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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
20–25 Sept
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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
14–19 Sept
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
29 Aug – 3 Sept
4.98 out of 5 average rating, 332 reviews
Top guest favourite
Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
1 queen bed
8–13 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
Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds
8–13 Aug
4.99 out of 5 average rating, 156 reviews
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds
26–31 Aug
4.98 out of 5 average rating, 244 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, 29 reviews
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
5 bedrooms, 6 beds
2–7 Aug
4.96 out of 5 average rating, 56 reviews
Superhost
Home in Sherwood
Wine Country Horse Farm Cabin Near Wineries!
4 bedrooms, 8 beds
2–7 Aug
5.0 out of 5 average rating, 3 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, 18 reviews
Farm stay in Sherwood
Vista Ridge Retreat | 5Acres, Game Room & Fire Pit
3 bedrooms, 6 beds
16–21 Aug
New place to stay
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
Guest suite in Sherwood
Modern Farmhouse Suite on acres
1 bedroom, 1 queen bed
3–8 Aug
Top guest favourite
Home in Newberg
Parrett Mtn Estate · Hot Tub, Sauna & Valley Views
4 bedrooms, 4 beds
2–7 Aug
4.96 out of 5 average rating, 269 reviews
Guest favourite
Flat in Newberg
Mini Moonstruck Hide Away
2 bedrooms, 2 king beds
2–7 Aug
4.96 out of 5 average rating, 46 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 Portland
The Rose House - No Cleaning Fee
3 bedrooms, 3 queen beds
26–31 Aug
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Tigard
Hoops End
3 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 5 reviews