A mountainous landscape with a valley, trees, and a clear sky.

Holiday Homes in Enterprise

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Enterprise holiday homes

A cozy living room with two green leather armchairs, a wooden coffee table, a television, and a piano.

1. The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
Enterprise
8.6 out of 10, Excellent, (21 reviews)
"Just the cutest cabin! We're huge music enthusiasts so the decorations and vibe was excellent. Reading the history and seeing some of the historical pieces where fascinating. Location was super!!! Thank you for an amazing experience"
United States
Kimberly
The price is NZ$430
includes taxes & fees
11 Oct - 12 Oct
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
A modern building with a garage and a wooden structure in front.

2. Park 66 Event Venue with Gorgeous View

Park 66 Event Venue with Gorgeous View
Enterprise
The price is NZ$2,961
includes taxes & fees
30 Sept - 1 Oct
Park 66 Event Venue with Gorgeous View
A wooden table with plates of food and wine glasses, set against a backdrop of a grassy field and distant mountains.

3. Serene Japanese Home with Breathtaking Views in Oregon — Only 15 Min to Joseph

Serene Japanese Home with Breathtaking Views in Oregon — Only 15 Min to Joseph
Enterprise
10.0 out of 10, Exceptional, (2 reviews)
"This home is absolutely gorgeous! We enjoyed everything about it and the area. "
United States
Gregory B.
The price is NZ$935
includes taxes & fees
17 Oct - 18 Oct
Serene Japanese Home with Breathtaking Views in Oregon — Only 15 Min to Joseph
A modern kitchen with a central island, bar stools, stainless steel appliances, and dark cabinetry.

4. Mountain View Townhome E| Walk to Downtown Joseph

Mountain View Townhome E| Walk to Downtown Joseph
Joseph
9.6 out of 10, Exceptional, (5 reviews)
"Would stay again"
United States
Jesse E.
The price is NZ$716
includes taxes & fees
6 Oct - 7 Oct
Mountain View Townhome E| Walk to Downtown Joseph
A building with a covered outdoor area, a gravel path, and a lake with mountains in the background.

5. 20 Moraine Tranquility Lodge (lower unit)

20 Moraine Tranquility Lodge (lower unit)
Joseph
10.0 out of 10, Exceptional, (1 review)
"This property is amazing. The view is a 10/10! Property management was prompt with communication! Will stay again and again!!"
United States
Amanda M.
20 Moraine Tranquility Lodge (lower unit)
A modern living room with a fireplace, wooden ceiling, and large windows.

6. Eagle Cap Farms hosted owned and operated by Eagle Cap Vacation Rentals

Eagle Cap Farms hosted owned and operated by Eagle Cap Vacation Rentals
Joseph
10.0 out of 10, Exceptional, (47 reviews)
"This is a clean, comfortable cabin in a beautiful location. Our stay was great. Excellent communication and assistance from the owner. Our dog absolutely loved the big yard to run in, and we would love to return."
United States
Jennifer B.
The price is NZ$760
includes taxes & fees
19 Oct - 20 Oct
Eagle Cap Farms hosted owned and operated by Eagle Cap Vacation Rentals
A modern kitchen with dark cabinetry, stainless steel appliances, and a large island.

7. Mountain View Townhome D| Walk to Downtown Joseph

Mountain View Townhome D| Walk to Downtown Joseph
Joseph
10.0 out of 10, Exceptional, (4 reviews)
"Great location and very clean"
United States
Jess W.
The price is NZ$698
includes taxes & fees
5 Oct - 6 Oct
Mountain View Townhome D| Walk to Downtown Joseph
A wooden interior with a sofa, dining table, chairs, and large windows.

8. Frazier Lake | Wallowa Lake rental

Frazier Lake | Wallowa Lake rental
Joseph
10.0 out of 10, Exceptional, (1 review)
"This home is in a great location & perfect for a small family get a way!"
United States
Julie F.
The price is NZ$725
includes taxes & fees
27 Oct - 28 Oct
Frazier Lake | Wallowa Lake rental
A hot tub with a stone border, surrounded by trees and a mountain view.

