Cottage vacation rentals in Portland

A hot tub is situated on a wooden deck, surrounded by lush greenery. A shaded table with chairs is visible in the background. A drink is placed on the rim of the hot tub, with sunlight streaming through the trees, creating a serene outdoor atmosphere.

4.86 out of 5 average rating, 710 reviews

The "Old Barn" in the woods. Peace, Romance, Ahhh

"Best Airbnb I've ever been to." Recent Guest "The location is unbelievable, like a mountain retreat in town!" Recent Guest The "Old Barn" is a gem just minutes from downtown. You will feel as if you are in a forest yet, minutes away, is the best of Portland. It's all at your fingertips. Yet, you might not want to leave the "Old Barn."

Cottage in Northwest Portland

A cozy living area features a teal sofa adorned with vibrant cushions, complemented by a wooden coffee table. Light streams in through sheer curtains, illuminating the warm wood paneling. A colorful wall hanging adds a touch of texture, while a glimpse of the kitchen can be seen in the background.

4.92 out of 5 average rating, 145 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.

A modern studio space is captured, featuring a cozy seating area with a black leather sofa and neutral accent pillows. A spacious bed is positioned against the wall, complemented by natural light from the window. A multi-shelf unit and stylish decor elements enhance the ambiance.

4.93 out of 5 average rating, 134 reviews

The Yellow Cottage - Private & Peaceful + Near PDX

Nestled in a serene garden setting with lush cherry and apple trees planted in 1952, the Yellow Cottage offers an inviting blend of modern luxury and Portland charm. Delight in immersive entertainment on a 65” 4K OLED home theater with Sonos Dolby Atmos, effortless smart-home conveniences, and ultra-fast fiber internet. Indulge in heated floors, eco-friendly luxury linens, and restful nights on a premium Nectar hybrid mattress. Enjoy private entry, garden patio, fire pit, BBQ, & full kitchen.

Cottage in Southwest Portland

The living room features a spacious arrangement with a blue sofa and a bright yellow armchair. A patterned area rug anchors the space, while large windows allow natural light to illuminate the room. A small television and potted plants add to the welcoming atmosphere.

4.91 out of 5 average rating, 123 reviews

The Victorian Cottage with River & Mountain Views

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

Cottage in North Portland

The kitchen area features modern appliances and wooden countertops, providing an open and functional space for cooking. Shelves above display dishes and plants, while ample natural light filters in through large windows. The stylish design balances aesthetics with practicality.

5 out of 5 average rating, 312 reviews

5* Cottage Gem | Quiet Hood | Caring Host | Min>DT

Cute, cozy cottage in a safe, quiet neighborhood. Outside, walk to nearby cafes, bars, & restaurants, or head downtown to explore the city (10 min drive or light rail 3 blocks away!). Inside, unwind on the supremely comfortable queen bed (+ queen sleeper). Enjoy the projector system, luxurious rainfall shower, or cook meals in the well-stocked kitchen. Ideal for travelers who appreciate attention to detail and a seamless experience. Attentive host ensures a polished, no-surprise stay :)

5 out of 5 average rating, 220 reviews

An inquisitive alpaca stands in a grassy field, its mouth slightly open with a strand of hay visible. The background features trees and open space, under a clear blue sky, creating a serene rural scene.

Cottage in Washougal

Little Creek Cottage- Alpaca Farm

Experience a peaceful way of life by taking in the natural beauty of Little Creek Cottage. It's an ideal setting to create cherished memories in the countryside while admiring the alpacas, sheep, and other wildlife. Nestled in the heart of the breathtaking Columbia River Gorge, just a short 25-minute drive from Portland Airport, Little Ceek Cottage perfectly balances nature and modern amenities. Enjoy the serenity of the countryside while still having access to all the nearby conveniences.

An open studio cottage interior features a cozy seating area with a light blue couch adorned with floral pillows. A vintage wooden table is positioned next to it. The sleeping area is elegantly furnished with a spacious bed, flanked by two charming white cabinets and illuminated by soft natural light.

4.99 out of 5 average rating, 549 reviews

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers. Please no young children.

Cottage in Southwest Portland

A cozy dining area is set with a black table and matching chairs, featuring two wine glasses and yellow dinner plates. In the background, a carved mahogany four-poster queen bed is seen, adorned with decorative pillows and softly illuminated by bedside lamps.

4.92 out of 5 average rating, 370 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 QUEEN SIZE 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..

A charming guesthouse is nestled within a lush garden, surrounded by colorful flowering bushes and sculpted hedges. The structure features large windows that offer a glimpse of the serene interior. The path leading to the guesthouse is intertwined with greenery, enhancing the tranquil atmosphere.

4.92 out of 5 average rating, 430 reviews

Secret Garden Guesthouse!!

Secret garden guesthouse is located 1 mile from downtown Lake Oswego and 2 miles from Lewis and Clark. Ideal hideaway for parents weekend, visiting the college, or guest lecturers. Also great location for exploring the amazing city of Portland and its surrounds. 50 minutes to Mt Hood, 40 minutes to wine country! Located in SW Portland and just a few miles from downtown Portland food scene. 1 mile from Lake Oswego. Friendly pets are welcome with a $40 pet fee.

4.94 out of 5 average rating, 296 reviews

A comfortable sleeping area is featured, with a queen bed dressed in neutral bedding and accented by a blue throw pillow. Two bedside lamps provide soft lighting, and a dresser stands beside the bed. Natural light enters through a nearby window, with curtains partially drawn.

Cottage in Lake Oswego

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!

5 out of 5 average rating, 218 reviews

A modern kitchen features wooden cabinetry and a white subway tile backsplash. Stainless steel appliances include a refrigerator and oven. Open shelves hold glassware and kitchen essentials. A central island with seating is complemented by a fruit bowl, while natural light brightens the space.

Cottage in Buckman

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.

A daybed is adorned with a white cover and a variety of cushions, including pink and green pillows and a fluffy pink accent pillow. A large plant can be seen in the background, complementing the natural light filtering through nearby windows.