Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

Best Wallowa Lakefront rental w/ private dock and his/hers soaking tub! 4br/3ba

Best Wallowa Lakefront rental w/ private dock and his/hers soaking tub! 4br/3ba

Joseph OR
With a stay at this vacation home in Joseph, you'll be on the waterfront, just steps from Wallowa Lake and a 4-minute drive from Wallowa River.
Opens in a new windowBest Wallowa Lakefront rental w/ private dock and his/hers soaking tub! 4br/3ba
Mountain Meadow Retreat  Private Hot Tub-near lake

Mountain Meadow Retreat Private Hot Tub-near lake

Joseph OR
When you a 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
Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake

Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake

Joseph OR
Located in Joseph, this vacation home is in the mountains, within a 5-minute walk of Wallowa River and Eagle Cap Wilderness Pack Station.
Opens in a new windowSweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake
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Woodland Cabin w/ Fenced Backyard, Deck, Front Porch & WiFi - Dogs Welcome

Woodland Cabin w/ Fenced Backyard, Deck, Front Porch & WiFi - Dogs Welcome

Joseph OR
With a stay at this vacation home in Joseph, you'll be in the mountains, just a 4-minute walk from Wallowa Lake Tramway and 5 minutes by foot from Wallowa ...
Opens in a new windowWoodland Cabin w/ Fenced Backyard, Deck, Front Porch & WiFi - Dogs Welcome
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
Washington House – Historic Charm Meets Modern Comfort

Washington House – Historic Charm Meets Modern Comfort

Walla Walla WA
With a stay at this vacation home, you'll be centrally located in Walla Walla, just a 5-minute walk from Whitman College and 11 minutes by foot from Pioneer ...
Opens in a new windowWashington House – Historic Charm Meets Modern Comfort
Davey House · Davey House

Davey House · Davey House

Walla Walla WA
With a stay at this vacation home in Walla Walla, you'll be a 4-minute walk from Whitman College and 7 minutes by foot from Jumpin' Jellybeanz.
Opens in a new windowDavey House · Davey House
The Oasis Downtown 3 BR with Pool

The Oasis Downtown 3 BR with Pool

Walla Walla WA
The price is AU$660 per night from 8 Feb to 9 Feb
AU$660
8 Feb - 9 Feb
includes taxes & fees
A stay at this vacation home places you in the heart of Walla Walla, steps from Whitman College and 7 minutes by foot from Jumpin' Jellybeanz.
Opens in a new windowThe Oasis Downtown 3 BR with Pool
 The Wild Iris House

The Wild Iris House

Joseph OR
A stay at this vacation home places you in the heart of Joseph, within a 10-minute walk of Wallowa River and Iwetemlaykin State Heritage Site.
Opens in a new window The Wild Iris House
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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$183
Highest Price
AU$660
Popular accommodation
Best Wallowa Lakefront rental w/ private dock and his/hers soaking tub! 4br/3ba, Mountain Meadow Retreat Private Hot Tub-near lake, Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake, Woodland Cabin w/ Fenced Backyard, Deck, Front Porch & WiFi - Dogs Welcome, Walla Walla Gem - Peaceful, Private and a Perfect Central Location , Washington House – Historic Charm Meets Modern Comfort, Davey House · Davey House, The Oasis Downtown 3 BR with Pool, The Wild Iris House

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$196 per night from 9 Feb to 10 Feb
AU$196
9 Feb - 10 Feb
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
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
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$183 per night from 4 Feb to 5 Feb
AU$183
4 Feb - 5 Feb
includes taxes & fees
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.
Opens in a new windowThe Ponderosa Motel
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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$394 per night from 5 Feb to 6 Feb
AU$394
5 Feb - 6 Feb
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
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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.