Photo by Vicki Chandler

Winchester Bay holiday lettings

We found 74 holiday rentals — enter your dates for availability

Discover a selection of 16 homes and other holiday rentals in Winchester Bay that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Winchester Bay

Showing deals for:27 Feb - 6 Mar
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Explore the natural setting in Winchester Bay

The parks and other outdoor surroundings create an inviting atmosphere in Winchester Bay. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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 an adventurous traveller or just want to take in the scenery, Winchester Bay is a great place to get outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling 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 centre.

Frequently asked questions

What is the best area to stay in Winchester Bay when booking a holiday rental?
When considering a holiday rental in Winchester Bay, a popular area to stay is near the charming waterfront district. This area offers a delightful blend of scenic views and proximity to key attractions. You'll be just a short stroll from the picturesque Winchester Bay Lighthouse, which is a fantastic spot for photography and enjoying the ocean breeze. Additionally, the nearby Umpqua River Lighthouse Museum provides an intriguing glimpse into the local maritime history, making it a must-visit for those interested in the region's heritage.

Another appealing option is to look for rentals closer to the dunes, particularly around the Oregon Dunes National Recreation Area. This area is renowned for its stunning sand dunes and offers a range of outdoor activities, such as hiking, off-roading, and beachcombing. Staying here allows you to immerse yourself in nature while still being a convenient distance from local amenities.
How much does it cost to rent a holiday home in Winchester Bay?
Prices for holiday 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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Winchester Bay holiday 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 holiday rentals in Winchester Bay?
A long-stay holiday 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 holiday rentals with parking?
Vrbo offers a wide selection of holiday 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.
What are popular rental amenities in Winchester Bay?
In Winchester Bay, the most popular rental amenities are not specifically detailed, but holiday rentals typically offer basic comforts for a pleasant stay. Visitors can expect properties to feature essentials such as kitchens for self-catering, comfortable living areas for relaxation, and outdoor spaces to enjoy the coastal scenery. Some rentals may also provide access to recreational equipment for beach activities, reflecting the area's maritime charm and natural beauty.
When is the best time to visit Winchester Bay for a holiday rental?
July is the most popular time to visit Winchester Bay, drawing holidaymakers eager to embrace the beauty of the Oregon coast. This summer peak season, running from June through August, offers fantastic weather and a vibrant atmosphere, making it ideal for outdoor activities such as beachcombing, fishing, and hiking in the nearby Umpqua Lighthouse State Park. With temperatures typically in the mid to high teens Celsius, guests can enjoy comfortable days by the water while soaking in the stunning coastal views.

During July, visitors can partake in a variety of local events and festivals, creating a lively backdrop for your holiday rental experience. The beaches are bustling with fellow travellers, and the community comes alive with activities that cater to all ages, making this an excellent time for families and groups seeking fun-filled adventures.

For those looking for a more budget-friendly option, consider visiting in December. While it's a quieter time, you'll find the beauty of the coastal winter scenery offers a different charm. This month can be great for enjoying peaceful beach walks and the chance to spot migrating whales without the crowds.
How early should I book a Winchester Bay holiday rental?
Book your Winchester Bay holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Winchester Bay home rental booking on Vrbo?
To find Winchester Bay holiday 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 holiday 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 as applicable.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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