Photo by Vicki Chandler

Winchester Bay Holiday Rentals

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Holiday Rentals in Winchester Bay

Cozy family beach cottage with hot tub, deck, WiFi, surfboard - walk to bay
9.6 out of 10, Exceptional, 27 reviews
"I may have misunderstood the description but while the adorable house is CLOSE to the beac it was not ON the beach. That being said, i would (already have) recommended to friends."
The price is AU$504
per night
8 July - 9 July
Cozy family beach cottage with hot tub, deck, WiFi, surfboard - walk to bay
Winchester Bay Apt Near Dunes & State Parks!
9.8 out of 10, Exceptional, 10 reviews
"We very much enjoyed this property, which was one block over from the bay. The property manager lives next-door and is super friendly and helpful. It’s close to Reedsport and all sorts of outdoor activities. I would definitely recommend staying at this property."
Winchester Bay Apt Near Dunes & State Parks!
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
9.2 out of 10, Wonderful, 17 reviews
"Great location. Quiet neighborhood. Clean, cute cottage."
The price is AU$448
per night
14 July - 15 July
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
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Comfy dog-friendly bay home with kitchenette, gas grill, patio, yard, and W/D
10.0 out of 10, Exceptional, 1 review
Comfy dog-friendly bay home with kitchenette, gas grill, patio, yard, and W/D
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
8.0 out of 10, Very good, 9 reviews
"The stay was amazing. Loved the jacuzzi. The down side is while it “sleeps” 8 it is not really big enough for that many people."
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
10.0 out of 10, Exceptional, 11 reviews
"very nice place, would highly recommend...lots of room wish we could just stay year round."
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
Overlook the Winchester Bay Harbor from the spacious 3rd Level!
10.0 out of 10, Exceptional, 17 reviews
"Very clean, extremely well-equipped kitchen. Quiet area with dining options within walking distance. Note, steep steps to access."
Overlook the Winchester Bay Harbor from the spacious 3rd Level!
Overlooking Old Town yet In a Secluded Forest Setting
8.2 out of 10, Very good, 103 reviews
"This is our second stay. My husband and I love this house! It is absolutely peaceful. The dogs love it. We like to go to just unplug and spend time together. The only thing missing was a plug for the tub."
Overlooking Old Town yet In a Secluded Forest Setting
Coastal Elegance
10.0 out of 10, Exceptional, 3 reviews
"This house is perfectly located close to Safeways, the mall and casinos. It appears newly renovated and they did a wonderful job. Big living room for larger gatherings. Best part is the enclosed backyard for furry friends. Highly recommend renting this home. We will rent here again when we return to the area."
The price is AU$451
per night
7 July - 8 July
Coastal Elegance
Cozy North Bend Getaway in Walkable Location!
9.4 out of 10, Exceptional, 6 reviews
"Comfortable and cozy, this home was nice."
Cozy North Bend Getaway in Walkable Location!
Direct Dune Access Sleeps 10 In House, 6 In BunkHouses - Bath Houses.
9.8 out of 10, Exceptional, 125 reviews
"Exactly as advertised. We've enjoyed multiple stays here."
Direct Dune Access Sleeps 10 In House, 6 In BunkHouses - Bath Houses.
Delightful Gypsy Moon Remodeled RV with Bay View
9.6 out of 10, Exceptional, 14 reviews
"I was pleasantly surprised by the size of the RV and amenities. It was a quaint, quiet little retreat. We enjoyed it very much, will definitely do it again."
Delightful Gypsy Moon Remodeled RV with Bay View
Gypsy by the Bay with Fireplace
10.0 out of 10, Exceptional, 9 reviews
"Tracy is a gracious and thoughtful host who made sure our stay was stress free and relaxing. The rental was very comfortable and well-equipped with everything we needed. We felt a great home vibe. Relaxing on the deck and listening to the birds was wonderful after a day of hiking. The setting is out in nature yet close enough to Coos Bay and North Bend. We will be returning for sure. "
The price is AU$491
per night
14 July - 15 July
Gypsy by the Bay with Fireplace
Secluded & comfortable dog-friendly home with deck plus ATV/boat parking
8.0 out of 10, Very good, 53 reviews
"nice private home, minimal items in home. little far from the bay."
Secluded & comfortable dog-friendly home with deck plus ATV/boat parking
Peaceful Setting on the Coast with Mountain Views and Partial Ocean View
10.0 out of 10, Exceptional, 8 reviews
"Couldn't find many places to stay in the area and stumbled upon this place. It was AMAZING!! The views are breathtaking! The rv is 5 star for sure. This is more like glamping. Thank you for the stay. I would come again and again!"
Peaceful Setting on the Coast with Mountain Views and Partial Ocean View
*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views
9.6 out of 10, Exceptional, 19 reviews
"Excellent property and home. View was impressive from almost all rooms and perfect size for our family. Great location set back and up from all the in town busyness and short drive to the dunes ."
*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views
Hot Tub, Ocean Access, Private River Dock Cottage
10.0 out of 10, Exceptional, 5 reviews
"A clean & fully stocked cottage for a short getaway from the everyday chaos!!"
The price is AU$469
per night
31 July - 1 Aug
Hot Tub, Ocean Access, Private River Dock Cottage
Pet-Friendly North Bend Home w/ Bay Views!
9.6 out of 10, Exceptional, 35 reviews
"I really appreciated the finished basement entertainment room. One side had a big TV with comfy recliner couches and the other side had a solid large 6-person game table with chip and cup holders that can be hidden when playing non-poker games. Plus a full-size fooseball game and assorted boardgames. There was also an office for those who need to work on vacation. The beds were very comfortable and the area is quiet. I appreciated that there were some spices in the kitchen (maybe left by other...
Pet-Friendly North Bend Home w/ Bay Views!
New Listing! Adorable lakefront cabin, private dock, hot tub, gas grill, amazing views
9.6 out of 10, Exceptional, 18 reviews
"Amazing home. Enjoyed the time on the deck. The commute to Eugene and back was a beautiful drive."
New Listing! Adorable lakefront cabin, private dock, hot tub, gas grill, amazing views
Cozy Cabin near Everything!
9.6 out of 10, Exceptional, 15 reviews
"Clean, decent, bed quite comfortable, towels, etc. OK, plenty of dishes and cutlery. Pots and pans OK for a weekend but really limited. What is needed is some comfortable seating in the living room. the futon provided leaves much to be desired if you are over the age of 16. For longer stays (mine was 2 weeks) a sponge mop would be nice. I'll stay again."
The price is AU$313
per night
17 July - 18 July
Cozy Cabin near Everything!
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See all available properties in Winchester Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Winchester Bay you may be interested in

