Pioneer Square vacation rentals

We found 659 vacation rentals — enter your dates for availability
Scroll through and select from vacation rentals in Pioneer Square to find one that's 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.

Holiday rentals with weekly discounts - Pioneer Square

Showing deals for:Dec 11 - Dec 18

Interior
Living area
Living area
Dining
Exceptional
(5 reviews)

Stylish Home in the Heart of Seattle!

Seattle

5% off
CA $410
CA $3,724 total
Stylish Home in the Heart of Seattle!
Step into our exercise room and keep up with your routine during your vacation.
Step into a Pokémon wonderland with our modern and playful decor!
Enjoy a meal served on our themed Pokémon plates and bowls.
Roku Smart TV and vinyl record player for the ultimate entertainment experience.
Exceptional
(35 reviews)

Modern 2 Bedroom Belltown Condo w/ Free Parking

Seattle

10% off
CA $387
CA $3,613 total
Modern 2 Bedroom Belltown Condo w/ Free Parking
Welcome to Piet’s Perch! A third-floor walk-up just steps from the major sites.
enjoying a meal. (Especially if the glories of Pike Place Market inspire your inner iron chef!)
The Convention Center, Amazon and Microsoft offices are an easy walk away.
We hope you have a marvelous visit!
Exceptional
(41 reviews)

Chic flat. Trendy neighborhood. Walk to Pike Place Market.

Seattle

5% off
CA $170
CA $1,630 total
Chic flat. Trendy neighborhood. Walk to Pike Place Market.
Counter height table that will seat four.
Living area
Building lobby off of 1st Ave.
Interior
Exceptional
(289 reviews)

Modern 1 BR Quiet Condo in Seattle center, pool and fitness, FREE parking

Seattle

5% off
CA $214
CA $2,044 total
Modern 1 BR Quiet Condo in Seattle center, pool and fitness, FREE parking
Interior
Exterior detail
Room
Living area
Wonderful
(51 reviews)

Emerald City Pentouse

Seattle

10% off
CA $472
CA $4,377 total
Emerald City Pentouse
Open floor plan
Exterior
Stairs to upper level
Gas fire place
Exceptional
(195 reviews)

Newer Town Home in the Heart of the City

Seattle

10% off
CA $304
CA $2,927 total
Newer Town Home in the Heart of the City
Interior
Room
Private kitchen
Exterior detail
Exceptional
(57 reviews)

Stylish Historical Central Urban Oasis

Seattle

10% off
CA $206
CA $1,996 total
Stylish Historical Central Urban Oasis
Dining
Marina
Living area
Living area
Exceptional
(19 reviews)

Seattle's Heart in Belltown/4guest/Space Neddle view

Seattle

5% off
CA $301
CA $4,783 total
Seattle's Heart in Belltown/4guest/Space Neddle view
Fully stocked kitchen
Chihuly Garden & Glass at Seattle Center nearby
Relax outside in the quiet courtyard among nature.
Weight room on premise
Exceptional
(233 reviews)

Downtown, 2 BR,WATER VIEW. 98% Walk Score! FREE Parking, Pool, sauna,weight room

Seattle

10% off
CA $343
CA $3,177 total
Downtown, 2 BR,WATER VIEW. 98% Walk Score! FREE Parking, Pool, sauna,weight room

Find out more about Pioneer Square

Why visit Pioneer Square

  • Cultural richness: Discover historic sites and vibrant art museums that showcase Seattle's heritage.
  • Urban adventure: Enjoy the lively atmosphere filled with charming streets, delightful cafes, and friendly locals.
  • Convenient location: Pioneer Square is close to downtown Seattle, the waterfront, and the iconic Seattle Center.
  • Outdoor activities: Explore beautiful parks and engage in various outdoor pursuits suitable for all ages.
  • Variety of accommodations: Choose from a range of holiday rentals, including apartments and condos, to suit your needs.

Popular types of accommodation around Pioneer Square

Planning a visit to Pioneer Square? The excitement begins with selecting your ideal accommodation. Popular choices for holiday rentals in the area include private holiday homes, apartments, and condos. Enjoy the convenience of short-term rentals, complete with essential amenities like laundry facilities. Discover the perfect place to unwind and make the most of your stay in this vibrant Seattle neighbourhood.

