Holiday houses in Portland Downtown

4.91 out of 5 average rating, 156 reviews

A modern bathroom is featured with a deep soaking tub and sleek wood vanity. A round mirror and stylish light fixtures provide illumination. Neutral-toned tiles add warmth to the space, while a small plant decorates the bathtub area.

Home in Portland

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

Guest suite in Southwest Portland

A spacious deck features a round table surrounded by four chairs. The view captures a vibrant sunset over the Portland skyline, with a blend of city buildings and natural greenery in the foreground. The sky displays hues of orange, pink, and gray.

Magnificent finishes and views!

A rare opportunity to get to stay in Portland's most coveted view neighborhood, full of multi-million dollar homes, and under 200 feet away from the house with the highest listing price in Portland (at $7mil). This is an every surface touched renovation in 2023/2024, utilizing Italian tile, Oregon black walnut, rare mid-century modern furniture pieces and decades old original works of art. We renovated this space in the vision of the finest boutique hotels we have stayed at throughout Europe.

4.98 out of 5 average rating, 56 reviews

Apartment in Portland Downtown

A well-lit living area is viewed through an open doorway, showcasing large floor-to-ceiling windows that reveal lush green hills and vibrant cityscapes. A cozy seating arrangement, including a light-colored chair and dark ottoman, complements the inviting atmosphere of the space.

Luxury Living in Prime Location FREE Airport Rides

FREE AIRPORT [pickups/drop offs] get personally picked up, no wait on Lyft or Uber. Incredible city views! Centrally located studio. Walk straight to world famous Powells Bookstore on the iconic Burnside Street! Or simply enjoy southwest hills sunsets from the comfort of your living room with floor to ceiling windows! Portland Street Car station is located across the street, a block from WholeFoods Markets! Lots of iconic clubs, bars, restaurants, and entertainment within walking distance.

4.94 out of 5 average rating, 18 reviews

Home in Northwest Portland

Cozy Corner Nob Hill Flat. Heated Bath Floors!

Your family will be close to everything when you stay at this centrally-located place. The bathroom has lovely heated floors, there is a full kitchen with all new appliances, new floors, and is located in the heart of Slabtown. Walk easily to the Pearl District, or the shops of Slabtown, NW 21st, or NW 23rd! Everything in the unit is brand new, and built specifically for vacation rental. The living room has extra space with a queen sleeper sofa, and a day bed and a twin sleeper chair.

5.0 out of 5 average rating, 33 reviews

Home in Southwest Portland

A panoramic view of the city skyline is captured during sunset, showcasing vibrant orange and pink hues in the sky. Modern buildings stand prominently against the colorful backdrop, with trees framing the scene in the foreground.

Urban Oasis with Spectacular Views

The downtown and mountain views are a showstopper! Peaceful and centrally located place with many amenities and an easy walk to downtown. Stylish and charming studio apartment attached to the home where the host lives. It has its own private entrance and balcony. This apartment is perfect for the business traveler, longer-term stays, artist's retreat or a weekend urban get-away. Super close to downtown, PSU, OHSU, shopping and tourist destinations. Easy on and off the highway too.

4.87 out of 5 average rating, 71 reviews

Guesthouse in Northwest Portland

An open bedroom features a spacious bed with a light blue quilt and matching accent pillows. A textured wall art piece is displayed above the headboard. Natural light illuminates the neutral-toned carpet, complemented by a small wooden nightstand and a mirror reflecting the inviting space.

Queen Anne Guest Apt. In Historic District

Discover a charming guesthouse apartment in the heart of Portland! This private retreat, nestled in a historic home, offers easy access to the city's vibrant scene. Explore the nearby NW 21st/23rd commercial districts, the Pearl District, and downtown Portland. Enjoy delicious dining, unique shops, and exciting entertainment, including the Timbers and Thorns soccer stadium. Perfect for leisure or business travelers seeking a comfortable and convenient stay.

4.93 out of 5 average rating, 223 reviews

Home in Northwest Portland

A three-story home is depicted with a distinctive dark exterior and a peaked roof. The entrance is framed by a landscaped area featuring bushes and steps leading to the front door. A garage is visible beneath the living space, and a fence encloses the property.

Old Portland Charmer

Nestled in one of Portland's most desirable neighborhoods, this charming home beautifully combines the character of the early 1900s with modern style and amenities. Walk to some of Portland's best restaurants, shops, and attractions just a short walk away. The completely remodeled home features a spacious backyard, abundant natural light, and the added convenience of off-street parking— simple luxuries that make all the difference.

