Pioneer Square vacation rentals

We found 701 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.

Vacation rentals with weekly discounts - Pioneer Square

Showing deals for:Mar 20 - Mar 27

Image gallery for Seattle Belltown Penthouse- Parking, Gym, Pool, Spa / 99Walk Score

Living area
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Seattle Belltown Penthouse- Parking, Gym, Pool, Spa / 99Walk Score

Seattle, WA

5% off
Price is CA $222
CA $2,262 total
includes taxes & fees
Seattle Belltown Penthouse- Parking, Gym, Pool, Spa / 99Walk Score

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Find out more about Pioneer Square

Why visit Pioneer Square

  • Cultural enrichment: Immerse yourself in the rich history and vibrant arts scene of Pioneer Square, featuring unique galleries and historic architecture.
  • Family-friendly atmosphere: Enjoy a welcoming environment perfect for families, with plenty of parks and activities for all ages.
  • Urban exploration: Stroll along charming streets and discover diverse shops, restaurants, and urban parks.
  • Convenient accommodations: Choose from a variety of vacation rentals, including cozy apartments and spacious condos.
  • Nearby attractions: Easily access downtown Seattle's additional sights and experiences, enhancing your visit.

Popular types of accommodation around Pioneer Square

If you're exploring vacation rentals in Pioneer Square, you're in for a treat. This vibrant area offers a variety of popular accommodations, including houses, apartments, and condos. Whether you're seeking a cozy apartment in Pioneer Square or a spacious rental property in Seattle, we have options to suit every traveller's needs. Enjoy the charm of this historic district while enjoying the comfort of your perfect home away from home.

  • Houses: The top choice for visitors to Pioneer Square, these homes offer spacious and comfortable accommodations ideal for families or groups.
  • Apartments: A popular option, apartments provide a convenient and modern stay right in the heart of the action.
  • Condos: Guests love condos for their blend of luxury and home-like amenities, perfect for a stylish getaway.
  • Cottages: A quaint option, cottages offer a charming and cozy atmosphere for a relaxing retreat.
  • Cabins: For those seeking a rustic experience, cabins provide a unique escape amidst nature.**

Top attractions near Pioneer Square

Pioneer Square in Seattle is perfect for family, city-themed, and business vacations, offering a rich blend of culture and experiences. Visitors can explore urban parks, art museums, and historic churches while enjoying the vibrant atmosphere. This area caters to those seeking a family-friendly environment and cultural enrichment, making it a must-visit destination. Don't miss out on the charm of Pioneer Square during your stay.

  • Seattle Waterfront: A scenic harbor located 644m from Pioneer Square, offering beautiful beach views and a vibrant atmosphere, perfect for leisurely strolls and dining.
  • Space Needle: This iconic modern tower, situated 3.2km away, provides stunning panoramic views of the city and surrounding mountains, capturing the essence of Seattle's skyline.
  • Seattle Center: An urban park located 3.2km from Pioneer Square, ideal for families, featuring outdoor spaces, cultural attractions, and a lively environment for all ages.

Things to do recommended for couples

Looking to create unforgettable memories in Seattle? Start with a romantic evening at Showbox SoDo for live music, then take a spin on the Seattle Great Wheel for stunning views. Don't forget to grab a coffee at the Original Starbucks to experience a bit of local charm together.

Things to do recommended for families

During your visit to Pioneer Square, enjoy a thrilling game at T-Mobile Park, only 1.1km away, or have a blast at Game Works, also 1.1km from the square. For relaxation, Seward Park, 8.0km away, offers a serene escape for the whole family.

Things to do recommended for groups

Explore the vibrant Pike Place Market, just 1.3km from Pioneer Square, for a taste of local culture. Enjoy a show at the historic Paramount Theatre, 1.4km away, or shop and dine at the Westlake Center, also 1.3km from your starting point.

*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 planning your trip—whether you're traveling with friends, family, pets, or seeking extended accommodations—be sure to prioritize your preferences in the filters. 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, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Pioneer Square with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, as well as to seek out age-appropriate amenities like a private swimming pool. Additionally, considering your distance to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Pioneer Square: For many, a family getaway wouldn't be the same without their furry companion. If that resonates with you, take a look at Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Pioneer Square: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Pioneer Square

Pioneer Square is a vibrant neighborhood in Seattle, perfect for families and business travellers alike. Here, you can immerse yourself in urban vibes while exploring charming streets, unique galleries, and historic architecture. Don't miss the stunning city views and friendly atmosphere that make this area special. Nearby, downtown Seattle offers even more attractions, ensuring an unforgettable experience during your visit to this iconic part of the city.

