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
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
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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
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
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
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
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
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
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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
132 Holiday Homes
Lowest Price
AU$203
Highest Price
AU$291
Popular accommodation
3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck, Lakefront lodge with amazing view, private dock, rec room - dog-friendly, Cheerful And Spacious Home For Lovers Of Good Food And Wine, Wonderful Juniper Guest House in Walla Walla, Classic lakefront home with private hot tub, fireplace & washer/dryer, Sewah Retreat · Charming Craftsman Cottage - Walkable to Town, Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D, Welcome to The Greentree Retreat, Fabulous house with AC in charming Walla Walla

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 30 Jan to 31 Jan
AU$217
includes taxes & fees
30 Jan - 31 Jan
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$203 per night from 24 Jan to 25 Jan
AU$203
includes taxes & fees
24 Jan - 25 Jan
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
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$291 per night from 24 Jan to 25 Jan
AU$291
includes taxes & fees
24 Jan - 25 Jan
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
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.