Discover Your Perfect Jamison Square Vacation Homes

Best Vacation Homes in Jamison Square

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10.0 (7 Reviews)
Apartment
Doyle Lovejoy
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.6 (123 Reviews)
Bed & Breakfast
Bluebird Guesthouse
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
View Availability

Why Choose Rent By Owner for your Jamison Square 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 Jamison Square Vacation Rentals

Where are the best neighborhoods to stay in Jamison Square?

When planning your stay in Portland, Oregon, exploring the neighborhoods around Jamison Square offers a unique opportunity to experience the city’s vibrant local culture. Situated close to the heart of the city, this area provides easy access to diverse dining options, boutique shops, and outdoor green spaces. Whether you prefer a lively neighborhood with plenty of activity or a more tranquil setting, finding the right vacation rental nearby ensures an authentic Portland experience. Choose a location that complements your travel style and enjoy seamless convenience during your visit to this dynamic part of Oregon.

Downtown Portland

Located at the heart of the region, this area offers easy access to the city's vibrant business district and cultural attractions, making it an ideal choice for exploring Portland's dynamic urban scene.

View 375+ Rentals in Downtown Portland

Pearl District

Known for its chic boutiques and trendy eateries, this neighborhood provides a stylish setting close to the downtown core, perfect for experiencing Portland’s modern lifestyle.

View 67+ Rentals in Pearl District

Lloyd District

This bustling district features convenient transit options and proximity to major sporting venues, making it suitable for travelers seeking lively entertainment in the city.

View 30+ Rentals in Lloyd District

Northwest Portland

With its charming streets and local shops, this neighborhood offers a relaxed atmosphere while still providing easy access to the city's key attractions.

View 243+ Rentals in Northwest Portland

Alphabet Historic District

Rich in history and character, this area boasts beautifully preserved architecture and a welcoming vibe, ideal for those looking to immerse themselves in Portland’s heritage.

View 118+ Rentals in Alphabet Historic District

Parkrose

Situated on the outskirts, this neighborhood offers a quieter stay with convenient transportation options to the city's main sites for a balanced visit.

View 58+ Rentals in Parkrose

Tanasbourne

Located in nearby Hillsboro, this area features shopping centers and modern amenities, making it a practical base for exploring the broader Portland region.

View 27+ Rentals in Tanasbourne

Sellwood-Moreland

Known for its historic charm and scenic parks, this neighborhood provides a cozy retreat with easy access to Portland’s outdoor and cultural attractions.

View 39+ Rentals in Sellwood-Moreland

Best Times to Visit Jamison Square

When should you plan your Vacation Rentals stay?

To make the most of your stay here, consider visiting during the shoulder seasons when the area's climate is most pleasant and the vibe is relaxed, ensuring your chosen vacation rental offers a truly memorable experience in this vibrant destination.

Peak Season Highlights

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Summer (June to August)

During the summer months, the area experiences warm weather ideal for outdoor activities and enjoying local events.

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

This season brings mild temperatures and vibrant foliage, perfect for exploring the region's natural beauty and attractions.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 50°F

Off-Season Highlights

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Winter (December to February)

The colder months see fewer visitors, offering a quieter experience with crisp air and occasional rainfall.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 35°F to 40°F
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Spring (March to May)

As flowers bloom, the weather warms up gradually, making it an excellent time for those seeking fewer crowds and pleasant days.

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

Weekly Weather Forecast for Jamison Square

How to Book Your Jamison Square 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 Jamison Square

More Top-Rated Vacation Rentals in Jamison Square 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

  • Enjoy access to a charming outdoor seating area, perfect for relaxing and unwinding amidst the scenic surroundings.
  • Take advantage of communal BBQ grills available, ideal for outdoor dining with friends or family.
  • Benefit from well-maintained shared gardens that offer a peaceful retreat in this vibrant part of Portland.
  • Make use of outdoor picnic spots, providing a convenient space for casual meals outdoors.
  • Explore nearby walking paths and trails accessible from your rental, perfect for outdoor enthusiasts.
  • Discover outdoor recreational facilities such as playgrounds or fitness areas for active relaxation.
  • Utilize secure bike storage options if you plan to explore the region on two wheels.

Top Attractions Around Jamison Square

What attractions are nearby?

