Photo by Vicki Chandler

Winchester Bay vacation rentals

We found 73 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.

Vacation rentals with weekly discounts - Winchester Bay

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Find out more about Winchester Bay

Why visit Winchester Bay

  1. Outdoor Adventures: Winchester Bay is a haven for outdoor enthusiasts, offering hiking trails, crabbing, and ocean fishing.
  2. Stunning Scenery: Enjoy breathtaking ocean views and picturesque beach houses that showcase the natural beauty of the West Coast.
  3. Family-Friendly Atmosphere: The area is known for its friendly locals and rich history, making it perfect for family vacations.
  4. Variety of Accommodations: Choose from cozy bayview cottages, inviting cabins, or lakefront rentals to suit your needs.
  5. Nearby Attractions: Explore nearby state parks and charming neighborhoods for additional exploration and relaxation.

Popular types of accommodation in Winchester Bay

If you're exploring vacation rentals in Winchester Bay, you're in for a treat! Our most popular accommodations include charming houses, cozy cabins, and modern apartments. Whether you're dreaming of a bayview cottage, a lakefront cabin, or a comfortable condo, we have options to suit your needs. Enjoy the beauty of Coos Bay and make unforgettable memories in your perfect getaway.

  • Houses: The top choice for visitors to Winchester Bay, offering spacious and comfortable settings for families or groups.
  • Apartments: A popular option that provides convenience and a home-like atmosphere for solo travelers or couples.
  • Condos: A favored lodging choice, combining modern amenities with a communal vibe for a relaxed stay.
  • Cabins: Ideal for those seeking a rustic experience, surrounded by nature’s beauty.
  • Cottages: A charming option for a cozy getaway, perfect for a romantic retreat or a peaceful solo escape.**

Top attractions in Winchester Bay

Winchester Bay, Oregon, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and a variety of attractions. Visitors can explore nearby state parks, beaches, and lakes, all while enjoying activities like hiking trails, crabbing, and ocean fishing. Whether you're seeking thrilling rides or simply want to soak in the natural beauty, Winchester Bay provides an unforgettable vacation experience for every traveler.

  1. Oregon Dunes National Recreation Area: Experience thrilling adventures amid towering sand dunes, lush forests, and breathtaking coastal views, all while enjoying outdoor activities like hiking, ATV riding, and sandboarding.
  2. Umpqua Lighthouse: Explore the historic Umpqua Lighthouse, a cultural gem that offers captivating insights into maritime history and stunning panoramic views of the Pacific Ocean from its summit.
  3. Umpqua River: Enjoy scenic vistas along the Umpqua River, perfect for fishing, kayaking, or simply relaxing in nature's beauty, surrounded by lush landscapes and wildlife.

Things to do recommended for groups

Groups visiting Winchester Bay can hike the scenic Tahkenitch Creek Loop Trail for outdoor adventure, try their luck at The Mill Casino for a fun night out, or shop and enjoy family entertainment at Pony Village Mall. Each experience offers unique vibes for an unforgettable trip.

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

When traveling with a group, family, or pets, or if you’re planning an extended stay, it’s important to prioritize your needs when filtering your options. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Winchester Bay with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group activities. Luckily, you can easily apply these filters and more on Vrbo.
  • Traveling to Winchester Bay with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Winchester Bay: For many families, a vacation wouldn’t be the same without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that your entire family feels comfortable and at home.
  • Planning for a long term stay visiting Winchester Bay: If you're seeking vacation rentals that offer discounts for month-long stays, you've come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Winchester Bay

Winchester Bay, Oregon, offers an unforgettable vacation for outdoor enthusiasts and adventure seekers. Nestled along the stunning West Coast, this charming destination features picturesque beach houses and breathtaking ocean views. Explore nearby cities and neighborhoods that embody a family-friendly atmosphere, friendly locals, and rich history. Don't miss the chance to soak in scenic vistas that rival even those in San Francisco, making your trip to Winchester Bay a perfect blend of relaxation and exploration.

