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
Stay at this family-friendly holiday home in Joseph. Enjoy free Wi-Fi, a sauna and a garden. Popular attractions Wallowa Lake and Wallowa Lake County Park Public ...
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
Stay at this holiday home in Joseph. Enjoy patios, an in-room coffee maker and air conditioning. Popular attractions Eagle Cap Wilderness Pack Station and Wallowa ...
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
Stay at this holiday home in Joseph. Enjoy a garden, laundry facilities and patios. Popular attractions Eagle Cap Wilderness Pack Station and Wallowa Lake Tramway ...
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
Stay at this holiday home in Joseph. Enjoy patios, an in-room coffee maker and in-room fireplaces. Popular attractions Wallowa Lake Tramway and Wallowa Lake ...
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
Stay at this holiday home in Walla Walla. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions 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
Stay at this holiday home in Walla Walla. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Pioneer Park Aviary and Jumpin' Jellybeanz are located ...
Opens in a new windowWashington House – Historic Charm Meets Modern Comfort
Davey House · Davey House

Davey House · Davey House

Walla Walla WA
Stay at this holiday home in Walla Walla. Enjoy a water park, a garden and laundry facilities. Popular attractions Jumpin' Jellybeanz and Art Gallery at the ...
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 NZ$765 per night from 8 Feb to 9 Feb
NZ$765
8 Feb - 9 Feb
includes taxes & fees
Stay at this family-friendly holiday home in Walla Walla. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Jumpin' Jellybeanz and Art Gallery ...
Opens in a new windowThe Oasis Downtown 3 BR with Pool
 The Wild Iris House

The Wild Iris House

Joseph OR
Stay at this family-friendly holiday home in Joseph. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Wallowa County Museum and Valley ...
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
NZ$213
Highest Price
NZ$765
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 NZ$227 per night from 13 Feb to 14 Feb
NZ$227
13 Feb - 14 Feb
includes taxes & fees
Stay at this hotel in Enterprise. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
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
Stay at this holiday home in Enterprise. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Eagle Cap Wilderness Pack Station ...
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 NZ$213 per night from 7 Feb to 8 Feb
NZ$213
7 Feb - 8 Feb
includes taxes & fees
Stay at this motel in Enterprise. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the helpful staff and the clean rooms in their reviews. ...
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 NZ$452 per night from 7 Feb to 8 Feb
NZ$452
7 Feb - 8 Feb
includes taxes & fees
Stay at this holiday home in Enterprise. Enjoy free Wi-Fi, a garden and an in-room coffee maker. Popular attractions Enterprise Public Library and Wallowa River ...
Opens in a new windowThe Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
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.

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