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Search results; Over 1,000 places in Middletown

Superhost
Apartment in Middletown
Urban Studio Perfect for Solo or Couples Travel
1 queen bed
Apr 18 – 23
5.0 out of 5 average rating, 7 reviews
Home in Middletown
Wallkill Lodge: A-Frame Chalet on 2 Acres
3 beds
Apr 18 – 23
New place to stay
Superhost
Tiny home in Middletown
Cozy Haven: A Romantic Retreat in our Tiny House!
1 bed
May 5 – 10
4.77 out of 5 average rating, 66 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
Guest favorite
Cottage in Middletown
Hello Small Stone
2 queen beds
Apr 18 – 23
4.93 out of 5 average rating, 46 reviews
Superhost
Home in Middletown
Hudson Valley Log Cabin with Lake Access & View
3 beds
Apr 18 – 23
4.9 out of 5 average rating, 81 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
Superhost
Cabin in Middletown
Royal Garden Main Cabin
5 beds
Apr 18 – 23
4.82 out of 5 average rating, 11 reviews
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
Superhost
Home in Otisville
3BedRM Cozy home Otisville Middletown Deer Park
3 beds
May 19 – 24
4.5 out of 5 average rating, 4 reviews
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
Home in Middletown
Lake trail retreat
4 beds
Apr 19 – 24
New place to stay
Cabin in Middletown
Inkwell Gardens: A Modern Cabin in Middletown
3 beds
Apr 18 – 23
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
Home in Middletown
Madison Lodge - Port Jervis, Hudson River
6 beds
Apr 19 – 24
4.65 out of 5 average rating, 55 reviews
Home in Middletown
Industrial Modern Home 360 views
9 beds
Apr 18 – 23
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, 31 reviews
Home in Middletown
Secluded Farmhouse, 30 acres private estate.
8 beds
Apr 29 – May 4
4.72 out of 5 average rating, 88 reviews