Search Cottages in West Portland

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Cottages in West Portland and around

Escape to a serene retreat surrounded by lush greenery and scenic views of rolling hills and distant mountains.

"The location is absolutely stunning—waking up to views of sunlit vineyards while sipping your morning coffee is an unforgettable experience. It’s the perfect spot for a romantic getaway. Don’t forget to schedule a wine tasting during your stay—it’s a must!"

Cross a wooden bridge to a secluded cabin nestled among the trees.

"Really great spot to get away"

includes taxes & fees

1 Sept - 2 Sept

"We add reserved a different VRBO for our stay, but that one cancelled us due to a water leak. Fortunately, we were able to book this one on short notice. We had stayed there before. It is a very nice place for a couple. Very clean and well stocked. The host is very responsive and accommodating."

Relax in a serene outdoor oasis with a hot tub surrounded by lush greenery and comfortable seating.

"Property was very neat and had lots of things to do! Location was amazing."

includes taxes & fees

4 Aug - 5 Aug

Experience the charm of The Redwood, a cozy retreat with a garden and porch area.

"Nice for a landing spot on a road trip."

includes taxes & fees

11 Aug - 12 Aug

Stunning garden setting with a variety of potted plants and a lamp post.

"We enjoyed staying in this sweet little cottage to visit grandchildren. Great location with everything you might need for a short visit. Super friendly hosts!"

Dogs enjoy the serene surroundings by the calm water's edge, surrounded by a lush forest.

"Super easy check in. Cool unique place. Beautiful area"

Escape to a serene natural haven, surrounded by lush greenery and a tranquil atmosphere.

"Very clean and quiet!"

includes taxes & fees

4 Aug - 5 Aug

Stroll through the serene garden, surrounded by vibrant blooms and lush greenery.

"I have stayed in this lovely cottage several times and have always enjoyed the charm and comfort. It feels like my home away from home! I’m looking forward to my next visit."

Charming single-story home with a gabled roof and front porch, surrounded by a well-manicured lawn and a flowering tree.

"Great environment, clean, plenty of space and close to the wineries. It was an awesome place!"

includes taxes & fees

11 Aug - 12 Aug

Stroll up to this charming two-story home with a front porch and enjoy the serene surroundings.

"It was a great place to stay. We loved the national wildlife refuge across the street. Close enough to go into Portland. Thanks so much! "

"The cottage is indeed cozy and hosts Kathryn and John are attentive, welcoming and just fantastic. 🌻"

Stroll up to this charming single-story home, surrounded by a lush lawn and beautiful gardens.

"Very cute house, super close to downtown and a great jumping off point for wine country. We really enjoyed our stay here and would return in a heartbeat. "

Stunning home with a garage, windows, and a charming porch surrounded by lush gardens.

"What an amazing little cottage! So grateful to have stumbled upon this little gem! The hosts were extremely gracious with extra amenities! A great little spot in a quiet neighborhood close to all Portland has to offer."