Pioneer Square vacation rentals

We found 692 vacation rentals — enter your dates for availability

Discover a selection of 7 apartments and other vacation rentals in Pioneer Square that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the amenities you need and want for your stay, which might include a garden and hot tub. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Pioneer Square

Showing deals for:Jul 17 - Jul 24

Image gallery for Stylish Historical Central Urban Oasis

Room
9.6 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)

Stylish Historical Central Urban Oasis

Seattle

9% off
Price is $279
$1,953 for 7 nights
All fees included
Stylish Historical Central Urban Oasis

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Find out more about Pioneer Square

Why visit Pioneer Square

  • Historic Landmarks: Discover the charm of Pioneer Square's cobblestone streets and iconic sites like the Smith Tower.
  • Occidental Square: Enjoy family-friendly activities and outdoor experiences in this vibrant urban park.
  • Cultural Hub: Explore nearby art museums and cultural attractions that showcase Seattle's rich history.
  • Walkable Neighborhood: Stroll through charming streets filled with loft apartments and a friendly atmosphere.
  • Diverse Accommodations: Find the perfect place to stay, from cozy vacation homes to stylish apartments.

Popular types of accommodation around Pioneer Square

Planning a trip to Pioneer Square? The excitement begins with selecting your perfect accommodation. This vibrant neighborhood offers a range of options, from cozy houses to stylish apartments and condos. Whether you’re searching for spacious two-bedroom apartments or charming one-bedroom rentals, you'll find the ideal place to unwind after exploring the area. Dive into the possibilities and discover your perfect Pioneer Square apartment rental today.

  • Houses: The top choice for visitors to Pioneer Square, offering spacious and comfortable accommodations perfect for families or groups.
  • Apartments: A popular option for travelers seeking convenience and a home-like atmosphere in the heart of the city.
  • Condos: Our third most favored choice, providing modern amenities and often stunning views of the Seattle skyline.
  • Cottages: A charming option that offers a cozy, intimate setting for a relaxing getaway.
  • Cabins: Ideal for those looking to connect with nature while enjoying a rustic retreat just outside the city.**

Top attractions near Pioneer Square

Pioneer Square in Seattle offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can explore highlights such as Occidental Square, the historic cobblestone streets, and the iconic Smith Tower. With attractions like urban parks, art museums, and medical centers nearby, Pioneer Square caters to those seeking cultural experiences and fun for the whole family. It's the perfect starting point to enjoy the vibrant city atmosphere and rich history of Seattle.

  • Seattle Waterfront: A vibrant harbor just 0.4 miles from Pioneer Square, the Seattle Waterfront offers stunning views and a relaxing beach atmosphere, perfect for leisurely strolls and local seafood dining.
  • Space Needle: Located 2 miles away, this iconic modern tower provides spectacular panoramic views of the city and surrounding mountains, embodying the essence of Seattle's innovative spirit.
  • Seattle Center: Also 2 miles from Pioneer Square, this urban park is a family-friendly destination featuring art, culture, and outdoor activities, making it ideal for visitors of all ages.

Things to do recommended for couples

Looking for a romantic getaway in Seattle? Explore the luxurious vibes at Sand Point Country Club, Glendale Country Club, and Meridian Valley Country Club, all offering beautiful scenery and intimate settings just a short drive from Pioneer Square. Perfect for creating lasting memories together.

Things to do recommended for families

Families visiting Pioneer Square can explore the historic underground tour, enjoy a fun ride on the Seattle Great Wheel, and visit the nearby Museum of Pop Culture, which offers interactive exhibits and engaging activities for kids of all ages.

Things to do recommended for groups

Explore the historic Pioneer Square with a guided walking tour, visit the local art galleries, or enjoy a group meal at one of the trendy restaurants. Don't miss the Underground Tour to discover Seattle's hidden history and unique architecture.

