Vacation rentals near Jamison Square

We found 1,717 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals close to Jamison Square that can be your home away from home. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you expect for your stay, which might include parking and a garden. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Jamison Square

Showing deals for:Jul 10 - Jul 17

Image gallery for Cozy Modern Farmhouse, King bed, great yard, pets!

Living area
10 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)

Cozy Modern Farmhouse, King bed, great yard, pets!

Milwaukie

18% off
Price is $468
$3,276 for 7 nights
All fees included
Cozy Modern Farmhouse, King bed, great yard, pets!

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Find out more about Jamison Square

Why visit Jamison Square

  • Family-friendly activities: Jamison Square features fun playgrounds and picnic spots, perfect for families and friends.
  • Urban parks: Enjoy the beautiful greenery and inviting grassy areas, ideal for relaxation and outdoor activities.
  • Local shopping: Explore unique local shops that showcase the charm and character of the community.
  • Diverse accommodations: Choose from a variety of rentals, including vacation homes and condos with excellent amenities.
  • Cultural experiences: Engage in nearby cultural events and activities that reflect Portland's vibrant spirit.

Popular types of accommodation around Jamison Square

Planning a getaway to Jamison Square? The excitement begins with selecting your perfect accommodation. Here, you'll find a variety of popular options including houses, apartments, and condos. Many rentals boast enjoyable amenities like outdoor pools, serene lawn areas, and inviting pool fountains. Plus, convenient public restrooms make your stay even more comfortable. Dive into your vacation with the ideal home base in Jamison Square.

  • Houses: These are the top choice for travelers seeking a spacious and comfortable stay near Jamison Square, ideal for families or groups.
  • Apartments: A popular option for solo travelers and couples, offering convenience and a local feel while enjoying the city.
  • Condos: Perfect for those wanting modern amenities and a home-like atmosphere, condos provide a great balance of comfort and location.
  • Cottages: This charming option is ideal for a quaint and cozy getaway, blending comfort with a touch of rustic charm.
  • Villas: Offering luxury and space, villas are perfect for travelers seeking an upscale experience in Jamison Square.**

Top attractions near Jamison Square

Jamison Square in Portland, Oregon, offers a delightful mix of attractions including urban parks, modern colleges, and event venues. Visitors can enjoy cultural experiences, family-friendly activities, and beautiful picnic spots. Don’t miss out on Jamison Park and nearby water parks, as well as fun indoor playgrounds, making it a perfect destination for travelers seeking variety and excitement in the heart of the city.

  • Oregon Convention Center: This prominent event venue, located 0.9 miles from Jamison Square, features modern architecture and hosts a variety of conferences and exhibitions, providing a vibrant business atmosphere.
  • Oregon Health and Science University: Situated 2 miles away, this cutting-edge institution offers a glimpse into advanced medical education and research, embodying a dynamic city vibe that encourages innovation.
  • Tom McCall Waterfront Park: Just 1 mile from Jamison Square, this scenic urban park is perfect for families, offering outdoor activities, stunning river views, and a lively atmosphere ideal for relaxation and recreation.

Things to do recommended for couples

For a romantic getaway in Portland, start with a concert at McMenamins Crystal Ballroom, just 0.5 miles away. Enjoy breathtaking views on the Portland Aerial Tram, 2 miles from Jamison Square, and savor exquisite wines at Abbey Creek Winery, located 0.6 miles away, perfect for couples.

Things to do recommended for families

Your family will have a blast at the nearby Moda Center, just 0.7 miles away, where you can catch exciting sports events. Experience the fun at Ground Kontrol Classic Arcade, only 0.5 miles away, or unwind in the serene Delta Park West, 5 miles from Jamison Square.

