Photo by Vicki Chandler

Winchester Bay vacation rentals

We found 67 vacation rentals — enter your dates for availability

Discover a selection of 13 homes and other vacation rentals in Winchester Bay that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the best amenities for spending time at your vacation home, which might include WiFi and a fireplace. You're sure to find a rental for everyone's needs, including options that are accessible or non-smoking.
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  • All the privacy of home
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Find out more about Winchester Bay

Find out more about Winchester Bay

Why visit Winchester Bay

  1. Outdoor Adventures: Winchester Bay offers an array of outdoor activities, including hiking, fishing, and camping amidst stunning natural settings.
  2. Beautiful Scenery: Enjoy breathtaking ocean views and picturesque landscapes that make for perfect photo opportunities.
  3. Family-Friendly Community: This charming village is welcoming to families, providing a safe and enjoyable environment for all ages.
  4. Diverse Accommodations: Choose from cozy cabins, beachfront rentals, and luxurious condos to suit your vacation needs.
  5. Blend of Adventure and Art: Explore local art and cultural attractions, enhancing your experience in this vibrant coastal destination.

Popular types of accommodation in Winchester Bay

Planning a getaway to Winchester Bay? You're in for a treat! Discover a variety of vacation rental options, including charming private homes, cozy cabins, and luxurious condos. Whether you're searching for a beachfront escape or a secluded retreat, Winchester Bay vacation rentals offer the perfect base for your adventures. Enjoy the peace of mind that comes with transparency and savings as you explore the best accommodations this stunning destination has to offer.

  • Houses: The top choice for vacation rentals in Winchester Bay, these homes offer a spacious and comfortable setting for families, couples, or friends.
  • Condos: A popular option for those seeking modern amenities and convenience, condos provide a delightful stay in Winchester Bay.
  • Cabins: Ideal for those wanting a rustic experience, cabins bring you closer to nature while enjoying a cozy atmosphere.
  • Cottages: Charming and quaint, cottages are perfect for a romantic getaway or a peaceful retreat by the water.
  • Apartments: A practical choice for solo travellers or small groups, apartments offer comfort and accessibility in beautiful Winchester Bay.**

Top attractions in Winchester Bay

Winchester Bay, Oregon, is perfect for those seeking outdoor adventures and stunning scenery. Visitors can explore nearby national and state parks, as well as beautiful lakes and rivers. Popular activities include beachfront rentals and tent camping, providing a fantastic experience for travellers looking to immerse themselves in nature's beauty. With its diverse attractions, Winchester Bay promises a memorable getaway for adventure enthusiasts and nature lovers alike.

  1. Oregon Dunes National Recreation Area: A stunning expanse of towering sand dunes and lush coastal forest, perfect for adventure seekers. Enjoy activities like hiking, dune boarding, and wildlife watching, all while soaking in the breathtaking coastal scenery.
  2. Umpqua Lighthouse: This historic lighthouse offers a glimpse into maritime history with its charming architecture. Explore the nearby trails and learn about the culture and stories that have shaped this iconic landmark.
  3. Umpqua River: A picturesque river known for its stunning views and outdoor activities. Experience fishing, kayaking, or simply take a leisurely stroll along its banks while enjoying the scenic beauty.

Things to do recommended for groups

Groups visiting Winchester Bay can hike the John Dellenback Dunes Trail for stunning outdoor scenery, try their luck at The Mill Casino for a romantic evening, or enjoy shopping and entertainment at the Pony Village Mall, all while experiencing the vibrant local culture.

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

When planning your trip—whether you're travelling with friends, family, pets, or seeking longer accommodations—it's important to prioritise your needs effectively. Here are some helpful Vrbo booking tips for you.

  • Traveling to Winchester Bay with a group: Think about how many bedrooms you will require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Winchester Bay with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Winchester Bay: For many, a family getaway isn’t truly fulfilling without their furry companion by their side. If that resonates with you, we recommend exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that your entire family feels at home.
  • Planning for a long term stay visiting Winchester Bay: If you're searching for vacation rentals that offer discounts 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 as well.

Where to stay in Winchester Bay

Winchester Bay, Oregon, is a charming village perfect for outdoor enthusiasts and families alike. Explore the breathtaking scenery and enjoy ocean views from a cozy beach house. Nearby attractions offer a delightful blend of adventure and art, making it an ideal West Coast getaway. Experience the warmth of this family-friendly community while uncovering the best of Winchester Bay, where every moment is a chance to create lasting memories.

