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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
30 Aug – 4 Sept
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4.96 out of 5 average rating, 228 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, 278 reviews
Guest favourite
Serviced apartment in Woodstock
Historic Apartment on the Woodstock Square
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.86 out of 5 average rating, 308 reviews
Guest favourite
Flat in Woodstock
Cute private apartment 0.6mi from Woodstock Square
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Woodstock
Cute apartment near the Historic Woodstock Square
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 56 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, 26 reviews
Bed and breakfast in Woodstock
Black Walnut Suite @ Cherry Tree Inn B&B
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
5 bedrooms, 7 beds, 3.5 bathrooms
16–21 Aug
4.9 out of 5 average rating, 98 reviews
Room in Crystal Lake
Master Bedroom w/Bathroom - safe and cozy
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.86 out of 5 average rating, 185 reviews
Guest favourite
Boutique hotel in Algonquin
River overview, walk to downtown Algonquin
1 bedroom, 2 beds, 1.5 bathrooms
9–14 Sept
4.96 out of 5 average rating, 27 reviews
Home in Woodstock
Woods at Woodstock
3 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Home in Crystal Lake
Hot tub. Heated Pool. In town location.
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 42 reviews
Superhost
Flat in West Dundee
Garden View Studio • Walk to Downtown • Fire Pit
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.9 out of 5 average rating, 117 reviews
Guest favourite
Home in McHenry
Pet Friendly, Fenced In Yard, Lots to do Nearby!
2 bedrooms, 1 bathroom
12–17 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Richmond
TheGlassCabin @ HackmatackRetreat
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 238 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
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
Top guest favourite
Farm stay in Marengo
Maria's Little House
1 bedroom, 1 bed, 1 bathroom
25–30 Aug
4.97 out of 5 average rating, 38 reviews