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Search results; Over 1,000 homes in Woodstock

Top guest favourite
Flat in Woodstock
Cute apartment near the Historic Woodstock Square
1 bedroom, 2 beds, 1 private bathroom
17–22 Aug
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4.98 out of 5 average rating, 56 reviews
Top guest favourite
Home in Woodstock
The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
2 bedrooms, 3 beds, 1.5 bathrooms
17–22 Aug
4.95 out of 5 average rating, 275 reviews
Guest favourite
Serviced apartment in Woodstock
Historic Apartment on the Woodstock Square
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.86 out of 5 average rating, 305 reviews
Top guest favourite
Loft in Woodstock
Curated Loft Retreat in The Heart Of Woodstock
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 227 reviews
Guest favourite
Flat in Woodstock
Cute private apartment 0.6mi from Woodstock Square
1 bedroom, 1 bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Woodstock
Finally… A Home Big Enough for Everyone 8 Beds
5 bedrooms, 8 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Woodstock
Cabin on the Prairie
3 bedrooms, 5 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 25 reviews
Home in Woodstock
Woods at Woodstock
3 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
4.9 out of 5 average rating, 98 reviews
Top guest favourite
Home in Crystal Lake
Hot tub. Heated Pool. In town location.
3 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 41 reviews
Home in Woodstock
Cherry Branch Guest House steps to historic Square
3 bedrooms, 3 beds, 3.5 bathrooms
30 Aug – 4 Sept
4.67 out of 5 average rating, 3 reviews
Guest favourite
Home in McHenry
Private 1 Bed w/Loft on 5 Wooded Acres + Rock Wall
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.83 out of 5 average rating, 58 reviews
Top guest favourite
Home in Lake Geneva
Modern Farmhouse
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Woodstock
Hot Tub Spa Suite! Mardi Gras House
1 queen bed, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 79 reviews
Guest favourite
Room in Woodstock
Carnival Room and Luxury Bath! Mardi Gras House
1 double bed, 1 bathroom
1–6 Jul
4.94 out of 5 average rating, 16 reviews
Place to stay in Woodstock
Petunia @The Cherry Branch Guest House
1 bedroom, 1 king bed, 1.5 bathrooms
27 Aug – 1 Sept
Top guest favourite
Home in Wauconda
Modern 4BR Lake Retreat • Walk to Beach & Main St
4 bedrooms, 4 beds, 1.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 75 reviews
Guest favourite
Barn in Woodstock
Rustic Barn Retreat with Indoor Pool, Sauna & More
6 bedrooms, 12 beds, 4.5 bathrooms
6–11 Aug
4.71 out of 5 average rating, 14 reviews
Guest favourite
Loft in Woodstock
The Lux Loft~Walk to Square/Train Link to Chicago
2 bedrooms, 2 beds, 1 bathroom
3–8 Jan
4.99 out of 5 average rating, 77 reviews