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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
10–15 Aug
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4.95 out of 5 average rating, 167 reviews
Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds
21–26 Sept
4.99 out of 5 average rating, 189 reviews
Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
1 bedroom, 2 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 270 reviews
Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+) $88/night
1 bedroom, 2 beds
26–31 Aug
4.98 out of 5 average rating, 333 reviews
Top guest favourite
Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
1 queen bed
14–19 Sept
4.98 out of 5 average rating, 145 reviews
Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
1 bedroom, 2 queen beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds
21–26 Sept
4.98 out of 5 average rating, 248 reviews
Top guest favourite
Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds
29 Aug – 3 Sept
4.99 out of 5 average rating, 158 reviews
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
5 bedrooms, 6 beds
12–17 Aug
4.97 out of 5 average rating, 58 reviews
Superhost
Home in Sherwood
Wine Country Horse Farm Cabin Near Wineries!
4 bedrooms, 8 beds
12–17 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sherwood
20acre/8500sqft/Sauna/GameRm/Bunks/Theater/SportCt
8 bedrooms, 14 beds
24–29 Oct
5.0 out of 5 average rating, 8 reviews
Home in Sherwood
Spacious 3BD near Wine County w/ Fully Fenced Yard
3 bedrooms, 4 beds
9–14 Aug
New place to stay
Top guest favourite
Home in Tigard
Mama J's Private Neighborhood Suite
1 bedroom, 1 queen bed
4–9 Nov
4.99 out of 5 average rating, 237 reviews
Top guest favourite
Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
1 bedroom, 1 king bed
9–14 Sept
5.0 out of 5 average rating, 19 reviews
Farm stay in Sherwood
Vista Ridge Retreat | 5Acres, Game Room & Fire Pit
3 bedrooms, 6 beds
16–21 Aug
New place to stay
Top guest favourite
Home in Sherwood
OR Wine Country Get Away
3 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Guest house in Newberg
Wine Country Spa House - Hot Tub/Sauna/Pool
1 bedroom, 1 queen bed
26 Sept – 1 Oct
5.0 out of 5 average rating, 517 reviews
Top guest favourite
Loft in Sherwood
Casa Olea
1 queen bed
7–12 Aug
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Home in Lake Oswego
Signal House – Light Up The Portal
3 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 278 reviews