Discover Your Perfect Uptown Vacation Homes

Why Choose Rent By Owner for your Uptown Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Uptown Vacation Rentals

Where are the best neighborhoods to stay in Uptown?

Discover the vibrant neighborhoods of Uptown in Portland, Oregon, when searching for your ideal vacation rental. This area offers a unique blend of lively streets and charming residential enclaves, providing a perfect setting for exploring the city’s local culture and scenic views. Staying in Uptown allows you to enjoy convenient access to nearby attractions while immersing yourself in the authentic ambiance of Portland’s thriving community. Whether you're seeking a cozy retreat or a spacious getaway, choosing a vacation rental here ensures a memorable and comfortable stay amidst one of Portland’s most sought-after neighborhoods.

Pearl District

Here, you can enjoy a vibrant urban atmosphere with easy access to boutique shops and modern amenities, making it an ideal spot for comfortable and stylish vacation rentals. The district's central location offers excellent connectivity to explore the best of the region.

View 67+ Rentals in Pearl District

Northwest Portland

This area provides a blend of lively neighborhoods and serene green spaces, perfect for those seeking a balanced stay in this destination. Its proximity to cultural attractions and dining options enhances your experience here.

View 243+ Rentals in Northwest Portland

Alphabet Historic District

Known for its historic charm and walkable streets, this locale is ideal for travelers wanting to immerse themselves in the area's unique architectural character through cozy vacation rentals. It’s a perfect base for exploring Portland’s historic neighborhoods.

View 118+ Rentals in Alphabet Historic District

Nob Hill

Stay in Nob Hill for a fashionable and inviting atmosphere, with easy access to boutique shopping, cafes, and local landmarks. It offers a stylish setting for a memorable stay within this vibrant part of the city.

View 118+ Rentals in Nob Hill

Kings Heights

This peaceful enclave features scenic views and quiet streets, making it a desirable choice for visitors seeking relaxation in the region. Its convenient location allows for straightforward exploration of the surrounding areas.

View 1069+ Rentals in Kings Heights

Willamette Heights

Offering breathtaking views and a tranquil environment, this neighborhood is suited for those who want a relaxing retreat while still remaining close to downtown attractions. Here, you can find comfortable vacation rentals that cater to your needs.

View 48+ Rentals in Willamette Heights

Northwest Industrial

Once an industrial hub, this neighborhood now hosts innovative spaces and creative venues, providing an interesting backdrop for your stay. Its proximity to key transportation routes makes it a practical choice for exploring the city.

View 531+ Rentals in Northwest Industrial

Best Times to Visit Uptown

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you can enjoy the area's unique atmosphere and make the most of your stay, whether you're seeking lively local events or peaceful surroundings.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, this destination experiences peak visitor levels, making it an ideal time to explore the local scene and enjoy pleasant daytime temperatures.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn visitors flock here for the vibrant foliage and comfortable weather, creating a lively atmosphere perfect for exploring outdoor attractions.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

During the colder months, fewer travelers visit, offering a quieter experience while still enjoying mild winter temperatures in the area.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F
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Spring (March to May)

Early spring sees a dip in visitors before the peak season picks up, providing a tranquil environment to explore at your own pace.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Uptown

How to Book Your Uptown Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Uptown

More Top-Rated Vacation Rentals in Uptown Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Relax on a private outdoor patio or balcony, perfect for enjoying the fresh air and scenic views.
  • Take advantage of on-site outdoor dining areas ideal for casual meals or gatherings with friends and family.
  • Explore well-maintained gardens or landscaped yards that add to the charming atmosphere of your stay.
  • Make use of a designated outdoor grilling area to prepare delicious meals outdoors during your visit.
  • Access nearby parks or green spaces conveniently located near your rental property for outdoor recreation.
  • Enjoy a spacious yard suitable for outdoor activities or simply relaxing in a peaceful setting.
  • Utilize outdoor storage or bike racks for your adventure gear while exploring the local area.

Top Attractions Around Uptown

What attractions are nearby?

In this vibrant area, you can enjoy a variety of outdoor activities, explore local shops and cafes, or take a leisurely walk to experience the lively atmosphere that makes this destination a perfect spot for your stay in Portland.