Things to do recommended for groups

Explore the vast selection at Powell's City of Books, just 0.4 miles from Jamison Square. Enjoy shopping and entertainment at the Lloyd Center, 1 mile away, or immerse yourself in a show at the Keller Auditorium, also 1 mile distant, perfect for culture and family fun.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Jamison Square

When you're planning a trip—whether with friends, family, pets, or for an extended stay—be sure to apply the right filters to meet your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Jamison Square with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Jamison Square with young kids: Traveling with little ones can be difficult. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Jamison Square: For many, a family vacation wouldn't feel complete without their furry companions. If you relate to this, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with food bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Jamison Square: If you're in search of vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Jamison Square

Jamison Square in Portland, Oregon, offers a delightful blend of urban charm and friendly vibes. As you explore the area, you’ll find ample greenery, fun playgrounds, and inviting grassy areas perfect for family outings or romantic picnics. Local shops abound, providing unique finds and a taste of the community. This pleasant neighborhood is ideal for adventure seekers and those looking to relax, making it a must-visit destination for every traveler.

  • Portland: As the largest city in Oregon, Portland is known for its vibrant culture and diverse neighborhoods. Jamison Square, located within the city's heart, offers a unique blend of family-friendly activities and business opportunities. Visitors can enjoy a wide range of attractions, including renowned arena events, educational venues, and a variety of shopping experiences. Must-see local landmarks include the bustling sports facility stadium and event conference venues that host various events throughout the year. Portland's rich arts scene, beautiful parks, and eco-conscious ethos make it a delightful destination for all types of travelers.
  • Downtown Portland: Located approximately 1 mile away from Jamison Square, Downtown Portland is a hub of entertainment and urban life. This vibrant neighborhood appeals to families and entertainment seekers alike, featuring a plethora of theaters, educational institutions, and lively arena entertainment options. Local attractions such as the iconic stadium and sports facility stadium create an exciting atmosphere for visitors. The walkable streets are lined with shops, restaurants, and cultural experiences, making it easy to explore and enjoy everything this dynamic area has to offer.
  • Pearl District: Nestled around Jamison Square, the Pearl District is a trendy neighborhood known for its artistic charm and family-friendly environment. This area is a shopping paradise, boasting a mix of unique boutiques, galleries, and educational venues. The local landmarks, including the nearby stadium and flourishing town neighborhood, enhance the area's appeal. The Pearl District is perfect for those seeking a blend of business and leisure, with its vibrant atmosphere inviting visitors to explore its many parks, eateries, and cultural events.

Booking with Vrbo is a breeze

Planning your next getaway and want to save some money? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking an extended stay for even greater savings. To discover a Vrbo rental that suits your budget, take advantage of our filters to sort by price, location, and rental type. We're here to help you find the perfect accommodation for your needs.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. It's rewarding to take on the planning role. By enrolling in our travel rewards program, One Key, you can immediately access exclusive member savings and accumulate OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform for planning your adventures. You can easily create new trips, continue from where you last stopped, or review and organize your travel plans. All the properties you’ve saved or booked are neatly categorized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best vacation rentals near Jamison Square?
The best vacation rentals near Jamison Square are primarily located in the vibrant Pearl District of Portland, Oregon. You will find a great selection of properties, including numerous apartments and private vacation homes, offering convenient access to the square and surrounding city attractions. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties that are still close to the best vacation rentals near Jamison Square.

Many rentals in this area are ideal for urban explorers or guests traveling with pets, as many properties permit pets and service animals. Look for properties with amenities such as a deck or patio to enjoy the city atmosphere or a travel crib for those with young children.
Are there any cheap vacation rentals near Jamison Square?
There are several affordable vacation rentals near Jamison Square, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $110 per night in the Pearl District. Some stays might offer good deals in May and June during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as WiFi, toiletries, and self-parking, and can range from cozy studio properties to modest family homes, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Jamison Square while keeping costs down.
What are the best pet-friendly vacation rentals near Jamison Square?
There are over 200 pet-friendly vacation rentals near Jamison Square, primarily found in the Pearl District and surrounding areas of Portland. These properties, including private homes and apartments, often feature amenities such as kitchens, Wi-Fi, and comfortable living spaces. Many offer additional conveniences for pets like private decks or easy outdoor access, ensuring a pleasant stay for both guests and their animal companions.

