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Search results; Over 1,000 homes in Sherwood

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Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
1 bedroom, 2 beds, 1 private bathroom
12–17 Oct
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4.96 out of 5 average rating, 277 reviews
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Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+)
1 bedroom, 2 beds, 1 bathroom
28 Oct – 2 Nov
4.98 out of 5 average rating, 337 reviews
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Superhost
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds, 2.5 bathrooms
14–19 Sept
4.99 out of 5 average rating, 190 reviews
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Home in Sherwood
Old Town Sherwood Gem|Wineries & Coffee Steps Away
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
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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
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Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds, 1 bathroom
23–28 Sept
4.98 out of 5 average rating, 254 reviews
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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, 149 reviews
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Top guest favourite
Home in Sherwood
Chateau Chardonnay:Tuscan home in NW wine country
3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Sept
4.95 out of 5 average rating, 169 reviews
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Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 159 reviews
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Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
1 bedroom, 2 queen beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 34 reviews
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Guest favourite
Home in Sherwood
Wine Country Horse Farm Cabin Near Wineries!
4 bedrooms, 8 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
5 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 61 reviews
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Home in Sherwood
Cozy 2 br. house in the country near Sherwood
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Sept
New place to stay
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Room in Sherwood
Walk to Trails | Sleep Well w/ Free Breakfast
1 king bed, 1 bathroom
3–8 Sept
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Top guest favourite
Home in Sherwood
Vineyard Farmhouse in Sherwood with Mt Hood Views
5 bedrooms, 6 beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 13 reviews
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Home in Sherwood
OR Wine Country Get Away
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 93 reviews
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Farm stay in Sherwood
Ariniello Vineyard - Private 2 Bedroom Suite
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.89 out of 5 average rating, 212 reviews
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Loft in Sherwood
Casa Olea
1 queen bed, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 65 reviews
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Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
1 bedroom, 1 king bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 21 reviews