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Search results; Over 1,000 homes in Sherwood

Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds, 2.5 private bathrooms
14–19 Sept
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4.99 out of 5 average rating, 187 reviews
Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+) $88/night
4.98 out of 5 average rating, 329 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Home in Sherwood
Chateau Chardonnay:Tuscan home in NW wine country
4.95 out of 5 average rating, 165 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
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Cottage in Sherwood
Charming cottage in a peaceful garden setting.
4.96 out of 5 average rating, 267 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
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Home in Sherwood
OR Wine Country Get Away
5.0 out of 5 average rating, 86 reviews, 3 bedrooms, 4 beds, 1 bathroom
14–19 Aug
Top guest favourite
Home in Sherwood
20acre/8500sqft/Sauna/GameRm/Bunks/Theater/SportCt
5.0 out of 5 average rating, 6 reviews, 8 bedrooms, 14 beds, 7.5 bathrooms
12–17 Oct
Top guest favourite
Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
4.98 out of 5 average rating, 142 reviews, 1 bed, 1 bathroom
19–24 Aug
Superhost
Home in Sherwood
Wine Country Horse Farm Cabin Near Wineries!
New place to stay, 4 bedrooms, 8 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
4.96 out of 5 average rating, 56 reviews, 5 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
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Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
4.99 out of 5 average rating, 156 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Home in Sherwood
Vineyard Farmhouse in Sherwood with Mt Hood Views
5.0 out of 5 average rating, 10 reviews, 5 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
4.97 out of 5 average rating, 239 reviews, 2 beds, 1 bathroom
26–31 Aug
Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Portland
The Rose House - No Cleaning Fee
5.0 out of 5 average rating, 43 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
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Home in Beaverton
Cooper Mtn Retreat • Nike & Intel • Mt Hood Views
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
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Home in Tigard
Spacious Cozy Family Home
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Aug
Top guest favourite
Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Sept
Top guest favourite
Home in Tigard
A House On Catalina
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
Top guest favourite
Home in Lake Oswego
Signal House – Light Up The Portal
4.97 out of 5 average rating, 272 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Aug