Pioneer Square holiday homes

We found 629 holiday rentals — enter your dates for availability

Discover a selection of 7 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:23 Jan - 30 Jan
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Why visit Pioneer Square

  • Historic charm: Wander through Pioneer Square's beautiful historic architecture and learn about Seattle's origins.
  • Cultural attractions: Explore art museums and galleries that showcase local and international talent.
  • Green spaces: Relax in urban parks like Pioneer Park and Courthouse Square, perfect for families.
  • Local cuisine: Savor delicious meals at nearby cafes and restaurants offering unique Pacific Northwest flavours.
  • Friendly atmosphere: Experience the welcoming vibe of the neighbourhood, filled with friendly locals.

Top attractions near Pioneer Square

Pioneer Square in Seattle is a fantastic spot for families and city lovers alike. You'll find a mix of cultural attractions, including urban parks, art museums, and historic churches. Be sure to explore Pioneer Park, Courthouse Square, and Pioneer Place Park for a true local experience. Whether you're visiting with family or on a business trip, there's something for everyone in this vibrant area.

  • Seattle Waterfront: A stunning harbour area, just 644m from Pioneer Square, where you can enjoy beautiful beach views and picturesque scenery. It’s a perfect spot for a leisurely stroll or to indulge in local seafood.
  • Space Needle: An iconic modern tower, located 3.2km away, offering spectacular city views from its observation deck. This symbol of Seattle is a must-visit for a taste of urban vibrancy.
  • Seattle University: A dynamic modern college situated 1.3km from Pioneer Square, surrounded by a vibrant atmosphere and stunning architecture, making it ideal for a peaceful walk.

Things to do recommended for couples

For a romantic getaway in Pioneer Square, consider skiing indoors at Mini Mountain, just 12.9km away. Enjoy live music at Showbox SoDo, only 1.4km away, or take a scenic ride on the Seattle Great Wheel, a mere 966m from your base. Perfect for couples.

Things to do recommended for families

Your family will love exploring Lumen Field for an exciting sports atmosphere, just 644m from Pioneer Square. Don't miss the Sky View Observatory, a short 483m away, offering stunning views and entertainment vibes. Enjoy a memorable day out in Seattle.

Things to do recommended for groups

Explore the vibrant Pike Place Market for fresh produce and local crafts, then catch a show at the romantic Paramount Theatre. Don't miss a shopping spree at Westlake Center, where you can soak up the lively atmosphere with your mates.

*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 heading off on an adventure with friends, family, pets, or planning an extended getaway, it's essential to sort your options based on what matters most to you. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Pioneer Square with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Pioneer Square with young kids: Taking a trip with young kids can be quite the task. It's important to prioritise their comfort and safety, alongside suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Pioneer Square: For many families, a holiday isn't truly fulfilling without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Pioneer Square: If you're on the hunt for holiday rentals with special offers 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 as well.

Where to stay near Pioneer Square

Pioneer Square, Seattle's original neighbourhood, is a vibrant hub perfect for families and business travellers alike. Explore the historic architecture, enjoy the urban atmosphere, and discover friendly locals. Just a stone's throw away, downtown Seattle offers a mix of scenic views and exciting attractions. Whether you're wandering through art galleries or indulging in local cuisine, your experience in and around Pioneer Square promises to be unforgettable.