  • Florence: Located 21 miles from Winchester Bay, Florence is a charming coastal city that beckons outdoor enthusiasts and adventure seekers. Known for its stunning scenery, visitors can explore the nearby Oregon Dunes National Recreation Area, where you can hike, sandboard, or simply enjoy the breathtaking views. Florence is also home to beautiful beaches and a vibrant casino scene, making it a great destination for both relaxation and excitement. Don't miss the iconic Heceta Head Lighthouse, which offers an insight into the area's maritime history.
  • Coos Bay: Situated 22 miles from Winchester Bay, Coos Bay is a bustling hub for outdoor activities and adventure. The city boasts access to picturesque beaches and the expansive Cape Arago State Park, where you can hike and enjoy stunning coastal views. Coos Bay is also known for its golf courses and luxurious resorts, making it an ideal spot for both relaxation and recreation. Be sure to visit the Coos Art Museum to appreciate local art, or take a scenic drive along the coastline for some unforgettable vistas.
  • Lakeside: Just 7 miles away from Winchester Bay, Lakeside offers a serene retreat surrounded by nature. Ideal for couples and romantics, this quaint city is known for its picturesque lake and lush landscapes. Outdoor enthusiasts can enjoy recreational areas perfect for picnics, fishing, and hiking. The local golf courses provide a great way to unwind while soaking in the scenic beauty. Don’t forget to explore the nearby national and state parks, which are perfect for a day of adventure in the great outdoors.

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 LowAverage
November49.1°F (9.5°C)Light RainMostly CloudyModerately LowSlightly Low
December45.0°F (7.2°C)Moderate RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking an extended 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.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner definitely has its perks! When you join our travel rewards program, One Key, you can immediately access member savings and earn OneKeyCash™ on eligible reservations. Sign up now and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. All the properties you've saved or booked before are now accessible in the Potential, Upcoming, or Current Trips sections. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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)
  • Umpqua Lighthouse State Park (1.5 mi / 2.4 km)
  • John Dellenback Dunes Trail (6.2 mi / 9.9 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

What is the most popular type of vacation rental accommodation in Winchester Bay?
Condos are the most popular type of vacation rental in Winchester Bay, according to our data. Even if you've got something a little different in mind, Vrbo has properties in loads of shapes and sizes. Compare our options to find your perfect Winchester Bay pad.
How much does it cost to rent a vacation rental in Winchester Bay?
The average price for a vacation rental in Winchester Bay can vary depending on factors including property type, season and length of stay. Whether you're in search of a villa with space for extended family or a cozy cottage perfect for just you and the kids, just enter your dates of travel to see stays with terrific value.
How much does it cost to rent a beach house in Winchester Bay?
Prices for beach houses in Winchester Bay may vary depending on the size and type of the property and time of year you're traveling. Simply enter your dates of travel into Vrbo and the number of guests to view vacation rental options and prices. From there you can use the filters to tailor your search results by ratings, amenities and more.
Are there pet-friendly vacation rentals in Winchester Bay?
With 10 vacation rentals that welcome four-legged guests, your furry companion can join you on your Winchester Bay vacation. Use the filter tool to search our pet-friendly vacation rentals and find a stay that's pawfect on Vrbo.
What are popular rental amenities in Winchester Bay?
A fireplace, a garden and a barbecue grill head the list of most popular rental amenities in Winchester Bay. Whether you plan to travel by yourself, with your better half or as a family, Vrbo can help you find a vacation home that suits your tastes with all the conveniences you're looking for.
Are there large group vacation rentals in Winchester Bay?
Take your pick of eight Vrbo vacation rentals in Winchester Bay that can host a group of five or more guests. You'll get all the room and privacy you need to kick back with your favorite people --- and nobody else.
Are there vacation rentals in Winchester Bay that welcome kids?
Winchester Bay has 10 family-friendly vacation homes. And securing a stay that welcomes kids is simple with our "Properties good for families" filter. As well as having the entire place to yourselves, you'll have access to perks and amenities like extra bedrooms, kitchens and pools.
Can I find two-bedroom vacation rentals in Winchester Bay?
Winchester Bay has four two-bedroom vacation properties to select from. Find a vacation home with all the space and privacy you need at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Winchester Bay?
Winchester Bay has four vacation rentals with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to posting pics on social media, these Vrbo homes make it a breeze to go online.
How can I find vacation rentals with air conditioning in Winchester Bay?
Work out your travel dates and then use the filters to find vacation rentals with air conditioning in Winchester Bay on Vrbo. With two air-conditioned properties available here, you can enjoy a comfy and cool stay.
How old do you have to be to rent a vacation rental in Winchester Bay?
The minimum age requirements can vary across properties on Vrbo, so be sure to look at the rules of the vacation rental in Winchester Bay you want to book. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Winchester Bay for?
The length of time you can rent a vacation rental in Winchester Bay varies according to the property. Just enter your desired dates to display a list of options offering extended stays. With many creature comforts such as washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to discover somewhere just right to call your home away from home in Winchester Bay.
Does Vrbo offer discounts for vacation homes in Winchester Bay?
Short break or extended escape, Vrbo has some incredible bargains and discounts in Winchester Bay to suit your style and budget. Browse our weekly and monthly discounts on vacation rentals, or check out what's just been added with one of our newly listed homes. Whatever it is you're after, you'll find the perfect place to stay --- without spending a fortune.

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