filters

Search results; Over 1,000 homes in Middletown

Photo 1 of 18
Guest favourite
Tent in Middletown
9 person glamping tent- dreamweaver
1 bedroom, 8 beds, 1 shared bathroom
20–25 Sept
,
5.0 out of 5 average rating, 11 reviews
Photo 1 of 6
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 40 reviews
Photo 1 of 29
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, 224 reviews
Photo 1 of 6
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 18 reviews
Photo 1 of 29
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Photo 1 of 29
Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.71 out of 5 average rating, 7 reviews
Photo 1 of 29
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
4 bedrooms, 8 beds, 2.5 bathrooms
19–25 Oct
5.0 out of 5 average rating, 59 reviews
Photo 1 of 29
Top guest favourite
Home in Middletown
Private Secret Escape • Hot Tub • Pool • Fire Pit
4 bedrooms, 8 beds, 2.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Top guest favourite
Home in Middletown
5Bdrm Estate/Tennis near LegoLand
5 bedrooms, 7 beds, 2.5 bathrooms
21–26 Sept
4.97 out of 5 average rating, 72 reviews
Photo 1 of 29
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
5–10 Oct
4.92 out of 5 average rating, 12 reviews
Photo 1 of 29
Top guest favourite
Cottage in Florida
Fall Fun, Apple Picking, Wineries & LegoLand!
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 69 reviews
Photo 1 of 23
Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.96 out of 5 average rating, 435 reviews
Photo 1 of 29
Guest favourite
Home in Slate Hill
The Wooden Igloo Near Legoland NY
5 bedrooms, 6 beds, 3.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 27 reviews
Photo 1 of 17
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
Photo 1 of 29
Guest favourite
Cabin in Cuddebackville
Riverfront Retreat | Hot Tub, Firepit & Pool Table
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 128 reviews
Photo 1 of 29
Top guest favourite
Villa in Goshen
Spectacular Historic Mansion w/Pool&Tennis
10 bedrooms, 17 beds, 5.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 43 reviews
Photo 1 of 29
Guest favourite
Villa in Bloomingburg
Spacious 6BR Villa | Serene Scenic Mountain Escape
6 bedrooms, 11 beds, 3 bathrooms
20–25 Sept
4.87 out of 5 average rating, 117 reviews
Photo 1 of 29
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 52 reviews
Photo 1 of 29
Top guest favourite
Farm stay in Wurtsboro
Hudson Valley Estate |Game Room| Heated Pool| Gym
6 bedrooms, 14 beds, 5.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 32 reviews