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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
9–14 Aug
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4.96 out of 5 average rating, 226 reviews
Top guest favourite
Home in Woodstock
The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
4.94 out of 5 average rating, 270 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
Serviced apartment in Woodstock
Historic Apartment on the Woodstock Square
4.86 out of 5 average rating, 299 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Flat in Woodstock
Cute private apartment 0.6mi from Woodstock Square
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Flat in Woodstock
Cute apartment near the Historic Woodstock Square
4.98 out of 5 average rating, 55 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Woodstock
Finally… A Home Big Enough for Everyone 8 Beds
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 8 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Cabin in Woodstock
Cabin on the Prairie
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 5 beds, 1 bathroom
5–10 Aug
Guest favourite
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
4.85 out of 5 average rating, 96 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Home in Crystal Lake
Hot tub. Heated Pool. In town location.
5.0 out of 5 average rating, 39 reviews, 3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Superhost
Home in Cary
Spacious 3 Bedroom
4.82 out of 5 average rating, 125 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Guest favourite
Home in Harvard
Sanctuary Woodland Guest House!
4.95 out of 5 average rating, 216 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in McHenry
River House with Deck and Hot Tub
4.92 out of 5 average rating, 287 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Loft in Woodstock
The Lux Loft~Walk to Square/Train Link to Chicago
4.99 out of 5 average rating, 77 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Jan
Top guest favourite
Tiny home in Walworth
The Shed at Little Farm Fontana
4.98 out of 5 average rating, 51 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Room in Crystal Lake
Beautiful private and cozy room.
4.82 out of 5 average rating, 98 reviews, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
Place to stay in Woodstock
Petunia @The Cherry Branch Guest House
1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Tiny home in Harvard
Tiny House on Horse Farm
5.0 out of 5 average rating, 77 reviews, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Crystal Lake
Private Heated Indoor Pool + Sauna, Family Retreat
4.86 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Loft in Burlington
Cozy Wisconsin Studio, 11 Mi to Lake Geneva!
4.96 out of 5 average rating, 52 reviews, 2 beds, 1 bathroom
2–7 Aug