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Featured Holiday Homes in 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
Wonderful Juniper Guest House in Walla Walla

Wonderful Juniper Guest House in Walla Walla

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 Pioneer Park Aviary.
Wonderful Juniper Guest House in Walla Walla
Ground-Floor Condo w/Washer/Dryer, Gas Grill, Fireplace, WiFi

Ground-Floor Condo w/Washer/Dryer, Gas Grill, Fireplace, WiFi

Joseph
A stay at this vacation home places you in the heart of Joseph, within a 10-minute walk of Wallowa Lake and Wallowa Lake Tramway.
Ground-Floor Condo w/Washer/Dryer, Gas Grill, Fireplace, WiFi
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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
Spacious 4-bedroom house in lovely Walla Walla with pool and fitness room

Spacious 4-bedroom house in lovely Walla Walla with pool and fitness room

2 out of 5
Walla Walla
With a stay at this vacation home in Walla Walla, you'll be within a 10-minute drive of Jumpin' Jellybeanz and Pioneer Park Aviary.
Spacious 4-bedroom house in lovely Walla Walla with pool and fitness room
Stunning and spacious retreat w/ Heated pool and hot tub

Stunning and spacious retreat w/ Heated pool and hot tub

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.
Stunning and spacious retreat w/ Heated pool and hot tub
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
Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome

Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome

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.
Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome
Craftsman House-Near Downtown & Dog Friendly

Craftsman House-Near Downtown & Dog Friendly

Walla Walla
With a stay at this vacation home in Walla Walla, you'll be within a 5-minute drive of Whitman College and Jumpin' Jellybeanz.
Craftsman House-Near Downtown & Dog Friendly
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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
184 Holiday Homes
Lowest Price
AU$203
Highest Price
AU$247
Popular accommodation
Lakefront lodge with amazing view, private dock, rec room - dog-friendly, Wonderful Juniper Guest House in Walla Walla, Ground-Floor Condo w/Washer/Dryer, Gas Grill, Fireplace, WiFi, Cheerful And Spacious Home For Lovers Of Good Food And Wine, Spacious 4-bedroom house in lovely Walla Walla with pool and fitness room, Stunning and spacious retreat w/ Heated pool and hot tub, Crestview House · Crestview, Updated Ranch-Style Home Close to Town, Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome, Craftsman House-Near Downtown & Dog Friendly

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$217 per night from 10 Apr to 11 Apr
AU$217
includes taxes & fees
10 Apr - 11 Apr
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
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$203 per night from 3 Apr to 4 Apr
AU$203
includes taxes & fees
3 Apr - 4 Apr
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
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The Marcus Whitman Hotel and Conference Center

The Marcus Whitman Hotel and Conference Center

3.5 out of 5
6 West Rose Street, Walla Walla, WA
Fully refundableReserve now, pay when you stay
The price is AU$247 per night from 29 Apr to 30 Apr
AU$247
includes taxes & fees
29 Apr - 30 Apr
The Marcus Whitman Hotel and Conference Center is centrally located in Walla Walla, a 3-minute walk from Downtown Farmers Market and 7 minutes by foot from Whitman ...
The Marcus Whitman Hotel and Conference Center
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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.