Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck

3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck

Walla Walla
A stay at this vacation home places you in the heart of Walla Walla, within a 5-minute walk of Gesa Power House Theatre and Downtown Farmers Market.
3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck
Downtown Walla Walla.  Walk to Everything...Wine, Restaurants and More!

Downtown Walla Walla. Walk to Everything...Wine, Restaurants and More!

Walla Walla
A stay at this vacation home places you in the heart of Walla Walla, steps from Gesa Power House Theatre and 3 minutes by foot from Downtown Farmers Market.
Downtown Walla Walla. Walk to Everything...Wine, Restaurants and More!
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 Valley Bronze Gallery & Foundry.
Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location
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Crestview House · Crestview, Updated Ranch-Style Home Close to Town

Crestview House · Crestview, Updated Ranch-Style Home Close to Town

Walla Walla
With a stay at this vacation home in Walla Walla, you'll be within a 5-minute drive of Pioneer Park Aviary and Jumpin' Jellybeanz.
Crestview House · Crestview, Updated Ranch-Style Home Close to Town
Inviting riverfront home with fireplace, mountain view & W/D - dog-friendly

Inviting riverfront home with fireplace, mountain view & W/D - dog-friendly

Joseph
With a stay at this vacation home in Joseph, you'll be on the waterfront, within a 5-minute drive of Wallowa Lake and Wallowa River.
Inviting riverfront home with fireplace, mountain view & W/D - dog-friendly
Riverfront cabin with large yard, great deck, fireplace, washer/dryer, & WiFi

Riverfront cabin with large yard, great deck, fireplace, washer/dryer, & WiFi

Joseph
This vacation home is 1.2 mi (2 km) from Wallowa Lake and 0.1 mi (0.1 km) from Wallowa River.
Riverfront cabin with large yard, great deck, fireplace, washer/dryer, & WiFi
The Oasis Downtown 3 BR with Pool

The Oasis Downtown 3 BR with Pool

Walla Walla
The price is AU$884 per night from 5 May to 6 May
AU$884
per night
5 May - 6 May
A stay at this vacation home places you in the heart of Walla Walla, steps from Whitman College and 7 minutes by foot from Jumpin' Jellybeanz.
The Oasis Downtown 3 BR with Pool
Wonderful home right on the lake with private dock, fireplace & washer/dryer

Wonderful home right on the lake with private dock, fireplace & washer/dryer

Joseph
When you stay at this vacation home in Joseph, you'll be on the waterfront, just steps from Wallowa Lake and 10 minutes by foot from Wallowa-Whitman National ...
Wonderful home right on the lake with private dock, fireplace & washer/dryer
Olive House · Olive House Cute, clean, quiet & all the amenities

Olive House · Olive House Cute, clean, quiet & all the amenities

Walla Walla
Located in Walla Walla, this vacation home is within a 5-minute drive of Pioneer Park Aviary and Whitman College.
Olive House · Olive House Cute, clean, quiet & all the amenities
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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
125 Holiday Homes
Lowest Price
AU$163
Highest Price
AU$884
Popular accommodation
3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck, Downtown Walla Walla. Walk to Everything...Wine, Restaurants and More! , Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location, Crestview House · Crestview, Updated Ranch-Style Home Close to Town, Inviting riverfront home with fireplace, mountain view & W/D - dog-friendly, Riverfront cabin with large yard, great deck, fireplace, washer/dryer, & WiFi, The Oasis Downtown 3 BR with Pool, Wonderful home right on the lake with private dock, fireplace & washer/dryer, Olive House · Olive House Cute, clean, quiet & all the amenities

Top trending hotels in Enterprise

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$202 per night from 12 May to 13 May
AU$202
per night
12 May - 13 May
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
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$163 per night from 6 May to 7 May
AU$163
per night
6 May - 7 May
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
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
Experience a one-of-a-kind stay at Mt

Experience a one-of-a-kind stay at Mt

Enterprise
The price is AU$307 per night from 9 May to 10 May
AU$307
per night
9 May - 10 May
A stay at this condo places you in the heart of Enterprise, steps from Enterprise Public Library and 14 minutes by foot from Wallowa Memorial Hospital.
Experience a one-of-a-kind stay at Mt
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.