Pioneer Square holiday lettings

We found 707 holiday rentals — enter your dates for availability

Discover a selection of 6 apartments and other holiday rentals in Pioneer Square that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include parking and a fireplace. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

Frequently asked questions

What is the most popular type of holiday rental in Pioneer Square?
In Pioneer Square, apartments are the most popular type of holiday 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 holiday home in Pioneer Square?
Prices for holiday 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 holiday 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 holiday home with a pool or hot tub in Pioneer Square?
In Pioneer Square, there are several holiday 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 holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday rentals in Pioneer Square?
In Pioneer Square, there are several pet-friendly holiday 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 holiday rentals in Pioneer Square?
A long-stay holiday 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 holiday rental?
The best time to visit Pioneer Square for a holiday 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 holiday season approaches.
Are there any remote work holiday rentals in Pioneer Square?
In Pioneer Square, Washington, there are approximately 20 remote work holiday 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 holiday rental?
Book your Pioneer Square holiday 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 holiday 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 holiday 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 holiday 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, 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.

More holiday ideas