4.99 out of 5 average rating, 71 reviews

4.96 out of 5 average rating, 265 reviews

Home in Portland

Holiday Home

Greetings Welcome to Portland! We hope that you will have a wonderful time in our beautiful city and that you will enjoy your stay here at Oasis in PDX We love entertaining and have put thought into creating different seat groupings, both inside and out, that invite people to relax both near to and apart from the main living areas, so that one-on-one conversations can take place without others in the group feeling excluded.

Home in Southwest Portland

An airy dining area is illuminated by natural light from large windows, showcasing views of the surrounding landscape. A modern table with chairs is positioned near the window, while stylish bar stools line the kitchen counter, offering a subtle separation between spaces.

Serene Forest Retreat mins to Downtown

Escape to one of Portland's most peaceful neighborhoods in this bright, cozy 2-bedroom, 1.5-bath home nestled in SW Hills. Perfectly situated for outdoor lovers and urban explorers alike, you'll be just steps from Forest Park's iconic trails while only minutes from downtown. This charming home is ideal for couples, small families, or business travelers looking for a quiet, comfortable stay surrounded by nature.

4.95 out of 5 average rating, 66 reviews

Guest suite in Northwest Portland

The historic Firehouse No. 17 features a striking brick facade with red detailing and elegant windows. Two large garage doors are framed by decorative patterns, creating an inviting entrance. The building's architectural elements reflect its storied past, surrounded by manicured greenery.

Historic NW Nob Hill Firehouse No. 17

Firehouse No. 17 is a unique and interesting place to stay. The engine bays of the Firehouse have been converted into a beautiful and spacious living area. There are historic photos of the Firehouse that help tell its story from a working firehouse to a fabulous residence. Please come experience this historic firehouse, located in NW Portland. It is an easy walk to bustling NW 23rd restaurants and shops.

4.96 out of 5 average rating, 128 reviews

Guest suite in Northwest Portland

Remodeled 1906 Craftsman home in Nob Hill district

Enjoy Portland from this centrally located, meticulously maintained Craftsman style home. Just steps away from trendy 23rd street, this cozy independent home lets you truly experience Portland. Original character with tasteful upgrades provides both comfort and style to make your vacation memorable. Please note that parking is either in the paid public parking lot or metered street parking only.

5.0 out of 5 average rating, 78 reviews

Superhost

Apartment in Northwest Portland

Bright & Stylish Alphabet District Suite | NW 23rd

✨ Sun-Drenched 1BR in Portland's Alphabet District ✨ ☀️ Gorgeous natural light & oversized windows 🛏️ Cozy queen bed with premium linens 🍳 Full kitchen with gas range & dining table 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🐾 Pet-friendly — bring your furry friend 🚶 Steps to NW 23rd boutiques, cafes & Forest Park. Metered street parking.

4.73 out of 5 average rating, 500 reviews

Popular amenities for Portland Downtown holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Portland Downtown

Apartment in Pearl District

Modern 3BR Haven • Walk to Pearl District

4.64 out of 5 average rating, 45 reviews

Apartment in Southwest Portland

Studio near OHSU | AC - Fast Wi‑Fi - Smart TV

4.83 out of 5 average rating, 83 reviews

Superhost

4.76 out of 5 average rating, 186 reviews

Near Portland Art Museum + Café & Fitness Center

Private room in Pearl District

A spacious bedroom features a large bed with white linens and decorative pillows. Two bedside tables with lamps are positioned beside the bed. A wooden rocking chair and a tall dresser are visible, while natural light filters through a window adorned with curtains.

Pearl District Private Suite

4.97 out of 5 average rating, 702 reviews

Superhost

The entrance of the Heathman Hotel is depicted, showcasing a stylish sign above the door. Planters with neatly trimmed greenery flank the entrance. Pedestrians walk along the sidewalk, reflecting the lively atmosphere of downtown Portland, with shops and trees lining the street.

5.0 out of 5 average rating, 4 reviews

Steps to Powell’s & Art Museum | Pet-friendly. Gym

4.88 out of 5 average rating, 103 reviews

The Clyde by Kasa | King Suite

Hotel room in Portland

Standard Queen Ensuite

4.84 out of 5 average rating, 106 reviews