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

Enterprise Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Enterprise holiday rentals

1. The Sawtooth Condo is part of the historic Litch Hotel

The Sawtooth Condo is part of the historic Litch Hotel
Enterprise
10.0 out of 10, Exceptional, (23 reviews)
"Clean, comfy and quiet. Perfect night to just be away from chaos. The small table and chairs at the main window provided the perfect spot to people watch as my husband had his morning coffee. "
United States
Heather P.
The price is NZ$456
includes taxes & fees
6 Oct - 7 Oct
The Sawtooth Condo is part of the historic Litch Hotel

2. Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos

Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos
Enterprise
10.0 out of 10, Exceptional, (57 reviews)
"Great stay! Exceeded my expectations and communication was fantastic!!"
United States
Pat
The price is NZ$836
includes taxes & fees
7 Sept - 8 Sept
Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos

3. Twin Peaks is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Twin Peaks is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
Enterprise
10.0 out of 10, Exceptional, (7 reviews)
"This charming condo was perfect for our family! Clean, well equipped and the right amount of space for the four of us. We enjoyed our stay here and will be coming back! "
United States
Cara B.
The price is NZ$581
includes taxes & fees
6 Oct - 7 Oct
Twin Peaks is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

4. Aneroid is part of the Litch Hotel: Luxury fully equipped vacation rental condos

Aneroid is part of the Litch Hotel: Luxury fully equipped vacation rental condos
Enterprise
10.0 out of 10, Exceptional, (53 reviews)
"Very clean, very well furnished and comfortable."
United States
Dean A.
The price is NZ$651
includes taxes & fees
6 Oct - 7 Oct
Aneroid is part of the Litch Hotel: Luxury fully equipped vacation rental condos

5. 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, (20 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$409
includes taxes & fees
14 Sept - 15 Sept
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

6. The Fergi Condo is part of the historic Litch Hotel

The Fergi Condo is part of the historic Litch Hotel
Enterprise
10.0 out of 10, Exceptional, (29 reviews)
"Amazing place!"
United States
Olga
The price is NZ$460
includes taxes & fees
6 Oct - 7 Oct
The Fergi Condo is part of the historic Litch Hotel

7. Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
Enterprise
10.0 out of 10, Exceptional, (7 reviews)
"By far our favorite vacation rental stay. Charming themed decor, nice kitchen with all equipment and utensils needed to cook yomralsmeals,cleaGrecommunicatio"
United States
Lady J.
The price is NZ$574
includes taxes & fees
1 Oct - 2 Oct
Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

8. The Ruby Peak Condo is part of the historic Litch Hotel

The Ruby Peak Condo is part of the historic Litch Hotel
Enterprise
10.0 out of 10, Exceptional, (13 reviews)
"Perfect spot , great accommodations. "
United States
Mark B.
The price is NZ$485
includes taxes & fees
6 Oct - 7 Oct
The Ruby Peak Condo is part of the historic Litch Hotel

9. Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
Enterprise
10.0 out of 10, Exceptional, (11 reviews)
"Beautifully renovated 2 bedroom condo in an historic building in downtown Enterprise. Close to Joseph and Wallowa Lake. I will stay here again!"
United States
Mona G.
The price is NZ$561
includes taxes & fees
6 Oct - 7 Oct
Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

10. Park 66 Event Venue with Gorgeous View

Park 66 Event Venue with Gorgeous View
Enterprise
The price is NZ$2,825
includes taxes & fees
11 Sept - 12 Sept
Park 66 Event Venue with Gorgeous View

11. Pete's Point is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Pete's Point is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
Enterprise
10.0 out of 10, Exceptional, (5 reviews)
"Loved the themed decor. It was centrally located and close to several good restaurants. Beautiful views as well."
United States
Dawn F.
The price is NZ$490
includes taxes & fees
6 Oct - 7 Oct
Pete's Point is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

12. The Mt Joseph Condo is part of the historic Litch Hotel

The Mt Joseph Condo is part of the historic Litch Hotel
Enterprise
10.0 out of 10, Exceptional, (42 reviews)
"The condo was great in all amenities, well stocked and amazing deco. Location. Have no dislikes to mention."
United States
Linda
The price is NZ$470
includes taxes & fees
6 Oct - 7 Oct
The Mt Joseph Condo is part of the historic Litch Hotel

