Enterprise vacation rentals

We found 84 vacation rentals — enter your dates for availability

Select from 10 houses, 13 condos, and other vacation rentals to find the perfect place for your stay in Enterprise. Vacation homes offer the best amenities for you and your friends, family, or even pets, like parking and a TV. At the end of the day, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

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Find out more about Enterprise

Why visit Enterprise

  • Outdoor Adventures: Enterprise is a haven for outdoor enthusiasts with scenic trails and breathtaking mountain views.
  • Charming Local Shops: Explore unique shops that offer local crafts and souvenirs, enhancing your vacation experience.
  • Family-Friendly Activities: Enjoy a variety of recreational activities perfect for families, ensuring fun for all ages.
  • Romantic Atmosphere: Experience a romantic getaway surrounded by stunning landscapes and a friendly vibe.
  • Comfortable Accommodations: Choose from a range of vacation rentals, including cozy cabins and pet-friendly options.

Popular types of accommodation in Enterprise

Enterprise offers a fantastic selection of vacation rentals, including private homes, condos, and cozy cabins. Whether you're traveling with family or friends, you'll find options that cater to your needs, such as pet-friendly rentals and homes with rec rooms. Enjoy the added perks of more amenities to make your stay comfortable and enjoyable. Discover the perfect retreat in Enterprise that fits your vacation style.

  • Houses: Enjoy the luxury and comfort of spacious houses, ideal for families or groups visiting Enterprise.
  • Condos: Experience a blend of convenience and style in condos, perfect for couples or small families seeking a cozy getaway.
  • Cabins: Embrace the rustic charm of cabins nestled in nature, offering a serene retreat for outdoor enthusiasts.
  • Cottages: Delight in the quaint and inviting atmosphere of cottages, perfect for a romantic escape or a peaceful solo retreat.
  • Apartments: Enjoy the practicality of apartments, providing a home-like feel with all the necessary amenities for a comfortable stay.**

Top attractions in Enterprise

Enterprise, Oregon is a fantastic destination for outdoor enthusiasts, offering stunning scenery and a romantic atmosphere. Visitors can explore a variety of attractions, including lookouts, parks, and the local library. This charming town caters to families and individuals seeking cultural experiences and outdoor adventures, making it an ideal spot for a memorable vacation. Whether you're traveling solo or with loved ones, there's something for everyone in Enterprise.

  • Red Hill Lookout: Experience stunning panoramic views of the surrounding valleys and mountains. This lookout offers a perfect spot for outdoor adventures, romantic picnics, and breathtaking sunsets, immersing you in nature's beauty.
  • Chief Joseph Canyon Creek Trail: This family-friendly park features scenic hiking trails that wind through lush landscapes. Enjoy eco-friendly activities while witnessing the area's diverse wildlife and natural beauty.
  • Enterprise Public Library: A cultural hub for families, this library offers a welcoming atmosphere with a variety of resources. Engage in community events and explore local history, making it a great stop for enriching your visit.

Things to do recommended for couples

For a romantic getaway in Enterprise, take a scenic ride on the Wallowa Lake Tramway, just 11 miles away, for breathtaking views. Alternatively, enjoy winter sports together at Ferguson Ridge Ski Area, located 13 miles from town, perfect for an adventurous couple’s retreat.

Things to do recommended for families

Families visiting Enterprise, Oregon can explore the beautiful Wallowa Lake State Park for hiking and picnicking, discover the fascinating exhibits at the Oregon Trail Interpretive Center, and enjoy a scenic ride on the Wallowa Lake Tramway for stunning views of the surrounding mountains.

Things to do recommended for groups

In Enterprise, groups can tee off at the Alpine Meadows Golf Course for a fun day outdoors, indulge in romantic tastings at Stein Distillery just 5 miles away, and embark on an adventurous hike at Eagle Cap Wilderness Pack Station, 11 miles from town, to soak in breathtaking scenery.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Enterprise

If you're traveling with a group, family, or pets, or if you're considering an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Enterprise with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Fortunately, on Vrbo, you can easily filter for all of these options and much more.
  • Traveling to Enterprise with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a smart move.
  • Taking your pets with you to Enterprise: For many families, a vacation isn't truly fulfilling without their beloved furry companions. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and pet beds, ensuring everyone feels comfortable and at home.
  • Planning for a long term stay visiting Enterprise: If you're in search of vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Enterprise

Enterprise, Oregon, is an outdoor paradise perfect for romantic getaways and family adventures. Explore the charming local shops and indulge in the stunning mountain views that surround the area. With its friendly atmosphere and opportunities for recreation, Enterprise serves as a fantastic base camp for discovering the natural beauty of Eastern Oregon. Whether you're hiking scenic trails or simply enjoying the picturesque scenery, your vacation in Enterprise promises unforgettable experiences.

