Book Holiday Homes in Enterprise

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Featured Holiday Homes in 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 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
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, patios, and cable/satellite TV service. Popular attractions Pioneer Park Aviary and Jumpin' Jellybeanz ...
Cheerful And Spacious Home For Lovers Of Good Food And Wine
Classic lakefront home with private hot tub, fireplace & washer/dryer

Classic lakefront home with private hot tub, fireplace & washer/dryer

Joseph
Stay at this vacation home in Joseph. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Wallowa Lake and Wallowa Lake State Park ...
Classic lakefront home with private hot tub, fireplace & washer/dryer
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Welcome to The Greentree Retreat

Welcome to The Greentree Retreat

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy a water park, a garden, and tennis courts. Popular attractions Pioneer Park Aviary and Tranche Cellars are located ...
Welcome to The Greentree Retreat
Sewah Retreat · Charming Craftsman Cottage - Walkable to Town

Sewah Retreat · Charming Craftsman Cottage - Walkable to Town

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy free WiFi, a water park, and a garden. Popular attractions Veterans Memorial Park and Golf Course and Kirkman ...
Sewah Retreat · Charming Craftsman Cottage - Walkable to Town
Fabulous house with AC in charming Walla Walla

Fabulous house with AC in charming Walla Walla

Walla Walla
Stay at this vacation home in Walla Walla. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Bergevine Lane Winery ...
Fabulous house with AC in charming Walla Walla
Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D

Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D

Joseph
Stay at this vacation home in Joseph. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Eagle Cap Wilderness Pack Station and Wallowa Lake ...
Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D
Wonderful Juniper Guest House in Walla Walla

Wonderful Juniper Guest House in Walla Walla

Walla Walla
The price is NZ$811 per night from 1 Mar to 2 Mar
NZ$811
includes taxes & fees
1 Mar - 2 Mar
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
Nana and Papa's | Lakefront, dog-friendly home in Joseph with amazing yard, deck

Nana and Papa's | Lakefront, dog-friendly home in Joseph with amazing yard, deck

Joseph
Stay at this vacation home in Joseph. Enjoy a pool table, patios, and an in-room coffeemaker. Popular attractions Wallowa Lake and Wallowa Lake State Park are ...
Nana and Papa's | Lakefront, dog-friendly home in Joseph with amazing yard, deck
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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$222
Highest Price
NZ$811
Popular accommodation
Lakefront lodge with amazing view, private dock, rec room - dog-friendly, Cheerful And Spacious Home For Lovers Of Good Food And Wine, Classic lakefront home with private hot tub, fireplace & washer/dryer, Welcome to The Greentree Retreat, Sewah Retreat · Charming Craftsman Cottage - Walkable to Town, Fabulous house with AC in charming Walla Walla, Delightful getaway near the lake & hiking with fast WiFi, full kitchen, & W/D, Wonderful Juniper Guest House in Walla Walla, Nana and Papa's | Lakefront, dog-friendly home in Joseph with amazing yard, deck

Top trending hotels in 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 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
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 2 Mar to 3 Mar
NZ$238
includes taxes & fees
2 Mar - 3 Mar
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$222 per night from 25 Feb to 26 Feb
NZ$222
includes taxes & fees
25 Feb - 26 Feb
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
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Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR

Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR

Enterprise
Book a stay at this family-friendly vacation home in Enterprise. Enjoy free WiFi, a garden, and patios. Popular attractions Enterprise Public Library and Alpine ...
Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR
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.