Discover Your Ideal Ladd's Circles & Squares Vacation Rentals for a Memorable Portland, Oregon Stay
Discover Your Perfect Ladd's Circles & Squares Vacation Homes
Best Vacation Homes in Ladd's Circles & Squares
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Why Choose Rent By Owner for your Ladd's Circles & Squares Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Ladd's Circles & Squares Vacation Rentals
Where are the best neighborhoods to stay in Ladd's Circles & Squares?
When exploring neighborhoods to stay in Portland, Oregon, Ladd's Circles & Squares offers a unique blend of historic charm and vibrant community life. Located centrally within the city, this area provides convenient access to diverse local amenities and authentic Portland experiences. Choosing a vacation rental here means immersing yourself in a neighborhood known for its welcoming atmosphere and distinctive character. Whether you're seeking a peaceful retreat or an active base for exploring Portland, Ladd's Circles & Squares is an excellent choice for your next visit.
Downtown Portland
Staying near the heart of this destination offers easy access to vibrant city life, cultural attractions, and a variety of dining options that capture the essence of the region.
View 388+ Rentals in Downtown PortlandPearl District
This trendy neighborhood features modern amenities and boutique shopping, making it an ideal spot for those seeking both style and convenience during their visit.
View 50+ Rentals in Pearl DistrictLloyd District
Here, you’ll find a lively atmosphere with excellent transit connections and entertainment venues, perfect for exploring the dynamic side of the area.
View 31+ Rentals in Lloyd DistrictNorthwest Portland
Known for its charming streets and diverse eateries, this neighborhood provides a relaxed yet vibrant environment for your stay.
View 224+ Rentals in Northwest PortlandAlphabet Historic District
Rich in history and character, this district offers a unique blend of historic charm and modern culture, ideal for exploring the city's roots.
View 114+ Rentals in Alphabet Historic DistrictParkrose
Situated to the northeast, this area serves as a gateway to outdoor adventures and provides a quieter setting for a comfortable stay.
View 58+ Rentals in ParkroseTanasbourne
Located just outside the city center, Tanasbourne is known for its extensive shopping and accessible location for those wanting a suburban feel.
View 28+ Rentals in TanasbourneSellwood-Moreland
With its historic homes and quaint streets, this neighborhood offers a peaceful retreat while still being close to the area's main attractions.
View 43+ Rentals in Sellwood-MorelandBest Times to Visit Ladd's Circles & Squares
When should you plan your Vacation Rentals stay?
Finding the ideal time to visit allows you to enjoy the local charm and vibrant atmosphere here, ensuring your stay in this destination aligns perfectly with your travel plans.
Peak Season Highlights
Summer (June to August)
During the peak summer months, this destination experiences warm weather and longer daylight hours, making it ideal for exploring outdoor attractions and enjoying pleasant evenings in the area.
Fall (September to November)
The early fall season offers mild temperatures and vibrant foliage, perfect for sightseeing and relaxing in your vacation rentals while enjoying the region’s scenic beauty.
Off-Season Highlights
Winter (December to February)
Winter brings cooler temperatures, but this quieter time allows you to experience the region’s cozy atmosphere and less crowded vacation rentals.
Spring (March to May)
In early spring, the area begins to blossom with mild weather, providing a peaceful setting for those seeking a more relaxed visit before the busy summer season begins.
Weekly Weather Forecast for Ladd's Circles & Squares
How to Book Your Ladd's Circles & Squares Vacation Rental Home
What's our booking process?
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Explore and book the perfect rental in Ladd's Circles & Squares
Common Vacation Rentals 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 perfect for relaxing after exploring the neighborhood
- Benefit from access to well-maintained gardens or green spaces within walking distance
- Take advantage of outdoor dining areas ideal for savoring local cuisine under the stars
- Make use of parking facilities that accommodate your vehicle securely during your stay
- Experience outdoor amenities like barbecue grills for cookouts with family and friends
- Relax in shaded outdoor seating areas designed for enjoying the pleasant climate here
- Utilize nearby walking or biking paths to explore the vibrant surroundings at your own pace
Top Attractions Around Ladd's Circles & Squares
What attractions are nearby?
