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Homestead ski-in/ski-out rentals

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September 2025

October 2025

Find the best place to stay - Homestead

Queen sized bed with both feather and foam pillows, fireplace, tv, stereo, etc.

Premier Host

Exquisite Historic Suite Close to Downtown 14-21673

Sleeps 4 · 2 bedrooms · 1 bathroom

Extra large king bedroom with seating and work area.

Premier Host

Spacious, Beautiful & Private Hillside Oasis, SW Hills PDX with Free Coffee!

Sleeps 3 · 1 bedroom · 1 bathroom

Top rated rentals - Homestead

Premier Host

Portland stopover

Vicki is a very helpful and obliging host who has thought of every comfort that we might need for our stay. We were very warm and comfortable.

Marilyn B.

Stayed May 2024

Stanhope Cottage Duplex - VRBO unit main floor. 1400 SQ Feet with two decks.

Premier Host

Lovely plant-filled house above Portland

This is a lovely property with friendly and helpful hosts. It is walking distance to downtown if you don't mind the hill and is thoughtfully equipped with practically everything, down to beautiful coffee and tea selection. Our dog-loving daughter enjoyed a visit from the intrepid and equally friendly Nano. Many thanks to Keith and Rocio for a pleasant stay in Portland!

Robyn E.

Stayed Mar 2019

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