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
Guest favourite
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom
,
·
2 beds
,
·
1 private bathroom
1–6 Aug
1–6 Aug
$1,323 SGD
Show price breakdown
for 5 nights
$1,323 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
$1,084 SGD
Show price breakdown
for 5 nights
$1,084 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 147 reviews
5.0 (147)
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
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,797 SGD
Show price breakdown
for 5 nights
$2,797 SGD for 5 nights
4.99 out of 5 average rating, 178 reviews
4.99 (178)
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$3,461 SGD
$2,942 SGD
Show price breakdown
for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Aug
4–9 Aug
$2,079 SGD
Show price breakdown
for 5 nights
$2,079 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 28 reviews
4.93 (28)
Top guest favourite
Guest favourite
Flat in Holmes
Top Side
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$1,318 SGD
Show price breakdown
for 5 nights
$1,318 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 136 reviews
5.0 (136)
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
8–13 Sept
8–13 Sept
$3,568 SGD
Show price breakdown
for 5 nights
$3,568 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Top guest favourite
Guest favourite
Room in Hopewell Junction
Free your mind/soul: Relax and enjoy Hudson Valley
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$540 SGD
Show price breakdown
for 5 nights
$540 SGD for 5 nights
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Top guest favourite
Guest favourite
Room in Hopewell Junction
Relax and Unwind in Dutchess County
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$463 SGD
Show price breakdown
for 5 nights
$463 SGD for 5 nights
4.98 out of 5 average rating, 44 reviews
4.98 (44)
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
$5,655 SGD
Show price breakdown
for 5 nights
$5,655 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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
$2,263 SGD
Show price breakdown
for 6 nights
$2,263 SGD for 6 nights
4.93 out of 5 average rating, 40 reviews
4.93 (40)
Top guest favourite
Guest favourite
Flat in Danbury
Cozy 1 BR Apt, Kitchen, Central Danbury
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,008 SGD
$634 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 121 reviews
4.97 (121)
Top guest favourite
Guest favourite
Home in Pawling
Quaker Hill Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$4,461 SGD
$3,872 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Holiday home in Holmes
The Dahlia Villa within Westerhall Gardens
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$3,463 SGD
Show price breakdown
for 5 nights
$3,463 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Top guest favourite
Guest favourite
Guest suite in Wingdale
Dog Tail Corners Studio
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$919 SGD
$807 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 69 reviews
4.97 (69)
Top guest favourite
Guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$1,178 SGD
$1,060 SGD
Show price breakdown
for 5 nights
Extended stay discount
4.99 out of 5 average rating, 161 reviews
4.99 (161)
Top guest favourite
Guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
18–23 Aug
18–23 Aug
$1,750 SGD
$1,598 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 105 reviews
5.0 (105)
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
5–10 Aug
5–10 Aug
$3,184 SGD
Show price breakdown
for 5 nights
$3,184 SGD for 5 nights
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Top guest favourite
Guest favourite
Room in Danbury
BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$1,118 SGD
Show price breakdown
for 5 nights
$1,118 SGD for 5 nights
4.98 out of 5 average rating, 401 reviews
4.98 (401)
1
2
3
4
…
15