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Orange County
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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
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)
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 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)
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
Home in Wurtsboro
Cozy Rustic Farmhouse With Wood Stove
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$227
night
$227 per night
4.88 out of 5 average rating, 42 reviews
4.88 (42)
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)
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