Winchester Bay Inn
2.5 star property
7.2 out of 10, Good, 628 reviews
"We were the only two people with one of the couple in the entire motel very quiet that night"
The price is AU$160
per night
2 July - 3 July
Winchester Bay Inn
Cozy family beach cottage with hot tub, deck, WiFi, surfboard - walk to bay
9.6 out of 10, Exceptional, 27 reviews
"I may have misunderstood the description but while the adorable house is CLOSE to the beac it was not ON the beach. That being said, i would (already have) recommended to friends."
The price is AU$504
per night
8 July - 9 July
Cozy family beach cottage with hot tub, deck, WiFi, surfboard - walk to bay
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
8.0 out of 10, Very good, 9 reviews
"The stay was amazing. Loved the jacuzzi. The down side is while it “sleeps” 8 it is not really big enough for that many people."
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Winchester Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester Bay holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winchester Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchester Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester Bay holiday rentals we have selected for you start as low as AU$313 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winchester Bay rentals

At Expedia, we put the best Winchester Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winchester Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Winchester Bay?

Yes, there are holiday rentals close to the most popular sights in Winchester Bay, or you can select a more secluded option if you're looking for a relaxing stay. Winchester Bay is known for its parks.

How many holiday rentals will I find in Winchester Bay?

Choose from 14 Expedia holiday rentals in Winchester Bay for a memorable holiday.

What’s there to see and do in Winchester Bay?

Oregon Dunes National Recreation Area and Umpqua River are a couple of lovely local spots to get outside and enjoy nature. While here, Umpqua Lighthouse and Umpqua Lighthouse State Park are other places worth a visit.

What’s a holiday rental in Winchester Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester Bay. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips.

Recent reviews of Winchester Bay properties
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