Sherwood Guest Houses from CA $140

A landscape with a dense forest and a cloudy sky.

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Our top choices for Sherwood guest houses

A cozy living room with a wooden table, leather sofa, and a window with natural light.

1. Red Hills Retreat — Upper Carriage House

Newberg

Lori B.

CA $250 total

includes taxes & fees

Oct 13 - Oct 14

A two-story house with a snow-covered front yard and driveway.

2. Portland International Guesthouse

Northwest Portland

Kim

CA $140 total

includes taxes & fees

Oct 14 - Oct 15

A white house with a porch supported by columns, a wooden door, and a small window.

3. Evermore Guesthouse

Southeast Portland

Catherine

CA $242 total

includes taxes & fees

Oct 14 - Oct 15

Two wooden Adirondack chairs outside a house with a dark door and large windows reflecting trees.

4. Urban-chic Studio Guesthouse in a quiet neighborhood - near Intel and Nike

Hillsboro

Stephanie F.

CA $307 total

includes taxes & fees

Oct 17 - Oct 18

Two metal chairs facing a fire pit on a stone patio by a lake, with a view of a forested area and buildings in the background.

5. Remodeled Guesthouse with separate Riverfront Patio and dock+river access

Oak Grove

Jenny O.

CA $483 total

includes taxes & fees

Nov 2 - Nov 3

A modern interior with a wooden staircase, a kitchen, a dining area, and a living room with a sofa and coffee table.

6. Coda | Walkable Woodstock Guesthouse | Portland

Southeast Portland

Amy C.

CA $421 total

includes taxes & fees

Oct 20 - Oct 21

A small, single-story building with a sloped roof, a door leading inside, and string lights along the exterior.

7. Dundee Hills - Villa Brut

Dundee

CA $621 total

includes taxes & fees

Oct 13 - Oct 14

A bedroom with a large bed, a chair, a small table, and a painting on the wall.

8. Dundee Hills Haven | King Suite, Sauna & Views

Dundee

Anonymous traveller

CA $514 total

includes taxes & fees

Oct 12 - Oct 13

A red building with a door, a small porch, and a garden with flowers.

9. Two Rivers Tiny Red Gem

Northeast Portland

Kathleen M.

CA $346 total

includes taxes & fees

Oct 19 - Oct 20

A modern building with a fire pit, outdoor seating, and a glass door entrance.

10. Woodstock•Net Zero•Chef Kitchen•Firepit•Pet-OK

Southeast Portland

Heather G.

CA $459 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a central island, pendant lighting, and a large window.

11. Walkable Modern Retreat

Southeast Portland

Scott T.

CA $603 total

includes taxes & fees

Oct 19 - Oct 20

A living room with a sofa, a TV, a fireplace, and a dining area with a table set for two.

12. #StayInMyDistrict St Johns Backyard Guesthouse

North Portland

"Our stay was absolutely perfect. The host communicated very quickly (though no issues to report). The unit had everything you could possibly need down to dog bowls and earplugs (though it was not noisy at all). The fenced in area was perfect to enjoy coffee and let our dog off leash. The walkability was fantastic - close to wonderful restaurants and coffee shops (be sure to try Slims and get curry or ahi tuna bowl). Thank you for such an enjoyable time visiting our daughter in Portland"

Jessica L.

CA $365 total

includes taxes & fees

Oct 13 - Oct 14