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Portland vacation rentals

Vacation rentals in Portland by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.

Known for the trendy Pearl District, scenic Forest Park, the Oregon Zoo, and the iconic Powell's City of Books, Portland offers a vibrant cityscape. Travelers visit for culinary experiences, the Waterfront Blues Festival, and a commitment to sustainability with its many green spaces. Through Houfy, you can book directly with Portland hosts and save money. Explore rentals from stylish urban apartments in the South Waterfront to family-friendly homes in the neighborhoods of Hawthorne or Alberta Arts District. Spring and summer months are ideal for outdoor festivals and exploring Portland's neighborhoods.

Top-Rated Vacation Homes in Portland

Browse the highest rated vacation properties in Portland.

Perfectly Portland Clinton St Guesthouse

1 bd·1 ba
4.99· 196

$653.00 USD total for 3 nights

Nov 12 – 15, 2026

This is the Airbnb that other Airbnbs wish they were. Jayme went above and beyond to make us feel at home during a quick staycation while repair work was being done at our house. We even had tasty Valentine's treats waiting for us, since we were staying over the holiday. The apartment is very spacious and private and worked well for two adults working remotely. And, most importantly, the apartment had a fantastic set-up for making coffee, with many methods to choose from, including a moccamaster for premium drip coffee. The highlight of our stay was meeting Jayme's two extremely polite and friendly dogs, who came to visit us one morning on the patio. For anyone coming from out of town, this is a fantastic location, especially if you want to do as the Portlanders do. It's in a beautiful and quiet neighborhood, but has quick, walkable access to great restaurants and shops along Division. 10,000/10 highly recommend
J. · Stay February 2023

Portland 2 bedrooms Suburban with crib near PDX

2 bd·1 ba
5· 2
Got in a little late, so it was dark and a bit wet out, google maps had me thinming it was the not great looking apartments right before it, thankfully it wasnt, driveway is thin, but enough room for a sedan/small truck to pull in and turn around, place is clean enough, great spot for kids, the fridge has ice and water which is a bonus! It also has a bunch of rooms, since it was just me they locked all but 2 of the bedrooms. Has a great main shower i appriciate the hose attachment for my curls, they even had makeup wipes which was great because i forgot mine. Host is great with communication, would definitely reccomend for families since it has a crib and a kids tent in the living room. its right off a busy main road but isnt too noticeable inside at night, big yard areas as well. Since its only a few minutes from my sisters ill definitely be trying to book here for my future stays
R. b. · Stay October 2025

Escape to the Roseway Retreat

1 bd·1 ba
5· 113

$377.40 USD total for 3 nights

Nov 12 – 15, 2026

Rachel and Holly were incredible hosts, very responsive and proactive about the accommodations. The place itself was very warm and inviting. There was ample natural lighting with several skylights to boot. I woke up every morning in a great mood from the warm sunlight peaking through the sliding door next to the bed and seeing the blue sky from the skylight above the bed. The mattress was beyond comfortable and was better than what I have at home. Perfect for those with back problems like myself or for the adventurous hikers. There are also plenty of extra blankets around in case you get cold. The wall to wall carpeting was another nice touch. The space was clean. There was no kitchen but there was a well stocked kitchette did the job. The bathroom was clean and the shower/bath had great heat and water pressure. They have several blueberry bushes in their yard and offered some during my stay. A perfect cherry (blueberry) on top during my stay. Would definitely recommend.
J. · Stay July 2023

4B2bRemodel Craftsman:Porches/Town/Grant/Irvington

5 bd·2 ba
5· 4

$929.00 USD total for 3 nights

Sep 2 – 5, 2027

Stayed for a month while we were displaced from our home for water damage. Charming older house with lots of character. Plenty of room for our family to spread out. Cute neighborhood, and loved that we could walk to New Seasons, multiple restaurants, Coco donuts, etc. A few maintenance issues came up throughout our stay, and Laura was very responsive and open to feedback.
N. · Stay November 2023

Urban Fern Bungalow ~ steps to shops/MAX/food!

2 bd·2 ba
5· 15

$950.36 USD total for 3 nights

Nov 15 – 18, 2026

The house is in an extremely nice neighborhood with easy access to restaurants, coffee shops, convenience and grocery stores. Access to rail within 4 blocks and quick access to the highway. Brooke provides you with a very interesting history of the house in her guest guide. Worth the read. There is a main house and an independent basement unit. Each has its own bathroom and kitchen. They share a washer and dryer If you rent both units, there is plenty of room for family and kids to split the units. The back patio is peaceful and relaxing. There are blueberry and raspberry bushes in the front yard that can provide some fresh fruit during your stay. We will be sure to come back the next time we are in town.
V. K. · Stay July 2026

Bike'N'Roll Craftsman + 2 Free Bikes for Your Stay

3 bd·1 ba
5· 6
This was one of the most wonderful experiences I have had. It was like staying at an Aunt's house, while she is out of town. Dawn, her daughter, and her neighbor made me feel so welcome and at home. It's evident that their home has a lot of love and you feel it in the character of the house and the neighborhood. Dawn was extremely flexible despite my change of dates and her own upcoming trip and the unpredictable traffic from Seattle to Portland. Communication with her was effortless. I would definitely stay here again!
P. · Stay September 2016

