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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
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.86 out of 5 average rating, 299 reviews
Top guest favourite
Home in Woodstock
The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
2 bedrooms, 3 beds, 1.5 bathrooms
14–19 Aug
4.94 out of 5 average rating, 270 reviews
Flat in Woodstock
Cute private apartment 0.6mi from Woodstock Square
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Woodstock
Cute apartment near the Historic Woodstock Square
1 bedroom, 2 beds, 1 bathroom
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, 2 bathrooms
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, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
5 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
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, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 40 reviews
Home in Woodstock
Woods at Woodstock
3 bedrooms, 1 king bed, 2 bathrooms
24–29 Aug
New place to stay
Place to stay in Woodstock
Petunia @The Cherry Branch Guest House
1 bedroom, 1 king bed, 1.5 bathrooms
2–7 Aug
Guest favourite
Home in Harvard
Sanctuary Woodland Guest House!
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.95 out of 5 average rating, 216 reviews
Guest favourite
Cottage in Harvard
Peaceful Harvard Vacation Rental: 3 Mi to Town!
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 25 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
Guest favourite
Room in Crystal Lake
Beautiful private and cozy room.
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.82 out of 5 average rating, 98 reviews
Top guest favourite
Tiny home in Harvard
Tiny House on Horse Farm
1 bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 77 reviews
Guest favourite
Home in McHenry
Private 1 Bed w/Loft on 5 Wooded Acres + Rock Wall
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Aug
4.83 out of 5 average rating, 58 reviews
Top guest favourite
Apartment in Crystal Lake
Williams Street Villa 2 King Beds (Downtown)
2 bedrooms, 2 king beds, 1 bathroom
11–16 Aug
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Farm stay in Harvard
Spring Oaks Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 33 reviews