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Search results; Over 1,000 homes in Sherwood

Top guest favorite
Cottage in Sherwood
Cottage on 16 wooded acres with creek
1 bedroom, 2 beds, 1 private bath
Aug 28 – Sep 2
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4.96 out of 5 average rating, 273 reviews
Top guest favorite
Guest suite in Sherwood
Spacious suite with fireplace near Old Town
4.98 out of 5 average rating, 335 reviews, 1 bedroom, 2 beds, 1 bath
Oct 28 – Nov 2
Top guest favorite
Home in Sherwood
1916 craftsman with a hot tub
4.99 out of 5 average rating, 190 reviews, 3 bedrooms, 6 beds, 2.5 baths
Sep 8 – 13
Top guest favorite
Home in Sherwood
8,500 sqft on 20 acres with sauna
5.0 out of 5 average rating, 8 reviews, 8 bedrooms, 14 beds, 7.5 baths
Oct 24 – 29
Top guest favorite
Barn in Sherwood
Converted barn with mini cows nearby
4.98 out of 5 average rating, 250 reviews, 2 beds, 1 bath
Sep 21 – 26
Top guest favorite
Home in Sherwood
Tuscan-style home on 4 acres in wine country
4.95 out of 5 average rating, 167 reviews, 3 bedrooms, 5 beds, 3.5 baths
Sep 14 – 19
Top guest favorite
Barn in Sherwood
Brand-new treetop studio in wine country
4.99 out of 5 average rating, 158 reviews, 1 bedroom, 2 beds, 1 bath
Aug 29 – Sep 3
Top guest favorite
Home in Sherwood
Glass-enclosed hot tub, one block downtown
4.97 out of 5 average rating, 58 reviews, 5 bedrooms, 6 beds, 3 baths
Sep 23 – 28
Top guest favorite
Guesthouse in Sherwood
Mt. Hood views from a private deck
5.0 out of 5 average rating, 32 reviews, 1 bedroom, 2 beds, 1 bath
Aug 30 – Sep 4
Guest favorite
Home in Sherwood
Gated 12-acre horse farm in wine country
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 8 beds, 2 baths
Aug 29 – Sep 3
Top guest favorite
Guest suite in Sherwood
Mt. Hood views among pinot noir vines
4.98 out of 5 average rating, 146 reviews, 1 bed, 1 bath
Sep 14 – 19
Top guest favorite
Cottage in Sherwood
Vineyard views in wine country
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bath
Sep 8 – 13
Top guest favorite
Home in Sherwood
5 acres in wine country with a fire pit
5.0 out of 5 average rating, 90 reviews, 3 bedrooms, 4 beds, 1 bath
Aug 21 – 26
Farm stay in Sherwood
5 acres with orchards, sauna, and fire pit
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 1 bath
Aug 16 – 21
Top guest favorite
Home in Tigard
Private suite with a yard and gazebo
4.99 out of 5 average rating, 239 reviews, 1 bedroom, 1 bed, 1 bath
Nov 4 – 9
Top guest favorite
Loft in Sherwood
Vineyard loft with Mt Hood views
4.97 out of 5 average rating, 65 reviews, 1 bed, 1 bath
Aug 16 – 21
Top guest favorite
Farm stay in Sherwood
Private vineyard suite in wine country
4.89 out of 5 average rating, 211 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 8 – 13
Top guest favorite
Cabin in Yamhill
Rustic cabin with an outdoor clawfoot tub
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bath
Sep 7 – 12
Guest favorite
Guesthouse in Sherwood
On a 5-acre farm near vineyards
4.93 out of 5 average rating, 15 reviews, 1 bedroom, 2 beds, 1 bath
Sep 1 – 6