13. Stylish large Litch Hotel getaway with amenities for all

Stylish large Litch Hotel getaway with amenities for all
Enterprise
10.0 out of 10, Exceptional, (15 reviews)
"Enjoyed every part of this space! Perfect spot for the whole family!"
United States
Vanessa B.
The price is NZ$1,303
includes taxes & fees
7 Sept - 8 Sept
Stylish large Litch Hotel getaway with amenities for all

14. Granite Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Granite Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
Enterprise
10.0 out of 10, Exceptional, (1 review)
"We booked this place on a whim - Last minute, long (holiday) weekend getaway for our 20th anniversary. The pictures do not do this place justice. Absolutely stunning condo! They have thought about their guests, and it shows! Sound machines in both bedrooms, stocked kitchen, CUTE decor, useful, rechargeable little lights, books, games, you name it! We will be back for sure. Enterprise and Joseph are gorgeous little gems in eastern Oregon - Beautiful place to visit. Thank you, McKee Brothers for...
United States
Cori P.
The price is NZ$605
includes taxes & fees
6 Oct - 7 Oct
Granite Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

15. Findley Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Findley Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
Enterprise
10.0 out of 10, Exceptional, (2 reviews)
"We loved our room. The space was very cozy!"
United States
Kristy F.
The price is NZ$780
includes taxes & fees
6 Oct - 7 Oct
Findley Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

16. 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$840
includes taxes & fees
9 Sept - 10 Sept
Serene Japanese Home with Breathtaking Views in Oregon — Only 15 Min to Joseph

17. Horseshoe Lake 2nd floor 2 bdrm condo

Horseshoe Lake 2nd floor 2 bdrm condo
Joseph
10.0 out of 10, Exceptional, (74 reviews)
"Perfect location, spacious rooms, and all the amenities you would need for a trip to Joseph! Very kind and communicative host, would highly recommend booking a stay here!"
United States
Annie
Horseshoe Lake 2nd floor 2 bdrm condo

18. Glacier Lake 2nd floor 2 bdrm condo

Glacier Lake 2nd floor 2 bdrm condo
Joseph
10.0 out of 10, Exceptional, (27 reviews)
"Excellent property. A great home away from home. "
United States
Allen
The price is NZ$427
includes taxes & fees
7 Sept - 8 Sept
Glacier Lake 2nd floor 2 bdrm condo

19. Balcony View is Family Friendly in Heart of Joseph

Balcony View is Family Friendly in Heart of Joseph
Joseph
9.8 out of 10, Exceptional, (108 reviews)
"Everything was excellent; unit and location!"
United States
D K.
The price is NZ$954
includes taxes & fees
2 Oct - 3 Oct
Balcony View is Family Friendly in Heart of Joseph

20. Crescent Lake condo at Lakes Basin Village

Crescent Lake condo at Lakes Basin Village
Joseph
10.0 out of 10, Exceptional, (59 reviews)
"It was a great space, we enjoyed our stay! "
United States
Nicole C.
The price is NZ$457
includes taxes & fees
9 Sept - 10 Sept
Crescent Lake condo at Lakes Basin Village
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Enterprise Hotel Reviews

Find out more about Enterprise

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Enterprise holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Enterprise. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Enterprise. Seeing all the best attractions is bound to make you fall in love with Enterprise. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Enterprise short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Enterprise?

Yes, there are holiday rentals close to the most popular sights in Enterprise, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside and mountain landscape in Enterprise. Make sure you have time to check out the breweries and shopping during your trip.

What are some of the best holiday rentals that Enterprise has to offer?

Peaceful log cabin retreat with wildlife, mountain and lake views: This highly rated holiday home rental in Enterprise offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Enterprise?

Choose from 12 Expedia holiday rentals in Enterprise for a memorable holiday.

What can I see and do in Enterprise?

Wallowa Lake and Wallowa-Whitman National Forest are a couple of lovely local spots to get outside and enjoy nature. Grande Ronde River and Umatilla National Forest are other places to visit while you're in town.

What are holiday rentals like in Enterprise?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Enterprise. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.