  • Private Holiday Homes: These fully-equipped residences offer a home-like atmosphere for families or groups looking to enjoy a comfortable stay in Pioneer Square.
  • Apartments: Ideal for couples or solo travellers, these self-contained units provide convenience and a central location for exploring the area.
  • Condos: Offering modern amenities and often stunning views, these units are perfect for those seeking a stylish retreat during their visit.
  • Cottages: Quaint and charming, these smaller dwellings offer a cozy ambiance for a peaceful getaway.
  • Cabins: Nestled in nature, these rustic accommodations are great for those wanting a unique and tranquil experience.**

Top attractions near Pioneer Square

Pioneer Square in Seattle is perfect for families and those seeking an urban adventure. Explore the area's rich culture through its historic sites, vibrant art museums, and modern towers, all set against a backdrop of beautiful parks. Whether you're enjoying outdoor activities or immersing yourself in the city's history, there's something for everyone in this charming neighbourhood. Don't miss the chance to discover the unique blend of culture and city life that Pioneer Square has to offer.

  • Seattle Waterfront: A picturesque harbor just 805m from Pioneer Square, the Seattle Waterfront offers stunning beach views and a vibrant atmosphere, perfect for leisurely strolls and enjoying the scenic waterfront vibes.
  • Space Needle: Located 3km away, this iconic modern tower provides a unique opportunity to take in breathtaking panoramic views of the city, showcasing Seattle's skyline and surrounding natural beauty.
  • Seattle Center: This urban park, also 3km from Pioneer Square, features family-friendly attractions, outdoor spaces, and cultural venues, making it an ideal spot for relaxation and exploration.

Things to do recommended for couples

If you're seeking a romantic getaway in Pioneer Square, Seattle, explore the charming cobblestone streets hand in hand, visit the lush gardens of the nearby Waterfront Park, or indulge in a cozy dinner at a local bistro. Enjoy the vibrant art scene and unique boutiques for a memorable experience.

Things to do recommended for families

Families visiting Pioneer Square in Seattle can explore the vibrant Pioneer Square Park, enjoy a guided underground tour, and visit the nearby Seattle Aquarium, where kids can discover marine life up close. Don't miss the interactive exhibits at the Museum of Pop Culture for a fun-filled day.

Things to do recommended for groups

Groups visiting Pioneer Square can enjoy a guided walking tour of the historic district, explore the unique art galleries, and indulge in local cuisine at charming bistros. Don't miss the chance to visit the iconic Smith Tower for panoramic views of Seattle's skyline.

*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

If you're planning a trip with friends, family, pets, or seeking extended stays, it's important to prioritize your needs when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Pioneer Square with a group: Think about how many bedrooms you'll require and any additional amenities like a full kitchen or outdoor space 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 young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pioneer Square: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo accommodations that welcome pets. Most pet-friendly properties offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pioneer Square: If you’re in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Pioneer Square

Pioneer Square, with its rich history and vibrant urban atmosphere, is the perfect starting point for exploring Seattle. This family-friendly neighborhood is close to downtown Seattle, the scenic waterfront, and the iconic Seattle Center. Enjoy leisurely strolls through its charming streets, where you'll find friendly locals and delightful cafes. With convenient street parking available, you can easily venture out to discover the best of what this lively area has to offer.

  • Downtown Seattle: Located 966m from Pioneer Square, Downtown Seattle is a vibrant urban hub that offers a quintessential city experience. Known for its bustling public market, eclectic theatres, and iconic waterfront, visitors can immerse themselves in the local culture and outdoor activities. The area is home to significant landmarks, including sports facilities and marinas, making it a perfect spot for families and outdoor enthusiasts alike. Take a leisurely stroll along the waterfront or visit the historic sites that add to the city's rich heritage.
  • International District: Just 483m from Pioneer Square, the International District is a culturally rich neighbourhood that showcases Seattle's diverse heritage. It features a blend of markets, theatres, and family-friendly attractions. The area is known for its vibrant public market, where you can sample traditional cuisine and shop for unique goods. Nearby, you'll find historic sites and a bustling tourist precinct, making it an excellent destination for those looking to explore the city's multicultural tapestry.
  • Belltown: Situated 2km from Pioneer Square, Belltown is a trendy neighbourhood that captures the essence of urban living. Known for its scenic waterfront and lively atmosphere, Belltown offers a variety of public markets and theatres that cater to all interests. The area is rich in history, featuring several historic sites and a charming marina. Belltown is ideal for families and outdoor lovers, providing ample opportunities for exploration and relaxation amidst its artistic and contemporary vibe.

