Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views

- Location: Sherwood
- Guest rating: 10/10 (Exceptional, 157 reviews)
- Price: $163 (was $179, 9% off), $1,143 for 7 nights, All fees included

We found 415 vacation rentals — enter your dates for availability
Nestled amidst the breathtaking Dundee Hills, this charming destination invites travelers to savor stunning vistas and world-class wine tastings. Stroll through a friendly downtown brimming with unique shops and eateries, or enjoy family-friendly adventures at local parks and museums. With diverse accommodations ranging from cozy homes to stylish condos, your group can unwind in comfort and convenience, making your stay feel like a true home away from home.
























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Condo/Apartment
Cabin
Cottage
Villa
Chalet

Premier Host
Sleeps 2 · 1 bedroom · 1 bathroom

Premier Host
Sleeps 12 · 4 bedrooms · 4+ bathrooms

Premier Host
Sleeps 14 · 5 bedrooms · 3 bathrooms

Premier Host
Sleeps 6 · 1 bedroom · 1 bathroom

Premier Host
Sleeps 18 · 6 bedrooms · 5 bathrooms

Premier Host
Sleeps 8 · 3 bedrooms · 2 bathrooms

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Dundee offers a variety of vacation rental options to suit every traveler's needs. Whether you're looking for a cozy private vacation home, a stylish apartment, or a comfortable condo, you'll find the perfect fit. Popular choices include spacious bedroom apartments with essential amenities to enhance your stay. Browse through our selection of house rentals and Dundee apartments to discover the ideal getaway that meets your expectations for comfort, convenience, and fun.
Dundee, Oregon, offers a charming blend of romance and outdoor adventure, making it the perfect getaway for couples and families alike. Explore the lush urban parks, delve into history at a local college or university, and discover fascinating aviation exhibits at the museum. Whether you're seeking a family-friendly outing or a tranquil city experience, Dundee has something for everyone to enjoy on their vacation.
For a romantic getaway in Dundee, explore the enchanting Argyle Winery and Domaine Serene, both offering delightful wine experiences. For a touch of luxury, visit the Tualatin Country Club, just 14 miles away, perfect for a leisurely day together in a beautiful setting.
Families visiting Dundee, Oregon can enjoy a thrilling day at Wings and Waves Waterpark, just 8 miles away, or catch a game at the Darnel Wright Softball Complex, 4 miles from town. For more fun, head to Wilsonville Family Fun Center and Bullwinkle's Restaurant, 12 miles away.
Shop till you drop at the Woodburn Premium Outlets, just 11 miles from Dundee, or enjoy a romantic evening at Branch Point Distillery, only 4 miles away. For some outdoor fun, head to Langdon Farms Golf Club, located 12 miles from your base in Dundee.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your search effectively. Here are some helpful Vrbo booking tips to guide you.
Dundee, Oregon, offers a charming blend of romantic getaways and outdoor adventures. Stroll through downtown Dundee, where you'll find delightful shops and a friendly atmosphere perfect for family outings. Enjoy the vibrant local scene, and indulge in the entertainment options available nearby. Whether you're exploring the scenic surroundings or savoring local cuisine, Dundee promises a relaxing and memorable vacation experience.
If you're planning a trip to Dundee, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in June to July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.
| Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 41.0°F (5.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| February | 41.4°F (5.2°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| March | 44.8°F (7.1°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| April | 49.1°F (9.5°C) | Light Rain | Mostly Cloudy | Average | Average |
| May | 56.3°F (13.5°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 62.1°F (16.7°C) | No Rain (Dry) | Mostly Sunny | Slightly High | Average |
| July | 68.9°F (20.5°C) | No Rain (Dry) | Sunny | Slightly High | Slightly High |
| August | 70.2°F (21.2°C) | No Rain (Dry) | Sunny | Average | Slightly High |
| September | 63.9°F (17.7°C) | No Rain (Dry) | Mostly Sunny | Slightly High | Slightly High |
| October | 54.5°F (12.5°C) | Light Rain | Mostly Sunny | Slightly Low | Average |
| November | 45.3°F (7.4°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |
| December | 39.9°F (4.4°C) | Moderate Rain | Mostly Cloudy | Slightly Low | Average |
Looking to save on your next vacation? Consider being flexible with your travel dates, as this can lead to significant price differences. Also, extending your stay can often result in even more savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.
Vrbo’s Trip Board is designed to help you plan your travels seamlessly. You can start new trips, refine your existing plans, or manage your bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/trips.
**Based on Vrbo properties bookings.
When considering a vacation rental in Dundee, Oregon, a popular area to stay is near the heart of the town, which offers a charming blend of local culture and scenic beauty. This neighborhood is known for its proximity to some of the region's finest wineries, making it an ideal spot for wine enthusiasts looking to explore the renowned Willamette Valley wine country. You can easily visit local attractions like the historic 1880s-era Dundee Depot, which showcases the town's rich history, and the beautiful Chehalem Mountains, superb for hiking and enjoying stunning views.
