
Holiday rentals in Portland
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Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Scandinavian-modern private studio
Studio apartment designed with the essentials for relaxing. Get cozy by the gas fireplace with a book from our little library, work on your laptop in the desk nook or make an outdoor fire + star-gaze on the patio. Enjoy the mid-century furnishings, the nice sheets + towels and be sure to write a letter - letterpress cards + stamps are for your use. Quiet neighborhood with good coffee (Bison!), steps from breakfast (Beeswing), and near Beaumont Village (Pip's Donuts!). Only 10 mins to airport!

Bright 1BR - Walk to Coffee, Food & Shopping
✨ Bright 1BR in Walkable NW 23rd — Steps to Everything ✨ 🏙️ Heart of Portland's trendiest shopping & dining district 🛏️ Queen bed in private bedroom 🍳 Full kitchen with oven, stove & coffee maker 📺 Smart TV & fast WiFi throughout 💼 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔑 Private entrance, no shared spaces — entirely yours 🍽️ Steps from NW 23rd's top restaurants, cafés & boutiques. Free street parking.

Private Greenhouse Suite for 1 or 2 Guests
Elegant, private king bedroom suite with magical private greenhouse, private entrance, desk and ensuite bathroom. Enjoy radiant tile floor heat, charming greenhouse seating nook, spacious 2-person shower and an amenities cabinet with microwave, mini-fridge, teakettle & flatware - ideal for simple breakfasts or reheated leftovers. This spacious room is ideal for 1 or 2 guests who want an entirely separate private space and charming "interior garden" porch, but who don't need a full kitchen.

Wilson Heights Studio at Forest Park
Welcome to your home away from home in the heart of Northwest Portland. This studio has a private entrance on a quiet street and has been newly renovated with a full kitchen, gas fireplace, laundry unit, and bath. You'll find this unit in a beautiful area of NW Portland - within walking distance to hiking & bike trails of Forest Park, fantastic restaurants and breweries in Portland Slabtown, a New Seasons Market, NW 23rd shopping district, the Pearl District, and more.

Spacious Suite - Private Entry - Hip Kitchenette
Enjoy North Portland’s most loved shops, bars, and restaurants from this fresh and recently renovated suite. The 800sf immaculately clean space features a private entry, one bedroom, a bathroom, kitchenette, and sitting room. You’ll love its easy parking, proximity to downtown (10 min. drive or 2 blocks to the light rail), and convenient access to the freeway (explore the Columbia Gorge or the Oregon Coast). —> Reservations must reflect the correct number of guests.<—

Studio in Walkable Foodie Heaven
We're on a quiet side street – right around the corner from a dynamic restaurant scene in Kerns, the 5th coolest neighborhood in the world. Stroll to parks, live music, vintage shops, and a vintage movie theater. Walk, Lyft/Uber, bicycle, or use Portland’s amazing public transportation everywhere. Tall windows overlook greenery and a cozy porch. Our family's 1900 house has been divided into separate apartments. Its like an artsy hotel room, but much more homey!

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.

The Loft: Modern Open space in Southeast Portland
An open, airy, private, and stylish space located over a detached garage behind the main house. This is a great neighborhood that is close to public transportation and major roads. Easily walk to bike rentals, food carts, restaurants, local bars, and main shopping areas. We are looking to provide a safe and comfortable space. We love to give suggestions and recommendations on places and things to do while in Portland and Oregon.

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.

Cozy Portland Studio Apartment
The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

Private Modern Bungalow
Modern open living home, Smart home, Built in sound system, with a large kitchen, Large patio, Close to Alberta, Restaurants , Bars, Parks, Public transportation. On check out all we ask you to do is load the dishwasher and put dirty towels in one place.
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Close-in, private Overlook retreat.

Artsy, Lofty, Open 1BR comfort in Converted Church
Modern Guesthouse in Portland's Central Eastside

