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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
20–25 Sept
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4.95 out of 5 average rating, 166 reviews
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
29 Aug – 3 Sept
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
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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
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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
Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
5.0 out of 5 average rating, 29 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, 156 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 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
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
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
4.96 out of 5 average rating, 57 reviews, 5 bedrooms, 6 beds, 3 bathrooms
12–17 Aug
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
Guest favourite
Home in Tigard
Hoops End
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Sept
Top guest favourite
Flat in Beaverton
Cozy Studio in Quiet Community
5.0 out of 5 average rating, 32 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Aug
Top guest favourite
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
Guest house in Newberg
Wine Country Spa House - Hot Tub/Sauna/Pool
5.0 out of 5 average rating, 514 reviews, 1 bedroom, 1 bed, 1 bathroom
26 Sept – 1 Oct
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 Newberg
Parrett Mtn Estate · Hot Tub, Sauna & Valley Views
4.96 out of 5 average rating, 269 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Newberg
"Peace of Portland" - Wine country, Newberg/Dundee
5.0 out of 5 average rating, 87 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug