Cottage vacation rentals in Portland

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Top-rated cottage rentals in Portland

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Guest favourite

Cottage in Newberg

4.95 out of 5 average rating, 146 reviews

The Valley Wine Cottage - Walk to Tasting Rooms

A cozy cottage in the heart of wine country. Walk to restaurants and tasting rooms and then relax on your own front porch or private back deck. The cottage has two bedrooms, both with Christopher Knight (tm) queen-sized beds for a great night's sleep and you can rent it as a one or two bedroom. Although we're walkable to many attractions, our street is tranquil and you'll enjoy sitting in a porch rocker with a glass of wine (in our varietal-correct Riedel glasses), or relaxing in the hammock.

Guest favourite

Cottage in Yacolt

4.96 out of 5 average rating, 236 reviews

Picturesque Riverfront Cottage with winery tours!

River paradise awaits! Enjoy the tranquility of your private river frontage, Just down river from Sunset Falls. Opportunity for fishing, kayaking, swimming or relaxing in the hot tub. The cottage is nestled in the trees, right on the Lewis River. This is the place to make memories and enjoy time with family and friends. Swim from your private beach, roast marshmallows, enjoy a bottle of wine, with wine tasting tour available! See also our listing for River Haven and ask about our winery tours

Guest favourite

Cottage in Newberg

4.97 out of 5 average rating, 151 reviews

Oxberg Lake Retreat, lake & farm view in wine ctry

A storybook oasis with lake/farm views. Enjoy your morning coffee or evening wine while listening to the sheep and chickens. One loft bedroom, one full bath with large living room/kitchen. Hosts live in attached home, but you have full privacy. * 5 min to George Fox University * 2 min to The Allison Inn & Spa * 50+ wineries within 10 min drive *Walk to Farm Craft brews at Wolves and People on Benjamin *Enjoy canoeing, feeding the sheep, or reading a book by the fire pit. roll-away bed available

Guest favourite

Cottage in Northwest Portland

4.92 out of 5 average rating, 129 reviews

Far Out Cottage, away from city riffraff

Far Out Cottage is nestled in the woods in the NW Skyline area. It’s far out like groovy and also away from the city but yet still conveniently located. This unique experience is a step back into decades past but with the convenience of fast internet, roku and a modern flatscreen TV. The highlight of all this new technology is a throw back to the 70’s with an Atari equipped with all the classics. Your stay also includes a 50’s style fully equipped kitchen, 40’s style bathroom and laundry room.

Guest favourite

Cottage in Southwest Portland

4.93 out of 5 average rating, 102 reviews

Blue Cottage with Stunning Views

Welcome to the Blue Cottage, a serene retreat nestled in the picturesque West Hills of Portland. Prepare to be captivated by breathtaking vistas that encompass the majestic Mt. Hood, the meandering Willamette River, the imposing presence of Mt. St. Helens, and the vibrant tapestry of Downtown Portland. The Blue Cottage is located on a small hill. For those who rise with the sun, witnessing its ascent over Mt. Hood from the Blue Cottage is an unforgettable spectacle that simply must not be miss.

Guest favourite

Cottage in Saint Paul

4.97 out of 5 average rating, 297 reviews

Our Cottage on Champoeg, St. Paul, Oregon

1 or 2 guests (sorry no children, infants or pets) will enjoy your stay in our charming, comfortable cottage located on our 65 acre farm in the scenic Willamette Valley. Enjoy amazing sunsets from a full size deck overlooking fertile farmland. Fully equipped kitchen with all the necessities for a gourmet meal. There are more than 50+ wineries within 10 miles. In addition, breweries, restaurants and shopping located within 30 minutes. Our Cottage awaits you for a special lodging experience.

Guest favourite

Cottage in Eastmoreland

4.99 out of 5 average rating, 180 reviews

Light-filled Cottage, cleaned to CDC standards

Dahlia Cottage is located in Southeast Portland, in the beautiful, quiet Eastmoreland neighborhood. A stand-alone home built in 2019 filled with beautiful natural light. A fully functional kitchen. A beautiful relaxing living space. One bedroom (queen) on the main floor, a king bed in loft with ladder/handrails access. Washer & dryer. Full bath with walk-in shower. A relaxing outdoor patio with table/chairs. We clean and sanitize the cottage to meet current CDC guidelines.

Guest favourite

Cottage in Vancouver

4.9 out of 5 average rating, 224 reviews

Comfortable 1 bedroom cottage

Quaint cottage perfect for 1 or 2 people. Conveniently located near I-5, downtown Vancouver and waterfront, walking trails, Vancouver Lake, and Columbia River. Amtrak station is a 10 minute drive. Airport is less than 20 minutes depending on time of day. All the comforts of home, private covered patio ( green friendly), and 1 reserved off street parking spot. High speed WiFi for working or streaming. 2 person maximum and NO ANIMALS. Animal allergy is severe. Permit # BLR-84254

Guest favourite

Cottage in Southwest Portland

4.92 out of 5 average rating, 345 reviews

Multnomah Hidden Pond - stunning upscale romantic!

Our B&B is an *experience* and not just a place to spend the night. Situated in the coveted neighborhood of Multnomah Village, this is a super romantic garden cottage style gem. Here, you will feel like royalty sleeping in the carved mahogany four-poster bed, embraced by an amazing mattress, and surrounded by designer bed colors, prints and toss pillows. You will find a gorgeous, top-notch tiled bathroom, a modern beautiful kitchen and many delightful surprises..

Guest favourite

Cottage in Portland

4.95 out of 5 average rating, 273 reviews

950 sq ft Guest House w/Gourmet Kitchen

Recently renovated cottage with unbelievable gourmet kitchen. Fast, high speed internet is dedicated to the Cottage - only Cottage guests will have access to it. Three beds, two smart TVs, desk, large living area. Centrally located close to Washington Square shopping mall, Trader Joe's, local restaurants; short drive to downtown Portland, Nike, Intel, Multnomah Village. Of-street parking. We welcome guests of all races, faiths, genders, and sexual orientations.

Guest favourite

Cottage in Lake Oswego

4.93 out of 5 average rating, 259 reviews

Peacock Grove Cottage in Lake Oswego, OR

Sunny, private one bedroom cottage in quiet, wooded neighborhood. Separate dwelling behind main house. Queen bed, sofa bed, TV, WiFi, A/C, full kitchen, washer & dryer, bathroom with shower and beautiful patio. One mile from I-5 and 8 miles to downtown Portland. Short drive to downtown Lake Oswego. Walking distance, just two blocks, to La Provence, Jefe, Zupans, Albertsons, Starbucks, Waluga Park. Perfect for families or the business traveler. Come stay!

Guest favourite

Cottage in Buckman

5 out of 5 average rating, 188 reviews

Kerns Neighborhood Cottage with Sauna

Oak St. Cottage with outdoor cedar sauna is a newly renovated urban oasis centrally located in Southeast Portland just steps from Restaurant Row, Whole Foods, Tri-Met Bus and Laurelhurst Park. Set back from the main house, at the end of a quiet cul-de-sac, the modern cottage offers easy access to all Portland has to offer. When you are ready to relax, the private outdoor sauna and shower are waiting for you. We take great care to clean and sanitize the cottage.