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Search results; Over 1,000 homes in Sherwood

Top guest favourite
Home in Sherwood
Chateau Chardonnay:Tuscan home in NW wine country
3 bedrooms, 5 beds, 3.5 private bathrooms
27 Sept – 2 Oct
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4.95 out of 5 average rating, 166 reviews
Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
4.99 out of 5 average rating, 188 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+) $88/night
4.98 out of 5 average rating, 332 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Oct – 2 Nov
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Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
4.98 out of 5 average rating, 145 reviews, 1 bed, 1 bathroom
14–19 Sept
Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
4.96 out of 5 average rating, 269 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
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Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
5.0 out of 5 average rating, 31 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
4.99 out of 5 average rating, 157 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
4.97 out of 5 average rating, 58 reviews, 5 bedrooms, 6 beds, 3 bathrooms
12–17 Aug
Superhost
Home in Sherwood
Wine Country Horse Farm Cabin Near Wineries!
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 8 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
4.98 out of 5 average rating, 244 reviews, 2 beds, 1 bathroom
21–26 Sept
Top guest favourite
Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
5.0 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Sept
Farm stay in Sherwood
Vista Ridge Retreat | 5Acres, Game Room & Fire Pit
New place to stay, 3 bedrooms, 6 beds, 1 bathroom
16–21 Aug
Top guest favourite
Loft in Sherwood
Casa Olea
4.97 out of 5 average rating, 65 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Tigard
Mama J's Private Neighborhood Suite
4.99 out of 5 average rating, 233 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
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Home in Sherwood
20acre/8500sqft/Sauna/GameRm/Bunks/Theater/SportCt
5.0 out of 5 average rating, 7 reviews, 8 bedrooms, 14 beds, 7.5 bathrooms
24–29 Oct
Top guest favourite
Home in Tigard
Spacious Cozy Family Home
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
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Home in Sherwood
OR Wine Country Get Away
5.0 out of 5 average rating, 87 reviews, 3 bedrooms, 4 beds, 1 bathroom
21–26 Aug
Top guest favourite
Home in Lake Oswego
Signal House – Light Up The Portal
4.97 out of 5 average rating, 276 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Sherwood
Vineyard Farmhouse in Sherwood with Mt Hood Views
5.0 out of 5 average rating, 11 reviews, 5 bedrooms, 6 beds, 3 bathrooms
16–21 Aug