  • Lakeside: Located a mere 11.3km from Winchester Bay, Lakeside offers a picturesque getaway for outdoor enthusiasts and those seeking a romantic escape. This charming city is surrounded by stunning natural beauty, featuring a picturesque lake and nearby national parks. Visitors can engage in a variety of activities, from relaxing at the local resort to teeing off at the golf course. The recreational area provides ample opportunities for hiking, picnicking, and enjoying the serene scenery, making it an ideal spot for families and couples alike.
  • Gardiner: Just 8.0km from Winchester Bay, the quaint village of Gardiner is a haven for adventure seekers and nature lovers. Surrounded by breathtaking landscapes, Gardiner is known for its abundant trail access leading to inviting hiking trails, perfect for all skill levels. The village’s proximity to beautiful beaches, rivers, and lakes makes it an excellent base for exploring the great outdoors. Visitors can immerse themselves in the stunning scenery while partaking in various recreational activities, creating memorable experiences in this charming locale.
  • Saunders Lake: Situated 17.7km from Winchester Bay, the village of Saunders Lake is renowned for its outdoor activities and captivating landscapes. This tranquil spot is perfect for those looking to connect with nature, featuring an excellent recreational area and a golf course for enthusiasts. Visitors will appreciate the nearby national and state parks, as well as the serene lake that adds to the area's charm. Saunders Lake is an ideal destination for adventure seekers and families wanting to explore the great outdoors while enjoying the scenic beauty surrounding them.

Best time to go to Winchester Bay

If you're planning a trip to Winchester Bay, 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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January45.9°F (7.7°C)Light RainMostly CloudyAverageSlightly Low
February45.1°F (7.3°C)Light RainMostly CloudyAverageSlightly Low
March46.2°F (7.9°C)Light RainMostly CloudyAverageAverage
April48.9°F (9.4°C)Light RainMostly CloudyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June57.0°F (13.9°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
July60.3°F (15.7°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
August61.2°F (16.2°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
September59.4°F (15.2°C)No Rain (Dry)Mostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnyModerately LowSlightly Low
November49.1°F (9.5°C)Light RainMostly CloudyModerately LowAverage
December45.0°F (7.2°C)Moderate RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for an extended stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect accommodation for your trip!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your trips, pick up right where you left off, and manage your travel arrangements. You can easily access properties you've saved or booked, organized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Explore the natural setting in Winchester Bay

The parks and other outdoor surroundings create an inviting atmosphere in Winchester Bay. There's no shortage of things to see and do in the area.If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Exploring the natural features in Winchester Bay

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Winchester Bay is a great spot to appreciate mother nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Oregon Dunes National Recreation Area (2.8 mi / 4.5 km)
  • Umpqua River (4.4 mi / 7.1 km)
  • Tenmile Lake (7.9 mi / 12.6 km)
  • Siltcoos Lake (14.4 mi / 23.2 km)
  • John Dellenback Dunes Trail (6.2 mi / 9.9 km)
  • Umpqua Lighthouse State Park (1.5 mi / 2.4 km)

Traveling to and around Winchester Bay

Fly into North Bend, OR (OTH-Southwest Oregon Regional), the closest airport, located 18.5 mi (29.8 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Winchester Bay?
Length of stay, season and property type are some things that can affect the price of a vacation home. Simply click on your travel dates to find your ideal fit. From cozy cabins to expansive villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Winchester Bay?
When you travel and the size and style of the property will influence the cost of your beachside stay. Type in your Winchester Bay travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the amenities and features you want in your beach house.
What are the top attractions for families in Winchester Bay?
Keeping the kids entertained during your vacation in Winchester Bay is a snap with these fabulous family-friendly attractions:

  • Umpqua Lighthouse
  • Umpqua Lighthouse State Park
  • Umpqua Discovery Center

How old do you have to be to rent a vacation rental in Winchester Bay?
The minimum age is normally 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your chosen Winchester Bay stay before booking your stay.
How long can I rent a vacation rental in Winchester Bay for?
How long you can book a vacation rental in Winchester Bay varies according to the property. Simply enter your preferred dates to view a list of options offering extended stays. With a range of amenities like laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to get somewhere perfect to call your home away from home in Winchester Bay.

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