Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

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

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

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy free WiFi, a garden, and patios. Our guests praise the bathrooms in our reviews. Popular attractions Jumpin' ...
Walla Walla Gem - Peaceful, Private and a Perfect Central Location
3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck

3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy free WiFi, a fitness center, and a pool table. Our guests praise the helpful staff and the bathrooms in our ...
3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck
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 Valley Bronze Gallery & Foundry and Maxville Heritage ...
Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location
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Wonderful Juniper Guest House in Walla Walla

Wonderful Juniper Guest House in Walla Walla

Walla Walla
The price is NZ$758 per night from 29 Dec to 30 Dec
NZ$758
includes taxes & fees
29 Dec - 30 Dec
Book a stay at this family-friendly vacation home in Walla Walla. Enjoy free WiFi, a garden, and a pool table. Popular attractions Pioneer Park Aviary and Jumpin' ...
Wonderful Juniper Guest House in Walla Walla
Lakefront home with amazing lake view, private dock & deck

Lakefront home with amazing lake view, private dock & deck

Joseph
Stay at this vacation home in Joseph. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Wallowa Lake County Park Public Beach ...
Lakefront home with amazing lake view, private dock & deck
Pine Tree Cabin - Pet Friendly! Home away from home!

Pine Tree Cabin - Pet Friendly! Home away from home!

Enterprise
The price is NZ$423 per night from 24 Dec to 25 Dec
NZ$423
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Enterprise. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Enterprise Public ...
Pine Tree Cabin - Pet Friendly! Home away from home!
The Alder house with a Park view!

The Alder house with a Park view!

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy patios, cable/satellite TV service, and in-room jetted tubs. Popular attractions Pioneer Park Aviary and Little ...
The Alder house with a Park view!
Bryant Barn:  Sleep Inside A Wine Barrel, Fire Pit, Big Yard

Bryant Barn: Sleep Inside A Wine Barrel, Fire Pit, Big Yard

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy free WiFi, private pools, and a water park. Our guests praise the property condition in our reviews. Popular ...
Bryant Barn: Sleep Inside A Wine Barrel, Fire Pit, Big Yard
The Willows · The Willows is Enchanting

The Willows · The Willows is Enchanting

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy free WiFi, a water park, and a garden. Popular attractions Pioneer Park Aviary and Little Theater are located ...
The Willows · The Willows is Enchanting
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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
131 Holiday Homes
Lowest Price
NZ$226
Highest Price
NZ$758
Popular accommodation
Walla Walla Gem - Peaceful, Private and a Perfect Central Location , 3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck, Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location, Wonderful Juniper Guest House in Walla Walla, Lakefront home with amazing lake view, private dock & deck, Pine Tree Cabin - Pet Friendly! Home away from home!, The Alder house with a Park view!, Bryant Barn: Sleep Inside A Wine Barrel, Fire Pit, Big Yard, The Willows · The Willows is Enchanting

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$241 per night from 29 Dec to 30 Dec
NZ$241
includes taxes & fees
29 Dec - 30 Dec
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
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$226 per night from 24 Dec to 25 Dec
NZ$226
includes taxes & fees
24 Dec - 25 Dec
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
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 a pool table, patios, and an in-room coffeemaker. Popular attractions Wallowa Lake State Park and Wallowa Lake ...
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
Experience a one-of-a-kind stay at Mt

Experience a one-of-a-kind stay at Mt

Enterprise
The price is NZ$342 per night from 6 Jan to 7 Jan
NZ$342
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this condo in Enterprise. Enjoy free WiFi, rainfall showerheads, and an in-room coffeemaker. Popular attractions Enterprise Public Library and Alpine ...
Experience a one-of-a-kind stay at Mt
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.