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Search results; Over 1,000 places in Middletown
Over 1,000 places in Middletown
Superhost
Superhost
Apartment in Middletown
Urban Studio Perfect for Solo or Couples Travel
1 queen bed
1 queen bed
Apr 18 – 23
Apr 18 – 23
$90
$71
night
$71 per night, originally $90
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Home in Middletown
Wallkill Lodge: A-Frame Chalet on 2 Acres
3 beds
3 beds
Apr 18 – 23
Apr 18 – 23
$273
$227
night
$227 per night, originally $273
New place to stay
New
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
$162
night
$162 per night
4.77 out of 5 average rating, 66 reviews
4.77 (66)
Guest favorite
Guest favorite
Home in Middletown
Historic Meets Modern 1900 Farmhouse Plus
4 beds
4 beds
Apr 20 – 25
Apr 20 – 25
$239
night
$239 per night
4.93 out of 5 average rating, 44 reviews
4.93 (44)
Guest favorite
Guest favorite
Cottage in Middletown
Hello Small Stone
2 queen beds
2 queen beds
Apr 18 – 23
Apr 18 – 23
$221
$145
night
$145 per night, originally $221
4.93 out of 5 average rating, 46 reviews
4.93 (46)
Superhost
Superhost
Home in Middletown
Hudson Valley Log Cabin with Lake Access & View
3 beds
3 beds
Apr 18 – 23
Apr 18 – 23
$209
$177
night
$177 per night, originally $209
4.9 out of 5 average rating, 81 reviews
4.9 (81)
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)
Superhost
Superhost
Cabin in Middletown
Royal Garden Main Cabin
5 beds
5 beds
Apr 18 – 23
Apr 18 – 23
$200
night
$200 per night
4.82 out of 5 average rating, 11 reviews
4.82 (11)
Guest favorite
Guest favorite
Cottage in Goshen
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
3 beds
3 beds
Aug 5 – 10
Aug 5 – 10
$154
night
$154 per night
4.92 out of 5 average rating, 236 reviews
4.92 (236)
Superhost
Superhost
Home in Otisville
3BedRM Cozy home Otisville Middletown Deer Park
3 beds
3 beds
May 19 – 24
May 19 – 24
$118
$94
night
$94 per night, originally $118
4.5 out of 5 average rating, 4 reviews
4.5 (4)
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 Middletown
Lake trail retreat
4 beds
4 beds
Apr 19 – 24
Apr 19 – 24
$260
$208
night
$208 per night, originally $260
New place to stay
New
Cabin in Middletown
Inkwell Gardens: A Modern Cabin in Middletown
3 beds
3 beds
Apr 18 – 23
Apr 18 – 23
$258
$224
night
$224 per night, originally $258
New place to stay
New
Guest favorite
Guest favorite
Cottage in Middletown
⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes
2 beds
2 beds
Apr 25 – 30
Apr 25 – 30
$184
night
$184 per night
4.96 out of 5 average rating, 48 reviews
4.96 (48)
Superhost
Superhost
Home in Middletown
Madison Lodge - Port Jervis, Hudson River
6 beds
6 beds
Apr 19 – 24
Apr 19 – 24
$195
night
$195 per night
4.65 out of 5 average rating, 55 reviews
4.65 (55)
Home in Middletown
Industrial Modern Home 360 views
9 beds
9 beds
Apr 18 – 23
Apr 18 – 23
$1,480
night
$1,480 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Middletown
Wawayanda Lodge - Port Jervis, Hudson River
6 beds
6 beds
Apr 21 – 26
Apr 21 – 26
$350
night
$350 per night
4.97 out of 5 average rating, 31 reviews
4.97 (31)
Home in Middletown
Secluded Farmhouse, 30 acres private estate.
8 beds
8 beds
Apr 29 – May 4
Apr 29 – May 4
$399
night
$399 per night
4.72 out of 5 average rating, 88 reviews
4.72 (88)
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