When searching for the best pet-friendly vacation rentals near Jamison Square, remember to review specific house rules, pet size restrictions, and any associated fees. Jamison Square itself welcomes pets, offering open green areas for them to enjoy.
What are the top vacation rentals with pools near Jamison Square?
There are approximately 20 vacation rentals near Jamison Square that feature swimming pools. These properties primarily consist of condos and a few private vacation homes, offering both shared community pools and private options, including heated and indoor pools. These rentals are concentrated within the Pearl District, providing convenient access to Jamison Square. Many of these homes come equipped with standard amenities such as kitchens and Wi-Fi, making them suitable for guests, including families or groups, seeking a comfortable stay.

When selecting your rental, consider whether a private pool for seclusion or a shared pool with potential access to additional facilities like hot tubs better suits your needs. For stays during cooler months, properties with heated or indoor pools are excellent choices. Always check availability for your preferred dates, especially during peak seasons, to ensure a seamless reservation.
What are the best family vacation rentals near Jamison Square?
There are over 330 family-friendly vacation homes in the Pearl District area surrounding Jamison Square, offering ample space and comfort for groups of all sizes. These rentals often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. With such a wide selection, you can find stays with outdoor play areas or yards where kids can play, WiFi for downtime, and washer/dryers to handle laundry during the trip.

When choosing the best fit for your family, focus on properties where adults and kids each have space to unwind, and look for homes with practical amenities like well-equipped kitchens to save on dining out. Staying nearby means less travel time each day and more time enjoying the surroundings.
Are there any luxury vacation rentals near Jamison Square?
Near Jamison Square, guests can find several luxury vacation rentals that combine urban convenience with modern comfort. These properties often feature amenities such as private pools, heated pools, designer toiletries, premium bedding, and scenic mountain views. Many homes also include fireplaces and air conditioning for ultimate comfort.

These stays are ideal for families or larger groups, offering amenities like private pools and efficient heating and cooling. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Jamison Square?
Vacation rentals near Jamison Square offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties, typically apartments, start around $110 per night, providing an affordable option with essential amenities. Mid-range rentals, including private homes, are generally around $150 per night, offering more space and comfort. For those seeking a more upscale experience, luxury options can cost $165 or more per night, often featuring premium amenities or prime locations.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
Where should I stay when visiting Jamison Square?
When planning your stay near Jamison Square, consider the surrounding areas for their distinct offerings.

The Pearl District, where Jamison Square is located, is an excellent choice for those seeking to be in the heart of the action. Properties here provide immediate access to art galleries, boutiques, and a variety of dining establishments, all within a pleasant walking distance of Jamison Square.

Just to the east, the Downtown Portland area offers a wide array of homes that keeps you close to the city's central business district, cultural institutions, and additional shopping opportunities. Many properties in this area are a short walk or streetcar ride from Jamison Square, making it a convenient base for urban exploration.

Across the Willamette River, the Inner Eastside neighborhoods, such as Buckman or Kerns, offer a different charm. These areas feature properties that are a short drive or public transit ride from Jamison Square, providing a more residential feel with access to unique local eateries and parks.
What is the cheapest month to stay near Jamison Square?
The cheapest time to find vacation rentals near Jamison Square is typically during the late Spring (May to June), excluding any major local festivals or events that might occur during these months. May is frequently the single cheapest month, often providing lower rates and better deals on properties. Guests can often find various savings during these months, along with greater availability of vacation rentals.
Are there any monthly vacation rentals near Jamison Square?
Vrbo offers excellent options for monthly vacation rentals near Jamison Square, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Jamison Square.
Are there any last-minute vacation rentals near Jamison Square?
Vrbo makes it simple to find last-minute vacation rentals near Jamison Square that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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