
Holiday rentals with outdoor seating in Pearl District
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Top-rated rentals with outdoor seating in Pearl District
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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.

Walk to Se Division from a Sleek, Architect Designed Space
My wife, Raechel, and I originally designed and built this ADU ( accessory dwelling unit ) with the intention of living there full time, but due to a change of plans, it's available to you. The space was designed by Buckenmeyer Architecture, and was constructed by me. Our space features many unique elements such as: paper-composite counter tops and bathroom tiles, real copper backsplash and bathroom walls, polished concrete floors, cedar tongue and groove ceiling, burnt cedar siding, 16' multi-slide window wall (please open and close slowly), moveable cedar slat screens, custom frosted glass pocket doors, and custom apple-ply kitchen cabinets by George Ramos We love to cook and put great effort into getting the kitchen space dialed in. The kitchen features: bosch speed oven (microwave and convection oven), bosch dishwasher, 2 burner gas range, and Pull-out exhaust and lighting We hope you enjoy the space and neighborhood as much as we do! The guesthouse has it's own separate entrance with a smart lock for convenient self check in. You'll receive the unique code prior to check in. We live in the main house and are available to help make your stay as great as possible. We value your privacy and will not stop by unless contacted. Please text for the quickest response. Nearby Division Steet is known as restaurant row and features some of the best food in Portland, including Pok Pok, Salt and Straw, and Ava Genes. On a warm summer night, there will be hundreds of people just going for a stroll up and down Division. Our guesthouse is a 2 minute walk from a major bus stop, and a Biketown stall where you can rent a bike by the trip. There is no dedicated parking space but there is an abundant amount of non-metered unlimited on-street parking directly in front of our guest house on 28th pl. The Roku Tv enables you to login to your entertainment provider of choice, please remember to logout. The Bose Soundbar is wired to output the TV's audio, but can also be connected to via bluetooth by hitting the bluetooth icon on the Bose remote and pairing with your device. We provide locally roasted coffee beans, a manual conical burr grinder, insulated french press, stovetop kettle, and creamer + sugar. Please enjoy the in-shell Hazelnuts!

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.

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

The Sneakaway
Built to feel like a little touch of luxury, with the quaintness and quality of a craft home. This place is a true sneak-away with a two person soaking tub, marble shower, king tempurpedic bed and a fully stocked kitchen. This open studio has 15 ft ceilings allowing ample sunlight and a large, light feeling. This house was designed and built by me my friends so no detail is overlooked or unintentional. This was our labor of love for a year and Im so excited to now be able to share it.

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.

Melrose Place
Light, bright, and airy modern corner townhouse with an abundance of windows looking out to a quiet maple tree lined street. Freshly remodeled house with no detail overlooked. Cook in the Chef’s kitchen or eat out at the numerous restaurants and food carts within blocks of the house. Forest park and hiking trails are just a couple blocks up the street! The house is a great spot to work from home, relax, cook and serve as your home base to see the best of Portland!

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen
Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Central Historic NE Portland – Irvington Suite
Lovely remodeled separate basement suite in a 1905 house! 1 bd (queen), 1 ba, living room (full sofa sleeper), and kitchette/laundry. Walk score 87, public transit 71, and biking 98! Walk to the OR Convention Center and Moda Center (20 min). Squeaky clean, but no cleaning fee and no check out chores!. Highly recommend you read all the pros/cons below so you know the quirks of this historic home. This listing supports a public teacher.

Adorable Suite in Historic Isam White House
Adorable third floor suite in the historic Isam White House. Includes bedroom, kitchenette with microwave, hot water kettle, small fridge and private bathroom with tub/shower. This is one of the last grand mansions downtown that hasn't been converted to condos or offices. We are at the shopping and restaurant districts of Northwest 21st and 23rd Avenues. Walkability score of 97!

Explore Portland on Foot from Your Modern Retreat
Welcome to The LoftHaus. Stroll through a luscious landscaped garden and past a bubbling fountain to reach this light-filled, creative living space. A roll-up glass garage door in the bedroom offers a connection with the outside world while flooding the room with natural light. Accepting guests and implementing extra cleaning protocols. Excellent wireless internet speeds!

Free Parking/Gym/Rooftop/Pearl District/Downtown
Akoya, one of the four types of Pearls in the world. Welcome to Pearl District in PDX! Simple yet elegant, the Akoya Stay combines convenience and style. Location is extremely walkable and offers quick access to Whole Foods and the MAX Light Rail. Simply step out of the building and get lost in the brewery blocks, fine dining, entertainment & premier retail shopping.
Popular amenities for outdoor seating rentals in Pearl District
House rentals with outdoor seating

Modern Architect-designed House

Henriette House - Cozy, Artsy, Walkable & AC!

Multnomah Village Hideout

Private Modern Bungalow

Peaceful Retreat With Sauna + Outdoor Spa

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

Close-in Private getaway in the trees.

Whole Home w/ hot tub in NE Portland Alberta Arts
Apartment rentals with outdoor seating

Colorful mid-mod guest suite - no cleaning fee

New, Modern Chef's Dream in Historic Turret House

La Petite- BRAND NEW!

NE Portland Charmer *Walk to Alberta & Williams!*

Just Remodeled NE Cottage w/new King Bed

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

Zen themed private retreat in NW Portland.

Quiet Retreat Steps from Bustling NE Broadway
Apartment rentals with outdoor seating

Comfortable Room in Modern Home

Dreamer #6–Just Steps from the Max

One bedroom condo on the Willamette River Path!

Stunning Portland Condo | Parking, River & Dining

Quiet Artist's Condo in NW

Historic Portland 3 Bedroom Home-Base

Allergen Free Comfort Home in West Linn, Oregon

Condo in the Heart of Orenco Station (Nike, Intel)
Quick stats about holiday rentals with outdoor seating in Pearl District
Total rentals
30 properties
Nightly prices starting at
£60 before taxes and fees
Total number of reviews
1.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Silver Falls State Park
- Timberline Lodge
- Providence Park
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Mt. Hood Skibowl
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Pumpkin Ridge Golf Club
- Wings & Waves Waterpark
- Domaine Serene
- Skamania Lodge Golf Course
- Portland Art Museum
- Battle Ground Lake State Park
- Arlene Schnitzer Concert Hall
- Council Crest Park