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Family Activities

  • Portland Japanese Garden: Immerse your family in tranquility and natural beauty at this renowned garden, offering picturesque views and engaging cultural exhibits.
  • Oregon Zoo: Explore a diverse range of animals and interactive exhibits that make learning about wildlife both fun and educational for all ages.
  • Washington Park Playground: Enjoy outdoor playtime at this local park featuring a well-maintained playground perfect for children to burn off some energy.
  • International Rose Test Garden: Wander through stunning rose displays in this scenic garden, providing a peaceful setting for family photos and relaxation.
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Adult Activities

  • Visit the Portland Art Museum: immerse yourself in the region's rich cultural scene by exploring one of the country's most renowned art institutions.
  • Discover local cuisine at upscale restaurants: indulge in a variety of gourmet dining options that highlight the area's vibrant culinary diversity.
  • Enjoy outdoor activities at nearby parks: experience the region’s natural beauty by walking, biking, or relaxing amidst scenic landscapes.
  • Experience live performances at local theaters: catch a show or concert to enjoy Portland's lively arts and entertainment scene right here.

Other Places to Stay in Uptown, OR

Fresenius Medical Care at Legacy Good Samaritan Hospital
Fresenius Medical Care at Legacy Good Samaritan Hospital Vacation Rentals
Pettygrove House
Pettygrove House Vacation Rentals
Wallace Park
Wallace Park Vacation Rentals
Nob Hill
Nob Hill Vacation Rentals
Alphabet Historic District
Alphabet Historic District Vacation Rentals
More Places to Stay Near Uptown

Uptown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's vibrant culinary scene by trying local restaurants and cafes to experience authentic flavors during your stay.
  • Visit Nearby Parks and Trails: Enhance your visit by exploring parks and walking trails within reach, offering a perfect way to unwind and enjoy the natural beauty of the region.
  • Plan Your Transportation: Familiarize yourself with local transit options or consider renting a bike to easily navigate the neighborhood and discover hidden gems.
  • Engage with Community Events: Check out community calendars for events or markets happening during your visit to immerse yourself in the local culture and vibe.

Transportation Options

  • Portland Streetcar: You can conveniently navigate the area using this reliable streetcar system that offers easy access to Uptown's key spots and neighborhoods.
  • Bus Services: Multiple local bus routes connect you to the broader region, making it simple to explore Portland’s scenic surroundings from your vacation rental base.
  • Bike Rentals and Cycling Paths: The region boasts dedicated bike lanes and rental options for eco-friendly and flexible transportation around Uptown and beyond.
  • Car Rentals: For traveling farther or at your own pace, numerous rental agencies provide vehicles close to your desirable vacation stay in Uptown.

Local Customs Options

  • Local Coffee Culture: Embrace the region’s renowned coffee scene by visiting local cafés that serve expertly brewed espresso and pour-over coffee, reflecting Portland’s deep appreciation for artisanal drinks.
  • Sunday Parkways: Participate in this community event where locals bike or walk along open streets, celebrating active lifestyles and neighborhood connections here in the area's vibrant outdoor spaces.
  • Farmers Markets: Explore the area's farmers markets, where residents share fresh, locally sourced produce and crafts, offering a genuine taste of regional food traditions.
  • Eco-Friendly Practices: Respect the region’s commitment to sustainability by engaging in eco-conscious behaviors, such as recycling and supporting local, environmentally friendly businesses during your stay.

Frequently Asked Questions About Uptown?

1. What are the top vacation rentals in Uptown?

There are a lot of options in Uptown. If you plan on staying in the Uptown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Uptown:

2. Which vacation homes in Uptown are best for families?

If you are looking for a family-friendly vacation home in Uptown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Uptown:

3. How many Rentbyowner vacation rentals are available in Uptown?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 170 in the Uptown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Uptown. 

4. What is the cancellation policy for vacation rentals in Uptown, Portland?

Cancellation policies vary by listing, so you should review the specific terms on the property’s page. For detailed information, contact the owner directly to understand any fees or restrictions related to canceling your booking.

5. How do I find the best vacation rental deal in this area?

To secure the best deal, compare different listings available during your preferred travel dates. Pay attention to amenities, reviews, and the overall value offered. Reach out to hosts if you have questions about discounts or special offers.

6. Are there any house rules I should be aware of before booking?

Yes, each vacation rental has its own set of house rules, which are outlined in the listing details. Always review these rules carefully and contact the owner if you need clarification or have specific requests.

7. What amenities are typically included in a vacation rental here?

Most properties provide essential amenities such as Wi-Fi, kitchen facilities, and parking. Some may offer additional features like outdoor spaces or laundry services. Check the individual listing for a comprehensive list of included amenities.

8. How close are vacation rentals here to local attractions and transportation?

Many rentals are conveniently located near public transit options and key points of interest within the region. Confirm the proximity to your planned activities by reviewing the map and description on the listing or contacting the host for more details.