Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

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
Unleash Adventure and Relaxation: Your Slice of Heaven by Wallowa Lake

Unleash Adventure and Relaxation: Your Slice of Heaven by Wallowa Lake

2 out of 5
Joseph
Located in Joseph, this vacation home is in a rural location, within a 15-minute walk of Eagle Cap Wilderness Pack Station and Wallowa River.
Unleash Adventure and Relaxation: Your Slice of Heaven by Wallowa Lake
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!
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Walla Walla Wine Suite - Five minute walk to downtown!

Walla Walla Wine Suite - Five minute walk to downtown!

Walla Walla
A stay at this vacation home places you in the heart of Walla Walla, within a 15-minute walk of Jumpin' Jellybeanz and Art Gallery at the Marcus Whitman Hotel ...
Walla Walla Wine Suite - Five minute walk to downtown!
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
SECLUDED PRIVATE BEACH ON CREEK !

SECLUDED PRIVATE BEACH ON CREEK !

Walla Walla
When you stay at this vacation home in Walla Walla, you'll be on the beach and 3 minutes by foot from Umatilla National Forest.
SECLUDED PRIVATE BEACH ON CREEK !
Marybelle’s Vacation Rental

Marybelle’s Vacation Rental

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.
Marybelle’s Vacation Rental
Sunsets and a Sweeping View of Wheatfields!

Sunsets and a Sweeping View of Wheatfields!

Walla Walla
Located in Walla Walla, this vacation home is in a rural location, within a 5-minute drive of Little Theater and Whitman College.
Sunsets and a Sweeping View of Wheatfields!
Pine Tree Cabin - Pet Friendly! Home away from home!

Pine Tree Cabin - Pet Friendly! Home away from home!

Enterprise
With a stay at this vacation home in Enterprise, you'll be within a 10-minute walk of Enterprise Public Library and Wallowa Memorial Hospital.
Pine Tree Cabin - Pet Friendly! Home away from home!
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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
143 Holiday Homes
Lowest Price
AU$194
Highest Price
AU$290
Popular accommodation
Cheerful And Spacious Home For Lovers Of Good Food And Wine, Unleash Adventure and Relaxation: Your Slice of Heaven by Wallowa Lake, Downtown Walla Walla. Walk to Everything...Wine, Restaurants and More! , Walla Walla Wine Suite - Five minute walk to downtown!, Crestview House · Crestview, Updated Ranch-Style Home Close to Town, SECLUDED PRIVATE BEACH ON CREEK ! , Marybelle’s Vacation Rental, Sunsets and a Sweeping View of Wheatfields!, Pine Tree Cabin - Pet Friendly! Home away from home!

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$219 per night from 12 Nov to 13 Nov
AU$219
includes taxes & fees
12 Nov - 13 Nov
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$194 per night from 6 Nov to 7 Nov
AU$194
includes taxes & fees
6 Nov - 7 Nov
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
Located in Enterprise, this vacation home is on the waterfront, within a 5-minute walk of Wallowa Lake and Wallowa-Whitman National Forest.
Lakefront lodge with amazing view, private dock, rec room - dog-friendly
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Experience a one-of-a-kind stay at Mt

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

Enterprise
The price is AU$290 per night from 24 Nov to 25 Nov
AU$290
includes taxes & fees
24 Nov - 25 Nov
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.