Photo by Kim Larson

Winchester Bay vacation rentals

We found 67 vacation rentals — enter your dates for availability
Discover a selection of 15 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.

Holiday rentals with weekly discounts - Winchester Bay

Showing deals for:Feb 5 - Feb 12

Find out more about Winchester Bay

Why visit Winchester Bay

  • Stunning natural beauty: Winchester Bay boasts breathtaking scenery, including the majestic Oregon Dunes and picturesque coastal views.
  • Outdoor adventures: Ideal for nature lovers, visitors can hike, fish, or engage in various thrilling activities in the great outdoors.
  • Family-friendly atmosphere: The welcoming vibe makes Winchester Bay a perfect destination for visitors of all ages.
  • Diverse accommodation options: Choose from charming cottages, private holiday homes, or comfortable condos to suit your stay.
  • Access to nearby attractions: Use Winchester Bay as a base to explore unique experiences in surrounding areas.

Popular types of accommodation in Winchester Bay

If you're exploring accommodation options in Winchester Bay, you'll find an array of choices to suit your needs. The most popular types of holiday rentals include private holiday homes, charming cottages, and comfortable condos. Whether you're looking for a cozy retreat or a spacious place to gather, there's something for everyone. Plus, you'll appreciate the convenience of parking spots and easy access to nearby hills for rent, ensuring a perfect stay in this beautiful destination.

  • Private Holiday Homes: These spacious and fully-equipped residences are the top choice for travellers seeking comfort and privacy during their stay in Winchester Bay.
  • Cottages: Quaint and charming, these delightful retreats offer a cozy atmosphere ideal for a relaxing getaway surrounded by nature.
  • Condos: Perfect for those desiring modern amenities, condos provide a stylish and convenient option for enjoying the local attractions.
  • Cabins: Rustic and inviting, cabins offer an immersive experience in the great outdoors, perfect for nature enthusiasts.
  • Apartments: Comfortable and versatile, apartments are a practical choice for short or extended stays in the heart of the community.**

Top attractions near Winchester Bay

Winchester Bay, Oregon, is perfect for those seeking outdoor adventures and stunning scenery. Visitors can explore a variety of attractions, including national parks and beautiful rivers and lakes, making it an ideal destination for nature enthusiasts and adventure seekers alike. Whether you're looking to hike, fish, or simply soak in the breathtaking views, Winchester Bay offers a memorable experience for everyone.

  • Oregon Dunes National Recreation Area: Located 3km from Winchester Bay, this stunning national park features expansive sand dunes perfect for outdoor adventures like hiking, ATV riding, and exploring unique landscapes.
  • Umpqua River: Just 6km away, this picturesque river offers scenic views and opportunities for outdoor activities such as kayaking, fishing, and picnicking along its tranquil banks.
  • 16km Lake: A serene lake situated 13km from Winchester Bay, it boasts beautiful beaches ideal for relaxation, water sports, and romantic sunsets.

Things to do recommended for couples

Winchester Bay offers a charming escape for couples. Enjoy a scenic walk on the beach, take a romantic sunset cruise on the Umpqua River, or explore the local seafood restaurants. Don't miss the breathtaking views from the dunes, perfect for a cozy picnic together.

Things to do recommended for families

Families visiting Winchester Bay can enjoy a scenic day at the beautiful Winchester Bay Beach, explore the Umpqua River Lighthouse, and embark on exciting crabbing adventures. Kids will love the local parks and the chance to discover marine life at the nearby Oregon Dunes National Recreation Area.

Things to do recommended for groups

Explore the stunning Oregon Dunes National Recreation Area with guided dune buggy tours, or gather your group for a fun filled day of crabbing in Winchester Bay. Don't miss the chance to enjoy fresh seafood at local eateries while soaking in the beautiful coastal 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 Winchester Bay

If you're planning a trip with friends, family, or pets, or if you're interested in extended stays, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Winchester Bay with a group: Think about how many bedrooms you'll require, as well as 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 some challenges. It’s important to prioritize their comfort and safety while also looking for suitable amenities, like a private swimming pool. Additionally, considering your distance to family-friendly attractions can enhance your overall experience.
  • Taking your pets with you to Winchester Bay: For many families, a trip isn't truly complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winchester Bay: If you're in search of vacation rentals offering 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 options like a parking spot, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Winchester Bay

Winchester Bay, Oregon, is a hidden gem for outdoor enthusiasts seeking adventure and stunning scenery. From the breathtaking Oregon Dunes to the beautiful beaches, there's plenty to explore. The friendly atmosphere and family-friendly vibe make it an ideal destination for all ages. Enjoy dune access for thrilling activities or relax by the beach while soaking in the picturesque coastal views. Nearby cities also offer unique experiences, making Winchester Bay a perfect base for your holiday adventure.

