Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

The Lasater Ranch - country comfort, close to wineries

The Lasater Ranch - country comfort, close to wineries

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy free WiFi, a garden, and patios. Popular attractions Northstar Winery and Pepper Bridge Winery are located ...
Opens in a new windowThe Lasater Ranch - country comfort, close to wineries
Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome

Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome

Joseph
Stay at this vacation home in Joseph. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Wallowa Lake and Eagle Cap Wilderness ...
Opens in a new windowClassic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome
Marybelle’s Vacation Rental

Marybelle’s Vacation Rental

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pioneer Park Aviary and Tranche Cellars are ...
Opens in a new windowMarybelle’s Vacation Rental
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Heritage Heights-Close to Downtown & Pioneer Park - Luxury Finishes - EV charger

Heritage Heights-Close to Downtown & Pioneer Park - Luxury Finishes - EV charger

Walla Walla, WA
Stay at this vacation home in Walla Walla. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pioneer Park Aviary and Jumpin' Jellybeanz ...
Opens in a new windowHeritage Heights-Close to Downtown & Pioneer Park - Luxury Finishes - EV charger
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 ...
Opens in a new windowCustom-built log home w/ gas grill, free WiFi, deck, and private location
The Schoolhouse · The Schoolhouse

The Schoolhouse · The Schoolhouse

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy a water park, a garden, and laundry facilities. Popular attractions Kirkman House Museum and Veterans Memorial ...
Opens in a new windowThe Schoolhouse · The Schoolhouse
 The Wild Iris House

The Wild Iris House

Joseph
Book a stay at this family-friendly vacation home in Joseph. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wallowa Lake and Wallowa ...
Opens in a new window The Wild Iris House
HEATED Pool & Hot Tub in a Quiet Neighborhood- Walk to Town- Dog Friendly

HEATED Pool & Hot Tub in a Quiet Neighborhood- Walk to Town- Dog Friendly

Walla Walla
Book a stay at this family-friendly vacation home in Walla Walla. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Jumpin' Jellybeanz ...
Opens in a new windowHEATED Pool & Hot Tub in a Quiet Neighborhood- Walk to Town- Dog Friendly
Lasater Ranch Bunkhouse- close to town & wineries!

Lasater Ranch Bunkhouse- close to town & wineries!

2 out of 5
Walla Walla
Stay at this vacation home in Walla Walla. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Northstar Winery and ...
Opens in a new windowLasater Ranch Bunkhouse- close to town & wineries!
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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$223
Highest Price
NZ$238
Popular accommodation
The Lasater Ranch - country comfort, close to wineries, Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome, Marybelle’s Vacation Rental, Heritage Heights-Close to Downtown & Pioneer Park - Luxury Finishes - EV charger, Custom-built log home w/ gas grill, free WiFi, deck, and private location, The Schoolhouse · The Schoolhouse, The Wild Iris House, HEATED Pool & Hot Tub in a Quiet Neighborhood- Walk to Town- Dog Friendly, Lasater Ranch Bunkhouse- close to town & wineries!

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$238 per night from 10 Nov to 11 Nov
NZ$238
10 Nov - 11 Nov
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 ...
Opens in a new windowSureStay 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 ...
Opens in a new windowLakefront lodge with amazing view, private dock, rec room - dog-friendly
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$223 per night from 4 Nov to 5 Nov
NZ$223
4 Nov - 5 Nov
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. ...
Opens in a new windowThe Ponderosa Motel
Save an average of 15% on thousands of hotels when you're signed in
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 ...
Opens in a new windowCustom-built log home w/ gas grill, free WiFi, deck, and private location
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.