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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
25–30 Sept
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4.95 out of 5 average rating, 167 reviews
Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
4.99 out of 5 average rating, 188 reviews
Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 270 reviews
Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+) $88/night
1 bedroom, 2 beds, 1 bathroom
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, 1 bathroom
14–19 Sept
4.98 out of 5 average rating, 145 reviews
Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
1 bedroom, 2 queen beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds, 1 bathroom
21–26 Sept
4.98 out of 5 average rating, 246 reviews
Top guest favourite
Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 158 reviews
Top guest favourite
Home in Sherwood
20acre/8500sqft/Sauna/GameRm/Bunks/Theater/SportCt
8 bedrooms, 14 beds, 7.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 8 reviews
Home in Sherwood
Spacious 3BD near Wine County w/ Fully Fenced Yard
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
New place to stay
Superhost
Home in Sherwood
Wine Country Horse Farm Cabin Near Wineries!
4 bedrooms, 8 beds, 2 bathrooms
11–16 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
5 bedrooms, 6 beds, 3 bathrooms
12–17 Aug
4.97 out of 5 average rating, 58 reviews
Guest favourite
Home in Sherwood
Sherwood Small-town Cottage
3 bedrooms, 3 queen beds, 1 bathroom
11–16 Aug
4.83 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
1 bedroom, 1 king bed, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 19 reviews
Farm stay in Sherwood
Vista Ridge Retreat | 5Acres, Game Room & Fire Pit
3 bedrooms, 6 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Home in Tigard
Mama J's Private Neighborhood Suite
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 236 reviews
Top guest favourite
Home in Sherwood
OR Wine Country Get Away
3 bedrooms, 4 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Home in Portland
Hidden Garden Cottage
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 289 reviews
Room in Tigard
Quiet & safe, primary suite w/private entrance.
2 beds, 1 bathroom
13–18 Aug
New place to stay