Pioneer Square holiday lettings

We found 720 holiday rentals — enter your dates for availability

Discover a selection of 5 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.

Holiday rentals with weekly discounts - Pioneer Square

Showing deals for:17 Apr - 24 Apr

Image gallery for Walk to Seattle downtown #3

Room
9.2 out of 10, Wonderful, (37 reviews)
Wonderful
(37 reviews)

Walk to Seattle downtown #3

Seattle

7% off
Price is £621
for 7 nights, 1 home
£89 per night
includes taxes & fees
Walk to Seattle downtown #3

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Pioneer Square?
In Pioneer Square, apartments, condos, and holiday houses are all popular choices, with several options available in this historic neighbourhood. Many of these rentals feature modern amenities such as fully equipped kitchens, comfortable living areas, and access to shared facilities like gyms or rooftop terraces, allowing guests to enjoy both convenience and a sense of community. The area's vibrant atmosphere makes these rentals particularly appealing for those looking to explore local attractions, including art galleries, cafes, and the iconic Pioneer Square Park. For larger groups or families, holiday houses provide extra space and privacy, often boasting multiple bedrooms and outdoor areas for gatherings.
Are there any beach house rentals in Pioneer Square?
In Pioneer Square, Washington, there are several beach house rentals available, primarily located near the waterfront and the bustling historic district. These properties typically feature open-plan living spaces, fully equipped kitchens, and modern amenities, making them ideal for both short and extended stays. Many beach houses also include outdoor decks or patios, providing lovely views of the surrounding area, as well as easy access to local attractions such as the Seattle Aquarium and the Great Wheel.
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 include fully equipped kitchens, which allow guests to prepare their own meals and enjoy the convenience of home cooking. Many rentals also feature blenders and coffee or tea makers, superb for those who enjoy a morning brew or a quick smoothie. Balconies are common as well, providing a lovely spot to relax and take in the historic surroundings.
Are there any family house rentals in Pioneer Square?
In Pioneer Square, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This historic neighbourhood is known for its charming architecture and proximity to various attractions. Many of these homes offer spacious living areas, equipped kitchens for preparing family meals, and comfortable bedrooms to ensure a restful stay.
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, making it an appealing option for those seeking relaxation during their stay. This historic neighbourhood is known for its charming architecture, art galleries, and vibrant dining scene, providing a unique backdrop for your holiday experience.
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.
Are there pet-friendly holiday rentals in Pioneer Square?
In Pioneer Square, there are several pet-friendly holiday rentals available, offering a charming blend of historic architecture and modern amenities. Many of these properties feature comfortable living spaces, fully equipped kitchens, and convenient access to local attractions. Travellers can expect amenities such as Wi-Fi, laundry facilities, and outdoor spaces where pets can enjoy some fresh air.
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?
July is the most popular month to visit Pioneer Square, making it an ideal time for those seeking a vibrant atmosphere and activities. The peak season runs from May to July, when the city comes alive with visitors eager to explore its rich history, stunning architecture, and vibrant arts scene. With temperatures typically reaching the low 20s Celsius, the pleasant summer weather invites outdoor adventures and leisurely strolls through this historic neighbourhood.

During these months, tourists can enjoy a variety of events, including outdoor festivals and art walks, all while sampling the delicious offerings from local cafés and restaurants. The proximity of Pioneer Square to key attractions such as the Seattle Waterfront and Pike Place Market enhances the convenience of your stay, allowing for easy exploration of the area.

For those looking for a more budget-friendly option, November is a great time to visit. This month often sees fewer tourists, providing a quieter experience with the opportunity to enjoy the city's charm at a more relaxed pace. The fall weather can be crisp, offering a lovely backdrop for exploring local galleries and shops.
Are there any remote work holiday rentals in Pioneer Square?
In Pioneer Square, there are several holiday rentals suitable for remote work. This historic neighbourhood, known for its charming architecture and vibrant arts scene, offers a variety of properties equipped with essential amenities for working travellers. Many rentals feature reliable Wi-Fi, dedicated workspaces complete with desk chairs, and comfortable environments conducive to productivity. 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?
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 and is home to landmarks such as the iconic Smith Tower, which offers panoramic views of the city. Holiday rentals in this neighbourhood often provide easy access to art galleries and boutique shops, enhancing the local experience.
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