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Search results; Over 1,000 homes in Sherwood

Top guest favourite
Guest suite in Sherwood
Sherwood Hollow- Senior discount (60+)
1 bedroom, 2 beds, 1 private bathroom
1–6 Nov
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4.98 out of 5 average rating, 339 reviews
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
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
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
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
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
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
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
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 Newberg
Sassi Vineyard
4 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Room in Sherwood
Walk to Trails | Sleep Well w/ Free Breakfast
1 king bed, 1 bathroom
19–24 Sept
Top guest favourite
Farm stay in Newberg
Amani Acres in the heart of wine country
3 bedrooms, 4 beds, 2 bathrooms
25–30 Sept
4.97 out of 5 average rating, 391 reviews
Top guest favourite
Flat in Tualatin
Bear Lodge - Heart of Wine Country
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.98 out of 5 average rating, 181 reviews
Guest favourite
Home in Newberg
World Class Winery Respite
2 bedrooms, 2 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Sherwood
Oregon Wine Country Retreat: Sip & Dine Outside
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Lake Oswego
The Cairns House Mid Century, close to Portland
4 bedrooms, 4 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 48 reviews
Guest favourite
Flat in Newberg
Mini Moonstruck Hide Away
2 bedrooms, 2 king beds, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Home in Beaverton
Cozy Beaverton 3 bed, walk to dining and shops
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.95 out of 5 average rating, 88 reviews