*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 Pioneer Square

When traveling with a group, family, or pets, or if you're seeking extended stays, be sure to filter your options based on your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pioneer Square with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Pioneer Square with young kids: Traveling with little ones can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you should think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pioneer Square: For many, a family vacation is not truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Pioneer Square: If you're searching for vacation rentals that offer 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 features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Pioneer Square

Pioneer Square is a vibrant neighborhood in Seattle, perfect for family outings and urban exploration. Here, you can stroll through charming streets lined with loft apartments and enjoy a friendly atmosphere. Nearby neighborhoods offer a mix of scenic views and business hubs, all within a walkable downtown. Experience the local culture, friendly people, and family-friendly activities that make this area a delightful destination for any traveler.

  • Seattle: Seattle is a vibrant city known for its stunning natural scenery and rich cultural heritage. As the birthplace of grunge music and home to the iconic Space Needle, visitors can explore diverse neighborhoods, enjoy waterfront views, and experience a thriving arts scene. Key attractions include Pike Place Market, where you can find fresh produce and unique crafts, and the Seattle Art Museum. Outdoor enthusiasts will appreciate the nearby mountains and water activities, making Seattle a well-rounded destination for city adventurers and nature lovers alike.
  • Downtown Seattle: Located just 0.6 miles from Pioneer Square, Downtown Seattle pulsates with energy and excitement. This bustling neighborhood features a mix of shopping, dining, and entertainment options. Key highlights include the famous Pike Place Market and the Seattle Great Wheel, which offers stunning views of the waterfront. Families can enjoy the Seattle Aquarium or take a stroll through the Olympic Sculpture Park. With its urban charm and proximity to landmarks, Downtown Seattle is perfect for those looking to immerse themselves in city life.
  • International District: Situated only 0.3 miles from Pioneer Square, the International District is a cultural gem in Seattle. Known for its rich Asian heritage, visitors can explore a variety of authentic restaurants, shops, and markets. Highlights include the Wing Luke Museum, which showcases the history and culture of the Asian Pacific American community, and the bustling Uwajimaya grocery store. The district also hosts colorful festivals and events, making it a lively spot for families and culture enthusiasts seeking an immersive experience.

Best time to go to Pioneer Square

If you're planning a trip to Pioneer Square, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.3°F (4.6°C)Light RainMostly CloudyModerately LowSlightly Low
February40.5°F (4.7°C)Light RainMostly CloudyModerately LowSlightly Low
March43.9°F (6.6°C)Light RainMostly CloudyModerately LowSlightly Low
April48.6°F (9.2°C)Light RainMostly CloudyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June61.0°F (16.1°C)Light RainMostly SunnyModerately HighSlightly High
July67.1°F (19.5°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
August67.5°F (19.7°C)No Rain (Dry)SunnyModerately HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October52.7°F (11.5°C)Light RainMostly SunnyAverageAverage
November44.2°F (6.8°C)Light RainMostly CloudyAverageAverage
December39.2°F (4.0°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you eager to save on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can take advantage of substantial savings by opting for an extended stay. To discover a Vrbo property that aligns with your budget, simply use our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides you with a convenient platform to plan new trips, manage your existing plans, and keep track of your bookings. You can easily view your saved or booked properties, which are categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Pioneer Square?
In Pioneer Square, apartments are the most popular type of vacation rental, with several available in this historic neighborhood. These apartments typically feature modern amenities such as fully equipped kitchens, cozy living areas, and access to communal spaces. Being situated near iconic landmarks like the Pioneer Square Park and the Seattle Waterfront, these rentals provide a convenient base for exploring the vibrant arts scene and local dining options.
How much does it cost to rent a vacation home in Pioneer Square?
Prices for vacation rentals in Pioneer Square vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pioneer Square to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pioneer Square vacation house rentals?
You can find great discounts on house rentals in Pioneer Square on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Pioneer Square?
In Pioneer Square, travelers can expect a range of popular rental amenities that enhance their stay. Many vacation rentals include fully equipped kitchens, allowing guests to prepare their own meals. Additionally, units often feature balconies or patios, providing a lovely outdoor space to relax and enjoy the vibrant setting of the neighborhood. For those who enjoy cooking, amenities like blenders are commonly available. Free WiFi is also a standard offering, ensuring guests can stay connected during their visit.
Can I find family house rentals in Pioneer Square?
In Pioneer Square, Washington, there are several family-friendly house rentals available, making it an excellent choice for those traveling with children. This historic neighborhood is known for its picturesque streets and charming architecture, providing a special environment for family gatherings. Many of these homes typically offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces where kids can play or enjoy the fresh air.