In terms of accommodations, there are a variety of properties available, ranging from cozy cottages to spacious homes, suiting different group sizes and preferences. Staying in this area allows you to experience the warm, welcoming vibe of Dundee while being just a short drive from neighboring towns that also offer unique dining and entertainment options.
Prices for vacation rentals in Dundee 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 Dundee to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.
You can find great discounts on house rentals in Dundee 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.
In Dundee, vacation houses are the most popular type of rental accommodation, with about 37 available throughout the area. These houses typically offer spacious living areas, fully equipped kitchens, and outdoor spaces like patios or gardens, making them ideal for families or groups looking to enjoy the scenic beauty of Oregon's wine country. In addition to vacation houses, there are several cottages, apartments, condos, and villas, providing a variety of choices to cater to different preferences.
In Dundee, Oregon, families will find a solid selection of vacation rentals, with around 38 options available. The area is known for its picturesque vineyards and scenic views, making it a delightful getaway for groups. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play. Amenities such as Wi-Fi and air conditioning are commonly included, ensuring a comfortable stay for everyone.
Visitors can enjoy local attractions like the beautiful wineries and the nearby Chehalem Valley, which boasts opportunities for hiking and exploring the stunning Oregon countryside.
A long-stay vacation rental in Dundee 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.
In Dundee, there are several pet-friendly house rentals available, with around 16 options to choose from. This charming town, located in the heart of Oregon's wine country, offers a variety of vacation homes that cater to travelers with pets. Many of these properties are equipped with amenities such as fully equipped kitchens, outdoor spaces for relaxation, and cozy living areas, making them ideal for families or groups traveling with furry companions.
Dundee's proximity to beautiful vineyards and scenic outdoor areas provides numerous opportunities for pet-friendly activities. Visitors can explore nearby parks and walking trails that welcome pets, allowing for enjoyable outings together. The area is also known for its stunning views of the Willamette Valley, adding to the overall appeal of renting a pet-friendly home here.
In Dundee, Oregon, there are numerous remote work-friendly vacation rentals available, with around 40 options to choose from. This picturesque town, known for its beautiful vineyards and proximity to the Willamette Valley, offers a tranquil setting ideal for productivity. Travelers can expect properties equipped with amenities such as free Wi-Fi, dedicated workspace, and comfortable living areas conducive to working remotely. Many rentals also feature fully stocked kitchens, allowing for convenient meal preparation during longer stays. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Vrbo offers a wide selection of vacation rentals in Dundee 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.
In Dundee, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals with ease. Many rentals also feature decks or patios, providing outdoor spaces to relax and enjoy the surrounding views. A cozy fireplace is often included, superb for creating a warm atmosphere during cooler evenings. Additionally, most properties come equipped with a coffee and tea maker, suiting those who enjoy a hot beverage at their convenience. Onsite parking is another common amenity, making it convenient for guests traveling with their vehicles.
The best time to book a vacation rental in Dundee is during the peak season from June to August, with July being the most popular month for visitors. This vibrant period attracts travelers eager to indulge in Dundee's renowned wine scene, as the region is home to numerous wineries and vineyards that host outdoor tastings and events amid stunning summer landscapes.
During these summer months, you can expect warm temperatures, typically ranging from the high 50s to the mid-80s Fahrenheit, creating an ideal environment for outdoor activities such as hiking and biking through the picturesque countryside. The long days allow ample time to explore the charming local shops and enjoy al fresco dining at the area's delightful restaurants.
For those seeking a more budget-friendly option, consider planning your visit in December. While this month is quieter, it offers a unique opportunity to experience the cozy, festive atmosphere of the wineries, often featuring special holiday events and tastings.
Book your Dundee 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.
In Dundee, Oregon, travelers can enjoy a variety of attractions primarily centered around its renowned wine country. The area is known for its picturesque vineyards and wineries, such as those along the Dundee Hills, where visitors can partake in tastings and tours while soaking in stunning views of the Willamette Valley.
Downtown Dundee features charming shops and local eateries, offering a taste of the region's culinary scene. The nearby Chehalem Mountains provide opportunities for hiking and outdoor activities, making it a great spot for nature lovers. Additionally, the historic town of McMinnville is just a short drive away, where you can explore the Evergreen Aviation & Space Museum and enjoy more dining and shopping options.
To find Dundee 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.
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.
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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.
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.
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