Holiday houses in Rocky Butte

The Yellow Cottage - Private, Peaceful, & Near PDX

Set in a tranquil garden surrounded by cherry and apple trees planted in 1952, the Yellow Cottage is a chic retreat where modern luxury meets Portland charm. Enjoy cinematic nights on a 65" 4K TV with a Sonos Dolby Atmos soundbar, a Super Nintendo, seamless smart-home tech, and blazing-fast fiber internet. Indulge in spa-like heated floors, a Japanese Toto toilet, eco-luxury linens, and plush Nectar hybrid mattress. Private entry, garden patio, BBQ, full kitchen, and curated local touches await.

Family · Value · Backyard

Pet Friendly, Cozy & Curated Designer Guesthouse

Our guesthouse is situated behind our home, located on a large corner lot in beautiful Grant Park. Surrounded by picturesque homes and tree-canopied streets, it’s a perfect combination of peace and quiet alongside accessibility. Dozens of local shops and fabulous PDX restaurants, just a 10 minute walk away. Five minutes to freeway access, guests enjoy convenient options, exclusive privacy, and detailed designer touches. A perfect base camp for an extended PNW exploration, or a weekend getaway!

Value · Location · Condition

Roseway Basecamp

Entire bottom floor of cute 1927 NE Portland home in quiet Roseway neighborhood. The space has a private separate entry and is not shared. Full bathroom, two bedrooms, one with queen bed and the other with two twins. YouTubeTv/Netflix, wifi, and kids games. Mini fridge, microwave, coffee maker, washer/dryer, and city maps in unit. Home only eight minutes to the PDX airport. Short walk to eats, bars, wine shop, grocery store, and boutique shops. Wellington Park is only one block away.

Location · Family · Solo travel

Charming, bright + cozy gateway to PNW adventures!

We are a cozy, renovated 1950's home featuring a private 1 bed/1 bath guest suite with backyard garden. Owner lives next door (shared wall). Nestled in the Montavilla neighborhood, we are close to local coffee shops, restaurants, bars, and more. Our home is packed with a combination of both practical and unique amenities for the perfect stay, including ample street and driveway parking. Whether visiting for a weekend trip or booking an extended stay, we are the perfect choice for your needs!

Location · Family · Hospitality

NE Sanctuary-Award Winning Home (Discounts)

GUEST FAVORITE! AWARD WINNING, Newly built, modern, Beautiful, quiet home is just for you alone!! Designed and built by local Architect! Fully private, across from Zen center, 10 min to airport, 15 min to downtown, near 2 major freeways, on a popular bicycle route. Close to action, just out of chaos. Full amenities, granite counter, King memory foam mattress, desk/workspace, NEW 65 IN UHD SMART TV, patio with furniture, AC, W/D, Certified sustainable green home. Highly reviewed!

Value · Family · Comfort

Parkrose Cedar Loft

Enjoy a cozy hideaway 10 minutes from the airport, 15 minutes from downtown Portland, and 20 minutes from the world-famous Columbia River Gorge. Step into the charming cedar loft, however, and you'll forget all about leaving. This tiny home is the ideal place to curl up with a book and a cup of tea after a long day of exploring the magic of Oregon. Sleep peacefully in the comfy loft, sip a hot drink on the couch, experience the eco-friendly composting toilet, and plan your next adventure.

Value · Location · Layout

* Backyard Studio * Patio * Parking * AC *

✨🏡The Backyard Studio is self-contained with private entrance that opens onto its own covered patio with places to sit and enjoy the peacefulness of the grounds. The studio has contemporary furnishings and artwork, beamed ceilings, fireplace, full bathtub shower, super comfy bed, quality linens and an assortment of pillows. Park just a few feet away from the unit on our safe, tranquil property. Lots of little extras you may need while traveling to help make your stay comfortable.✨

Value · Location · Parking

RoseCity Getaway - New Modern Private Home

New, stand alone Modern home, is private and for you alone! Designed and built by award winning architect! This cozy, serene, quiet, relaxing escape has great access to the city. Just minutes to airport, 15 minutes to downtown and near two major freeways. Close to the action but just off the beaten path. Full amenities, Kitchen, dining, comfy queen memory foam mattress, queen pull out couch bed! Washer/dryer, 45" smart TV with WIFI, AC/split unit, W/D, private, great workspace!

Family · Location · Layout

The Royal Scott Double Decker Bus

Our tiny home started life as a commuter bus in Manchester, England, in 1953, then did stints in San Francisco and Mt. St. Helens before finding a home as the Grilled Cheese Grill in Portland. Now it’s been reimagined as a mid century modern-inspired tiny home, with whimsical painting details from one of its former lives and fresh new handmade details that make it a cozy, inspiring stay. Find more on IG @smore.life

Value · Family · Bathroom

Amazing 1BR Granny Flat Nestled near Rocky Butte

This one bedroom "granny" flat apartment is light, bright and recently renovated. It's a great place to relax and get cozy yet be close enough to experience all that Portland has to offer. If you enjoy the snow and want to ski, snowboard or snowshoe the mountain is within an hour of Portland. Even better, if you don't want to drive you can catch the shuttle bus from the near by transit center up to the resorts.

Value · Family · Sleep quality

Portland's Best 1BD in Hawthorne | Newer Building

Step outside and explore the charm of Portland's Hawthorne neighborhood, filled with vintage shops, local bookstores, and cozy coffee spots full of character. Stroll past colorful murals, browse unique boutiques, and take in the laid-back, creative vibe. Whether you're here to relax, explore, or a little of both, this welcoming space is a great place to call home through your stay.

Location · Family · Cleanliness

Casa Chica PDX

A mini house in the City of Roses that will make you feel right at home. Casa Chica is full of natural light, and a short walk away from Portland-caliber coffee, a local brewery, a breakfast diner, wood-fired pizza, a neighborhood wine shop, two beautiful parks, groceries, and the best Vietnamese food in Portland (in our opinion).

Family · Value · Layout