Urban Hub, Alberta Arts -ADA

1 bd·1 ba
5· 6

$2,025.00 USD $1,830.00 USD total for 30 nights

Jan 1 – 31, 2027

Great place for a traveler!
I really enjoyed staying at this studio apt! It literally had everything I needed as a nurse traveler. Bed was comfy, full kitchen with all supplies, bathroom with included essentials. The washer and dryer was available literally next door to the unit for free to use. There was a fenced backyard that was perfect to let my dog out in the back. Rachel was VERY communicative. She was quick to respond to my needs and was not far away If you needed her to come by! She also included the mailbox key if needed for mail. I would def stay at this studio again. It was perfect! Only CON: parking is street parking and everyday after 5pm it is hard to find parking on the street of unit due to the nearby restaurant traffic. I’ve had to park around the block or way down the street quite a few if I left the unit in the evening. However, this con would not keep me from booking here again.
K. J. · Stay December 2022

Mid-Century Forest Retreat • Deck & Wooded Yard

4 bd·3 ba
5· 2

$2,030.00 USD total for 5 nights

Nov 28 – Dec 3, 2026

Jane’s place looks exactly like the photos. Her place was very comfortable and clean and everyone had a comfortable stay. Having 3 bathrooms was great for our group. The AC did not work on day 1 but Jane was quick to respond to help us out as it was super hot that day! There was ample parking and a nice deck. There were a lot of amenities for us to use and it felt like home!
T. · Stay August 2026

Recommended Homes in Portland

Handpicked properties we think you'll love in Portland.

Portland 4 Large rooms 6 beds near airport

4 bd·2½ ba
4.44· 66

$1,162.70 USD total for 3 nights

Nov 12 – 15, 2026

Owl Forest Studio, Portland OR

0 bd·1 ba
4.98· 185

$559.21 USD total for 3 nights

Nov 17 – 20, 2026

The Henry Tiny Home -Free Street Parking, walkable

1 bd·1 ba
4.96· 154

$438.43 USD total for 3 nights

Nov 15 – 18, 2026

The Weidler Tiny Home - Free Street Parking!

1 bd·1 ba
4.95· 164

$463.21 USD total for 3 nights

Nov 14 – 17, 2026

Vera Tiny Home - Free Street Parking, walkable!

1 bd·1 ba
4.94· 144

$394.84 USD total for 3 nights

Nov 19 – 22, 2026

Bike'N'Roll Cottage: Adventure & Relaxation

1 bd·1 ba
4.77· 101

$695.00 USD total for 3 nights

Jan 15 – 18, 2027

2 story, 2 bath Downtown View Condo

1 bd·2 ba
4.94· 171

$3,060.00 USD total for 30 nights

Nov 12 – Dec 12, 2026

Central Air Near Providence Hospital - 1100 Sq Ft

2 bd·1 ba
4.92· 93

$864.61 USD total for 3 nights

Dec 2 – 5, 2026

Pet friendly vacation rentals in Portland

Bring your furry friend along! Browse pet-welcoming homes in Portland.

Beautiful Alberta Arts Farmhouse

2 bd·2 ba
4.93· 60

$666.90 USD total for 3 nights

Nov 16 – 19, 2026

$613.03 USD total for 3 nights

Nov 14 – 17, 2026

$1,126.65 USD total for 3 nights

Nov 12 – 15, 2026

$1,930.25 USD total for 3 nights

Dec 10 – 13, 2026

$855.60 USD total for 3 nights

Nov 12 – 15, 2026

$2,665.00 USD total for 3 nights

Nov 12 – 15, 2026

$690.73 USD total for 3 nights

Nov 15 – 18, 2026

$2,665.00 USD total for 3 nights

Nov 12 – 15, 2026

Why visit Portland

Discover what makes Portland a perfect vacation rental destination.

Explore Forest Park

Over 80 miles of trails to explore

Forest Park is a 15-minute drive from downtown, offering serene hiking paths through lush greenery. Ideal for outdoor enthusiasts looking for a quick escape.

Diverse Food Scene

Vibrant dining options with local flair

Visit Pine Street Market just 0.5 miles from city center for a taste of Portland’s culinary diversity, featuring ten local food vendors in one historic space.

Cultural Attractions

A hub of arts and creativity

The Portland Art Museum, located downtown, showcases over 42,000 artworks. Just a 10-minute walk from Pioneer Courthouse Square.

Unique Shopping Experiences

Boutiques and eccentric finds

Wander through the Pearl District, about a mile from downtown, for unique shops and galleries offering everything from high-end brands to local crafts.

Where to stay in Portland

The best areas and neighborhoods for your vacation rental in Portland.

Pearl District

Known for its art galleries, upscale dining, and chic boutiques, the Pearl District is a vibrant neighborhood with converted warehouses and a lively atmosphere.

Best for: art lovers, shoppers, foodies

Hawthorne

Hawthorne is a bohemian neighborhood known for vintage shops, vegan eateries, and a relaxed vibe, perfect for eclectic explorers.

