Enterprise holiday lettings

We found 88 holiday rentals — enter your dates for availability

Select from 14 houses, 13 flats and other holiday rentals to find the perfect place for your stay in Enterprise. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and parking. At the end of the day, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Enterprise

Showing deals for:26 Dec - 2 Jan

Image gallery for Cow Camp: A Quiet Cozy Cottage w Mountain Vistas & A River Runs Through It

Be our guest!
9.4 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)

Cow Camp: A Quiet Cozy Cottage w Mountain Vistas & A River Runs Through It

Joseph, OR

8% off
Price is £1,273
for 7 nights, 1 cottage
£182 per night
includes taxes & fees
Cow Camp: A Quiet Cozy Cottage w Mountain Vistas & A River Runs Through It

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

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    More space, more privacy, more amenities — more value

Find out more about Enterprise

Find out more about Enterprise

Why people love visiting scenic Enterprise

The lake and mountains create a pretty picture of Enterprise. This scenic and relaxing city is well known for its hiking, shopping and golfing. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Enterprise

Do you want to discover attractions to see in the city? Venture out of your holiday home and experience everything that makes Enterprise a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ferguson Ridge Ski Area (13.1 mi / 21 km)
  • Alpine Meadows Golf Course (0.9 mi / 1.5 km)

Exploring the natural landscape of Enterprise

Travellers enjoy Enterprise for its lakeside setting and mountain views. Whether you're an adventurous traveller or just want to take in the scenery, Enterprise is a great place to get outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Wallowa River (1.1 mi / 1.8 km)
  • Wallowa Lake (8.6 mi / 13.8 km)
  • Wallowa Lake State Park (10.4 mi / 16.7 km)
  • Eagle Cap Wilderness Pack Station (11 mi / 17.8 km)
  • Wallowa-Whitman National Forest (16.8 mi / 27 km)
  • Wallowa Lake County Park Public Beach (6.9 mi / 11.2 km)

Frequently asked questions

What is the best area to stay in Enterprise when booking a holiday rental?
When considering a holiday rental in Enterprise, Oregon, a popular area to stay is the charming downtown district. This vibrant area is not only convenient for accessing various amenities but also offers a delightful blend of local shops, cafes, and restaurants that showcase the region's unique character. Staying here puts you within walking distance of top attractions such as the Wallowa Mountains, where you can indulge in outdoor activities like hiking and scenic views, and the nearby Oregon Trail Interpretive Centre, which provides fascinating insights into the region's history.

Another appealing option is the neighbourhood surrounding the Wallowa Lake area. This picturesque setting is great for those looking to immerse themselves in nature. With numerous holiday rentals available, you'll find a variety of accommodations that cater to different preferences. The stunning lake offers opportunities for fishing, boating, and leisurely walks along its scenic shores, making it a popular spot for families and outdoor enthusiasts alike.
How much does it cost to rent a holiday home in Enterprise?
Prices for holiday rentals in Enterprise vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Enterprise to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Enterprise holiday house rentals?
You can find great discounts on house rentals in Enterprise on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Enterprise ski resort rentals?
For those seeking ski resort rentals near Enterprise, Oregon, the closest major ski area is the Anthony Lakes Mountain Resort, located approximately 30 miles away. In the town of Baker City, which serves as a convenient base for skiers, visitors can find a variety of accommodations that cater to different needs and preferences. Many properties in Baker City offer amenities such as fully equipped kitchens, spacious living areas, and easy access to local shops and restaurants, making it a practical choice for families or groups.

Within Baker City, there are charming historic hotels and lodges that provide a comfortable stay, often featuring rustic decor, communal areas with fireplaces, and outdoor spaces for relaxation after a day on the slopes. Some rentals may also include hot tubs or saunas, great for unwinding.
What is the most popular type of holiday rental accomodation in Enterprise?
In Enterprise, condos are the most popular type of holiday rental, with around 13 available in the area. These condos typically come equipped with modern amenities such as fully fitted kitchens, spacious living areas, and sometimes private balconies that offer views of the surrounding mountains. Additionally, there are approximately 11 holiday houses for those seeking a more traditional home experience, often featuring multiple bedrooms and outdoor spaces suitable for family gatherings. Several cabins are also available, providing a rustic charm and a closer connection to nature, making them great for travellers looking to immerse themselves in the scenic beauty of the Wallowa Valley.
Are there any family house rentals in Enterprise?
In Enterprise, Oregon, there are some family-friendly holiday rentals available, with around 12 options to choose from. This charming town is located in the stunning Wallowa Valley, making it an excellent base for families seeking outdoor adventures. Many properties in the area offer spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces for children to play and explore.
Can I find long-stay holiday rentals in Enterprise?
A long-stay holiday rental in Enterprise is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Enterprise?
In Enterprise, Oregon, there are several pet-friendly house rentals available, ideal for those travelling with furry companions. Many of these rentals are situated amidst the stunning Wallowa Mountains, offering breathtaking views and easy access to outdoor activities. Expect amenities such as spacious living areas, fully equipped kitchens, and private outdoor spaces, where guests can relax after a day of exploring.
Are there any remote work holiday rentals in Enterprise?
In Enterprise, Oregon, there are numerous remote work holiday rentals available—around 24 options for those looking to combine work with leisure. This charming town, located in the stunning Wallowa Valley, offers a peaceful setting ideal for productivity. Many properties come equipped with amenities tailored for remote work, including high-speed Wi-Fi, dedicated desks, and comfortable office chairs, ensuring a conducive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Enterprise holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Enterprise with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Enterprise?
In Enterprise, popular holiday rental amenities typically include free Wi-Fi, kitchens equipped with cookware, dishware, and utensils, as well as essential appliances like microwaves and refrigerators. These features ensure that guests can enjoy a comfortable and convenient stay, allowing for self-catering options while exploring the scenic beauty of the surrounding area.
When is the best time to visit Enterprise for a holiday rental?
The best time to visit Enterprise for a holiday rental is during the summer months, particularly in July, when the region is bustling with activity and natural beauty. This peak season, which spans from June to August, offers warm temperatures ideal for outdoor adventures, with averages reaching into the high 20s Celsius.

During this vibrant period, visitors can immerse themselves in a variety of activities, such as hiking the spectacular Wallowa Mountains or exploring the scenic trails of the nearby Wallowa-Whitman National Forest. The summer sunlight creates superb conditions for sightseeing, allowing you to fully appreciate the breathtaking landscapes and wildlife that the area has to offer.

If you're looking for a more budget-friendly experience, consider booking your holiday rental in December. While this is the low season, it presents a unique charm with fewer tourists, giving you a peaceful atmosphere to enjoy the serene winter scenery. The quietude during this time allows for reflection and relaxation, as well as opportunities for winter sports if conditions permit.
How early should I book a Enterprise holiday rental?
Book your Enterprise holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Enterprise home rental booking on Vrbo?
To find Enterprise holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Enterprise holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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