  • Lakeside: Located 11km from Winchester Bay, Lakeside is a charming city that invites visitors looking for outdoor adventure and picturesque scenery. The area is known for its recreational facilities, including hiking trails and a lovely resort that offers relaxation amidst nature. The nearby lake provides a stunning backdrop for those seeking tranquility, while the national state park offers ample opportunities for exploration and wildlife viewing. The local beach is perfect for a romantic stroll or a day of fun in the sun, making Lakeside an ideal destination for couples and families alike.
  • Gardiner: Just 8km from Winchester Bay, the village of Gardiner is a hidden gem for those who love the outdoors and seek adventure. Surrounded by breathtaking landscapes, Gardiner features a variety of recreational areas and campgrounds that cater to nature enthusiasts. Golf lovers will also find excellent courses to enjoy. The proximity to the beach and national state park enhances the village's allure, offering plenty of options for water-related activities and scenic hikes around the beautiful lake. Gardiner is a perfect spot for those eager to immerse themselves in nature's wonders.
  • Saunders Lake: Situated 18km from Winchester Bay, Saunders Lake is a quaint village that offers a delightful escape for outdoor lovers. The area boasts stunning scenery, with its recreational spaces and hiking trails providing excellent options for exploration and exercise. Golf enthusiasts can also enjoy the local courses, while the national state park adds an extra layer of natural beauty to the surroundings. With its tranquil lake and inviting beach, Saunders Lake is ideal for those seeking both relaxation and adventure in a picturesque setting.

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 CloudyAverageSlightly Low
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 LowAverage
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 some cash on your upcoming adventure? Being open to adjusting your travel dates can really help, as prices tend to vary. Additionally, if you're able to book a longer stay, you often unlock significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental. Happy planning.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, refine your travel arrangements, or manage your existing bookings. Your saved or reserved properties are thoughtfully categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please 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:

  • Umpqua River (4.4 mi / 7.1 km)
  • Tenmile Lake (7.9 mi / 12.6 km)
  • Siltcoos Lake (14.4 mi / 23.2 km)
  • Umpqua Lighthouse State Park (1.5 mi / 2.4 km)
  • John Dellenback Dunes Trail (6.2 mi / 9.9 km)
  • Tahkenitch Creek Loop Trail (9.5 mi / 15.2 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 home in Winchester Bay?
Prices for vacation rentals in Winchester Bay 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Winchester Bay to more spacious homes.
Are there any discounts for Winchester Bay vacation house rentals?
You can find great discounts on house rentals in Winchester Bay 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.
Can I find long-stay vacation rentals in Winchester Bay?
A long-stay vacation rental in Winchester Bay 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 any Winchester Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Winchester Bay 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.
When is the best time to visit Winchester Bay for a vacation rental?
The best time to visit Winchester Bay for a vacation rental is during the peak season from June to August, especially in July, when the weather is at its warmest and the outdoor activities are in full swing. This period draws families and adventure seekers looking to enjoy the stunning coastal scenery, with opportunities for fishing, crabbing, and beachcombing along the beautiful Oregon coast.

In July, visitors can expect pleasant temperatures ranging from 15 to 25 degrees Celsius, making it ideal for sunbathing or exploring the nearby dunes and the picturesque Umpqua River. The lively option during this time means you'll find plenty of fellow travellers and opportunities for socialising at local events and festivities.

For those considering a more budget-friendly option, December presents a quieter charm, superb for a peaceful getaway. While the weather can be cooler, this month allows for a great experience of coastal solitude and the chance to enjoy the beauty of winter along the shore.
How early should I book a Winchester Bay vacation rental?
Book your Winchester Bay 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 Winchester Bay?
In Winchester Bay, visitors can enjoy a variety of attractions that highlight the area's natural beauty and maritime charm. The Winchester Bay Lighthouse, located near the entrance to the Umpqua River, is a picturesque spot and a popular photo opportunity. The surrounding area offers access to beautiful sandy beaches, great for relaxing or beachcombing.

For those interested in outdoor activities, the nearby Umpqua National Forest provides numerous trails for hiking and opportunities for fishing and wildlife viewing. The picturesque dunes of the Oregon Dunes National Recreation Area are also a major draw, attracting those who want to explore the unique landscape or partake in activities like ATV riding and sandboarding.

Additionally, the local marina offers boat rentals and fishing charters, making it easy for visitors to experience the abundant marine life off the coast.
Can I change or cancel my Winchester Bay home rental booking on Vrbo?
To find Winchester Bay 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 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 Winchester Bay 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.

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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