9. Mountain Lake Retreat w/ Deck and Spa

Mountain Lake Retreat w/ Deck and Spa
Joseph
9.8 out of 10, Exceptional, (8 reviews)
"Amazing property with great views of the lake!"
United States
Michael S.
Mountain Lake Retreat w/ Deck and Spa
A straight pathway flanked by trees leading to a building.

10. Horsing Around In The Barn (Pet friendly)

Horsing Around In The Barn (Pet friendly)
Walla Walla
10.0 out of 10, Exceptional, (87 reviews)
"My son loved the animals, great little place to stay and relax. "
United States
Ashton
The price is NZ$400
includes taxes & fees
29 Sept - 30 Sept
Horsing Around In The Barn (Pet friendly)
A house with a wooden deck, a metal gate, and a wheelbarrow.

11. Halfway Wild Creek Front Tiny Home - Tiny House sleeps 3 add RV sleeps 4 more

Halfway Wild Creek Front Tiny Home - Tiny House sleeps 3 add RV sleeps 4 more
Halfway
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful place to stay!! Heidi and her husband were welcoming and very accommodating. The tiny home and RV were pristine and comfortable. We couldn't have been happier! :-))"
United States
Ann P.
The price is NZ$433
includes taxes & fees
29 Sept - 30 Sept
Halfway Wild Creek Front Tiny Home - Tiny House sleeps 3 add RV sleeps 4 more
A two-story house with a front porch, a chimney, and a well-maintained lawn.

12. Wonderful Juniper Guest House in Walla Walla

Wonderful Juniper Guest House in Walla Walla
Walla Walla
9.8 out of 10, Exceptional, (204 reviews)
"Great house, beds were comfortable and house was extremely clean. Great location for restaurants also."
United States
Aaron H.
The price is NZ$818
includes taxes & fees
29 Sept - 30 Sept
Wonderful Juniper Guest House in Walla Walla
A modern kitchen with granite countertops, stainless steel appliances, and pendant lighting.

13. Sodo Landing

Sodo Landing
Walla Walla
9.8 out of 10, Exceptional, (80 reviews)
"Thank you for a wonderful stay"
United States
Michelle U.
The price is NZ$764
includes taxes & fees
4 Oct - 5 Oct
Sodo Landing
A house with a covered porch, a red door, and a number '5' on the front.

14. The Rustic Rose - 4 Bedroom House w/ HOT TUB near Downtown

The Rustic Rose - 4 Bedroom House w/ HOT TUB near Downtown
Walla Walla
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful house"
United States
Julie R.
The price is NZ$987
includes taxes & fees
29 Sept - 30 Sept
The Rustic Rose - 4 Bedroom House w/ HOT TUB near Downtown
A long wooden table set for a formal outdoor event with name cards, wine glasses, and cutlery.

15. The Oasis Downtown 3 BR with Pool

The Oasis Downtown 3 BR with Pool
Walla Walla
10.0 out of 10, Exceptional, (95 reviews)
"Excellent stay, perfect for what we needed with great location. "
United States
Luke V.
The price is NZ$973
includes taxes & fees
29 Sept - 30 Sept
The Oasis Downtown 3 BR with Pool
A spacious kitchen with wooden cabinets, a large island with a sink, and a view to a deck.

16. The Alder house with a Park view!

The Alder house with a Park view!
Walla Walla
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for groups!"
United States
Trudi V.
The price is NZ$1,979
includes taxes & fees
29 Sept - 30 Sept
The Alder house with a Park view!
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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Top Enterprise Hotel Reviews

SureStay by Best Western Walla Walla

SureStay by Best Western Walla Walla

10/10 Excellent
"Comfortable stay"
Jane 1-night trip
Posted 7 hours ago
SureStay by Best Western Walla Walla

Find out more about Enterprise

Enterprise Holiday Homes information

Number of reviews
571
Accommodation
199 Holiday Homes
Lowest Price
NZ$400
Highest Price
NZ$2,961