Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

Lakefront home with private dock, 2 decks, lake views & fireplace

Lakefront home with private dock, 2 decks, lake views & fireplace

Joseph
This vacation home is 0.1 mi (0.1 km) from Wallowa Lake and 0.1 mi (0.2 km) from Wallowa-Whitman National Forest.
Lakefront home with private dock, 2 decks, lake views & fireplace
Lakefront house with balcony, wall-of-windows, grill, & W/D

Lakefront house with balcony, wall-of-windows, grill, & W/D

Joseph
When you stay at this vacation home in Joseph, you'll be on the waterfront, just steps from Wallowa Lake and a 5-minute drive from Wallowa River.
Lakefront house with balcony, wall-of-windows, grill, & W/D
Cheerful And Spacious Home For Lovers Of Good Food And Wine

Cheerful And Spacious Home For Lovers Of Good Food And Wine

Walla Walla
A stay at this vacation home places you in the heart of Walla Walla, within a 5-minute drive of Whitman College and Downtown Farmers Market.
Cheerful And Spacious Home For Lovers Of Good Food And Wine
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Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location

Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location

Joseph
With a stay at this vacation home, you'll be centrally located in Joseph, within a 10-minute drive of Wallowa Lake and Maxville Heritage Interpretive ...
Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location
Stay at the Historical Cropp Mansion

Stay at the Historical Cropp Mansion

Walla Walla
A stay at this vacation home places you in the heart of Walla Walla, steps from Whitman College and 7 minutes by foot from Kirkman House Museum.
Stay at the Historical Cropp Mansion
Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake

Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake

Joseph
When you stay at this vacation home in Joseph, you'll be in the mountains, within a 15-minute walk of Wallowa Lake and Wallowa River.
Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake
Custom-built log home w/ gas grill, free WiFi, deck, and private location

Custom-built log home w/ gas grill, free WiFi, deck, and private location

Joseph
With a stay at this vacation home in Enterprise, you'll be in the mountains, within a 5-minute drive of Wallowa Lake and Wallowa-Whitman National Forest.
Custom-built log home w/ gas grill, free WiFi, deck, and private location
Horsing Around In The Barn (Pet friendly)

Horsing Around In The Barn (Pet friendly)

Walla Walla
The price is AU$329 per night from 6 Aug to 7 Aug
AU$329
6 Aug - 7 Aug
includes taxes & fees
Located in Walla Walla, this vacation home is in the mountains, a 5-minute drive from Jumpin' Jellybeanz and 5 minutes from Garrison Creek Cellars.
Horsing Around In The Barn (Pet friendly)
12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.

12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.

Walla Walla
A stay at this vacation home places you in the heart of Walla Walla, within a 15-minute walk of Whitman College and Little Theater.
12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.
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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.

Enterprise Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Enterprise vacation homes are the perfect way for you to wing it.

Holiday houses in Enterprise let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Enterprise in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Enterprise adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Enterprise with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Enterprise vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Enterprise Holiday Homes essential information

Accommodation
193 Holiday Homes
Lowest Price
AU$260
Highest Price
AU$540
Popular accommodation
Lakefront home with private dock, 2 decks, lake views & fireplace, Lakefront house with balcony, wall-of-windows, grill, & W/D, Cheerful And Spacious Home For Lovers Of Good Food And Wine, Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location, Stay at the Historical Cropp Mansion, Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake, Custom-built log home w/ gas grill, free WiFi, deck, and private location, Horsing Around In The Barn (Pet friendly), 12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.

Top trending hotels in Enterprise

The Ponderosa Motel

The Ponderosa Motel

2.5 out of 5
12 E Greenwood St, Enterprise, OR
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 5 Aug to 6 Aug
AU$260
5 Aug - 6 Aug
includes taxes & fees
With a stay at The Ponderosa Motel in Enterprise, you'll be a 3-minute walk from Enterprise Public Library and 14 minutes by foot from Wallowa River.
The Ponderosa Motel
SureStay Plus by Best Western Enterprise

SureStay Plus by Best Western Enterprise

2.5 out of 5
1200 Highland Avenue, Enterprise, OR
Fully refundableReserve now, pay when you stay
The price is AU$271 per night from 24 Aug to 25 Aug
AU$271
24 Aug - 25 Aug
includes taxes & fees
Located in Enterprise, SureStay Plus by Best Western Enterprise is in the mountains, within a 5-minute drive of Wallowa River and Enterprise Public Library.
SureStay Plus by Best Western Enterprise
Lakefront lodge with amazing view, private dock, rec room - dog-friendly

Lakefront lodge with amazing view, private dock, rec room - dog-friendly

Joseph
When you stay at this vacation home in Enterprise, you'll be on the waterfront, just steps from Wallowa Lake and 3 minutes by foot from Wallowa-Whitman National ...
Lakefront lodge with amazing view, private dock, rec room - dog-friendly
Save an average of 15% on thousands of hotels when you're signed in
OK Alley, unique historic space, centrally located

OK Alley, unique historic space, centrally located

Enterprise
The price is AU$540 per night from 6 Aug to 7 Aug
AU$540
6 Aug - 7 Aug
includes taxes & fees
With a stay at this vacation home in Enterprise, you'll be a 4-minute walk from Enterprise Public Library and 13 minutes by foot from Wallowa River.
OK Alley, unique historic space, centrally located
Don't see what you're looking for?
See all available properties in Enterprise
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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.

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^Subject to availability and chosen travel dates.