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Search results; Over 1,000 homes in Sherwood

Top guest favourite
Home in Sherwood
Chateau Chardonnay:Tuscan home in NW wine country
3 bedrooms, 5 beds, 3.5 private bathrooms
27 Sept – 2 Oct
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4.95 out of 5 average rating, 166 reviews
Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds
3–8 Aug
4.99 out of 5 average rating, 188 reviews
Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+) $88/night
1 bedroom, 2 beds
28 Oct – 2 Nov
4.98 out of 5 average rating, 333 reviews
Top guest favourite
Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
1 queen bed
14–19 Sept
4.98 out of 5 average rating, 145 reviews
Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
1 bedroom, 2 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 269 reviews
Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
1 bedroom, 2 queen beds
3–8 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds
23–28 Aug
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds
21–26 Sept
4.98 out of 5 average rating, 245 reviews
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
5 bedrooms, 6 beds
12–17 Aug
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
1 bedroom, 1 king bed
9–14 Sept
5.0 out of 5 average rating, 19 reviews
Superhost
Home in Sherwood
Wine Country Horse Farm Cabin Near Wineries!
4 bedrooms, 8 beds
11–16 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sherwood
20acre/8500sqft/Sauna/GameRm/Bunks/Theater/SportCt
8 bedrooms, 14 beds
24–29 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Tigard
Mama J's Private Neighborhood Suite
1 bedroom, 1 queen bed
28 Sept – 3 Oct
4.99 out of 5 average rating, 234 reviews
Farm stay in Sherwood
Vista Ridge Retreat | 5Acres, Game Room & Fire Pit
3 bedrooms, 6 beds
16–21 Aug
New place to stay
Guest favourite
Home in Tigard
Hoops End
3 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Sherwood
OR Wine Country Get Away
3 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Home in Lake Oswego
Signal House – Light Up The Portal
3 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 277 reviews
Guest suite in Sherwood
Modern Farmhouse Suite on acres
1 bedroom, 1 queen bed
17–22 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Hillsboro
Willamette Valley Wine Country Hub
1 bedroom, 1 king bed
29 Aug – 3 Sept
4.99 out of 5 average rating, 286 reviews