  • Seattle: As the vibrant backdrop for Pioneer Square, Seattle is renowned for its diverse experiences that cater to families and outdoor enthusiasts alike. Visitors can immerse themselves in the bustling atmosphere of Pike Place Market, where local artisans and fresh produce abound. The cityscape features iconic landmarks such as sports facilities and marinas, providing ample opportunities for exploration. Whether you're catching a game at a stadium or enjoying a scenic stroll along the waterfront, Seattle's dynamic blend of culture and nature is sure to captivate every traveller.
  • Downtown Seattle: Located a mere 966m from Pioneer Square, Downtown Seattle is a bustling hub that invites visitors to shop, dine, and explore. With a wide array of shopping areas and the famous Pike Place Market, there's no shortage of activities to engage in. Families can enjoy the rich history showcased in the district's notable landmarks, including historic places and sports facilities. Whether indulging in gourmet snacks or experiencing the city's vibrant nightlife, Downtown Seattle offers something for everyone.
  • International District: Just 483m from Pioneer Square, the International District is a cultural melting pot that provides a unique experience for families and business travellers. This vibrant neighbourhood is home to an array of shopping areas and public markets, where you can savour authentic Asian cuisine and shop for unique goods. The district also features significant attractions like tourist precincts and sports facilities, making it an ideal spot for those looking to experience Seattle's rich cultural diversity and energetic atmosphere.

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.

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 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 on your upcoming getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that suits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental. Happy travels.

Vrbo Trips: Planning made easy

Vrbo's Trip Board is a fantastic tool that allows you to plan your travels effortlessly. You can create new trips, pick up right where you left off, or easily view and organize your travel plans. All the properties you've saved or booked are conveniently located under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips. Enjoy planning your next adventure.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Pioneer Square?
In Pioneer Square, apartments and condos are the most popular types of vacation rentals, with several options available throughout the area. These accommodations are typically located in the historic district, close to landmarks such as the Pioneer Square Park and the Seattle Art Museum. Most rooms come with modern amenities, including fully equipped kitchens, comfortable living areas, and access to communal facilities like fitness centres or rooftop terraces, offering stunning views of the city skyline.
Are there any beach house rentals in Pioneer Square?
In Pioneer Square, Washington, several beach house rentals are available, primarily located near the waterfront and within easy reach of local attractions like the Seattle Art Museum and the historic Pioneer Square district. These beach houses often feature spacious living areas, fully equipped kitchens, and outdoor patios or decks, superb for enjoying views of the water and the city skyline. Many properties also provide amenities such as Wi-Fi, laundry facilities, and parking, suiting both families and larger groups.
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 include fully equipped kitchens, which allow guests to prepare their own meals, and essential appliances like blenders and coffee/tea makers for added convenience. Many properties also feature balconies, providing spaces to enjoy the fresh air and views of the historic architecture in the area. Additionally, electric kettles are commonly available, making it easy for travellers to enjoy a warm drink at any time.
Are there any family house rentals in Pioneer Square?
In Pioneer Square, visitors can discover several family-friendly house rentals, making it an excellent choice for groups. This historic neighbourhood is known for its charming architecture and vibrant atmosphere, with properties that often feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for children to play. Many homes come with amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.
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 brick buildings and vibrant arts scene, offers a unique blend of culture and comfort. Many of the rental properties in the area come equipped with modern amenities, including private pools and hot tubs, superb for relaxation after a day of exploring the local attractions.
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.
Are there pet-friendly vacation rentals in Pioneer Square?
In Pioneer Square, there are several pet-friendly vacation rentals available, offering a unique blend of historic charm and modern amenities. Many of these properties come equipped with essential features such as fully equipped kitchens, spacious living areas, and laundry facilities, making them ideal for longer stays or families travelling with pets.
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, with July being the most popular month. This vibrant period attracts visitors eager to explore the historic charm of Pioneer Square, where they can enjoy outdoor activities and immerse themselves in the local culture. With long daylight hours and pleasant weather, you can comfortably stroll through the area's renowned cobblestone streets, visit art galleries, and partake in various festivals and events.

During this peak season, temperatures typically hover in the low to mid-20s Celsius, creating a friendly space for sightseeing and enjoying the local cuisine at outdoor cafes. The lively ambiance, combined with a wealth of attractions nearby, makes it a superb time for travellers looking for engaging experiences.

For those seeking a more budget-friendly option, consider visiting in November. This quieter month allows you to appreciate the beauty of Pioneer Square with fewer crowds, and you may even catch the early festive decorations as the vacation season approaches. The crisp autumn air and the chance to explore the area at a leisurely pace can enhance your experience, making it a delightful time to visit.
Are there any remote work vacation rentals in Pioneer Square?
In Pioneer Square, there are several remote work vacation rentals available, making it an excellent choice for those looking to blend work and leisure. This historic neighbourhood is known for its charming architecture and vibrant arts scene, providing a unique backdrop for your stay. Many of the properties come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desk spaces, and comfortable desk chairs, ensuring you can focus on your tasks while enjoying the area's cultural offerings. 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?
In Pioneer Square, visitors can experience firsthand Seattle's historic heart, where charming brick buildings and art galleries line the streets. The iconic Pioneer Square Park is a focal point, featuring totem poles and public art installations. Nearby, the Underground Tour offers a fascinating glimpse into the city's past, showcasing the subterranean pathways that once formed the streets of Seattle.

Art enthusiasts can explore the nearby Seattle Art Museum, while food lovers will appreciate the diverse dining options that reflect the neighbourhood's vibrant culture. The area is also close to the waterfront, where attractions like the Seattle Aquarium and the Great Wheel can be found, providing both scenic views and family-friendly activities.
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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