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Search results; Over 1,000 homes in Sherwood

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Guest favourite
Guest suite in Sherwood
Cozy Wine Country Suite
1 bedroom, 1 bed, 1 private bathroom
11–16 Oct
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4.88 out of 5 average rating, 390 reviews
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Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+)
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.98 out of 5 average rating, 340 reviews
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Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Oct
4.99 out of 5 average rating, 193 reviews
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Top guest favourite
Home in Sherwood
Old Town Sherwood Gem|Wineries & Coffee Steps Away
3 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 11 reviews
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Room in Sherwood
Sherwood OR Room for rent
1 double bed, 1 bathroom
7–12 Oct
5.0 out of 5 average rating, 6 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
1–6 Oct
5.0 out of 5 average rating, 34 reviews
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Guest favourite
Home in Sherwood
Sherwood Small-town Cottage
3 bedrooms, 3 queen beds, 1 bathroom
1–6 Oct
4.87 out of 5 average rating, 15 reviews
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Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
4.96 out of 5 average rating, 287 reviews
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Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds, 1 bathroom
30 Oct – 4 Nov
4.98 out of 5 average rating, 265 reviews
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Top guest favourite
Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds, 1 bathroom
3–8 Oct
4.99 out of 5 average rating, 161 reviews
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Top guest favourite
Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
1 queen bed, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 150 reviews
Photo 1 of 29
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk to Old Town
5 bedrooms, 6 beds, 3 bathrooms
25–30 Oct
4.97 out of 5 average rating, 65 reviews
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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, 14 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
9–14 Dec
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Farm stay in Sherwood
Ariniello Vineyard - Private 2 Bedroom Suite
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.89 out of 5 average rating, 212 reviews
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Top guest favourite
Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 25 reviews
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Loft in Sherwood
Casa Olea
1 queen bed, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 68 reviews
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Home in Sherwood
OR Wine Country Get Away
3 bedrooms, 4 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 96 reviews
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Top guest favourite
Guest suite in Hillsboro
Willamette Valley Wine Country Hub
1 bedroom, 1 king bed, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 297 reviews