Cozy Countryside Home on River in Wine Country!!!

- Address: Sheridan, OR
- Guest rating: 9.4/10 (Exceptional, 17 reviews)
Premier Host
Sleeps 6 · 3 bedrooms · 2 bathrooms

We found 25 vacation rentals — enter your dates for availability
Nestled amidst breathtaking foothills and tranquil lakes, Sheridan invites travelers to immerse themselves in a world of outdoor adventures and cultural treasures. Families can delight in the playful atmosphere of the Sheridan Playhouse and unwind at the nearby beaches, while couples can savor romantic escapes in charming cottages. With a variety of spacious vacation rentals that embody the comforts of home, your perfect getaway in this scenic paradise awaits, providing the ideal blend of adventure and relaxation.
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Condo/Apartment
Cabin
Cottage
Villa
Chalet

Premier Host
Sleeps 6 · 3 bedrooms · 2 bathrooms

Premier Host
Sleeps 8 · 4 bedrooms · 3 bathrooms

Premier Host
Sleeps 4 · 2 bedrooms · 3 bathrooms

Sleeps 6 · 2 bedrooms · 2 bathrooms

Sleeps 7 · 3 bedrooms · 2+ bathrooms

Premier Host
Sleeps 6 · 2 bedrooms · 1 bathroom
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Sheridan vacation rentals offer a diverse array of accommodations to suit every traveler’s needs. Whether you’re seeking houses, cozy cottages, or convenient apartment rentals, we have you covered. With options ranging from spacious home rentals to stylish apartments, finding the perfect place to stay in Sheridan is easy. Explore your choices and make the most of your getaway.
Experience the charm of Sheridan, Oregon, perfect for outdoor enthusiasts, couples, and city lovers alike. Explore local attractions such as the aviation museum, historic sites, and serene lakes. Enjoy family-friendly activities at the Sheridan Playhouse or relax at Hollywood Beach and Sheridan Beach. For a memorable adventure, consider requesting tours or visiting nearby mountain resorts. Sheridan offers a delightful mix of culture and nature for every traveler.
Escape to Sheridan, Oregon, for a romantic getaway. Enjoy a cozy wine tasting at local vineyards, explore scenic nature trails together, or take a peaceful stroll along the banks of the nearby Willamette River. Embrace the charm of small-town life and create lasting memories together.
Families will love exploring the scenic landscapes of the Willamette Valley, visiting local farms for berry-picking, and enjoying fun-filled days at nearby parks. Don't miss out on the chance to experience the rich history of Sheridan through its charming downtown area and friendly community events.
Explore the scenic beauty of the Willamette Valley with a group wine tasting tour at local vineyards, or enjoy outdoor adventures like hiking and fishing at nearby parks. Don't miss the chance to experience Sheridan's charming small-town atmosphere and unique local shops.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.
In the charming city of Sheridan, Oregon, adventure awaits with a variety of outdoor activities and romantic getaways. Explore the scenic foothills and enjoy family-friendly excursions in the surrounding counties. Discover local markets and cozy hideaways that create a warm, inviting atmosphere. Whether you seek relaxation or exploration, Sheridan and its nearby areas offer memorable experiences for every type of traveler.
If you're planning a trip to Sheridan, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.
| Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 38.8°F (3.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| February | 39.4°F (4.1°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| March | 42.4°F (5.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| April | 46.6°F (8.1°C) | Light Rain | Mostly Cloudy | Average | Average |
| May | 53.2°F (11.8°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 58.6°F (14.8°C) | No Rain (Dry) | Mostly Sunny | Moderately High | Average |
| July | 64.4°F (18.0°C) | No Rain (Dry) | Mostly Sunny | Moderately High | Slightly High |
| August | 65.5°F (18.6°C) | No Rain (Dry) | Mostly Sunny | Moderately High | Slightly High |
| September | 60.4°F (15.8°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| October | 51.6°F (10.9°C) | Light Rain | Mostly Sunny | Moderately Low | Average |
| November | 43.0°F (6.1°C) | Moderate Rain | Mostly Cloudy | Moderately Low | Average |
| December | 37.4°F (3.0°C) | Moderate Rain | Mostly Cloudy | Moderately Low | Average |
Are you aiming to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, planning for a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.
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**Based on Vrbo properties bookings.
When looking for the best area to stay in Sheridan, Oregon, consider the charming neighborhoods that surround this quaint town. One particularly appealing area is located near the scenic Willamette River, which offers a serene backdrop for your stay. This neighborhood boasts a variety of vacation rental options, allowing for a comfortable and relaxing experience.
Nearby, you can explore the beautiful Eola-Amity Hills Wine Region, which is just a short drive away. This area is renowned for its picturesque vineyards and tasting rooms, making it an ideal spot for wine enthusiasts. Additionally, the historic downtown area of Sheridan features local shops and eateries that reflect the town's unique character.
For outdoor enthusiasts, the proximity to the lush landscapes of the surrounding area provides opportunities for hiking, biking, and enjoying nature.
Prices for vacation rentals in Sheridan 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 Sheridan 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 Sheridan 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.
