Katie Vaughan

Katie Vaughan is a writer and marketing coordinator living in Portland. Read More

Five Favorite Vacation Rentals in Portland

These one-of-a-kind lodgings provide a home base with first-rate amenities and stunning décor.

4 min read

Katie Vaughan

Katie Vaughan is a writer and marketing coordinator living in Portland. Read More

Homier than hotels and more private than bed and breakfasts, vacation rentals offer the chance to experience Portland like a local. If you’re looking for interesting accommodations, consider a stay at one of these exceptional vacation rentals in Portland.

Short-Term Rentals in Cully

Use the links below to search short-term vacation rental listings in and near Cully

Homier than hotels and more private than bed and breakfasts, vacation rentals offer the chance to experience Portland like a local.

Vacation Rentals in Portland

Mountain Views at Tabor Haus

Tabor Haus is a cabin-style abode offering woodsy charm and plentiful amenities, including a generous porch and wood-burning fireplace. Tabor Haus is situated at the foot of Mt. Tabor, Portland’s urban volcano (don’t worry, it’s dormant). The location lets you hike around the verdant Mt. Tabor Park and explore Southeast Portland’s vibrant culinary scene. Be sure you save time to lounge in the hot tub while admiring stunning views of distant Mount Hood.

Mount Hood

Mount Hood offers scenic recreation ranging from camping, hiking and fishing to nearly year-round skiing.

What to Do Nearby

Dive into a spicy seafood boil at My Brother’s Crawfish, or indulge in French-inspired cuisine at Coquine (named one of America’s best new restaurants of 2016 by Bon Appétit).

Midcentury Modern Nest

Tiny houses are having a big moment. If you’ve ever dreamt of staying in one — especially one with mid-century modern design and a private deck right off the master bedroom — check out this Midcentury Modern Nest. This small but stylish living space sleeps up to four and includes a full kitchen, 20-foot ceilings and laundry facilities. The home is within walking distance of hip North Mississippi/Williams Avenues and Northeast Portland’s Alberta Arts District. It’s outside of the downtown hubbub, but still offers plenty of nearby bars, restaurants, cafés and boutiques.


Enjoy live music, local shops and popular restaurants and bars on this historic North Portland street.

What to Do Nearby

This Midcentury Modern Nest is just a few blocks from the beloved vegan bar the Bye and Bye. Looking for evening entertainment? Nearby Mississippi Studios hosts live bands nearly every night of the week.

Hillside Hideaway at Historic Vista Cottage

For quaint Northwest Portland vibes close to plenty of shopping and eating, book a stay at this 1920s urban cottage. This Spanish Revival-style home was recently listed on the National Register of Historic Places. Recent renovations have added modern amenities without sacrificing the home’s original design. Located in the quiet Southwest Hills, this one-bedroom cottage is within walking distance of Northwest 23rd Avenue’s chic boutiques. It’s also close to Washington Park, which houses many great attractions. Don’t miss the Portland Japanese Garden and the pristine hiking and biking trails of Forest Park.

Portland Japanese Garden

A haven of meticulously maintained, tranquil beauty, proclaimed one of the most authentic Japanese gardens outside of Japan, the Portland Japanese Garden offers meandering streams, intimate walkways and an unsurpassed view of Mount Hood.

What to Do Nearby

Highly lauded Ken’s Artisan Bakery offers divine baked goods, including baguettes and opera cake, as well as hand-tossed, wood-fired pizza. If you time your visit correctly, you can even catch a Timbers or Thorns soccer game at nearby Providence Park.

Victorian Escape at the Feathered Nest

If your ideal vacation includes a stay in a Victorian-style dream house, look no further than the Feathered Nest. This gorgeous two-bedroom home was built at the turn of the century and offers beautiful decor and amenities. Cozy up to the kitchen fireplace, soak in the clawfoot bathtub and take a seat on the covered porch. Located in trendy Nob Hill, it’s close to some of Portland’s best bars and restaurants; downtown is easily accessible by foot or streetcar.

Northwest / Nob Hill

Old Portland charm lives through the repurposed Victorian homes, now boutiques and restaurants which line the streets of Portland's Northwest district with sophisticated shopping, dining, an urban forest and breathtaking views of the city.

What to Do Nearby

Hit up two of Portland’s culinary staples: Besaw’s for breakfast and Paley’s Place for dinner. Then sip beer or wine while you watch an independent film at historic Cinema 21.

Artistic Airbnb at the MakerFlat

It doesn’t get much more Portland than the MakerFlat. Owned by two Portland artists, this remodeled Airbnb is furnished entirely with art and furniture from local artists and makers. From paintings to live-edge wooden tables to handmade lighting, MakerFlat affords a unique vacation or business stay. See anything you like during your visit? It’s a “living gallery,” meaning the art and furniture is also available for purchase, and the décor is always changing. Located near bustling Southeast Division Street, you’ll find restaurants, cafés and shopping close by.


Division is now one of Portland’s most dynamic and stylish neighborhoods. Spend a day wandering its many blocks, stopping along the way to snack, sip and shop at its many must see— and must-eat — destinations.

What to Do Nearby

Indulge in mussels and champagne at Belgian-inspired La Moule followed by a scoop (or two) of Fifty Licks’ luscious, custard-based ice cream.


More Lodging in Portland

Portland Bed & Breakfasts

From cozy garden rooms to historic wine-cellar suites, one of these Portland bed and breakfast spots is sure suit your travel style.

Alternative Lodging in Portland

In the city that likes to “keep it weird,” choose from interesting options, from gorgeous garden cabins to historic rock ‘n’ roll hotels.

Pet-Friendly Portland Hotels

These Portland hotels pamper pets as much as they do people, providing bedding, treats, room service and more.