Vacation rentals with a patio in Pearl District

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Top-rated patio rentals in Pearl District

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Guest favorite

A mid-century living space features high vaulted wood ceilings and large windows that invite natural light. A leather sofa and patterned rug provide comfort, while a kitchen island with bar stools enhances functionality. Artwork adorns the wall, adding a touch of character to the room.

Home in Multnomah

4.96 out of 5 average rating, 117 reviews

Portland Modern

Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

Guest favorite

The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.

Guesthouse in Piedmont

4.98 out of 5 average rating, 214 reviews

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.

Guest favorite

A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.

Guesthouse in Clackamas

4.97 out of 5 average rating, 196 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Superhost

A spacious living area features a leather sofa facing a fireplace. A large piece of artwork adorns the wall above a mid-century modern console, surrounded by green plants. Natural light floods in through glass doors, creating an inviting atmosphere.

Home in Portland

4.9 out of 5 average rating, 104 reviews

Epic record collection & hot tub in bright home

Close to Willamette River waterfront trails. Two blocks from Ladds Rose Gardens, Clinton Street (several cool bars, patios, Loyly spa, and theater!) and Division Street - home to some of the city's best restaurants — Ava Gene, Omas, Fairweather, Quaintrelle, and more. My home is good for couples, solo adventurers, business travelers, and families. Enjoy the extensive record collection (old blues, rock, and jazz), relax in the covered outdoor patio and spa, and enjoy the well stocked kitchen.

Guest favorite

The exterior of the tiny home showcases a wooden deck with a cozy porch swing and a seating area. A cascading water feature runs along the side, complementing the natural surroundings. The entrance opens wide to create a seamless connection with the serene backyard.

Guesthouse in Multnomah

4.96 out of 5 average rating, 113 reviews

Brand New Tiny Home/Pottery Studio in Cute Village

Welcome to DARK MODE, the tiny home/pottery studio 2 blocks from adorable Multnomah Village. Find peace in this serene hidden backyard oasis. Unit is 200 square feet plus loft and deck, behind the main house. Features include: - Jetted tub - Sleeping loft (queen) - Pull out bed (full) - Fire pit - Porch swing - Work desk - Cascading water feature - Outdoor dining table No kitchen but has a sink, fridge, microwave, water boiler, and plenty of wonderful food options within a few blocks.

Guest favorite

An airy kitchen features sloped ceilings with wooden beams and warm wood cabinetry. A vintage-style aqua refrigerator complements stainless steel appliances. Natural light filters through three windows, while a vibrant rug adds a pop of color to the space.

Home in Overlook

4.96 out of 5 average rating, 136 reviews

Rose City Hideaway

Oasis for the traveler seeking culture, nightlife, music, food, and ease of access to the Oregon Convention Center, Moda Center, Kaiser and Legacy Hospitals, and Portland Expo Center. This tucked away space, with views of the public park with art installations, is located in the entertainment district. The Hideaway is the ideal landing pad for business and pleasure. After exploring, return to RCH for time in the swim spa, gym, outdoor kitchen, or relax by the gas fire pit to end your day!

Top guest favorite

A cozy bedroom is visible with a spacious bed draped in soft bedding and a decorative wall art piece. A desk with a computer is situated beside a window adorned with a neutral-toned shade, allowing natural light to enter the room. A plush throw is draped over the chair.

Guesthouse in King

4.99 out of 5 average rating, 179 reviews

The Portland Sun House

This unique Mandala home is a stand-alone house with one bedroom in an ideal location for your staycation or adventures around Portland and surrounding areas. This space features a unique layout with natural light, vaulted wooden ceilings, large skylights, a gas fireplace, and a fully equipped kitchen. The private outdoor courtyard with a firepit, seating and a hot tub for your comfort and relaxation. The garden surrounding the space really makes my home a quiet, peaceful escape.

Top guest favorite

A cozy living space is furnished with a blue sofa and two armchairs, complemented by a patterned area rug. A wooden coffee table rests centrally, while a vibrant mountain artwork adorns the wall. Modern light fixtures provide soft illumination.

Apartment in King

5 out of 5 average rating, 100 reviews

Luxury Apartment with Laundry in Best Neighborhood

Welcome to your home away from home! This beautifully designed apartment is perfect for your visit. The open-concept main space includes a cozy living room, fully-equipped kitchen, and dining area. You’ll sleep soundly on our top-rated queen beds with high thread count cotton sheets. We’ve thought of every detail to make your stay enjoyable and the location is unbeatable - just a short walk to some of the best restaurants, bars, boutiques, and picturesque streets in Portland!

Guest favorite

A spacious studio features rich green walls adorned with trailing plants, complemented by wooden beams overhead. A full-sized bed with warm orange bedding invites relaxation, while a cozy seating area and a stylish lamp illuminate the room. Natural light filters through nearby windows.

Guesthouse in Laurelhurst

4.9 out of 5 average rating, 112 reviews

Private city retreat; Cozy Studio w/backyard.

Truly in the heart of Portland's east side, this dreamy + cozy oasis is the perfect sanctuary to welcome you home . Located in the famous Laurelhurst neighborhood- straddling the NE & SE sections- you'll have easy access to all things Portland (walking, driving, public transportation). A completely private studio apt with stylish touches inside, this gem also opens onto a luscious backyard right outside your door. Come make your Portland experience extra special.

Top guest favorite

A spacious bed is adorned with multiple pillows in various textures and colors, including earthy tones and a patterned accent. Soft, breathable linens cover the bed, contributing to a restful environment.

Apartment in Overlook

4.98 out of 5 average rating, 122 reviews

Private Entry, Cork Floors, Foodie Heaven

Explore North Portland walking districts (restaurants, food carts, shops!) or the roses at Peninsula Park🌹, then retire to this hip and spacious basement apartment. Recently renovated, you’ll love its cork floors (that feel so nice under foot) and its custom and creative finishes. I live upstairs, but I'm mindful of noise and guests find my space to be quiet and relaxing. I provide ample toiletries, quality coffee and tea, and travel guides.

Top guest favorite

An open living area is highlighted by large windows that invite ample natural light. The space features a comfortable couch adorned with yellow and gray cushions, a modern coffee table, and a cozy armchair. The kitchen is seamlessly integrated, showcasing sleek cabinetry and appliances.

Guesthouse in Creston-Kenilworth

4.98 out of 5 average rating, 131 reviews

The Kenilworth Guest House

Showcased in the Modern Home tour of Portland, this newly built ADU is the amazing creation of Portland architect Webster Wilson. A private, airy and elegant oasis set in urban Portland. A glass house with intentional frosted glass to ensure privacy. Escape and experience the elegant grace of this unique guesthouse. Threading the needle of a city lot, the Kenilworth House lives along side a 1905 Victorian, where the host resides.

Top guest favorite

A bright living area features large windows allowing natural light to fill the space. A blue accent chair and a beige sofa are arranged around a low coffee table. Decorative plants and stylish artwork enhance the cozy atmosphere, while a lamp stands beside the chair.

Home in Portland

4.99 out of 5 average rating, 118 reviews

Great Mississippi Location w/ Secure Parking!

Cute and tidy 2 Bedroom plus dedicated office with 2 Full Bathrooms. Walking distance to some of the best restaurants, coffee, & shops Portland has to offer. High Speed Internet and Apple TV. Secure, fenced, private parking plus plenty of street parking. Convenient location in the Mississippi neighborhood - close to downtown and the Williams/Vancouver area. Walking distance to the MAX line. Close to I 5.