For renting a beach house in Sheridan, travelers should consider the nearby coastal areas of the Oregon coast, particularly around Lincoln City, which is a short drive away. This vibrant beach town offers a variety of vacation rentals, many of which are oceanfront or have easy access to the beach. Expect amenities such as spacious decks with stunning ocean views, fully equipped kitchens for convenient meal preparation, and cozy living rooms superb for family gatherings.
The neighborhood along the Siletz Bay is particularly appealing, with properties that feature private beach access, outdoor grills, and fire pits, ideal for evening gatherings after a day of sun and surf. Many houses in this area also come with hot tubs or game rooms, adding extra comfort and entertainment options for guests.
Additionally, the surrounding region includes access to local attractions such as the Chinook Winds Casino and the nearby Cascade Head Scenic Research Area, which offers hiking trails with breathtaking views of the coastline.
*Please play responsibly. You must be at least 21 years old to participate in any form of gambling in the United States. If you believe you have a gambling problem, seek help from professional organizations such as the National Council on Problem Gambling at www.ncpgambling.org or call their helpline at 1-800-522-4700.
In Sheridan, vacation houses and cottages are the most popular types of rental accommodations, with several options available throughout the area. These properties are typically situated in peaceful neighborhoods, providing a tranquil environment for guests. Most vacation houses come with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like decks or patios, which are superb for enjoying the serene surroundings. Cottages also offer a cozy atmosphere, often featuring rustic decor and convenient amenities for a comfortable stay.
In Sheridan, Oregon, there are several family-friendly house rentals available, making it an excellent choice for travelers seeking a leisurely getaway. Visitors can find homes situated near the scenic Willamette Valley, providing easy access to outdoor activities and local attractions. Many of these properties offer spacious living areas, fully equipped kitchens for family meals, and outdoor spaces for kids to enjoy.
Nearby, families can explore the natural beauty of the area, including the picturesque rivers and lush forests superb for hiking and picnicking. The charming town center features local shops and eateries, adding to the experience.
A long-stay vacation rental in Sheridan 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 Sheridan, Oregon, there are several remote work vacation rentals available, making it an excellent choice for those looking to blend work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, dedicated workspaces complete with desks and chairs, and comfortable living areas to help ensure productivity. The town itself, located within the beautiful landscapes of the Willamette Valley, offers a peaceful environment that can enhance focus while still allowing for outdoor activities during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Vrbo offers a wide selection of vacation rentals in Sheridan 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 Sheridan, popular vacation rental amenities typically include a cozy fireplace, which adds warmth during cooler evenings. Travelers can expect fully equipped kitchens, allowing for home-cooked meals and family gatherings. Onsite parking is also common, providing convenience for guests with vehicles. Additionally, many rentals are equipped with a blender and a coffee/tea maker, suiting those who enjoy preparing drinks and snacks during their stay.
The best time to visit Sheridan for a vacation rental is during the summer months, particularly in July. This is when the area comes alive, attracting outdoor enthusiasts eager to explore the lush landscapes and participate in various activities. With average temperatures ranging from the mid-50s to the low 80s Fahrenheit, the warm weather is great for hiking, biking, and enjoying the stunning views of the surrounding countryside.
If you're looking for a vibrant setting filled with fellow travelers, July offers plenty of opportunities for socializing and enjoying local events. The peak season, from June to August, provides not only ideal conditions for outdoor adventures but also a chance to experience the community spirit through festivals and gatherings.
For those who prefer a more tranquil experience, consider visiting in November. This month presents a unique charm with fewer tourists, allowing you to appreciate the serene beauty of Sheridan and its surroundings. The cooler temperatures, typically in the low 40s to mid-50s Fahrenheit, create a cozy atmosphere, great for enjoying the scenic drives and perhaps visiting local wineries at a leisurely pace.
Book your Sheridan 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 Sheridan, Oregon, visitors can explore a variety of local attractions that showcase the charm of this small town. The historic downtown area features quaint shops and eateries, offering a taste of local culture and cuisine. Nearby, the scenic Willamette Valley provides opportunities for wine tasting, with several vineyards and wineries just a short drive away, superb for those looking to enjoy the region's renowned wines.
Outdoor enthusiasts can take advantage of the proximity to the beautiful Oregon Coast, which is only about 30 minutes away, allowing for day trips to stunning beaches and coastal parks. Additionally, the surrounding countryside is ideal for hiking, biking, and enjoying the natural beauty of the Pacific Northwest.
For a touch of history, the nearby town of McMinnville is home to the Evergreen Aviation & Space Museum, where visitors can learn about aviation history and see the famous Spruce Goose.
To find Sheridan 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.
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