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Search results; Over 1,000 homes in Middletown

Guest favourite
Home in Middletown
Hudson Valley Log Cabin with Lake Access & View
3 bedrooms, 3 beds, 2 private bathrooms
15–20 Sept
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4.88 out of 5 average rating, 107 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 36 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
10–15 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Montgomery
Luxe 3BR 2.5 bath King Beds in Montgomery Village
3 bedrooms, 3 king beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
9–14 Nov
4.98 out of 5 average rating, 223 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
27 Nov – 2 Dec
4.88 out of 5 average rating, 278 reviews
Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 76 reviews
Guest favourite
Guest suite in Montgomery
the Guest Suite at Dunhill Pond
1 bedroom, 1 king bed, 1 bathroom
18–23 Sept
4.88 out of 5 average rating, 57 reviews
Top guest favourite
Home in Montgomery
The B House
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Rooms in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 133 reviews
Top guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Apr
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Wurtsboro
The Alexandria - Wurstboro, NY
3 bedrooms, 5 beds, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 76 reviews
Superhost
Home in Woodridge
Hotel Buyout | 54 Guests | Belvedere Suites
18 bedrooms, 45 beds, 18 bathrooms
18–23 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Montgomery
Fairway Retreat - Montgomery, NY
6 bedrooms, 9 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Home in Goshen
Unique Dutch Barn in the Hudson Valley
5 bedrooms, 9 beds, 3 bathrooms
11–16 Sept
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Flat in Montgomery
A modern oasis in the Hudson Valley and nature.
2 bedrooms, 2 beds, 1 bathroom
29 Oct – 3 Nov
4.98 out of 5 average rating, 53 reviews