Search results; Over 1,000 places in Woodstock

The home you selected

Guest favorite
Loft in Woodstock
Curated Loft Retreat in The Heart Of Woodstock
4 guests1 bedroom1 bed1 bath
Jul 22 – 27
More
Jul 22 – 27
More
R15,037 ZAR for 5 nights
for 5 nights

Explore more homes

Guest favorite
Room in Woodstock
Stay with ColleenHosting for 6 years,
Mini Suite in the House of Odd
Jun 30 – Jul 5
R5,475 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 393 reviews
Guest favorite
Apartment in Woodstock
Historic Apartment on the Woodstock Square
2 beds
Aug 10 – 15
R18,910 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 268 reviews
Top guest favorite
Home in Woodstock
The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
3 beds
Jul 27 – Aug 1
R22,726 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 188 reviews
Top guest favorite
Loft in Woodstock
The Lux Loft~Walk to Square/Train Link to Chicago
Free cancellation
Jul 15 – 20
R26,368 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 72 reviews
Top guest favorite
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
Free cancellation
Jul 6 – 11
R72,009 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 63 reviews
Guest favorite
Home in Woodstock
DT Woodstock Square | 3 BR with Hot Tub & Arcade
5 beds
Jul 20 – 25
R21,900 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 96 reviews
Top guest favorite
Cabin in Woodstock
Cabin on the Prairie
Free cancellation
Aug 18 – 23
R33,357 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Room in Woodstock
Stay with CraigAuthor, designer,
Hot Tub Spa Suite! Mardi Gras House
Jun 22 – 27
R29,122 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 68 reviews
Top guest favorite
Tiny home in Harvard
Tiny House on Horse Farm
Free cancellation
Jul 6 – 11
R18,003 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Harvard
Sanctuary Woodland Guest House!
Free cancellation
Jul 6 – 11
R12,899 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 191 reviews
Guest favorite
Room in Woodstock
Stay with CraigAuthor, designer,
New Orleans Room! Mardi Gras House
Jun 21 – 26
R23,827 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 12 reviews
Guest favorite
Room in Crystal Lake
Stay with OlivierParamedic,
Master Bedroom w/Bathroom - safe and cozy
Aug 29 – Sep 3
R4,129 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 155 reviews
Guest favorite
Boutique hotel in Algonquin
River overview, walk to downtown Algonquin
Free cancellation
Jul 21 – 26
R8,451 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in McHenry
Private 1 Bed w/Loft on 5 Wooded Acres + Rock Wall
Free cancellation
Jun 22 – 27
R26,220 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 34 reviews
Barn in Woodstock
Perfect Barn for Events&Getaways
12 beds
Jun 19 – 24
R169,434 ZAR for 5 nights
for 5 nights
Guest favorite
Home in Crystal Lake
In Ground Pool, Full Ranch Home
Free cancellation
Aug 17 – 22
R29,545 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Guest favorite
Room in West Dundee
Stay with Justin And Kendal
Downtown, Courtyard Studio w/ Fire Pit | 5 of 5
Jun 17 – 22
R14,931 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Woodstock
The Matador - Home on Golf Course by CL/Woodstock
10 beds
Jun 19 – 24
R74,593 ZAR for 5 nights
for 5 nights