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Find Your Perfect Rental by Owner in the Charming Neighborhood of Ladd's Circles & Squares, Portland, Oregon
Discover Your Perfect Ladd's Circles & Squares Rentals by Owner
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Ladd's Circles & Squares Rentals by Owner
- Security/Safety
- Bedding/Linens
- Fireplace/Heating
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- View
- Air Conditioner
- TV
- Balcony/Terrace
Why Choose Rent By Owner for your Ladd's Circles & Squares vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Ladd's Circles & Squares Rentals by Owner
Where are the best neighborhoods to stay in Ladd's Circles & Squares?
Discover the charming neighborhoods of Ladd's Circles & Squares in Portland, Oregon, a prime location for your next stay. Located in a vibrant area, these neighborhoods offer an authentic Portland experience with easy access to local amenities and community attractions. Whether you’re seeking a peaceful retreat or a lively atmosphere, renting by owner in Ladd's Circles & Squares provides a dependable and seamless booking experience. Trust Rent By Owner to help you find the perfect vacation rental that suits your needs in this desirable part of Portland.
Downtown Portland
Staying in the heart of the city places you close to vibrant cultural venues and bustling streets, making it an ideal choice if you're looking for convenience and accessibility in this region.
View 387+ Rentals in Downtown PortlandPearl District
This trendy neighborhood offers a blend of modern amenities and stylish charm, perfect for visitors seeking a chic and lively atmosphere in the area.
View 69+ Rentals in Pearl DistrictLloyd District
Known for its proximity to entertainment options and transportation hubs, the Lloyd District is a practical base for exploring here while enjoying a dynamic urban vibe.
View 31+ Rentals in Lloyd DistrictNorthwest Portland
Offering a mix of historic charm and contemporary living, staying in this part of town provides easy access to local boutiques, cafes, and scenic walking areas.
View 243+ Rentals in Northwest PortlandAlphabet Historic District
With its preserved architecture and cozy streets, this neighborhood is ideal for those wanting a picturesque setting with authentic Portland character.
View 114+ Rentals in Alphabet Historic DistrictParkrose
Situated on the outskirts of the city, Parkrose offers a quieter environment, great for travelers seeking a peaceful retreat within reach of Portland's attractions.
View 58+ Rentals in ParkroseTanasbourne
Located nearby in Hillsboro, this area is perfect for shoppers and outdoor enthusiasts who prefer a suburban feel combined with convenient access to the region's natural beauty.
View 28+ Rentals in TanasbourneSellwood-Moreland
Renowned for its charming streets and community-oriented atmosphere, this neighborhood provides a relaxed setting while remaining close to Portland's key sights.
View 43+ Rentals in Sellwood-MorelandBest Times to Visit Ladd's Circles & Squares
When should you plan your Rentals by Owner stay?
Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the local ambiance and vibrant community events in this destination without the typical crowds.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences warm weather, making it ideal for outdoor activities and exploring local neighborhoods.
Fall (September to November)
In early fall, visitors are drawn by the mild climate and vibrant foliage, perfect for enjoying the region's scenic beauty.
Off-Season Highlights
Winter (December to February)
The winter season offers cooler temperatures with fewer tourists, providing a quieter experience in this destination.
Spring (March to May)
Spring sees a gradual warming of the weather, with fewer visitors during early months and lush scenery emerging around here.
Weekly Weather Forecast for Ladd's Circles & Squares
How to Book Your Ladd's Circles & Squares vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Ladd's Circles & Squares
Common Rentals by Owner Amenities
What amenities can you expect?
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
- Enjoy a private outdoor patio or deck to relax and unwind in the fresh air.
- Take advantage of well-maintained communal gardens or green spaces nearby for leisurely strolls.
- Make use of outdoor seating areas perfect for morning coffee or evening gatherings.
- Utilize designated barbecue grills for outdoor dining experiences in this welcoming area.
- Access bike storage or racks for exploring the local surroundings actively.
- Benefit from parking facilities with easy access to outdoor amenities within the neighborhood.
- Discover nearby walking paths or parks that offer opportunities for outdoor recreation, all close to your rental here.
Top Attractions Around Ladd's Circles & Squares
What attractions are nearby?
Within this vibrant neighborhood, you'll find numerous opportunities to explore local parks, enjoy cultural attractions, and experience the authentic charm of Portland’s lively community streets—all just minutes from your Rent By Owner rental.

