Enterprise holiday lettings

We found 82 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Enterprise that are perfect for your trip. 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.

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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:

  • Alpine Meadows Golf Course (0.9 mi / 1.5 km)
  • Ferguson Ridge Ski Area (13.1 mi / 21 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 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 River (1.1 mi / 1.8 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 near the charming downtown district. This area offers a delightful mix of local shops, cafes, and eateries, providing an immersive experience of the community's vibrant culture. Additionally, you'll find the stunning Wallowa Lake State Park just a short drive away, superb for outdoor activities such as hiking, fishing, and enjoying the picturesque views of the surrounding mountains.

Another appealing option is the neighbourhoods closer to the breathtaking Eagle Cap Wilderness. This region boasts numerous trails and opportunities for wildlife viewing, making it a haven for nature enthusiasts. Staying here allows you easy access to both scenic beauty and the rustic charm of Enterprise.
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 the best ski resort rentals near Enterprise, Oregon, look towards the nearby Wallowa Mountains, particularly around the town of Joseph, which is approximately a short drive away from the ski areas. This picturesque region offers a variety of holiday rentals, including rustic cabins and modern chalets that cater to winter sports enthusiasts. Many properties in this area come equipped with essential amenities such as fully equipped kitchens, cozy living areas with wood-burning stoves or fireplaces, and outdoor spaces for enjoying the stunning mountain views.

In Joseph, visitors can find charming lodgings that often feature hot tubs, superb for relaxing after a day on the slopes. Additionally, some rentals provide easy access to local trails for snowshoeing or cross-country skiing, enhancing the winter experience. The town itself is a delightful place to explore, with art galleries, local shops, and restaurants offering a taste of the region's culture and cuisine.

Nearby, the Wallowa Lake area is another fantastic option, where larger cabins can accommodate families or groups, often boasting amenities like game rooms, fire pits, and expansive decks.
What is the most popular type of holiday rental accomodation in Enterprise?
In Enterprise, condos are the most popular type of holiday rental, with about 39 available in the area. These condos are typically located in convenient neighbourhoods, offering easy access to local attractions such as the Wallowa Mountains and the scenic Wallowa River. Most condos come equipped with modern amenities, including fully stocked kitchens, comfortable living spaces, and often private balconies to enjoy the stunning views.

Additionally, there are around 18 holiday houses available, which provide more space for families or larger groups. These houses usually feature multiple bedrooms, spacious living areas, and outdoor spaces for relaxation. There are also several cabins and cottages, which offer a more rustic experience, often located in tranquil spots surrounded by nature.
Are there any family house rentals in Enterprise?
In Enterprise, Oregon, there are ten family-friendly house rentals available, offering a delightful range of options for visitors. This charming town, located in the scenic Wallowa Valley, is great for families looking to explore the outdoors together. Many homes here feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor decks or patios that provide lovely views of the surrounding mountains.

These properties often come with amenities such as Wi-Fi, laundry facilities, and sometimes even game rooms or fire pits, ensuring that families have plenty of entertainment options. Nearby, the stunning Wallowa Lake offers opportunities for hiking, fishing, and picnicking, while the Wallowa-Whitman National Forest is great for those eager to explore the great outdoors.
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, there are several pet-friendly house rentals available that cater to travellers seeking a comfortable stay in this picturesque region of Oregon. Many of these properties come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

The town is surrounded by stunning natural beauty, with opportunities for outdoor activities, including hiking and fishing in the nearby Wallowa Mountains. Many rentals offer easy access to these scenic spots, making it ideal for pet owners who wish to explore the great outdoors with their furry companions.
Are there any remote work holiday rentals in Enterprise?
In Enterprise, Oregon, there are numerous remote work holiday rentals available, with around 60 properties suiting those needing a productive environment while away. Many of these rentals are equipped with essential amenities such as free in-room Wi-Fi, dedicated workspaces featuring desk and chair setups, and comfortable living areas to unwind after a day's work.

Located in the scenic Wallowa Valley, these rentals offer stunning views of the surrounding mountains and easy access to outdoor activities, making them great for balancing work and leisure. Travellers can expect well-furnished homes, often with fully equipped kitchens, allowing for self-catering, as well as amenities like laundry facilities and outdoor spaces for relaxation. The charming town of Enterprise itself has local shops and restaurants, providing convenience and a taste of the local culture. 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, holiday rentals commonly feature amenities that enhance comfort and convenience for travellers. Most properties include a kitchen, allowing guests to prepare their own meals, along with a coffee and tea maker for that essential morning brew. Additionally, onsite parking is typically available, making it easy for visitors to explore the surrounding areas. Many rentals also offer a desk and desk chair, providing a suitable space for those who may need to work or plan their adventures while enjoying their stay.
When is the best time to visit Enterprise for a holiday rental?
The peak season for visiting Enterprise runs from June to August, with July being the most popular month. During this time, the charming town comes alive, welcoming outdoor enthusiasts eager to explore the stunning Wallowa Mountains and the surrounding natural beauty. The warm weather, with temperatures typically ranging from the mid-teens to low 30s Celsius, provides an ideal setting for hiking, fishing, and sightseeing.

For those who appreciate a vibrant setting, summer is the superb time to book a holiday rental in Enterprise. Visitors can experience the local culture through various events and activities, making for an exciting and enriching getaway.

If you're seeking a more budget-friendly option, consider visiting in December. While this is the low season, the winter months offer a unique perspective of the area, with opportunities for snow-related activities and a quieter, more peaceful experience. The festive season brings a special charm to Enterprise, allowing you to enjoy the local hospitality and winter scenery without the crowds.
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.
What are the top attractions in Enterprise?
In Enterprise, Oregon, visitors can explore the stunning Wallowa Mountains, which offer a number of outdoor activities such as hiking, fishing, and skiing during the winter months. The nearby Wallowa Lake is a popular spot for boating and picnicking, providing beautiful views and a tranquil atmosphere.

The town itself features charming shops and local eateries that reflect the area's rich history and culture. The Oregon Trail Interpretive Centre, located just a short drive away in Baker City, offers insights into the region's pioneer history, making it a worthwhile excursion.

For those interested in local arts, the Josephy Centre for Arts and Culture in nearby Joseph showcases regional art and hosts various events throughout the year, adding to the cultural experience of the area.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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