  • Seattle: Seattle is a vibrant city known for its stunning waterfront and lush green spaces. Situated at the heart of the Pacific Northwest, it offers an array of experiences for all types of travellers. From the iconic Pike Place Market where you can savour local produce and seafood to the breathtaking views from the Space Needle, there's plenty to explore. Don't miss the nearby stadiums, where you can catch a thrilling game, or take a leisurely stroll along the marina for picturesque views of the city skyline.
  • Downtown Seattle: Located just 966m from Pioneer Square, Downtown Seattle is a bustling neighbourhood that combines the city's business and cultural heart. This area is perfect for families and those seeking a vibrant urban experience. You can explore the famous Pike Place Market, enjoy a shopping spree in the various retail spaces, or dine at one of the many restaurants offering local and international cuisine. Notable landmarks include the historic Pioneer Building and T-Mobile Park, where sports enthusiasts can cheer for the Seattle Mariners.
  • First Hill: First Hill, situated 1.1km from Pioneer Square, is a significant neighbourhood known for its blend of business and family-friendly environments. It features a range of shopping areas and educational institutions, making it a dynamic place to visit. The neighbourhood is also home to the Washington State Convention Centre, which hosts numerous events throughout the year. Take a stroll through this charming area and enjoy its proximity to vibrant public markets and modern educational facilities, all set against a backdrop of bustling city life.

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.

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

Booking with Vrbo is simple

Are you keen to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. You can also enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, keep your travel arrangements on track, or manage your bookings with ease. Your saved or booked properties are thoughtfully sorted into Potential, Upcoming, or Current Trips for your convenience. To check out your Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Pioneer Square?
According to our data, apartments are the most desirable property type in Pioneer Square. But having said that, everyone's idea of an epic trip isn't the same. Bookabach has holiday homes in a variety of shapes and sizes, so you're sure to find your ideal fit.
How much does it cost to rent a holiday home in Pioneer Square?
Length of stay, property type and season are some things that can influence the price of a holiday home. Simply click on your travel dates to find your perfect fit. From homey country cottages to plush villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Pioneer Square?
The average price for a holiday home close to the beach in Pioneer Square depends on when you're going and the style and size of property you're searching for. You can find prices easily and quickly on Bookabach by entering your destination and preferred travel dates. Then use our filters to choose the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Pioneer Square?
Yes. There are. You'll have your pick of 11 holiday homes that allow pets in Pioneer Square on Bookabach. Our furry companions need a break too, so simply use our search function for pet-friendly holiday homes to book a pad where your puppy dog can lap up the good times.
What are popular home amenities in Pioneer Square?
Nearby museums, a barbecue grill and mountain views head the list of most popular home amenities in Pioneer Square. Whether you're taking to the road alone, with your other half or a group of dear friends, Bookabach will help you find a holiday home that suits your style with a load of extras you'll love.
Are there large group holiday homes in Pioneer Square?
With two Pioneer Square holiday homes that can host a group of five or more people, you can invite a few extra family members or buddies along. Whether you're planning a casual get-together or a celebratory event, Bookabach will help you book a comfy space to match the occasion.
Are there holiday homes in Pioneer Square that welcome kids?
Gather the whole crew for an unforgettable adventure in Pioneer Square at one of our 11 family-friendly holiday homes. These stays come with conveniences that are perfect for trips with children, including dining rooms, living rooms and private pools. Simply check the "Properties good for families" filter box and decide on your favourite.
What are the top attractions for families in Pioneer Square?
You'll find lots of awesome things to do and see with the family in Pioneer Square, including:

  • Woodland Park Zoo
  • Alki Beach
  • Seattle Great Wheel

Are there one-bedroom holiday homes in Pioneer Square?
Pioneer Square has five one-bedroom homes available. Often situated in popular spots because of their compact size, a one-bedroom home is perfect if you're getting away with your partner or a pal. And with comforts such as laundry facilities and more privacy than a standard hotel, you'll be able to relax while discovering this fabulous destination.
How can I find holiday homes with air conditioning in Pioneer Square?
Pioneer Square has three holiday homes where you can spend your days in air-conditioned comfort. To find a stay on Bookabach that provides this amenity, enter your desired travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Pioneer Square?
Age restrictions can differ between properties on Bookabach, so double-check the rules of the holiday home in Pioneer Square you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Pioneer Square for?
It really depends on the Pioneer Square property. To browse a list of options offering extended stays, simply enter your travel dates and guest number into Bookabach. You can enjoy having the whole property to yourself, along with home comforts like air conditioning, a kitchen and an outdoor space where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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