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Search results; Over 1,000 homes in Woodstock

Top guest favourite
Loft in Woodstock
Curated Loft Retreat in The Heart Of Woodstock
1 bedroom, 1 bed, 1 private bathroom
26 Sept – 1 Oct
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4.97 out of 5 average rating, 231 reviews
Top guest favourite
Home in Woodstock
3 BR near DT Woodstock Square | Hot Tub & Arcades
3 bedrooms, 5 beds
6–11 Sept
4.9 out of 5 average rating, 153 reviews
Guest favourite
Flat in Woodstock
Historic Apartment on the Woodstock Square
2 bedrooms, 2 beds
1–6 Nov
4.86 out of 5 average rating, 310 reviews
Guest favourite
Flat in Woodstock
Cute private apartment 0.6mi from Woodstock Square
1 bedroom, 1 king bed
12–17 Sept
5.0 out of 5 average rating, 11 reviews
Home in Woodstock
Woods at Woodstock
3 bedrooms, 4 beds
19–24 Sept
New place to stay
Top guest favourite
Flat in Woodstock
Cute apartment near the Historic Woodstock Square
1 bedroom, 3 beds
7–12 Sept
4.98 out of 5 average rating, 57 reviews
Guest favourite
Home in Woodstock
Finally… A Home Big Enough for Everyone 8 Beds
5 bedrooms, 8 beds
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Loft in Woodstock
The Lux Loft~Walk to Square/Train Link to Chicago
2 bedrooms, 2 beds
3–8 Jan
4.99 out of 5 average rating, 77 reviews
Home in Woodstock
The Matador
5 bedrooms, 9 beds
27 Oct – 1 Nov
Guest favourite
Room in Woodstock
New Orleans Room! Mardi Gras House
1 double bed
1–6 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Room in Woodstock
Hot Tub Spa Suite! Mardi Gras House
1 queen bed
1–6 Jul
5.0 out of 5 average rating, 79 reviews
Top guest favourite
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
5 bedrooms, 7 beds
13–18 Sept
4.9 out of 5 average rating, 100 reviews
Bed and breakfast in Woodstock
Old Oak Suite @ Cherry Tree Inn B&B
1 bedroom, 2 queen beds
6–11 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cabin in Woodstock
Cabin on the Prairie
3 bedrooms, 5 beds
26–31 Oct
5.0 out of 5 average rating, 27 reviews
Guest favourite
Barn in Woodstock
Rustic Barn Retreat with Indoor Pool, Sauna & More
6 bedrooms, 12 beds
9–14 Sept
4.73 out of 5 average rating, 15 reviews
Guest favourite
Home in Crystal Lake
Hot tub. Heated Pool. In town location.
3 bedrooms, 4 beds
19–24 Sept
4.98 out of 5 average rating, 45 reviews
Home in Algonquin
Private Woodland Suite • Fireplace • Near Downtown
1 bedroom, 2 beds
5–10 Oct
New place to stay
Home in McHenry
Walk to Beach! McCullom Lake Family Getaway
5 bedrooms, 6 beds
3–8 Oct
New place to stay
Place to stay in Woodstock
Petunia @The Cherry Branch Guest House
1 bedroom, 1 king bed
24–29 Sept