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Search results; Over 1,000 homes in Sherwood

Hotel in Sherwood
Oregon's Hidden Gem! Free Breakfast, Indoor Pool!
1 bedroom, 2 beds, 1 private bathroom
18–23 Sept
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Top guest favourite
Home in Sherwood
Old Town Sherwood Gem|Wineries & Coffee Steps Away
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Sherwood
Old Town Retreat - Best place in Old Town Sherwood
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
4.99 out of 5 average rating, 191 reviews
Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+)
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 338 reviews
Top guest favourite
Home in Sherwood
Chateau Chardonnay:Tuscan home in NW wine country
3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Sept
4.95 out of 5 average rating, 171 reviews
Top guest favourite
Home in Sherwood
20acre/8500sqft/Sauna/GameRm/Bunks/Theater/SportCt
8 bedrooms, 14 beds, 7.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Barn in Sherwood
Rustic Barn | Country Getaway
2 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 260 reviews
Top guest favourite
Cottage in Sherwood
Charming cottage in a peaceful garden setting.
1 bedroom, 2 beds, 1 bathroom
12–17 Oct
4.96 out of 5 average rating, 281 reviews
Guest favourite
Home in Sherwood
Sherwood Small-town Cottage
3 bedrooms, 3 queen beds, 1 bathroom
27 Sept – 2 Oct
4.85 out of 5 average rating, 13 reviews
Top guest favourite
Barn in Sherwood
Tree Top Studio- *Brand New* in Wine Country
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 160 reviews
Top guest favourite
Home in Sherwood
Wine Country • Sunroom Hot Tub • Walk to Old Town
5 bedrooms, 6 beds, 3 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 62 reviews
Top guest favourite
Home in Sherwood
Vineyard Farmhouse in Sherwood with Mt Hood Views
5 bedrooms, 6 beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in Sherwood
Wine Country Casita: Private Guesthouse/Nice Views
1 bedroom, 2 queen beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 34 reviews
Guest favourite
Tiny home in Sherwood
Winery Getaway Pets Welcome BBQ & Fresh Air Shower
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.92 out of 5 average rating, 224 reviews
Top guest favourite
Guest suite in Sherwood
Bacchus Fields - Oregon Wine Country Studio
1 queen bed, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 149 reviews
Top guest favourite
Home in Sherwood
OR Wine Country Get Away
3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 95 reviews
Top guest favourite
Home in Tigard
Spacious Cozy Family Home
4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 26 reviews
Farm stay in Sherwood
Vista Ridge Retreat | 5Acres, Game Room & Fire Pit
3 bedrooms, 6 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Tualatin
Portland Area Retreat in North Wine Country!
3 bedrooms, 4 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 38 reviews