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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
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
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
Classic lakefront home with private hot tub, fireplace & washer/dryer

Classic lakefront home with private hot tub, fireplace & washer/dryer

Joseph
Located in Joseph, this vacation home is on the waterfront, within a 15-minute drive of Wallowa Lake and Wallowa County Museum.
Classic lakefront home with private hot tub, fireplace & washer/dryer
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Welcome to The Greentree Retreat

Welcome to The Greentree Retreat

Walla Walla
Located in Walla Walla, this vacation home is within a 5-minute drive of Pioneer Park Aviary and Jumpin' Jellybeanz.
Welcome to The Greentree Retreat
Sewah Retreat · Charming Craftsman Cottage - Walkable to Town

Sewah Retreat · Charming Craftsman Cottage - Walkable to Town

Walla Walla
With a stay at this vacation home, you'll be centrally located in Walla Walla, just a 3-minute walk from Whitman College and 9 minutes by foot from Kirkman House ...
Sewah Retreat · Charming Craftsman Cottage - Walkable to Town
Fabulous house with AC in charming Walla Walla

Fabulous house with AC in charming Walla Walla

Walla Walla
Located in Walla Walla, this vacation home is within a 5-minute drive of Providence St. Mary Medical Center - Walla Walla and Jumpin' Jellybeanz.
Fabulous house with AC in charming Walla Walla
Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D

Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D

Joseph
With a stay at this vacation home in Joseph, you'll be in the mountains, just a 5-minute walk from Eagle Cap Wilderness Pack Station and 7 minutes by foot from ...
Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D
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
Nana and Papa's | Lakefront, dog-friendly home in Joseph with amazing yard, deck

Nana and Papa's | Lakefront, dog-friendly home in Joseph with amazing yard, deck

Joseph
With a stay at this vacation home in Joseph, you'll be on the waterfront, just a 1-minute walk from Wallowa Lake and 8 minutes by foot from Wallowa-Whitman National ...
Nana and Papa's | Lakefront, dog-friendly home in Joseph with amazing yard, deck
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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
131 Holiday Homes
Lowest Price
AU$201
Highest Price
AU$215
Popular accommodation
Lakefront lodge with amazing view, private dock, rec room - dog-friendly, Cheerful And Spacious Home For Lovers Of Good Food And Wine, Classic lakefront home with private hot tub, fireplace & washer/dryer, Welcome to The Greentree Retreat, Sewah Retreat · Charming Craftsman Cottage - Walkable to Town, Fabulous house with AC in charming Walla Walla, Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D, Wonderful Juniper Guest House in Walla Walla, Nana and Papa's | Lakefront, dog-friendly home in Joseph with amazing yard, deck

Top trending hotels 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
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
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$215 per night from 1 Mar to 2 Mar
AU$215
includes taxes & fees
1 Mar - 2 Mar
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$201 per night from 24 Feb to 25 Feb
AU$201
includes taxes & fees
24 Feb - 25 Feb
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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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, just a 1-minute walk from Wallowa-Whitman National Forest and 7 minutes by foot ...
Custom-built log home w/ gas grill, free WiFi, deck, and private location
Don't see what you're looking for?
See all available properties in Enterprise
View all properties
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.