Pilot Rock Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Pilot Rock

The Pilot Rock Oasis
10.0 out of 10, Exceptional, 4 reviews
"Our bowling team stayed for two nights. It was a really nice place to stay. It was quiet. Comfortable and easy to get too. I could see us staying here again. Thank you-"
The Pilot Rock Oasis
Modern suite w/ great amenities! 5 minutes from downtown Pendleton and Round-up.
The price is NZ$802
per night
16 Jun - 17 Jun
Modern suite w/ great amenities! 5 minutes from downtown Pendleton and Round-up.
Life in the Woods - Minutes to town! Mt. Emily Retreat at the MERA Trailhead!
10.0 out of 10, Exceptional, 24 reviews
"This property and location are amazing in all ways . Micah has been a great host every time we stay there."
The price is NZ$816
per night
2 Jul - 3 Jul
Life in the Woods - Minutes to town! Mt. Emily Retreat at the MERA Trailhead!
Save an average of 15% on thousands of hotels when you're signed in
Stay Awhile - Pendleton, OR
10.0 out of 10, Exceptional, 33 reviews
"We were there for a wedding and the house was so clean and comfortable. We had a long drive and forgot a few little things, and greatly appreciated the snacks, feminine products, and amenities provided. Would absolutely stay here again."
The price is NZ$421
per night
25 Jun - 26 Jun
Stay Awhile - Pendleton, OR
★Heart of Pendleton★Downtown LUXURY & LOCATION★
10.0 out of 10, Exceptional, 42 reviews
"Beautiful place."
The price is NZ$481
per night
9 Jul - 10 Jul
★Heart of Pendleton★Downtown LUXURY & LOCATION★
Stunning 3-bedroom in Pendleton w/ unbeatable views of the Blue Mountains!
9.6 out of 10, Exceptional, 4 reviews
"It was really a nice place to stay. The view of Pendleton and the valley was especially a treat! Quiet, clean and comfortable."
Stunning 3-bedroom in Pendleton w/ unbeatable views of the Blue Mountains!
Gather Here in Pendleton, OR
10.0 out of 10, Exceptional, 40 reviews
"Our family had a beautiful stay at a very nice, well furnished home in Pendleton. The only downfall to the place are the stairs going into the home both the front and the back are pretty steep so older folks have a hard time getting into the house. Other than that a beautiful home nice furnishings beautiful Backyard BBQ everything you can imagine being at a home away from home."
Gather Here in Pendleton, OR
Cozy apartment in Pendleton Oregon
The price is NZ$338
per night
16 Jun - 17 Jun
Cozy apartment in Pendleton Oregon
Newly Remodeled 3 Bed 2 Bath home, minutes from everything
10.0 out of 10, Exceptional, 9 reviews
"We loved this place, it was perfect for our girl’s weekend. It was homey, comfortable and well stocked. The owner is easy to work with. We would stay there again."
Newly Remodeled 3 Bed 2 Bath home, minutes from everything
Historical home located in downtown Pendleton's eight block sites and eateries.
10.0 out of 10, Exceptional, 1 review
"Wonderful stay, great hostess and the furnishings were beautiful."
Historical home located in downtown Pendleton's eight block sites and eateries.
Cheerful home with front porch swing.
9.0 out of 10, Wonderful, 4 reviews
"This house was clean, comfortable and inviting. With plenty of space. Also a great location close to downtown."
Cheerful home with front porch swing.
Mimi’s Hive Spacious 6 bed 5 bath home Pendleton , Oregon
9.4 out of 10, Exceptional, 12 reviews
"Myself, my wife, and two of our friends stay at this property for a short business trip to Pendleton in March of 2024. We were all impressed with the theme throughout the home and how welcoming it felt. The small touches were amazing and did not go unnoticed, such as the well stocked snack basket on the bar. The kitchen had everything we needed to prepare our breakfasts and dinners (we ate all of our lunches out). The layout of the home was very convenient for our small group, as each of us...
Mimi’s Hive Spacious 6 bed 5 bath home Pendleton , Oregon
Private luxury estate w/panoramic farmland & mountain views!
10.0 out of 10, Exceptional, 6 reviews
"We had a terrific time at this property. Everything we needed was there. The host were awesome. Thought there was at least one bedroom based on listing description. But the loft sleeping worked out great. No problems. Beds were super comfortable, enough room for everyone, and the kitchen supplies were terrific and great quality. The grounds are beautiful and lots of room for everyone to move around and hang out comfortably. Super clean as well. Would love to stay there again when we head back...
Private luxury estate w/panoramic farmland & mountain views!
Little House on Ladow
10.0 out of 10, Exceptional, 22 reviews
"Everything is fantastic at the Little House on Ladow. This is one of many times we have stayed here, and we will be back :)"
The price is NZ$396
per night
16 Jun - 17 Jun
Little House on Ladow
Beautiful downtown stay (private, self check in)
Beautiful downtown stay (private, self check in)
Gorgeous & Historic "Hamley House"
Gorgeous & Historic "Hamley House"
Don't see what you're looking for?
See all available properties in Pilot Rock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Pilot Rock you may be interested in

The Pilot Rock Oasis
10.0 out of 10, Exceptional, 4 reviews
"Our bowling team stayed for two nights. It was a really nice place to stay. It was quiet. Comfortable and easy to get too. I could see us staying here again. Thank you-"
The Pilot Rock Oasis
Oxford Suites Pendleton
3.0 star property
8.8 out of 10, Excellent, 1,003 reviews
"Our stay was great. Good location, great staff and a nice hotel. I am not a fan of 3 day housekeeping. It would be nicer to at least empty trash and refresh coffee supplies every day without asking. Every two days would be better."
The price is NZ$253
per night
23 Jun - 24 Jun
Oxford Suites Pendleton
Red Lion Hotel Pendleton
3.0 star property
7.2 out of 10, Good, 1,004 reviews
"Nice hotel!"
The price is NZ$192
per night
3 Jul - 4 Jul
Red Lion Hotel Pendleton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pilot Rock holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pilot Rock. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pilot Rock. Seeing all the best attractions is bound to make you fall in love with Pilot Rock. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pilot Rock short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Pilot Rock?

Yes, there are holiday rentals close to the most popular sights in Pilot Rock, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pilot Rock has to offer?

The Pilot Rock Oasis: This highly rated holiday home rental in Pilot Rock offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Our travellers also rate Under the Bluff Bungalow as a favourite home for rent in Pilot Rock.

What’s there to see and do in Pilot Rock?

Wallowa-Whitman National Forest and Umatilla National Forest are a couple of lovely local spots to get outside and enjoy nature. Pendleton Round-Up and Happy Canyon Hall of Fame and Pendleton Woolen Mills are a couple of places you'll find in the wider area.

What’s a holiday rental in Pilot Rock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pilot Rock. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for families.

Recent reviews of Pilot Rock properties
Expedia verified reviews