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Search results; Over 1,000 homes in Woodstock

Bed and breakfast in Woodstock
Black Walnut Suite @ Cherry Tree Inn B&B
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Woodstock
The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
2 bedrooms, 3 beds
14–19 Aug
4.94 out of 5 average rating, 272 reviews
Serviced apartment in Woodstock
Historic Apartment on the Woodstock Square
2 bedrooms, 2 beds
22–27 Aug
4.86 out of 5 average rating, 299 reviews
Flat in Woodstock
Cute private apartment 0.6mi from Woodstock Square
1 bedroom, 1 bed
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Loft in Woodstock
Curated Loft Retreat in The Heart Of Woodstock
1 bedroom, 1 queen bed
9–14 Aug
4.96 out of 5 average rating, 227 reviews
Guest favourite
Flat in Woodstock
Cute apartment near the Historic Woodstock Square
1 bedroom, 2 beds
26–31 Jul
4.98 out of 5 average rating, 55 reviews
Guest favourite
Home in Woodstock
Finally… A Home Big Enough for Everyone 8 Beds
5 bedrooms, 8 beds
4–9 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Woodstock
Cabin on the Prairie
3 bedrooms, 5 beds
4–9 Sept
5.0 out of 5 average rating, 23 reviews
Home in Woodstock
Woods at Woodstock
3 bedrooms, 1 king bed
24–29 Aug
New place to stay
Guest favourite
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
5 bedrooms, 7 beds
2–7 Aug
4.85 out of 5 average rating, 96 reviews
Top guest favourite
Home in Crystal Lake
Hot tub. Heated Pool. In town location.
3 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 40 reviews
Guest favourite
Boutique hotel in Algonquin
River overview, walk to downtown Algonquin
1 bedroom, 2 beds
10–15 Aug
4.96 out of 5 average rating, 26 reviews
Superhost
Home in Cary
Spacious 3 Bedroom
3 bedrooms, 3 beds
10–15 Aug
4.82 out of 5 average rating, 125 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
Top guest favourite
Home in Algonquin
FoxRiverEscape
3 bedrooms, 3 beds
7–12 Sept
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Farm stay in Harvard
Spring Oaks Retreat
3 bedrooms, 4 beds
4–9 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in McHenry
River House with Deck and Hot Tub
2 bedrooms, 3 beds
31 Aug – 5 Sept
4.92 out of 5 average rating, 287 reviews
Top guest favourite
Tiny home in Harvard
Tiny House on Horse Farm
1 bed
2–7 Aug
5.0 out of 5 average rating, 77 reviews
Guest favourite
Flat in Algonquin
Riverview apartment in quaint downtown Algonquin
2 bedrooms, 3 beds
25–30 Sept
4.8 out of 5 average rating, 147 reviews