Mama J's

The Diamond

Multnomah Village Small House

Cozy North Portland Urban Oasis
Stylish Craftsman Close to Downtown
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $124 SGD | $125 SGD | $128 SGD | $128 SGD | $133 SGD | $140 SGD | $149 SGD | $149 SGD | $139 SGD | $135 SGD | $138 SGD | $135 SGD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Portland?
Explore vibrant neighborhoods like the Pearl District, known for its galleries and eateries, Alberta Arts District with street art and cafés, or Nob Hill, which has tree-lined streets and boutique shops. Each area adds a distinct character to your visit.
What are the best things to do in Portland with kids?
Families often visit the Oregon Zoo, explore interactive exhibits at OMSI, or roam the Portland Japanese Garden. These sites combine hands-on learning, animal encounters, and peaceful garden strolls.
What are some of the best things to do in Portland?
Explore Powell’s City of Books, stroll through the International Rose Test Garden, or sample food at local markets. Art, gardens, and culinary experiences shape the city’s energy.
How is the weather in Portland?
Portland has cool, rainy winters with temperatures from 36–47°F (2–9°C) and dry summers often reaching 82°F (28°C). Pack layers and rain protection—umbrellas are common, but locals often prefer waterproof jackets.
What are the best places to visit in Portland?
Locals frequently suggest Forest Park’s trails, Lan Su Chinese Garden, and Portland Art Museum. Wander green spaces, discover art collections, and relax in tranquil gardens around the city.
What are some hiking trails in Portland?
Portland has wooded paths in Forest Park, riverside trails in Oaks Bottom Wildlife Refuge, and scenic loops in Tryon Creek State Natural Area. These routes invite exploration in diverse natural settings.
What are some family activities we can do in Portland?
Enjoy hands-on science at OMSI, picnic and play at Washington Park, or pedal along the waterfront on bike paths. Families also gather for open-air movies and seasonal farmers’ markets.
What are some of the best day trip ideas from Portland?
Explore waterfalls in the Columbia River Gorge, taste wine in Willamette Valley, or wander historic streets in Hood River. Nearby nature and small towns add variety to your stay.
Are there any pet friendly accommodations available in Portland?
Portland has many pet-friendly vacation rentals, especially around Alberta Arts, Sellwood-Moreland, and Mississippi Avenue. Parks and walking trails help make stays comfortable for travelers with pets.
What are some local tips for visiting Portland?
Locals often use public transit or bikes, and rain is frequent—waterproof outerwear is practical. Food carts are popular for quick meals, and tap water is safe to drink throughout the city.
What is Portland known for?
Portland is known for its craft beer, food carts, and vibrant arts scene. The city values sustainability, local makers, and green spaces, shaping a community-focused atmosphere.
What are the best hidden gems to explore in Portland?
Discover quiet corners like Crystal Springs Rhododendron Garden, quirky boutiques on Mississippi Avenue, or murals along Alberta Street. These locally rooted spots cultivate creative energy.
What are the best foods to try in Portland?
Taste fresh Pacific Northwest seafood, locally made artisan donuts, and inventive vegan dishes. Portland’s food carts and independent coffee roasters are frequently suggested by residents.
What should I bring for a trip to Portland?
Pack waterproof jackets or umbrellas for wet weather, along with layers for shifting temperatures. Walking shoes and a reusable water bottle are practical for exploring markets, parks, and local trails.
What is the nightlife in Portland like?
Neighborhoods like Hawthorne and Old Town mix live music, casual bars, and late-night eats. Craft breweries, music venues, and creative spaces add to the city’s inclusive night scene.
What are the most popular events or festivals in Portland?
Portland has the Rose Festival in late spring and the Waterfront Blues Festival during summer, both widely attended city traditions. There are also local food and brew gatherings that attract many visitors throughout the year.
Are there family friendly vacation rentals in Portland?
Family-friendly vacation rentals can be found in neighborhoods like Sellwood-Moreland, Laurelhurst, and Richmond. These areas have parks, playgrounds, and markets close by, making them welcoming for travelers with children.
When is the best time to visit Portland?
Late spring to early autumn is often recommended for warmer temperatures and lower rainfall. Gardens and parks are especially lively when flowers bloom and festivals fill outdoor spaces.
Quick stats about holiday rentals in Portland

Total holiday rentals
Explore 6,450 holiday rentals in Portland

Verified guest reviews
Over 608,740 verified reviews to help you choose

Family-friendly holiday rentals
2,690 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 2,240 rentals that welcome pets

Holiday rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
3,980 properties have a dedicated workspace

Wifi availability
6,380 of Portland holiday rentals include wifi access

Popular amenities for guests
Guests love Monthly stays, Self check-in and Gym across Portland rentals

4.8 Average rating
Portland stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Portland’s top spots include Moda Center, Oregon Zoo and Powell's City of Books
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- Moda Center
- Columbia River Gorge National Scenic Area
- Mt. Hood Skibowl
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Providence Park
- Enchanted Forest
- Portland Japanese Garden
- The Grotto
- Beacon Rock State Park
- Wonder Ballroom
- Powell's City of Books
- Wings & Waves Waterpark
- Hoyt Arboretum
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Council Crest Park
- Tryon Creek State Natural Area
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