Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

Lakefront home with private dock, 2 decks, lake views & fireplace

Lakefront home with private dock, 2 decks, lake views & fireplace

Joseph
Stay at this vacation home in Wallowa County. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Wallowa Lake and Wallowa Lake ...
Lakefront home with private dock, 2 decks, lake views & fireplace
Lakefront house with balcony, wall-of-windows, grill, & W/D

Lakefront house with balcony, wall-of-windows, grill, & W/D

Joseph
Stay at this vacation home in Joseph. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Wallowa Lake and Wallowa Lake County ...
Lakefront house with balcony, wall-of-windows, grill, & W/D
Cheerful And Spacious Home For Lovers Of Good Food And Wine

Cheerful And Spacious Home For Lovers Of Good Food And Wine

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy a garden, laundry facilities, and patios. Popular attractions Pioneer Park Aviary and Jumpin' Jellybeanz are ...
Cheerful And Spacious Home For Lovers Of Good Food And Wine
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Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location

Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location

Joseph
Stay at this vacation home in Joseph. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Wallowa Lake and Valley Bronze Gallery & Foundry ...
Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location
Stay at the Historical Cropp Mansion

Stay at the Historical Cropp Mansion

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Kirkman House Museum and Art Gallery at ...
Stay at the Historical Cropp Mansion
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
Stay at this vacation home in Joseph. Enjoy a garden, laundry facilities, and patios. Popular attractions Wallowa Lake and Eagle Cap Wilderness Pack Station ...
Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake
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
Stay at this vacation home in Enterprise. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Wallowa Lake and Eagle Cap Wilderness ...
Custom-built log home w/ gas grill, free WiFi, deck, and private location
Horsing Around In The Barn (Pet friendly)

Horsing Around In The Barn (Pet friendly)

Walla Walla
The price is NZ$356 per night from 4 Aug to 5 Aug
NZ$356
4 Aug - 5 Aug
includes taxes & fees
Stay at this vacation home in Walla Walla. Enjoy free WiFi, a garden, and patios. Popular attractions Fort Walla Walla and Northstar Winery are located ...
Horsing Around In The Barn (Pet friendly)
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
Book a stay at this family-friendly vacation home in Walla Walla. Enjoy a water park, a garden, and laundry facilities. Popular attractions Little Theater and ...
12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.
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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
193 Holiday Homes
Lowest Price
NZ$285
Highest Price
NZ$584
Popular accommodation
Lakefront home with private dock, 2 decks, lake views & fireplace, Lakefront house with balcony, wall-of-windows, grill, & W/D, Cheerful And Spacious Home For Lovers Of Good Food And Wine, Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location, Stay at the Historical Cropp Mansion, Sweet alpine cabin with mountain views & fireplace - walk to tram & Wallowa Lake, Custom-built log home w/ gas grill, free WiFi, deck, and private location, Horsing Around In The Barn (Pet friendly), 12 Min Walk To Downtown. 5 Min Walk To Whitman. Surrounded By 2 Beautiful Parks.

Top trending hotels in 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 NZ$285 per night from 4 Aug to 5 Aug
NZ$285
4 Aug - 5 Aug
includes taxes & fees
Stay at this motel in Enterprise. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Ponderosa Motel
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 NZ$297 per night from 24 Aug to 25 Aug
NZ$297
24 Aug - 25 Aug
includes taxes & fees
Stay at this hotel in Enterprise. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
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
Stay at this vacation home in Enterprise. Enjoy laundry facilities, a pool table, and patios. Popular attractions Wallowa Lake and Wallowa Lake State Park are ...
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
OK Alley, unique historic space, centrally located

OK Alley, unique historic space, centrally located

Enterprise
The price is NZ$584 per night from 6 Aug to 7 Aug
NZ$584
6 Aug - 7 Aug
includes taxes & fees
Stay at this vacation home in Enterprise. Popular attractions Enterprise Public Library and Alpine Meadows Golf Course are located nearby.
OK Alley, unique historic space, centrally located
Don't see what you're looking for?
See all available properties 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.