Enterprise Holiday Rentals, Oregon: Private House Rentals

A mountainous landscape with a valley, trees, and a clear sky.

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Go beyond your typical stay in Enterprise

Pet friendly

Apartment

Pool

Condo

Hot tub

Waterpark

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Our top choices for Enterprise hotels

1. SureStay Plus by Best Western Enterprise

Enterprise

Russ

฿5,208

฿5,806 total

includes taxes & fees

2 Sept - 3 Sept

2. The Ponderosa Motel

Enterprise

Karen

Family Cabin, 2 Bedrooms, Patio | Terrace/patio

Family Cabin, 2 Bedrooms, 2 Bathrooms | Private kitchen

Honeymoon Cabin, Jetted Tub (Not pet friendly)

3. Eagle Cap Chalets

Joseph

stephanie

฿6,407

฿6,823 total

includes taxes & fees

27 Aug - 28 Aug

4. Hampton Inn & Suites by Hilton Walla Walla

Walla Walla

Katy

฿3,726

฿4,237 total

includes taxes & fees

7 Sept - 8 Sept

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed)

5. SureStay by Best Western Walla Walla

Walla Walla

Fabian A

฿2,615

฿3,003 total

includes taxes & fees

30 Aug - 31 Aug

6. Best Western Plus Walla Walla Suites Inn

Walla Walla

Sara

฿3,898

฿4,429 total

includes taxes & fees

1 Sept - 2 Sept

7. The Marcus Whitman Hotel

Walla Walla

Gary

฿3,862

฿5,206 total

includes taxes & fees

30 Aug - 31 Aug

8. Capri Motel By Belvilla Walla Walla US 12

Walla Walla

Joseph

฿2,460

฿2,733 total

includes taxes & fees

30 Aug - 31 Aug

9. Courtyard by Marriott Walla Walla

Walla Walla

Anthony

฿4,871

฿5,509 total

includes taxes & fees

30 Aug - 31 Aug

Standard Room, 2 Queen Beds, Non Smoking

10. Quality Inn & Suites Downtown Walla Walla

Walla Walla

Karen

฿2,943

฿3,367 total

includes taxes & fees

21 Sept - 22 Sept

11. Walla Walla Garden Motel

Walla Walla

Philip

฿3,762

฿4,180 total

includes taxes & fees

2 Sept - 3 Sept

12. The FINCH

Walla Walla

Joanne

฿3,702

฿4,211 total

includes taxes & fees

31 Aug - 1 Sept

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Stay near popular Enterprise attractions

Red Hill Lookout

8.6/10 (10 reviews)

Perched high in the Wallowa-Whitman National Forest, Red Hill Lookout offers sweeping panoramas of forested mountains and valleys. Accessible via gravel roads from June through September.

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Chief Joseph Canyon Creek Trail

9.4/10 (22 reviews)

This alpine trail rewards hikers with sweeping vistas of Wallowa Lake and Eagle Cap Wilderness. Traverse through wildflower-dotted meadows in mid-June for the most spectacular natural displays.

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Enterprise Public Library

This 1914 Carnegie-funded library showcases American Renaissance architecture with decorative brickwork and stone elements. Enjoy the serene, well-lit reading rooms that have maintained their original charm.

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Alpine Meadows Golf Course

7.8/10 (9 reviews)

Nestled against the stunning Wallowa Mountains, this historic 9-hole course features Trout Creek winding through its fairways. Enjoy challenging undulating greens while soaking in panoramic mountain views.

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Learn more about Enterprise

Nestled along the Wallowa River, this charming town offers easy access to Wallowa Lake's pristine waters and mountain trails. Outdoor enthusiasts flock to nearby Eagle Cap Wilderness, where rangers know which hiking paths have fewer people in summer months.

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A rural landscape with a red barn, a muddy stream, and snow-capped mountains in the background.

Top Enterprise Hotel Reviews

The FINCH

10/10 Excellent

"It was a great location and service was excellent!"

Quality Inn & Suites Downtown Walla Walla

8/10 Good

"The room was clean, but the facility is not as maintained as others we have stayed at the pool and hot tub are nice. It is a practical and nice place for spending the night to drop off or pick up students from college."

SureStay by Best Western Walla Walla

10/10 Excellent

"Everything great to stay"

Eagle Cap Chalets

10/10 Excellent

"Clean nice sized rooms. Close to many things to do as well. Staff very nice at check in."

Best Western Plus Walla Walla Suites Inn

10/10 Excellent

"The hotel was perfect walking distance to all the tasting rooms."

Courtyard by Marriott Walla Walla

10/10 Excellent

"nice amenities and a big room"

Walla Walla Garden Motel

10/10 Excellent

"Lovely old style motor court close to town. Wonderfully rehabilitated to modern standards. Our room was small but others (I peeked when we were leaving and doors were open) were larger. It was very clean, comfy bed, small fridge and microwave. Coffee situation wasn’t great… instant heated in microwave, but that is really the only comment. Extremely quiet and very nice people!"

Capri Motel By Belvilla Walla Walla US 12

8/10 Good

"Everything was what we expected and maybe a little more"

SureStay Plus by Best Western Enterprise

8/10 Good

"The continental breakfast was the same every day, I wish there was a variety."

More cheap stays in Enterprise

SureStay by Best Western Walla Walla

2315 Eastgate Street Nort Walla Walla WA

฿2,615

฿3,003 total

30 Aug - 31 Aug

includes taxes & fees

7.8/10 Good! (1,009 reviews)