED 6,404 total
includes taxes & fees
17 Sep - 18 Sep
Candlewood Lake Retreat with Private Dock
Exterior

10. 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 2,576 total
includes taxes & fees
10 Sep - 11 Sep
Chestnut on Willow Lake
Interior

11. 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 765
AED 1,812 total
includes taxes & fees
14 Sep - 15 Sep
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Paper towels

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

Amazing 3-bedroom house with AC in adorable Highland
Highland
The price is AED 853
AED 1,889 total
includes taxes & fees
14 Sep - 15 Sep
Amazing 3-bedroom house with AC in adorable Highland
Interior

13. 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 3,083 total
includes taxes & fees
15 Sep - 16 Sep
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Outdoor dining

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
United States
Angel R.
The price is AED 1,008
AED 2,078 total
includes taxes & fees
23 Sep - 24 Sep
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Coffee/tea maker, fridge, microwave, oven

15. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AED 1,304
AED 2,867 total
includes taxes & fees
27 Sep - 28 Sep
Renovated Retreat with Heated Pool
Terrace/patio

16. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is AED 1,653
AED 2,518 total
includes taxes & fees
14 Sep - 15 Sep
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Property grounds

17. Private Terrace + Mt Beacon Views + Near Roundhouse

Private Terrace + Mt Beacon Views + Near Roundhouse
Beacon
The price is AED 1,469
AED 1,920 total
includes taxes & fees
22 Sep - 23 Sep
Private Terrace + Mt Beacon Views + Near Roundhouse
Exterior

18. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
Hickory on Willow Lake
Smart TV

19. Majestic RiverView Estate - Breathtaking Views

Majestic RiverView Estate - Breathtaking Views
Beacon
9.6 out of 10, Exceptional, (14 reviews)
"Incredible spot for a family gathering! The kids had great fun in the play room, the adults got to play pool, and everyone enjoyed watching sunset over the river! Very friendly and flexible hosts too!"
United States
Ethan W.
The price is AED 2,479
AED 4,385 total
includes taxes & fees
23 Sep - 24 Sep
Majestic RiverView Estate - Breathtaking Views
Exterior

20. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is AED 9,917
AED 12,874 total
includes taxes & fees
1 Oct - 2 Oct
Las Flores Villa
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

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

10/10 Excellent
"Love it"
Alexandra 1-night trip
Posted 3 hours ago
Comfort Inn & Suites Danbury-Bethel