Visitors to Pioneer Square will also appreciate the proximity to various attractions. The Seattle Waterfront and the iconic Pike Place Market are just a short walk away, offering endless options for dining, shopping, and exploration. Additionally, families can easily access parks and cultural sites, enhancing the overall experience.
Can I rent a vacation home with a pool or hot tub in Pioneer Square?
In Pioneer Square, Washington, there are several vacation homes available for rent that feature pools and hot tubs, making it an attractive option for travelers seeking relaxation during their stay. This historic neighborhood, known for its charming brick buildings and vibrant arts scene, offers a mix of amenities in these properties. Expect to find homes with private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, ideal for entertaining or unwinding after a day of exploring the local sights.
Are there any Pioneer Square vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pioneer Square with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Pioneer Square?
In Pioneer Square, travelers will find several pet-friendly vacation rentals available, making it a great option for those looking to explore the area with their furry companions. Many of these rentals offer modern amenities such as fully equipped kitchens, spacious living areas, and easy access to local attractions. The neighborhood is rich in history and culture, featuring charming brick buildings and a vibrant arts scene.

Additionally, Pioneer Square is conveniently located near several parks where pets are welcome, such as Occidental Park, which offers green spaces and walking paths. This allows for enjoyable outings with pets right outside your door. The area's proximity to waterfront views and various dining options also enhances the experience for travelers.
Can I find long-stay vacation rentals in Pioneer Square?
A long-stay vacation rental in Pioneer Square is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Pioneer Square for a vacation rental?
The best time to visit Pioneer Square for a vacation rental is during the peak season from May to July, with July being particularly popular. This vibrant period attracts a diverse crowd of travelers eager to explore the historic charm of this area, enjoy outdoor festivals, and take advantage of the pleasant weather.

During these months, you can expect temperatures ranging from the mid-50s to low 80s Fahrenheit, creating ideal conditions for sightseeing and leisurely strolls along the picturesque streets. The lively option is complemented by numerous events, including art walks and outdoor markets, making it a great time for those looking to immerse themselves in the local culture.

If you're seeking a more budget-friendly experience, consider visiting in November. This month offers a quieter vibe, allowing for a more intimate exploration of Pioneer Square's unique architecture and local shops, all while enjoying the crisp autumn air.
Are there any remote work vacation rentals in Pioneer Square?
In Pioneer Square, Washington, there are several vacation rentals that cater to remote work needs, making it a suitable area for those looking to combine work and leisure. Many of these rentals offer essential amenities such as free Wi-Fi, both in-room and in public areas, ensuring that you can stay connected while enjoying your stay. Additionally, some properties may provide access to convenient services like limo or town car options for easy transportation around the city.

The historic charm of Pioneer Square, with its cobblestone streets and vibrant art scene, adds to the experience. Travelers can expect accommodations that feature comfortable workspaces, allowing for productivity amidst a backdrop of cultural attractions. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Pioneer Square vacation rental?
Book your Pioneer Square vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Pioneer Square, Washington, United States of America?
In Pioneer Square, visitors can immerse themselves in the rich history and vibrant culture of Seattle. The area is known for its stunning Romanesque architecture, with landmarks like the iconic Smith Tower, which offers panoramic views of the city from its observation deck. Nearby, the Pioneer Square Park provides a lovely green space to relax and enjoy local art installations.

Art enthusiasts will appreciate the numerous galleries and studios that showcase local talent, while food lovers can explore the many cafes and restaurants that offer a variety of culinary delights. The underground tour, which delves into Seattle's history and its hidden underground passages, is a must-see attraction for those looking to understand the city's past.

Additionally, the nearby Waterfront area offers easy access to the Seattle Aquarium and the bustling Pike Place Market, where visitors can find fresh produce, local crafts, and the famous fish-throwing vendors.
Can I change or cancel my Pioneer Square home rental booking on Vrbo?
To find Pioneer Square vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Pioneer Square vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
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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