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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, 165 reviews
Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds
14–19 Sept
4.99 out of 5 average rating, 188 reviews
Top guest favourite
Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
1 queen bed
19–24 Aug
4.98 out of 5 average rating, 144 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, 268 reviews
Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+) $88/night
1 bedroom, 2 beds
29 Aug – 3 Sept
4.98 out of 5 average rating, 330 reviews
Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
1 bedroom, 2 queen beds
19–24 Jul
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds
26–31 Aug
4.98 out of 5 average rating, 242 reviews
Top guest favourite
Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds
27 Jul – 1 Aug
4.99 out of 5 average rating, 156 reviews
Superhost
Home in Sherwood
Wine Country Horse Farm Cabin Near Wineries!
4 bedrooms, 8 beds
2–7 Aug
5.0 out of 5 average rating, 3 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, 16 reviews
Top guest favourite
Home in Sherwood
20acre/8500sqft/Sauna/GameRm/Bunks/Theater/SportCt
8 bedrooms, 14 beds
12–17 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk Downtown
5 bedrooms, 6 beds
2–7 Aug
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Home in Tigard
Mama J's Private Neighborhood Suite
1 bedroom, 1 queen bed
28 Sept – 3 Oct
4.99 out of 5 average rating, 228 reviews
Farm stay in Sherwood
Vista Ridge Retreat Private Hill w/ Stunning Views
3 bedrooms, 6 beds
11–16 Aug
New place to stay
Top guest favourite
Guest suite in Hillsboro
Willamette Valley Wine Country Hub
1 bedroom, 1 king bed
29 Aug – 3 Sept
4.99 out of 5 average rating, 284 reviews
Home in Tigard
Hoops End
3 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Wilsonville
Simple Comfort
1 queen bed
2–7 Aug
5.0 out of 5 average rating, 285 reviews
Top guest favourite
Home in Sherwood
Vineyard Farmhouse in Sherwood with Mt Hood Views
5 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Portland
The Rose House - No Cleaning Fee
3 bedrooms, 3 queen beds
26–31 Aug
5.0 out of 5 average rating, 44 reviews