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 December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 CloudyAverageSlightly 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 CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to narrow down your options by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform to plan your next adventures, continue from where you paused, or manage your travel arrangements effortlessly. You can easily access your saved or booked properties, organized into categories such as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, please visit: https://www.vrbo.com/en-ca/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 around 20 available in this historic neighbourhood. These accommodations offer a unique blend of comfort and convenience, often featuring fully equipped kitchens, cosy living areas, and modern amenities to enhance the stay. Many apartments are situated close to local attractions such as the Pioneer Square Park, art galleries, and charming cafes, making it easy for visitors to explore the vibrant surroundings.
Are there any beach house rentals in Pioneer Square?
In Pioneer Square, there are several beach house rentals available, offering visitors a great experience in this historic neighbourhood. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Some rentals may also include outdoor spaces such as patios or decks, allowing guests to enjoy the vibrant setting of the area. Pioneer Square is close to various attractions, including art galleries, local shops, and restaurants, providing plenty of opportunities for exploration and relaxation.
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 travelling 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.
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, popular rental amenities typically include fully equipped kitchens, allowing guests to prepare their own meals conveniently. Many rentals also feature balconies or decks, providing a lovely outdoor space to enjoy the views of the historic district. Additional amenities often include blenders for making smoothies or cocktails, and free WiFi, ensuring that guests can stay connected during their stay.
Can I find family house rentals in Pioneer Square?
In Pioneer Square, there are several family-friendly house rentals available, making it a great choice for those travelling with children. This historic neighbourhood is rich in culture and features beautiful architecture, providing a lovely backdrop for your stay. Many homes in the area offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for children to enjoy.Visitors will appreciate the proximity to attractions such as the Seattle Waterfront, where you can explore the bustling Pike Place Market, or take a scenic ferry ride. Additionally, the nearby parks offer playgrounds and open spaces superb for family outings.
Can I rent a vacation home with a pool or hot tub in Pioneer Square?
In Pioneer Square, there are several vacation homes available for rent that feature pools and hot tubs. This historic neighbourhood, known for its charming architecture and vibrant arts scene, offers a unique blend of culture and comfort for travellers. Many of the properties come equipped with amenities such as private pools, relaxing hot tubs, and outdoor spaces for gatherings, making them ideal for families or groups looking to unwind after exploring the area's attractions. Additionally, fully equipped kitchens are common, allowing guests to prepare meals at their leisure.
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 travellers 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, there are several pet-friendly vacation rentals available for travellers looking to enjoy this historic area. Many of these accommodations come equipped with amenities such as fully stocked kitchens, comfortable living spaces, and sometimes even outdoor areas for pets. The neighbourhood itself is known for its charming brick streets and proximity to various attractions, making it a lively base for exploration.Nearby, pet-friendly parks like Occidental Park provide a lovely green space for walks, and the waterfront area is also accessible for those wanting to enjoy scenic views. Additionally, Pioneer Square is home to various pet-friendly cafes and shops, ensuring that both you and your furry companion can enjoy your stay to the fullest.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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. This vibrant period attracts numerous travellers eager to immerse themselves in the rich history and culture of one of Seattle's most iconic districts. With pleasant temperatures averaging between 15 to 25 degrees Celsius, the weather is ideal for exploring the charming cobblestone streets, historic architecture, and local art galleries.July stands out as the most popular month, offering a lively option filled with outdoor festivals and events that showcase the area's artistic spirit. Visitors can enjoy the beautiful parks, take leisurely walks along the waterfront, and indulge in the local culinary scene, all while soaking in the summer sunshine.For those seeking a more budget-friendly option, consider planning your visit in November. While the tourist crowds have thinned, this month provides a unique opportunity to experience Pioneer Square's quieter charm, with the added bonus of fewer tourists. Additionally, November is a wonderful time to witness the festive decorations beginning to emerge as the vacation season approaches.
Are there any remote work vacation rentals in Pioneer Square?
In Pioneer Square, Washington, there are approximately 20 remote work vacation rentals available, making it a great choice for those looking to combine work with leisure. This historic district, known for its beautiful brick buildings and vibrant art scene, offers a variety of accommodations equipped with essential amenities for remote work. Many of these rentals feature free Wi-Fi, ensuring a reliable internet connection for professional needs.Additionally, some properties provide conveniences like dedicated workspaces or desks, along with access to third-party internet services for more robust connectivity. The area is also well-connected, with options for limo or town car services if you require easy transportation around the city.Beyond work, Pioneer Square is rich in culture, with galleries, restaurants, and the iconic Smith Tower nearby, offering opportunities for relaxation and exploration after your workday is done. 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 engage in the historic heart of Seattle, where charming cobbled streets are lined with beautiful Romanesque Revival architecture. The area is home to the iconic Pioneer Square Park, which features totem poles and is a great spot for relaxation. Just a short walk away, the Smith Tower offers breathtaking views from its observation deck, making it a must-visit for those seeking panoramic sights of the city and the surrounding mountains.The nearby Underground Tour provides a fascinating glimpse into Seattle's past, highlighting the city's unique history. Art enthusiasts will appreciate the numerous galleries and the nearby Seattle Art Museum, which showcases a diverse collection of artworks.
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 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 travellers 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 cosy cabin or a beach house, 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. 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, 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 organising 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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