Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.

12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.

Walla Walla WA
A stay at this vacation home places you in the heart of Walla Walla, within a 15-minute walk of Whitman College and Little Theater.
Opens in a new window12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

Enterprise OR
The price is AU$401 per night from 19 Apr to 20 Apr
AU$401
19 Apr - 20 Apr
includes taxes & fees
With a stay at this vacation home in Enterprise, you'll be within a 10-minute walk of Wallowa River and Enterprise Public Library.
Opens in a new windowThe Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
Walla Walla Gem - Peaceful, Private and a Perfect Central Location

Walla Walla Gem - Peaceful, Private and a Perfect Central Location

Walla Walla WA
A stay at this vacation home places you in the heart of Walla Walla, within a 10-minute walk of Jumpin' Jellybeanz and Downtown Farmers Market.
Opens in a new windowWalla Walla Gem - Peaceful, Private and a Perfect Central Location
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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 WA
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.
Opens in a new windowCheerful And Spacious Home For Lovers Of Good Food And Wine
Dog Friendly Forest Dell Retreat

Dog Friendly Forest Dell Retreat

Joseph OR
Located in Joseph, this vacation home is on a lake, within a 5-minute walk of Wallowa River and Wallowa Lake.
Opens in a new windowDog Friendly Forest Dell Retreat
casual elegance in the heart of beautiful downtown Joseph Oregon

casual elegance in the heart of beautiful downtown Joseph Oregon

Joseph OR
A stay at this vacation home places you in the heart of Joseph, within a 5-minute walk of Maxville Heritage Interpretive Center and Wallowology Natural History ...
Opens in a new windowcasual elegance in the heart of beautiful downtown Joseph Oregon
Rosebud Cottage – Fireplace & High-Speed Internet

Rosebud Cottage – Fireplace & High-Speed Internet

Joseph OR
With a stay at this vacation home in Joseph, you'll be within a 5-minute walk of Wallowa River and Eagle Cap Wilderness Pack Station.
Opens in a new windowRosebud Cottage – Fireplace & High-Speed Internet
Mountain Meadow Retreat  Private Hot Tub-near lake

Mountain Meadow Retreat Private Hot Tub-near lake

Joseph OR
When you stay at this vacation home in Joseph, you'll be on a lake, within a 5-minute walk of Eagle Cap Wilderness Pack Station and Wallowa-Whitman National ...
Opens in a new windowMountain Meadow Retreat Private Hot Tub-near lake
Wonderful Juniper Guest House in Walla Walla

Wonderful Juniper Guest House in Walla Walla

Walla Walla WA
The price is AU$630 per night from 22 Mar to 23 Mar
AU$630
22 Mar - 23 Mar
includes taxes & fees
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.
Opens in a new windowWonderful Juniper Guest House in 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
184 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$630
Popular accommodation
12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks., The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise, Walla Walla Gem - Peaceful, Private and a Perfect Central Location , Cheerful And Spacious Home For Lovers Of Good Food And Wine, Dog Friendly Forest Dell Retreat, casual elegance in the heart of beautiful downtown Joseph Oregon, Rosebud Cottage – Fireplace & High-Speed Internet, Mountain Meadow Retreat Private Hot Tub-near lake, Wonderful Juniper Guest House in 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$194 per night from 19 Apr to 20 Apr
AU$194
19 Apr - 20 Apr
includes taxes & fees
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.
Opens in a new windowSureStay 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$182 per night from 10 Apr to 11 Apr
AU$182
10 Apr - 11 Apr
includes taxes & fees
With a stay at The Ponderosa Motel in Enterprise, you'll be a 2-minute walk from Enterprise Public Library and 14 minutes by foot from Wallowa River.
Opens in a new windowThe Ponderosa Motel
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 OR
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 ...
Opens in a new windowCustom-built log home w/ gas grill, free WiFi, deck, and private location
Save an average of 15% on thousands of hotels when you're signed in
Golden Saddle 7 is a beautiful lakefront log home on Wallowa Lake with seasonal private dock and wood-burning fireplace

Golden Saddle 7 is a beautiful lakefront log home on Wallowa Lake with seasonal private dock and wood-burning fireplace

Joseph OR
When you stay at this vacation home in Enterprise, you'll be on the waterfront, within a 5-minute walk of Wallowa Lake and Wallowa-Whitman National Forest.
Opens in a new windowGolden Saddle 7 is a beautiful lakefront log home on Wallowa Lake with seasonal private dock and wood-burning fireplace
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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.

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