  • Joseph: Nestled just 6 miles from Enterprise, Joseph is a charming city celebrated for its breathtaking outdoor scenery and romantic ambiance. This picturesque destination invites travelers to explore its recreational areas and ski fields, making it an outdoor lover's paradise. Key attractions include stunning lakes and the nearby Wallowa National Forest, where visitors can hike, fish, or simply absorb the stunning views from various lookouts. Joseph's vibrant arts scene, highlighted by local galleries and cultural events, adds to its appeal, making it a must-visit for those seeking both adventure and relaxation.
  • Troy: Located in the vicinity of Enterprise, Troy is a quaint village that offers visitors a unique blend of outdoor experiences and scenic beauty. Known for its welcoming community, travelers can enjoy local shopping and educational opportunities while taking in the stunning landscape surrounding the area. With nearby rivers and lakes, Troy is perfect for fishing, kayaking, and leisurely strolls. Additionally, the proximity to national parks allows for easy access to hiking trails and nature exploration, making Troy an excellent choice for those looking to immerse themselves in the natural beauty of Oregon.
  • Lostine: Situated 8 miles from Enterprise, Lostine is a delightful city renowned for its outdoor adventures and serene scenery. The area is perfect for those seeking a romantic getaway or a peaceful retreat amid nature. Popular activities include exploring the local recreational areas, where hiking and picnicking can be enjoyed. The nearby lakes and Wallowa National Park provide stunning backdrops for outdoor activities, including camping and wildlife viewing. Lostine’s tranquil atmosphere and scenic landscapes make it a perfect stop for travelers looking to unwind and connect with nature.

Best time to go to Enterprise

If you're planning a trip to Enterprise, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostly CloudyAverageAverage
February26.8°F (-2.9°C)Light RainMostly CloudyAverageSlightly Low
March32.9°F (0.5°C)Light RainMostly CloudyAverageSlightly Low
April38.8°F (3.8°C)Light RainMostly SunnyAverageAverage
May48.0°F (8.9°C)Light RainMostly SunnyAverageAverage
June56.5°F (13.6°C)Light RainMostly SunnyModerately HighSlightly High
July67.3°F (19.6°C)No Rain (Dry)SunnyModerately HighSlightly High
August66.7°F (19.3°C)No Rain (Dry)SunnyModerately HighSlightly High
September57.9°F (14.4°C)No Rain (Dry)SunnyAverageAverage
October44.4°F (6.9°C)Light RainMostly SunnyModerately LowAverage
November31.8°F (-0.1°C)Light RainMostly SunnyModerately LowSlightly Low
December23.9°F (-4.5°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. Being the organizer truly has its perks. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on qualifying stays. Sign up today and begin earning rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your next adventure, keep your travel arrangements on track, and manage your bookings with ease. You can conveniently view your saved or booked properties, which are categorized into Potential, Upcoming, or Current Trips. To start exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting beautiful Enterprise

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

Sightseeing in and around Enterprise

Do you want to find attractions to see in the city? Venture out of your vacation home and experience everything that makes Enterprise a fun spot to vacation. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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

Travelers enjoy Enterprise for its lakeside setting and mountain views. Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Enterprise. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • 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, Oregon, United States of America when booking a vacation rental?
When considering a vacation rental in Enterprise, Oregon, the area surrounding the downtown district is an excellent choice. This charming neighborhood offers a blend of local culture and easy access to stunning natural beauty. You'll find several properties that cater to various preferences, making it a popular spot for visitors.

One of the top attractions nearby is the Wallowa Lake State Park, which is superb for outdoor enthusiasts looking to hike, fish, or simply enjoy the breathtaking views of the surrounding mountains. The park's picturesque lake is an ideal setting for picnics and recreational activities, ensuring a delightful experience for families and nature lovers alike.

Additionally, the nearby Eagle Cap Wilderness Area provides ample opportunities for hiking and exploring, with trails that showcase the region's stunning landscapes.
How much does it cost to rent a vacation home in Enterprise?
Prices for vacation 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 vacation 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, travelers should consider accommodations in the nearby Wallowa Valley, particularly around the town of Joseph, which is approximately a 30-minute drive from the ski areas at Anthony Lakes. This picturesque town offers a range of vacation rentals, including cozy cabins and mountain lodges that feature amenities such as wood-burning stoves, fully equipped kitchens, and sometimes even hot tubs or saunas for post-ski relaxation.

In Joseph, visitors can find properties with stunning views of the surrounding Wallowa Mountains, many of which come with outdoor spaces great for soaking in the scenic beauty. The area is also known for its vibrant arts scene, and travelers may appreciate staying close to local galleries and artisan shops.

