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Search results; Over 1,000 places in Woodstock
Over 1,000 places in Woodstock
Guest favorite
Guest favorite
Apartment in Woodstock
Historic Apartment on the Woodstock Square
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$165
$144
night
$144 per night, originally $165
4.89 out of 5 average rating, 188 reviews
4.89 (188)
Guest favorite
Guest favorite
321
Reviews
4.94
Rating
5
Years hosting
Room in Woodstock
Stay with Colleen
Stay with Colleen
Hosting for 5 years
,
·
Hosting for 5 years
Mini Suite in the House of Odd
Apr 24 – 29
Apr 24 – 29
$40
night
$40 per night
4.94 out of 5 average rating, 321 reviews
4.94 (321)
Superhost
Superhost
Home in Woodstock
DT Woodstock Square
5 beds
5 beds
Apr 1 – 6
Apr 1 – 6
$208
$150
night
$150 per night, originally $208
4.9 out of 5 average rating, 50 reviews
4.9 (50)
Guest favorite
Guest favorite
Home in Woodstock
The Tailor House | DT Square Woodstock
3 beds
3 beds
Apr 14 – 19
Apr 14 – 19
$173
$156
night
$156 per night, originally $173
4.92 out of 5 average rating, 98 reviews
4.92 (98)
Guest favorite
Guest favorite
Loft in Woodstock
Curated Loft Retreat in The Heart Of Woodstock
1 queen bed
1 queen bed
Apr 7 – 12
Apr 7 – 12
$129
night
$129 per night
4.96 out of 5 average rating, 168 reviews
4.96 (168)
Guest favorite
Guest favorite
Apartment in Woodstock
Cute apartment near the Historic Woodstock Square
2 beds
2 beds
Apr 29 – May 4
Apr 29 – May 4
$125
night
$125 per night
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Loft in Woodstock
The Lux Loft~Walk to Square/Train Link to Chicago
1 queen bed
1 queen bed
Apr 7 – 12
Apr 7 – 12
$250
night
$250 per night
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Guest favorite
Guest favorite
55
Reviews
5.0
Rating
7
Years hosting
Room in Woodstock
Stay with Craig
Stay with Craig
Author, designer
,
·
Author, designer
Hot Tub Spa Suite! Pricing specials
Apr 1 – 6
Apr 1 – 6
$173
$139
night
$139 per night, originally $173
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favorite
Guest favorite
10
Reviews
5.0
Rating
7
Years hosting
Room in Woodstock
Stay with Craig
Stay with Craig
Author, designer
,
·
Author, designer
New Orleans Room! Pricing specials
Apr 1 – 6
Apr 1 – 6
$162
$133
night
$133 per night, originally $162
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Superhost
Superhost
Home in Woodstock
Grand 1800s Victorian Gem: Updated/by Downtown
6 beds
6 beds
Apr 1 – 6
Apr 1 – 6
$680
$539
night
$539 per night, originally $680
4.82 out of 5 average rating, 39 reviews
4.82 (39)
Guest favorite
Guest favorite
Home in Harvard
Sanctuary Woodland Guest House!
2 queen beds
2 queen beds
Apr 3 – 8
Apr 3 – 8
$115
night
$115 per night
4.95 out of 5 average rating, 164 reviews
4.95 (164)
Guest favorite
Guest favorite
Cottage in Crystal Lake
Modern Cottage by the Beach
2 king beds
2 king beds
Apr 29 – May 4
Apr 29 – May 4
$139
$111
night
$111 per night, originally $139
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Guest favorite
Guest favorite
9
Reviews
5.0
Rating
7
Years hosting
Room in Woodstock
Stay with Lori Cherry Tree Inn
Stay with Lori Cherry Tree Inn
Inn keeper
,
·
Inn keeper
Willow Suite @ Cherry Tree Inn B&B
Apr 4 – 9
Apr 4 – 9
$203
night
$203 per night
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Tiny home in Harvard
Tiny House on Horse Farm
1 bed
1 bed
Apr 11 – 16
Apr 11 – 16
$100
$80
night
$80 per night, originally $100
New place to stay
New
Guest favorite
Guest favorite
Guesthouse in Hampshire
Shiloh Place - Two Minutes Off The Highway
Apr 22 – 27
Apr 22 – 27
$80
night
$80 per night
4.94 out of 5 average rating, 32 reviews
4.94 (32)
Home in McHenry
Private 1 Bed w/Loft in McHenry
2 queen beds
2 queen beds
Apr 2 – 7
Apr 2 – 7
$209
night
$209 per night
Guest favorite
Guest favorite
Cottage in Wonder Lake
The Lakeshore Cozy Cottage-DM for Special pricing!
9 beds
9 beds
Apr 14 – 19
Apr 14 – 19
$207
$176
night
$176 per night, originally $207
4.88 out of 5 average rating, 83 reviews
4.88 (83)
Guest favorite
Guest favorite
Home in McHenry
Highwood Haven
6 beds
6 beds
May 12 – 17
May 12 – 17
$700
night
$700 per night
5.0 out of 5 average rating, 29 reviews
5.0 (29)
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