While staying nearby, you'll find a variety of activities to enjoy in the area, including exploring local parks and vibrant neighborhood events that showcase the best of Portland's culture and outdoor lifestyle.

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Family Activities

  • Playground at Jamison Square: Kids can enjoy hours of fun at this vibrant outdoor playground, perfect for family bonding in this lively neighborhood.
  • Interactive Water Feature: During warm days, the splash pad offers a refreshing way for children to cool off and have fun, making it a favorite among families.
  • Picnic in the Park: Pack a meal and relax on the lush green lawns surrounding the square, ideal for family picnics while soaking in the scenic city views.
  • Nearby Family-Friendly Cafés: Savor delicious treats at local cafés close to the area, giving you convenient options for a quick snack or casual meal with loved ones.
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Adult Activities

  • Enjoy the art installations and sculptures: Discover contemporary artworks integrated into the park's landscape, perfect for a leisurely stroll in this vibrant part of the city.
  • Attend lively outdoor events and festivals: Experience local culture by participating in community gatherings that frequently take place here during warmer months.
  • Relax at the picturesque park and fountain: Unwind by the iconic fountain and green spaces, making it an ideal spot for a peaceful afternoon in this popular destination.
  • Explore nearby boutique shops and cafes: Take a short walk to find charming eateries and unique stores that offer a taste of the region’s local flavor.

Jamison Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local attractions: Take advantage of the nearby parks and cultural spots to experience the vibrant atmosphere that makes this area unique.
  • Utilize public transportation: Make your stay convenient by using Portland's efficient transit options to easily access all parts of the city.
  • Book early for popular amenities: Secure your preferred vacation rentals in this neighborhood well in advance to enjoy the best features and locations.
  • Discover the neighborhood’s culinary scene: Sample locally-loved eateries and cafes around here to get a true flavor of the region’s diverse cuisine.

Transportation Options

  • Portland Streetcar: This convenient streetcar service connects you smoothly to the area's popular neighborhoods and attractions, making exploration effortless from your vacation rental.
  • Public Bus Transit: The extensive Portland bus network offers reliable transportation options throughout the region, so you can easily reach destinations within and beyond this destination.
  • Bike Rentals and Cycling Paths: Biking is a popular way to explore here, with numerous bike rental stations and dedicated cycling routes that allow you to enjoy the scenery at your own pace.
  • Rideshare Services: Companies like Uber and Lyft operate extensively in this area, providing quick and accessible transportation directly from your vacation rental to any desired location.

Local Customs Options

  • Respect for Public Art: Locals take pride in the neighborhood’s unique public art installations and expect visitors to appreciate and avoid damaging these community fixtures.
  • Community Gatherings: Participating in or observing local events and gatherings around the area is a valued tradition that enriches your experience of this vibrant destination.
  • Environmental Awareness: The region encourages eco-friendly practices, such as recycling and minimizing waste, especially when enjoying outdoor spaces like Jamison Square.
  • Local Dining Etiquette: Supporting nearby eateries with casual yet respectful dining manners helps you connect with the area's welcoming atmosphere and its residents' laid-back hospitality.

Frequently Asked Questions About Jamison Square?

1. What are the top vacation rentals in Jamison Square?

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

2. How many Rentbyowner vacation rentals are available in Jamison Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1816 in the Jamison Square 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 Jamison Square. 

3. What is the cancellation policy for booking a vacation rental near Jamison Square in Portland?

Cancellation policies vary depending on the specific property listing. It’s important to review the individual terms detailed in each rental's description or contact the host directly for clarification.

4. Are there any specific house rules I should be aware of when staying in a rental close to Jamison Square?

House rules are set by the property owner and can differ from one rental to another. Always read the rules listed on the property page and communicate with the host if you have any questions.

5. How do I find out about amenities available at a rental near Jamison Square?

Amenities are provided in each listing’s detailed description. To ensure the property meets your needs, review the amenities section carefully or contact the host for additional information.

6. What steps should I take to ensure a smooth check-in process at my Portland vacation rental?

Check-in procedures are outlined in the listing details. Many hosts offer self-check-in options; however, it’s best to contact the host beforehand to confirm arrival times and check-in instructions.

7. Is parking available at vacation rentals near Jamison Square in Portland?

Parking availability varies by property. Be sure to review the listing details or speak directly with the host to understand parking options and any potential fees before completing your reservation.

Best Vacation Homes in Jamison Square