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Pioneer Courthouse Square holiday rentals

We found 931 holiday rentals — enter your dates for availability

Discover a selection of 1,000 holiday home rentals in Pioneer Courthouse Square that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 114 per night, and holiday houses and flats & apartments are popular options for a stay in Pioneer Courthouse Square. Either way, you'll find holiday accommodation for everyone's needs.
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Find the best place to stay — Pioneer Courthouse Square

NW 23rd/Uptown Boutique Apt

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 180 avg/night
(67)

Exquisite Historic Suite Close to Downtown 14-21673

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 205 avg/night
(264)

Large Remodeled Bungalow in the Heart of Portland !

Sleeps 10 · 4 Bedrooms · 2 Bathrooms
AU$ 582 avg/night
(38)

Barsala at KoZ | Pearl District Studio

Sleeps 2 · Studio · 1 Bathroom
AU$ 261 avg/night
(2)

Elegant, dog-friendly downtown condo with wrap-around views!

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
AU$ 565 avg/night
(127)

Chic studio-style condo downtown w/ city views - dogs OK!

Sleeps 2 · Studio · 1 Bathroom
AU$ 350 avg/night
(113)

Search 931 holiday rentals

Top rated rentals — Pioneer Courthouse Square
Stayed Apr 2021

Exceeded Expectations

My husband doesn't like VRBO's. He's always afraid of what he's going to get vs the consistency of a hotel. That said, he likes to save money. I found this great spot that didn't exactly share my taste as far as decor but the deck with the view was w...

Laura P.
Laura P.
Stayed Mar 2021

Awesome property

This place exceeded our expectations. We really appreciated the additional special touches such as fresh flowers, wine, chocolate and welcome card upon our arrival. We travel a lot (or at least we used to) and this was one of the nicest VRBO properti...

Jill A.
Jill A.

Seattle

Stayed Mar 2021

Comfortable accommodations in a fantastic neighborhood

Rich & Patsy have a wonderfully comfortable unit in a gem of a neighborhood. It was equipped for some like cooking, but the restaurant options in the neighborhood were so great, we ended up not cooking much at all. They were communicative and accomm...

Lisa M.
Lisa M.
Stayed Mar 2021

Very comfortable

This is a lovely home and a great location. The only detracts I would say is that there is no place to put clothing in the master. The closet is locked. I would suggest a dresser in there as well as small ones in the closets of the other bedrooms. Al...

Melanie L.
Melanie L.
Stayed Mar 2021

Perfect place to stay

My sister and I were in town for the Rose City Yarn Crawl and this was the best location to get to all the local yarn shops. The house was perfect and we really enjoyed the generous kitchen and all the amenitites it provided. I am in love with the st...

Candace M.
Candace M.
Stayed Feb 2021

Great Neighborhood

Cute basement apartment in lovely neighborhood, easy walking distance to restaurants and stores. Well stocked kitchen, and friendly owners. I'm giving 4 stars because we ran out of hot water twice in the shower, so that may be something to address wi...

Monica P.
Monica P.

EL CERRITO

Stayed Feb 2021

Beautiful spot, wish we had longer.

The place was beautiful, we had a great time, but because of vacasas check in/out policy we hardly had a chance to enjoy it because we stayed for only one night. Not able to check in until 4pm and check out at 10am left us with mere hours to actually...

Spencer O.
Spencer O.
Stayed Feb 2021

Beautiful place. Beautiful location.

This is one of the nicest places we've stayed during our many travels! Keith and Rocio were excellent and kind hosts. The accommodations, and attention to detail was evident. The place was very clean and spacious. Location was prime. Quick walk to do...

Jack N.
Jack N.
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How many holiday accommodation are available around Pioneer Courthouse Square?

Our 2021 accommodation listings offer a large selection of 931 holiday rentals around Pioneer Courthouse Square. From 506 holiday houses to 267 flats & apartments, find unique holiday homes for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.