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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
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
Top guest favourite
Home in Woodstock
The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
4.94 out of 5 average rating, 269 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
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
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
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
Home in Woodstock
Woods at Woodstock
New place to stay, 3 bedrooms, 1 bed, 2 bathrooms
24–29 Aug
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
Barn in Woodstock
Rustic Barn Retreat with Indoor Pool, Sauna & More
4.69 out of 5 average rating, 13 reviews, 6 bedrooms, 12 beds, 4.5 bathrooms
18–23 Aug
Top guest favourite
Home in Crystal Lake
Hot tub. Heated Pool. In town location.
5.0 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Crystal Lake
Charming Vintage Cottage Near the Lake
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
Bed and breakfast in Woodstock
Old Oak Suite @ Cherry Tree Inn B&B
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Aug
Top guest favourite
Home in McHenry
Paradiso Vacation
5.0 out of 5 average rating, 52 reviews, 6 bedrooms, 6 beds, 4.5 bathrooms
23–28 Aug
Home in Lake in the Hills
Musicians’ Beachside Retreat in Lake in the Hills
4.88 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Superhost
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
Boutique hotel in Algonquin
River overview, walk to downtown Algonquin
4.96 out of 5 average rating, 26 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
3–8 Aug
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