Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Orange County
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
New York
New York
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Skiing
Lake
Cabins
Amazing views
Amazing pools
Farms
Rooms
Chef's kitchens
Play
Tiny homes
Ski-in/out
Design
Lakefront
Trending
Vineyards
Bed & breakfasts
Off-the-grid
Barns
Camping
New
A-frames
Grand pianos
Mansions
Creative spaces
Yurts
Domes
Treehouses
Golfing
Beach
Beachfront
Filters
0
Display total before taxes
Show map
Search results; Over 1,000 places
Over 1,000 places
Superhost
Superhost
Tiny home in Middletown
Cozy Haven: A Romantic Retreat in our Tiny House!
1 bed
1 bed
May 5 – 10
May 5 – 10
$163
night
$163 per night
4.77 out of 5 average rating, 66 reviews
4.77 (66)
Superhost
Superhost
Villa in Monroe
MODERN FARMHOUSE, ON 5-ACRE PRIVATE LAND, HOT TUB.
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
$307
$172
night
$172 per night, originally $307
4.93 out of 5 average rating, 107 reviews
4.93 (107)
Apartment in Warwick
Farms, wineries, trails, king bed & heated floors
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
$179
$99
night
$99 per night, originally $179
4.87 out of 5 average rating, 244 reviews
4.87 (244)
Guest favorite
Guest favorite
Guest suite in Chester
Cozy Suite in Victorian Mansion
1 queen bed
1 queen bed
Apr 28 – May 3
Apr 28 – May 3
$72
night
$72 per night
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Guest favorite
Guest favorite
Apartment in Goshen
Great Goshen Get-Away close to Legoland!
5 beds
5 beds
Apr 28 – May 3
Apr 28 – May 3
$199
$119
night
$119 per night, originally $199
4.91 out of 5 average rating, 44 reviews
4.91 (44)
Guest favorite
Guest favorite
Guest suite in Chester
Adorable Guest Apartment in Victorian Mansion
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
$92
night
$92 per night
4.95 out of 5 average rating, 230 reviews
4.95 (230)
Guest favorite
Guest favorite
Home in Montgomery
Escape to serenity at the Pullman Cottage
2 queen beds
2 queen beds
May 3 – 8
May 3 – 8
$120
$106
night
$106 per night, originally $120
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Superhost
Superhost
Cabin in Greenwood Lake
Get some R&R at the Rustic Retreat!
4 beds
4 beds
Apr 28 – May 3
Apr 28 – May 3
$150
$105
night
$105 per night, originally $150
4.88 out of 5 average rating, 159 reviews
4.88 (159)
Guest favorite
Guest favorite
Guesthouse in Middletown
Hudson Valley Retreat on 8 Acres
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
$150
night
$150 per night
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favorite
Guest favorite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 beds
2 beds
May 19 – 24
May 19 – 24
$115
night
$115 per night
4.94 out of 5 average rating, 193 reviews
4.94 (193)
Place to stay in Goshen
Groovy Digs for a unique stay on Murray Hill
1 queen bed
1 queen bed
Apr 20 – 25
Apr 20 – 25
$97
night
$97 per night
4.71 out of 5 average rating, 72 reviews
4.71 (72)
Guesthouse in Montgomery
The Loft of Hudson Valley
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$185
$148
night
$148 per night, originally $185
New place to stay
New
Guest favorite
Guest favorite
Apartment in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 queen beds
2 queen beds
May 5 – 10
May 5 – 10
$140
night
$140 per night
4.96 out of 5 average rating, 332 reviews
4.96 (332)
Home in Greenwood Lake
Stellar Property on Greenwood Lake 1 hour from NYC
3 beds
3 beds
Apr 19 – 24
Apr 19 – 24
$172
night
$172 per night
4.91 out of 5 average rating, 115 reviews
4.91 (115)
Guest favorite
Guest favorite
Cottage in Middletown
Hello Small Stone
2 queen beds
2 queen beds
Apr 19 – 24
Apr 19 – 24
$221
$147
night
$147 per night, originally $221
4.93 out of 5 average rating, 46 reviews
4.93 (46)
Guest favorite
Guest favorite
Farm stay in Goshen
Bright Farm House- Tranquil setting
5 beds
5 beds
Apr 29 – May 4
Apr 29 – May 4
$206
night
$206 per night
4.85 out of 5 average rating, 291 reviews
4.85 (291)
Superhost
Superhost
Home in Chester
Private Relaxing Secluded Home with heated Pool.
7 beds
7 beds
May 12 – 17
May 12 – 17
$399
night
$399 per night
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Guest favorite
Guest favorite
Cottage in Middletown
⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes
2 beds
2 beds
Apr 25 – 30
Apr 25 – 30
$172
night
$172 per night
4.96 out of 5 average rating, 48 reviews
4.96 (48)
1
2
3
4
…
15