For those seeking a more rustic experience, the nearby town of Enterprise itself offers charming lodges and cabins that emphasize a connection to nature, often featuring large decks, fire pits, and easy access to hiking trails. Guests can enjoy a blend of winter sports and outdoor activities, with many rentals designed to accommodate families or groups looking to unwind after a day on the slopes.
What is the most popular type of vacation rental accomodation in Enterprise?
In Enterprise, condos are the most popular type of vacation rental, with around 13 available within the area. These condos typically feature modern amenities such as fully equipped kitchens, cozy living spaces, and often balconies for enjoying views of the surrounding landscape. They are conveniently located near local attractions like the Wallowa Mountains and nearby hiking trails, making them a great choice for outdoor enthusiasts.

In addition to condos, there are several vacation houses, cabins, and cottages available, offering a variety of options for travelers seeking more space or a rustic experience. These properties often include multiple bedrooms, outdoor seating areas, and unique features like fireplaces, suiting families or groups looking for a home-away-from-home atmosphere.
Are there any family house rentals in Enterprise?
In Enterprise, Oregon, families will find a selection of approximately ten vacation rentals suited for their needs. This charming town, located in the Wallowa Valley, offers a backdrop of stunning natural scenery, making it an excellent choice for family getaways. Many of these homes feature spacious layouts, complete kitchens ideal for preparing family meals, and outdoor areas where children can play and explore.

The location provides easy access to nearby attractions such as the Wallowa Lake State Park, great for picnics, hiking, and water activities, ensuring that visitors have plenty of options for outdoor adventures. Additionally, the town is close to the historic downtown area, where local shops and eateries can be enjoyed.
Can I find long-stay vacation rentals in Enterprise?
A long-stay vacation rental in Enterprise is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Enterprise?
In Enterprise, Oregon, there are several vacation rentals suitable for remote work, with around 20 options available. These properties typically feature essential amenities like high-speed internet and Wi-Fi, allowing for a productive work environment. Many rentals also include dedicated workspaces with desk and chair setups, ensuring comfort while you focus on tasks.

The area is known for its stunning natural beauty, located in the Wallowa Valley near the Wallowa Mountains, making it a great backdrop for both work and relaxation. After a day of remote work, you can enjoy the nearby outdoor activities, including hiking and fishing, or explore the local charm of Enterprise with its shops and restaurants. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Enterprise vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Enterprise with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, allowing guests to prepare their meals at their convenience. Many rentals also feature coffee and tea makers for a cozy start to the day. Onsite parking is commonly available, making it easy for travelers to explore the beautiful surroundings without concern for where to leave their vehicles. Additionally, many properties provide workspaces complete with desks and desk chairs, accommodating those who may need to catch up on work or stay connected during their stay.
When is the best time to visit Enterprise for a vacation rental?
The best time to visit Enterprise for a vacation rental is during the peak summer months of June through August, with July being particularly popular among travelers. This season attracts outdoor enthusiasts eager to explore the stunning Wallowa Mountains and partake in activities such as hiking, fishing, and horseback riding. The warm weather, typically ranging from the mid-60s to mid-80s Fahrenheit, creates ideal conditions for enjoying the natural beauty of the area.

In addition to the breathtaking landscapes, summer in Enterprise is bustling with local events and festivals that celebrate the region's rich culture and heritage. This lively option invites visitors to immerse themselves in the community, making it a fantastic time for those seeking a vibrant vacation experience.

If you're looking for a more budget-friendly option, consider visiting in December. While the temperatures can dip to the low 30s and high 40s Fahrenheit, this month offers a unique charm as the landscape transforms with winter's touch. You can enjoy cozy accommodations and explore the serene beauty of the area, superb for a peaceful getaway.
How early should I book a Enterprise vacation rental?
Book your Enterprise vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Enterprise, Oregon, United States of America?
In Enterprise, Oregon, visitors can immerse themselves in the natural beauty of the Wallowa Valley. The town is a gateway to the stunning Wallowa Lake, which offers opportunities for boating, fishing, and hiking along its picturesque shores. Nearby, the Wallowa-Whitman National Forest provides extensive trails for hiking and biking, attracting outdoor enthusiasts to explore its scenic landscapes.

The historic downtown area features charming shops, local art galleries, and cozy cafes, making it a great spot to relax and enjoy the local culture. The nearby Oregon Trail Interpretive Center, located just a short drive away in Baker City, offers insights into the region's pioneer history and is a worthwhile visit for those interested in the area's heritage.

Additionally, the annual Wallowa Valley Festival of Arts showcases local talent and adds to the vibrant cultural scene in Enterprise.
Can I change or cancel my Enterprise home rental booking on Vrbo?
To find Enterprise vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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