Family Activities
- Portland Children's Museum: Engage your family with interactive exhibits and hands-on activities that inspire learning and creativity in this family-friendly destination.
- Oregon Zoo: Spend a day exploring the diverse animal habitats at the zoo, offering educational fun and memorable encounters right in the heart of Portland's neighborhood.
- Washington Park Playground: Enjoy outdoor playtime at the extensive playground nestled within the region’s scenic park, perfect for kids to burn off some energy.
- Portland Japanese Garden: Experience tranquility and cultural beauty on a family stroll through the lush landscapes and serene settings of this renowned garden nearby.
Adult Activities
- Explore the Portland Art Museum: Discover inspiring contemporary and indigenous art collections right in this vibrant city neighborhood, providing a culturally enriching experience for art enthusiasts.
- Enjoy a craft beverage tour: Sample local brews or artisanal coffee at nearby cafés and breweries, immersing yourself in the region's renowned craft beverage scene.
- Visit the local farmers' market: Experience the flavors of fresh, locally grown produce and handcrafted goods, perfect for leisurely weekend mornings and supporting regional vendors.
- Take a scenic walk through the neighborhood parks: Relax with a leisurely stroll in lush green spaces nearby, offering an ideal escape to unwind amid nature without leaving the area.
Ladd's Circles & Squares Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Neighborhoods: Take time to discover the unique character of the surrounding neighborhoods, which can enrich your experience in this vibrant part of Portland.
- Utilize Public Transportation: Make the most of the area's accessible transit options to navigate easily between popular spots and hidden gems without hassle.
- Book Early for Best Options: Secure your preferred rental here well in advance to enjoy a wider selection of comfortable accommodations that suit your needs and travel plans.
- Connect with Local Hosts: Engage with your rental owner to get insider tips on the region, ensuring you uncover authentic experiences during your stay.
Transportation Options
- Public Transit (TriMet MAX Light Rail): You can easily connect to Portland’s extensive transit system from here, making it convenient to explore the city without a car.
- Bus Services: Local bus routes provide accessible and affordable transportation options within the area and surrounding neighborhoods.
- Taxi and Rideshare Services: Taxis and rideshare companies like Uber and Lyft operate regularly in this region, offering quick and reliable door-to-door service.
- Walking and Biking: The area is pedestrian-friendly with well-maintained sidewalks and bike lanes, ideal for exploring at your own pace.
Local Customs Options
- Respect for Local Art and Architecture: You will find that appreciating the unique design elements in this neighborhood, such as its distinctive circles and squares, is a common custom among residents and visitors alike.
- Supporting Small and Local Businesses: It is customary here to prioritize shopping at locally owned stores and dining at neighborhood cafes, which helps sustain the area's vibrant community vibe.
- Environmental Consciousness: Borrowing eco-friendly habits like recycling and minimizing waste is a valued practice embraced by those exploring the region’s innovative urban spaces.
- Community Engagement: Participating in neighborhood events and respecting quiet hours are important customs that foster harmonious living and visiting in this area.
Frequently Asked Questions About Ladd's Circles & Squares Rentals by Owner
1. What are the top vacation rentals in Ladd's Circles & Squares?
There are a lot of options in Ladd's Circles & Squares. If you plan on staying in the Ladd's Circles & Squares area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ladd's Circles & Squares:
- Exquisite Historic Suite Close to Downtown 14-21673
- Pet friendly apartment with covered patio and fenced-in yard.
- Lovely Apartment In The Heart Of Sellwood- Moreland
- Quaint private cottage apt. in highly desirable area, close to everything
- Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
- Stylish Craftsman in the Heart of PDX
- Tranquil Reed Retreat: 2-Bedroom Apartment with Private Patio
- Luxury Private Apartment - Kitchen, Washer & Dryer, Sleeps 4, Prime Location!
- PDX Eco Cottage Guesthouse
- PDX Urban Barn Guesthouse near culinary rich Division St.
2. How many Rentbyowner vacation rentals are available in Ladd's Circles & Squares?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1197 in the Ladd's Circles & Squares 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 Ladd's Circles & Squares.
3. What is the cancellation policy for a rental by owner in Ladd's Circles & Squares?
4. How do I confirm my booking with an owner in this neighborhood?
5. Are there any house rules I should be aware of before booking?
6. What amenities are typically included in rentals here?
7. How can I communicate with the owner if I have questions about my stay?
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