Best for: young travelers, culture seekers

Alberta Arts District

This colorful district is full of street art, independent cafes, and the famous Last Thursday street fair.

Best for: art buffs, night owls, food lovers

Northwest District

Home to some of the city's oldest houses, this district offers historic charm along with modern dining options.

Best for: history lovers, families

Find Portland vacation rentals that suit your style

Condos, vacation homes, apartments and more — pick the kind of Portland vacation rental you want, then book it direct with the host.

Portland vacation rentals with free WiFi, hot tub or air conditioning

Free WiFi, hot tub, air conditioning and more — every Portland vacation rental here is listed by a verified host and bookable direct, with the price the host set.

Top attractions in Portland

All within driving distance of Portland vacation rentals.

Washington Park

Features the Oregon Zoo and beautiful gardens. · 3 miles

Oregon Museum of Science and Industry

Offers hands-on science exhibits for all ages. · 2.5 miles

Oregon Zoo

Home to over 1,800 animals across 64 acres. · 3 miles

Portland Art Museum

Houses a diverse collection from Asian to Native American art. · 0.5 miles

Pioneer Place

Premier shopping destination with luxury brands. · 0.2 miles

Lan Su Chinese Garden

Authentic Chinese garden offering cultural events. · 1 mile

Best Time to Visit Portland

Best months to visit are July to September, with temperatures from 65°F to 85°F, offering mild weather and minimal rain.

The best time to visit Portland is June to September, when the weather is at its best. For lower prices and fewer crowds, November to March is the best time to book.

Best weatherJun – Sep
Best valueNov – Mar

NovNow

53°F12°C

Rainfall High

Demand Low

Dec

47°F8°C

Rainfall High

Demand Low

Jan

47°F8°C

Rainfall High

Demand Low

Feb

51°F11°C

Rainfall High

Demand Low

Mar

56°F13°C

Rainfall High

Demand Low

Apr

61°F16°C

Rainfall Moderate

Demand Mid

May

67°F19°C

Rainfall Moderate

Demand Mid

Jun

73°F23°C

Rainfall Low

Demand Mid

Jul

79°F26°C

Rainfall Low

Demand Peak

Aug

80°F27°C

Rainfall Low

Demand Peak

Sep

75°F24°C

Rainfall Low

Demand Peak

Oct

64°F18°C

Rainfall Moderate

Demand Mid

Getting to and around Portland

Portland offers diverse transportation options from efficient public transit to a bike-friendly layout.

Airports
PORTLAND INTERNATIONAL AIRPORT
Located 12 miles northeast of downtown, offering direct flights across the U.S. and international destinations.
Public Transit
TRIMET
Portland’s public transit system includes buses, MAX light rail, and streetcars for easy city navigation.
Biking
BIKETOWN
A bike-share program with stations throughout the city, ideal for short trips and exploring urban areas.

Similar vacation rentals near Portland

Homes within 60 miles of Portland, from verified hosts.

The Valley Wine Cottage - Historic Luxury

2 bd·1 ba
4.95· 187

$712.60 USD total for 3 nights

Nov 12 – 15, 2026

ForestFarmStay • Light Filled Suite w/ Luxury Tub

1 bd·1 ba
4.93· 450

$320.00 USD total for 3 nights

Nov 14 – 17, 2026

Mount Hood Hütte

1 bd·1½ ba
4.99· 365

Fernwood Cabin: Mt. Hood - Hot Tub | BBQ | WiFi!

2 bd·1 ba
4.95· 169

$700.09 USD $682.54 USD total for 3 nights

Nov 15 – 18, 2026

Arbor Suite Apt - Washer/Dryer, Free Parking, Desk

1 bd·1 ba
5· 234

$674.08 USD total for 3 nights

Nov 14 – 17, 2026

Mt Hood Townhouse. 3 bd end-unit. Hottub & Pool

3 bd·2½ ba
5· 300

$555.50 USD total for 3 nights

Nov 12 – 15, 2026

West Linn 2 bedrooms, EV Charger, quiet by stream

2 bd·1 ba
4.5· 70

$700.24 USD total for 3 nights

Nov 12 – 15, 2026

The Mt. Hood Manor - woodsy luxury by the river

3 bd·2 ba
5· 54

Thimbleberry Cabin

2 bd·1 ba
5· 52

$739.04 USD total for 3 nights

Dec 13 – 16, 2026

Spacious Mountain Cabin

4 bd·3 ba
4.94· 109

$1,390.00 USD total for 3 nights

Nov 12 – 15, 2026

Rustic Retreat Dartagnan Room

1 bd·1 ba

$280.00 USD total for 3 nights

Nov 12 – 15, 2026

Rustic Retreat Vaquero Room

1 bd·1 ba

$160.00 USD total for 3 nights

Nov 12 – 15, 2026

Explore near Portland

Cities and towns within driving distance of Portland, each bookable direct with the host.

Why guests book on Houfy

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Quick answers about booking vacation rentals in Portland and what direct booking on Houfy actually means.

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