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Search results; Over 1,000 places in Middletown

Guest favorite
Guesthouse in Middletown
Hudson Valley Retreat on 8 Acres
2 beds
Apr 28 – May 3
5.0 out of 5 average rating, 9 reviews
Guest favorite
Cottage in Middletown
Hello Small Stone
2 queen beds
Apr 20 – 25
4.93 out of 5 average rating, 46 reviews
Guest favorite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 beds
May 19 – 24
4.94 out of 5 average rating, 193 reviews
Cabin in Middletown
Inkwell Gardens: A Modern Cabin in Middletown
3 beds
Apr 21 – 26
New place to stay
Guest favorite
Apartment in Middletown
Just Around The Corner
3 beds
May 19 – 24
4.92 out of 5 average rating, 131 reviews
Superhost
Home in Middletown
Hudson Valley Log Cabin with Lake Access & View
3 beds
Apr 20 – 25
4.9 out of 5 average rating, 81 reviews
Guest favorite
Apartment in Goshen
Great Goshen Get-Away close to Legoland!
5 beds
Apr 28 – May 3
4.91 out of 5 average rating, 44 reviews
Home in Middletown
Lake trail retreat
4 beds
Apr 22 – 27
New place to stay
Guest favorite
Cottage in Middletown
⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes
2 beds
Apr 25 – 30
4.96 out of 5 average rating, 48 reviews
Superhost
Cabin in Middletown
Royal Garden Main Cabin
5 beds
Apr 20 – 25
4.82 out of 5 average rating, 11 reviews
Superhost
Home in Otisville
3BedRM Bright Home Otisville Middletown Deer Park.
May 10 – 15
New place to stay
Guest favorite
Cottage in Goshen
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
3 beds
Aug 5 – 10
4.92 out of 5 average rating, 236 reviews
Guest favorite
Home in Middletown
Historic Meets Modern 1900 Farmhouse Plus
4 beds
Apr 20 – 25
4.93 out of 5 average rating, 44 reviews
Home in Middletown
Wallkill Lodge: A-Frame Chalet on 2 Acres
3 beds
Apr 20 – 25
New place to stay
Guest favorite
Home in Middletown
Wawayanda Lodge - Port Jervis, Hudson River
6 beds
Apr 21 – 26
4.97 out of 5 average rating, 32 reviews
Guest favorite
Home in Middletown
Peace and quiet. Quaint country house to relax in.
5 beds
Apr 26 – May 1
4.97 out of 5 average rating, 153 reviews
Guest favorite
Loft in Goshen
Hay Loft in Historic Barn - 4 Minutes to Legoland
6 beds
Apr 27 – May 2
4.99 out of 5 average rating, 97 reviews
Guest favorite
Home in Montgomery
Modern Woodland Retreat, Hudson Valley & Catskills
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 38 reviews