Looking for the ideal vacation rental in Pioneer Square? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.
Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering
Exceptional
8 reviews
Dryer, Elevator, Heater, Internet, Kitchen, Microwave, No Smoking, TV, Washer
Internet, Parking, Security/Safety
Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family, Self-catering
Exceptional
1 reviews
Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV
Pool, Guest Services, Oceanfront, Wellness Facilities, Ev Charge Station, Hot Tub, Accessibility
Very Good
46 reviews
Arcade, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen
Exceptional
54 reviews
Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Self-catering
Good
49 reviews
Barbecue, Business Services, Crib, Elevator, Fireplace, Fitness Equipment, Frontdesk 24 Hour, Heater, Hot Tub
Superb
3446 reviews
Internet, Wheelchair Accessible, Child Friendly
Review score
2 reviews
AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen
Exceptional
19 reviews
Restaurant, Sports/Activities, Oceanfront, Internet, Guest Services, Ocean View, View
Superb
6 reviews
AC, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub
Exceptional
46 reviews
Air Conditioner, Parking, Security/Safety, Internet, Child Friendly
Good
17 reviews
Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking, Patio
Air Conditioner, Internet, Pool, Balcony/Terrace, Parking
AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
34 reviews
AC, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, TV, Washer
Dryer, Fireplace, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV
Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Pioneer Square.
What makes our vacation rentals stand out?
Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals in Pioneer Square are:
There are a lot of options in Pioneer Square. If you plan on staying in the Pioneer Square area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Pioneer Square
You can explore 298 verified vacation rentals in Pioneer Square. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.
Vacation rental prices in Pioneer Square vary depending on the season, property size, and location. Rates typically start from around $67 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.
Most vacation rentals in Pioneer Square include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.
Yes, many vacation rentals in Pioneer Square welcome pets. Currently, 22 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.
For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.
Vacation rentals in Pioneer Square often include amenities such as Wellness Facilities, Fireplace/Heating, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.
You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.