Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Chester NY US
Check in / Check out
Any week
Guests
Add guests
Filters
0
Homes
Experiences
Where
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Host an experience
Help Center
Show map
Search results; Over 1,000 places in Chester
Over 1,000 places in Chester
The home you selected
Guest favorite
Guest favorite
Apartment in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
6 guests
·
2 bedrooms
·
3 beds
·
2 baths
Aug 9 – 14
|
More
Aug 9 – 14
|
More
4.96
(384 reviews)
ﺩ.ﺇ5,019
Show price breakdown
ﺩ.ﺇ5,019 for 5 nights
for 5 nights
Explore more homes
Guest favorite
Guest favorite
Guest suite in Chester
Adorable Guest Apartment in Victorian Mansion
2 beds
2 beds
May 11 – 16
May 11 – 16
ﺩ.ﺇ2,376
Show price breakdown
ﺩ.ﺇ2,376 for 5 nights
for 5 nights
4.96 out of 5 average rating, 309 reviews
4.96 (309)
Guest favorite
Guest favorite
Guest suite in Chester
Cozy Suite in Victorian Mansion
Free cancellation
Free cancellation
May 18 – 23
May 18 – 23
ﺩ.ﺇ1,894
Show price breakdown
ﺩ.ﺇ1,894 for 5 nights
for 5 nights
4.95 out of 5 average rating, 156 reviews
4.95 (156)
Guest favorite
Guest favorite
128
Reviews
4.89
Stars
Rating
6
Years hosting
Room in Chester
Stay with Morena
Stay with Morena
Hosting for 6 years
,
·
Hosting for 6 years
Mama Lasso
May 18 – 23
May 18 – 23
ﺩ.ﺇ1,830
Show price breakdown
ﺩ.ﺇ1,830 for 5 nights
for 5 nights
4.89 out of 5 average rating, 128 reviews
4.89 (128)
Top guest favorite
Guest favorite
Apartment in Chester
Private Country Getaway
Free cancellation
Free cancellation
Aug 24 – 29
Aug 24 – 29
ﺩ.ﺇ4,038
Show price breakdown
ﺩ.ﺇ4,038 for 5 nights
for 5 nights
4.98 out of 5 average rating, 97 reviews
4.98 (97)
Home in Chester
4 Bedroom Home with Hot-Tub
Free cancellation
Free cancellation
May 25 – 30
May 25 – 30
ﺩ.ﺇ10,827
Show price breakdown
ﺩ.ﺇ10,827 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Chester
Elegant Home w/7BRs, Game Room, Luxury Yard, Pool
15 beds
15 beds
May 25 – 30
May 25 – 30
ﺩ.ﺇ15,698
Show price breakdown
ﺩ.ﺇ15,698 for 5 nights
for 5 nights
4.84 out of 5 average rating, 44 reviews
4.84 (44)
Guest favorite
Guest favorite
Villa in Chester
Mansion, Heated Pool, HotTub, FirePit, Huge B'yard
20 beds
20 beds
May 11 – 16
May 11 – 16
ﺩ.ﺇ26,056
Show price breakdown
ﺩ.ﺇ26,056 for 5 nights
for 5 nights
4.87 out of 5 average rating, 108 reviews
4.87 (108)
Guest favorite
Guest favorite
Home in Chester
Millionaire Mansion Countryside Stay w/ Lrg Hottub
8 beds
8 beds
May 11 – 16
May 11 – 16
ﺩ.ﺇ11,731
Show price breakdown
ﺩ.ﺇ11,731 for 5 nights
for 5 nights
4.95 out of 5 average rating, 122 reviews
4.95 (122)
Guest favorite
Guest favorite
Home in Chester
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
5 beds
5 beds
May 12 – 17
May 12 – 17
ﺩ.ﺇ12,807
Show price breakdown
ﺩ.ﺇ12,807 for 5 nights
for 5 nights
4.95 out of 5 average rating, 42 reviews
4.95 (42)
Apartment in Chester
“The Loaf” in Sugar Loaf NY
Free cancellation
Free cancellation
Jun 9 – 14
Jun 9 – 14
ﺩ.ﺇ4,521
Show price breakdown
ﺩ.ﺇ4,521 for 5 nights
for 5 nights
4.77 out of 5 average rating, 13 reviews
4.77 (13)
Superhost
Superhost
Home in Chester
6 bedroom nice big colonial house
Free cancellation
Free cancellation
May 25 – 30
May 25 – 30
ﺩ.ﺇ9,794
Show price breakdown
ﺩ.ﺇ9,794 for 5 nights
for 5 nights
4.82 out of 5 average rating, 22 reviews
4.82 (22)
Superhost
Superhost
Home in Chester
Private secluded family home Hot Tub.
Free cancellation
Free cancellation
Aug 17 – 22
Aug 17 – 22
ﺩ.ﺇ13,487
Show price breakdown
ﺩ.ﺇ13,487 for 5 nights
for 5 nights
4.76 out of 5 average rating, 17 reviews
4.76 (17)
52
Reviews
4.81
Stars
Rating
6
Years hosting
Room in Chester
Stay with Rachel Christy James
Stay with Rachel Christy James
Q collection
,
·
Q collection
Spacious Suite (20 min - Woodbury Commons)
May 25 – 30
May 25 – 30
ﺩ.ﺇ1,620
Show price breakdown
ﺩ.ﺇ1,620 for 5 nights
for 5 nights
4.81 out of 5 average rating, 52 reviews
4.81 (52)
Guest favorite
Guest favorite
Home in Chester
The Little Green Farmhouse
Free cancellation
Free cancellation
Jun 2 – 7
Jun 2 – 7
ﺩ.ﺇ8,072
Show price breakdown
ﺩ.ﺇ8,072 for 5 nights
for 5 nights
4.98 out of 5 average rating, 142 reviews
4.98 (142)
Guest favorite
Guest favorite
Guesthouse in Chester
1786 Farm Cottage "Honeymoon Suite" Renovated 2022
1 bed
1 bed
May 11 – 16
May 11 – 16
ﺩ.ﺇ4,818
Show price breakdown
ﺩ.ﺇ4,818 for 5 nights
for 5 nights
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Superhost
Superhost
Boutique hotel in Warwick
The Warwick Inn Boutique Little York Loft.
2 beds
2 beds
May 12 – 17
May 12 – 17
ﺩ.ﺇ2,893
Show price breakdown
ﺩ.ﺇ2,893 for 5 nights
for 5 nights
4.88 out of 5 average rating, 137 reviews
4.88 (137)
Top guest favorite
Guest favorite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
Free cancellation
Free cancellation
May 26 – 31
May 26 – 31
ﺩ.ﺇ6,505
Show price breakdown
ﺩ.ﺇ6,505 for 5 nights
for 5 nights
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Top guest favorite
Guest favorite
Guest suite in Goshen
Private Guest Suite at Hudson Valley Happy Place!
Free cancellation
Free cancellation
May 25 – 30
May 25 – 30
ﺩ.ﺇ4,175
Show price breakdown
ﺩ.ﺇ4,175 for 5 nights
for 5 nights
4.98 out of 5 average rating, 268 reviews
4.98 (268)
1
2
3
4
…
15