
Holiday rentals with outdoor seating in Pearl District
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Pearl District
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Explore Trails & Downtown From Guesthouse Getaway
This clean, chic Northwest Portland guesthouse is perfect for being close to the action yet staying separate from other people. It’s just right for experiencing the best this city has to offer. Walk to marvelous Forest Park or NW 23rd. Take a short ride to Downtown, The Pearl, The Blazers Rose Garden Arena or the Rose Garden and Japanese Garden in Washington Park! The Guesthouse Getaway was designed and constructed in 2008 to reflect the charm of the property's 1926 main house. Its elevated simplicity is welcoming and homey while still achieving that pristine quality you desire. This upscale lodging is situated in the West Hill's prominent Willamette Heights neighborhood where historic classics meet the urban edge. The best part? The place is all your own! No worries about whether the TV will wake your host; no sounds of snoring will come through the walls; no need to tippy toe around to keep from bothering light sleepers and there will be no wake-up blast of somebody else's alarm clock! Just sweet, sweet privacy. Lighted parking a few steps from the door makes for safe and easy access, and a four number key code allows for arrival at any hour without concern of disturbing your hosts. Enjoy as much tea and coffee as you need to stay comfortably caffeinated. If you're lacking something important like a specialty kitchen gadget, personal item or office supply, let me know I'm happy to help! The garage of the Guesthouse cottage serves as my artist (painting) studio, so I am generally working on the premises if you need me. The Guesthouse Getaway is in a fun area with over fifty exceptional restaurants within a mile of the home. Go for a hike in the surrounding nature, check out some of the breathtaking galleries, and catch a live sporting event or show in the evening. Getting around is easy whether you prefer public transportation (bus stop is 4 blocks away), Uber, Lyft, taxi cabs, rental car, bicycle or foot. Enjoy the use of wifi or hard wire connections for internet access and basic cable TV with STARZ movies channels. If you are visiting Portland as part of a larger group, our 2 Airbnb lodgings at this address (Guesthouse Getaway and Sleeping Beauty) together will accommodate as many as 7 guests. Please contact Tracie with inquiry details.

New Home Near it All on Division w/ EV Charger
Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

Spacious, bright garden studio on Peninsula Park
Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Spacious 1BR+ by NW 23d. Free parking & cleaning!
If you're looking for a great value and a convenient location (no car needed!), you have found the place! Steps away from NW 23rd St, this is a spacious 700 sq. ft., 1 BD/1BA private apartment. PLENTY of room to play with fido, cook, hang out, work, etc. Free street parking, your own outdoor balcony, fast wifi, plus easy access to all things shopping and food. Whether it's your first or fiftieth visit to Portland, this apartment has all you and your family/friends need for a comfortable stay.

Accessible, AIA-Award Winning, Urban Garden Oasis
A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Luxurious king bed suite! Free Garage Parking
This high-end downtown apartment on the 6th floor offers breathtaking views of the city. The apartment is furnished with modern furniture and features a spacious living area with ample natural light. Equipped with underground parking, and access to nearby restaurants, entertainment venues, and shopping areas all within walking distance, this lofts prime location make this contemporary style apartment an ideal choice for those seeking a sophisticated and comfortable urban living experience.

Willamette Heights View
The Space: Come experience quintessential PNW living at Willamette Heights View apartment. Stay in our beautiful, light-filled, 2-story deluxe apartment perched .5 miles above NW 23rd Ave. and 2 doors down from Forest Park trails. Full kitchen, backyard with mountains and river view, gas fireplace and hi-speed WiFi make this the ideal retreat/work space.. My place is good for couples, solo adventurers, and business travelers. Please note that there is no TV :-)

The Green Door PDX: A European Inspired Cottage.
A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

NE Portland Private Entry Studio-Walking Distance
1 block off of NE Williams avenue: A cool and trendy place to soak up your authentic Portland experience! Coffee shops, the BEST restaurants around, Bars, workout studios, shopping, CoCo Donuts and more. Studio space includes private separate entrance, backyard patio for your using, Kitchen (Fridge/freezer, toaster, microwave), en suite bathroom with shower, queen size bed, and large flat screen TV. WIFI included. Happy to give recommendations for a good time!
Modern Guesthouse in Portland's Central Eastside
Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

Colorful, spacious, light-filled guesthouse on MAX
Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

The Copper Flat - Walkable, Creative & Private!
Welcome to Copper Flat. Pull up a woven chair at the rose gold-accented bistro table and refuel for a day of exploring the historic Mississippi district. This zen ground-floor guest suite combines a pared-back color palette with quirky ornaments and eye-catching artwork. Accepting guests and implementing extra cleaning protocols. Excellent wireless internet speeds! We'd love to have you. Book your stay today!
Popular amenities for Pearl District outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Sabin Guest House

Epic record collection & hot tub in bright home

Handbuilt Alberta Arts Cottage

Executive Gem In the Heart of Hawthorne

Private Modern Bungalow

Loft in Kenton- Hot tub, MAX line, Weed friendly

Close-in Private getaway in the trees.

BEST Location! Upscale, beautiful Slabtown home!
Apartment rentals with outdoor seating

Cozy, Beautiful Alberta Arts Apartment

Ankeny Loft Just a Block From East Burnside

La Petite- BRAND NEW!

Roseway Retreat

Lewis and Clark Hide-A-Way Apartment

Just Remodeled NE Cottage w/new King Bed

Poppy House: Private, 1-BR in NE; Saltwater HotTub

SE PDX Apt, great location, full kitchen, private!
Condo rentals with outdoor seating

Spacious 3 bedroom condo by Washington Square

Strategist-Just Steps from the Max

One bedroom condo on the Willamette River Path!

Stunning Portland Condo | Parking, River & Dining

Charming one-bedroom & private bath

Historic Portland 3 Bedroom Home-Base

Allergen Free Comfort Home in West Linn, Oregon

Condo in the Heart of Orenco Station (Nike, Intel)
When is the best time to visit Pearl District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $211 NZD | $192 NZD | $182 NZD | $206 NZD | $197 NZD | $206 NZD | $214 NZD | $200 NZD | $197 NZD | $189 NZD | $190 NZD | $189 NZD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Quick stats about holiday rentals with outdoor seating in Pearl District

Total holiday rentals
Explore 30 holiday rentals in Pearl District

Nightly prices starting at
Pearl District holiday rentals start at $137 NZD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Pearl District holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Pearl District rentals

4.9 Average rating
Pearl District stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Pet-friendly rentals Pearl District
- Condo rentals Pearl District
- Fitness-friendly rentals Pearl District
- Rentals with a patio Pearl District
- Rentals with a washing machine and dryer Pearl District
- Apartment rentals Pearl District
- Rentals with outdoor seating Portland
- Rentals with outdoor seating Multnomah County
- Rentals with outdoor seating Oregon
- Rentals with outdoor seating United States
- Columbia River Gorge National Scenic Area
- Moda Center
- Laurelhurst Park
- Timberline Lodge
- Oregon Zoo
- Silver Falls State Park
- Mt. Hood Skibowl
- Providence Park
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Beacon Rock State Park
- Hoyt Arboretum
- Powell's City of Books
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Skamania Lodge Golf Course
- Domaine Serene
- Portland Art Museum
- Bridal Veil Falls State Scenic Viewpoint
- Arlene Schnitzer Concert Hall




