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Search results; Over 1,000 homes in Sherwood

Guest favourite
Tiny home in Sherwood
Winery Getaway Pets Welcome BBQ & Fresh Air Shower
1 bedroom, 2 beds, 1 private bathroom
13–18 Sept
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4.92 out of 5 average rating, 223 reviews
Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+)
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 337 reviews
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, 5 reviews
Top guest favourite
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, 189 reviews
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds, 1 bathroom
12–17 Oct
4.98 out of 5 average rating, 257 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
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, 170 reviews
Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
4.96 out of 5 average rating, 278 reviews
Top guest favourite
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, 160 reviews
Top guest favourite
Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
1 queen bed, 1 bathroom
13–18 Oct
4.98 out of 5 average rating, 149 reviews
Guest favourite
Home in Sherwood
Sherwood Small-town Cottage
3 bedrooms, 3 queen beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 13 reviews
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk to Old Town
5 bedrooms, 6 beds, 3 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 62 reviews
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
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, 7 reviews
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
Top guest favourite
Home in Sherwood
OR Wine Country Get Away
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 95 reviews
Top guest favourite
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, 22 reviews
Top guest favourite
Farm stay in Sherwood
Ariniello Vineyard - Private 2 Bedroom Suite
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 212 reviews
Top guest favourite
Loft in Sherwood
Casa Olea
1 queen bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 66 reviews