Within this charming neighborhood, you can enjoy easy access to local parks, vibrant community events, and charming eateries that capture the unique spirit of Portland’s lively scene.

Family Activities
- Portland Children's Museum: Engage your family in interactive exhibits and hands-on activities that nurture creativity and curiosity in the area's family-friendly museum.
- Oregon Museum of Science and Industry (OMSI): Explore engaging science exhibits, live demonstrations, and an impressive planetarium that captivates visitors of all ages here in the region.
- Portland Japanese Garden: Experience tranquility and cultural enrichment as you stroll through this serene garden, offering a peaceful retreat for families seeking outdoor activities.
- Forest Park Trails: Discover lush forest paths ideal for family hikes and nature walks, providing fresh air and scenic views close to the city.
Adult Activities
- Explore the Portland Art Museum: Immerse yourself in regional and contemporary art collections that showcase the vibrant culture of this destination.
- Discover local breweries and pubs: Enjoy tasting sessions at some of the area's renowned breweries, perfect for relaxing evenings in Portland's craft beer scene.
- Stroll through nearby parks and green spaces: Experience outdoor tranquility at popular spots like Laurelhurst Park or Mt. Tabor Park, offering scenic views and peaceful retreats.
- Visit the Portland Saturday Market: Browse handcrafted goods and local fare at this bustling market, ideal for a leisurely day in the region.
Ladd's Circles & Squares Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Neighborhood: Take time to walk around and discover the unique local shops and eateries that define this vibrant area.
- Maximize Your Outdoor Experience: Utilize nearby parks and outdoor spaces to enjoy the region's natural beauty and relax during your stay.
- Plan Your Transportation: Consider bike rentals or public transit options available locally to navigate easily and immerse yourself in the area's surroundings.
- Engage with the Community: Attend local events or markets to connect with residents and gain authentic insights into the destination.
Transportation Options
- Portland Streetcar: This convenient urban transit option offers easy access to the area's key attractions and neighborhoods within the region.
- Public Bus Service: The extensive bus network connects you seamlessly around here, making local travel straightforward and budget-friendly.
- Bike Rentals: With dedicated bike lanes and scenic routes nearby, cycling provides a flexible way to explore this destination at your own pace.
- Rideshare Services: Popular ride-hailing apps operate reliably here, offering quick transportation for trips within the neighborhood and beyond.
Local Customs Options
- Community Gatherings: Residents often participate in neighborhood potlucks and local events that foster a strong sense of community here.
- Respect for Green Spaces: There is a local custom of maintaining cleanliness and respecting the nearby parks, reflecting the area's commitment to sustainability.
- Local Art Appreciation: Supporting and displaying public art pieces is a cherished tradition, showcasing the area's vibrant creative spirit.
- Eco-Friendly Practices: Many locals embrace environmentally conscious habits like recycling and biking, aligning with the region’s eco-awareness ethos.
Frequently Asked Questions About Ladd's Circles & Squares?
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.
- Peaceful Garden Cottage, Close to Mt. Tabor Park & Downtown Bus
- 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
- Historic Vista Cottage- Portland Heights -Featured in the Oregonian
- Tranquil Reed Retreat: 2-Bedroom Apartment with Private Patio
- Stunning Portland Condo: Parking, River & Dining
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 1698 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 vacation rentals in Ladd's Circles & Squares?
4. Are there any house rules or restrictions I should be aware of when booking a vacation rental here?
5. How do I find the most suitable vacation rental in this area for my travel dates?
6. What amenities are typically included in vacation rentals in Portland’s Ladd's Circles & Squares neighborhood?
7. Who should I contact if I encounter issues during my stay or need further assistance with my reservation?
Best Vacation Homes in Ladd's Circles & Squares
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