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Search results; Over 1,000 homes in Sherwood

Barn in Sherwood
Cozy barn with bedroom and loft
2 bedrooms, 2 beds, 1 private bathroom
5–10 Jul
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4.78 out of 5 average rating, 387 reviews
Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds, 2.5 bathrooms
10–15 Aug
4.99 out of 5 average rating, 187 reviews
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Home in Sherwood
20acre/8500sqft/Sauna/GameRm/Bunks/Theater/SportCt
8 bedrooms, 14 beds, 7.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 6 reviews
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Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+) $88/night
1 bedroom, 2 beds, 1 bathroom
13–18 Oct
4.98 out of 5 average rating, 329 reviews
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Home in Sherwood
Chateau Chardonnay:Tuscan home in NW wine country
3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 165 reviews
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Home in Sherwood
OR Wine Country Get Away
3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 85 reviews
Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 266 reviews
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Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
5 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
4.96 out of 5 average rating, 56 reviews
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Home in Sherwood
Vineyard Farmhouse in Sherwood with Mt Hood Views
5 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
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Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
1 queen bed, 1 bathroom
19–24 Aug
4.98 out of 5 average rating, 142 reviews
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Guest suite in Sherwood
Carly's Comfort Inn
1 queen bed, 1 bathroom
5–10 Dec
4.97 out of 5 average rating, 112 reviews
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Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.99 out of 5 average rating, 156 reviews
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Barn in Sherwood
Rustic Barn | Country Getaway
2 beds, 1 bathroom
26–31 Aug
4.97 out of 5 average rating, 238 reviews
Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
1 bedroom, 2 queen beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 28 reviews
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Home in Portland
The Rose House - No Cleaning Fee
3 bedrooms, 3 queen beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
1 bedroom, 1 king bed, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Tigard
A House On Catalina
3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
4.94 out of 5 average rating, 16 reviews
Flat in Newberg
Historic Downtown Newberg | 2BR Wine Country Gem
2 bedrooms, 2 queen beds, 1.5 bathrooms
5–10 Jul
Top guest favourite
Guest suite in Lake Oswego
The Hen Den
2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
4.93 out of 5 average rating, 743 reviews