Cottage holiday rentals in Portland

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.

Bike'N'Roll Cottage: Adventure & Relaxation

Bike 'N' Roll Cottage: Bicycle Tourism, Healing Garden See Portland by bike-Biking Score 95! GUESTS RAVE: "I can bike everywhere!" ■ Beautiful 560 sf w/the details of a 100+ year-old Craftsman ■ Bright - lots of windows - high ceilings ■ Relax & rejuvenate in a tranquil, healing garden ■ Near bus & max train - so you can bicycle even farther! ■ 100s of shops, restaurants & everything you want to see within biking distance! ■ Ranked 2nd in the CNBC's most bicycle-friendly cities in the US!

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.

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.

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.

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!

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).

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.

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