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Search results; Over 1,000 places in Woodstock

Guest favorite
Apartment in Woodstock
Historic Apartment on the Woodstock Square
2 beds
Apr 21 – 26
4.89 out of 5 average rating, 188 reviews
Guest favorite
Room in Woodstock
Stay with ColleenHosting for 5 years,
Mini Suite in the House of Odd
Apr 24 – 29
4.94 out of 5 average rating, 321 reviews
Superhost
Home in Woodstock
DT Woodstock Square
5 beds
Apr 1 – 6
4.9 out of 5 average rating, 50 reviews
Guest favorite
Home in Woodstock
The Tailor House | DT Square Woodstock
3 beds
Apr 14 – 19
4.92 out of 5 average rating, 98 reviews
Guest favorite
Loft in Woodstock
Curated Loft Retreat in The Heart Of Woodstock
1 queen bed
Apr 7 – 12
4.96 out of 5 average rating, 168 reviews
Guest favorite
Apartment in Woodstock
Cute apartment near the Historic Woodstock Square
2 beds
Apr 29 – May 4
5.0 out of 5 average rating, 47 reviews
Loft in Woodstock
The Lux Loft~Walk to Square/Train Link to Chicago
1 queen bed
Apr 7 – 12
4.98 out of 5 average rating, 64 reviews
Guest favorite
Room in Woodstock
Stay with CraigAuthor, designer,
Hot Tub Spa Suite! Pricing specials
Apr 1 – 6
5.0 out of 5 average rating, 55 reviews
Guest favorite
Room in Woodstock
Stay with CraigAuthor, designer,
New Orleans Room! Pricing specials
Apr 1 – 6
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
6 beds
Apr 1 – 6
4.82 out of 5 average rating, 39 reviews
Guest favorite
Home in Harvard
Sanctuary Woodland Guest House!
2 queen beds
Apr 3 – 8
4.95 out of 5 average rating, 164 reviews
Guest favorite
Cottage in Crystal Lake
Modern Cottage by the Beach
2 king beds
Apr 29 – May 4
4.92 out of 5 average rating, 26 reviews
Guest favorite
Room in Woodstock
Stay with Lori Cherry Tree InnInn keeper,
Willow Suite @ Cherry Tree Inn B&B
Apr 4 – 9
5.0 out of 5 average rating, 9 reviews
Tiny home in Harvard
Tiny House on Horse Farm
1 bed
Apr 11 – 16
New place to stay
Guest favorite
Guesthouse in Hampshire
Shiloh Place - Two Minutes Off The Highway
Apr 22 – 27
4.94 out of 5 average rating, 32 reviews
Home in McHenry
Private 1 Bed w/Loft in McHenry
2 queen beds
Apr 2 – 7
Guest favorite
Cottage in Wonder Lake
The Lakeshore Cozy Cottage-DM for Special pricing!
9 beds
Apr 14 – 19
4.88 out of 5 average rating, 83 reviews
Guest favorite
Home in McHenry
Highwood Haven
6 beds
May 12 – 17
5.0 out of 5 average rating, 29 reviews