Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Pawling
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Pawling
Over 1,000 homes in Pawling
Top guest favourite
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom
,
·
2 beds
,
·
1 private bathroom
20–25 Jul
20–25 Jul
$1,332 SGD
Show price breakdown
for 5 nights
$1,332 SGD for 5 nights
,
·
4.97 out of 5 average rating, 112 reviews
4.97 (112)
Top guest favourite
Guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,122 SGD
Show price breakdown
for 5 nights
$1,122 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 144 reviews
5.0 (144)
Top guest favourite
Guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$1,515 SGD
Show price breakdown
for 5 nights
$1,515 SGD for 5 nights
4.93 out of 5 average rating, 123 reviews
4.93 (123)
Guest favourite
Guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
4 bathrooms
4 bathrooms
8–13 Aug
8–13 Aug
$6,123 SGD
Show price breakdown
for 5 nights
$6,123 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$2,923 SGD
Show price breakdown
for 5 nights
$2,923 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 176 reviews
4.99 (176)
Top guest favourite
Guest favourite
Home in Pawling
Lakefront retreat
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Jul
12–17 Jul
$3,311 SGD
Show price breakdown
for 5 nights
$3,311 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Superhost
Superhost
Home in Pawling
Quaker Hill Hideway | 7 Acres, Pool & Stargazing
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Sept
8–13 Sept
$4,456 SGD
Show price breakdown
for 5 nights
$4,456 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Pawling
Country Village Getaway
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
1–7 Jun
1–7 Jun
$2,282 SGD
Show price breakdown
for 6 nights
$2,282 SGD for 6 nights
4.93 out of 5 average rating, 40 reviews
4.93 (40)
Top guest favourite
Guest favourite
Flat in Holmes
Top Side
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,256 SGD
Show price breakdown
for 5 nights
$1,256 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 127 reviews
5.0 (127)
Guest favourite
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$2,093 SGD
Show price breakdown
for 5 nights
$2,093 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Hotel in Pawling
Mountain View Apartment at Station Inn
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 May
25–30 May
$1,988 SGD
Show price breakdown
for 5 nights
$1,988 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Jul
8–13 Jul
$3,197 SGD
Show price breakdown
for 5 nights
$3,197 SGD for 5 nights
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Guest favourite
Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$4,680 SGD
Show price breakdown
for 5 nights
$4,680 SGD for 5 nights
4.94 out of 5 average rating, 52 reviews
4.94 (52)
Top guest favourite
Guest favourite
Cabin in Holmes
Spa Cabin with 2 Suites & Hot Tub
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
3–8 Aug
3–8 Aug
$7,009 SGD
Show price breakdown
for 5 nights
$7,009 SGD for 5 nights
4.99 out of 5 average rating, 106 reviews
4.99 (106)
Guest favourite
Guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$3,351 SGD
Show price breakdown
for 5 nights
$3,351 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
19–24 Aug
19–24 Aug
$5,230 SGD
$4,391 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Jul
12–17 Jul
$4,133 SGD
$3,745 SGD
Show price breakdown
for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 109 reviews
5.0 (109)
Top guest favourite
Guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$3,474 SGD
Show price breakdown
for 5 nights
$3,474 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 89 reviews
4.96 (89)
Top guest favourite
Guest favourite
Home in Carmel Hamlet
House in the woods at a stone’s throw from NYC
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$3,744 SGD
Show price breakdown
for 5 nights
$3,744 SGD for 5 nights
4.97 out of 5 average rating, 64 reviews
4.97 (64)
1
2
3
4
…
15