Cottage vacation rentals in Portland

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Top-rated cottage rentals in Portland

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Guest favorite

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.

Cottage in Forest Park

4.91 out of 5 average rating, 153 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.

Top guest favorite

The cozy front porch features a welcoming entry with two woven chairs and decorative cushions, inviting guests to relax. The blue exterior is complemented by a white picket fence and a small garden area with greenery, enhancing the cottage home's charm.

Cottage in Ardenwald

4.99 out of 5 average rating, 111 reviews

Whimsical Garden Cottage Near Sellwood

Located two blocks from the Springwater Corridor — a 21-mile paved trail for walkers and bikers — in the quiet neighborhood of Ardenwald, you’ll find The Hummingbird Cottage. This whimsical 1930s garden cottage is less than one mile from the charming streets of Sellwood, home to quaint coffee shops and restaurants, boutique shopping, and the iconic Sellwood Riverfront Park. The cottage features organic cotton sheets and goose down comforters in each room and a renovated spa-like main bathroom.

Top guest favorite

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.

Cottage in Overlook

5 out of 5 average rating, 320 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 :)

Top guest favorite

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.

Cottage in Portland

4.99 out of 5 average rating, 555 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.

Guest favorite

An illuminated patio area features a covered wooden structure with string lights providing a warm glow. Comfortable seating is arranged around a central table, and a large umbrella adds color to the outdoor space. Lush plants are visible along the perimeter, enhancing the tranquil atmosphere.

Cottage in Beaverton

4.93 out of 5 average rating, 120 reviews

Cozy Cooper Mtn Cottage

Uniquely cozy with all the amenities of home but in a cottage up on Cooper Mt. Where you are surrounded by trees , feel the breezes, sunrise and sunset in the same day, and sometimes the wonderful wildlife around us. Birds in the sky , rabbits and sometimes deer, and yes our two friendly goats. Oh yes and the expansive midnight sky with the bright stars twinkling above or the big round moon shining down on you as you sit on the patio in the evening enjoying the night air.

Guest favorite

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.

Cottage in Portland

4.92 out of 5 average rating, 436 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.

Top guest favorite

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

4.94 out of 5 average rating, 305 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!

Top guest favorite

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 Kerns

5 out of 5 average rating, 228 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.

Top guest favorite

Several chickens are seen in a green yard, with a brown rooster prominently in the foreground. Different colored hens, including a white one, are scattered in the background. A wooden planter and a fenced area are visible beyond the chickens.

Cottage in Richmond

4.97 out of 5 average rating, 183 reviews

Tibbetts Coop - A beautiful SE Portland urban farm

Tibbetts Coop is located on a double cul-de-sac, where you will feel like you are in the country when you are really in beautiful inner SE Portland. Bring your walking shoes so you can walk through the neighborhood to SE Division to find coffee shops, cart pods, tap houses, cafes, restaurants, and bars to suit everyone, or stay at the coop to relax under a tree or on the deck. Small dogs can be approved on a case-by-case basis (fees apply).

Guest favorite

The kitchen features light cabinetry and a white gas range, complemented by a spacious dining table with pink upholstered chairs. Large windows invite natural light, while a decorative chandelier hangs above. A pair of French doors provide access to the outdoor patio, enhancing the airy feel.

Cottage in Richmond

4.97 out of 5 average rating, 117 reviews

Luxury Richmond Rose Cottage Division & Hawthorne

Located in Richmond, one of SE Portland's most popular neighborhoods, our 700 sq. ft., custom-designed luxury cottage offers modern comfort with vintage flair. Walk to Stumptown Coffee, Good Coffee, Woodsman Tavern, Petite Provence, Hinterland Bar & Food Carts and other great restaurants, food carts and coffee shops. 90/88 Walk/Bike Score. Close to bus lines 2, 14, 71 and 0. Enjoy the private patio surrounded by nature.

Top guest favorite

A covered patio area is visible, featuring a small table and two chairs amidst vibrant flowers in pots. The entrance to the guest house is framed by lush greenery, complemented by a neatly trimmed lawn and stone pathway leading to the door.

Cottage in Portland

4.98 out of 5 average rating, 100 reviews

Bright, Quiet, and Private Guest House

This charming 725 sq ft guest house is very light and bright; walkable to great parks and restaurants! The entire house is yours with private entrance and covered patio. Fast wifi, comfortable living space, and very well-equipped kitchen make this an ideal home away from home. This is an LGBTQ+ welcome & safe home. Black Lives Matter. Accessibility: 2 steps up to the house, safety rail in tub, uneven rock path

Top guest favorite

The cottage entrance is framed by lush greenery, featuring a pathway made of stone pavers that leads to a welcoming door. Charming wooden chairs are positioned alongside flower beds, enhancing the inviting atmosphere of the private yard.

Cottage in Multnomah

5 out of 5 average rating, 178 reviews

Marguerite's Cottage Multnomah Village Portland OR

Entire cottage, private yard and dedicated parking hosted by Carol and Jim Marguerite’s Cottage is a lovely, newly built and very private one bedroom cottage that’s perfect for 1 to 2 people visiting Portland. We are located in charming and historic Multnomah Village - an ideal location to explore the city and beyond. After your visits and adventures, you can return to a quiet restful spot and enjoy.