Photo by Vicki Chandler

Winchester Bay Holiday Rentals

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Holiday Rentals in Winchester Bay

Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

10.0 out of 10, Exceptional, (3)
"Came for a family crabbing weekend and to get all my kids and grandson under one roof. Didn't catch any crab but had a great relaxing time. The hosts commitment to making sure we have everything we needed was amazing."
The price is AU$584
includes taxes & fees
16 Feb - 17 Feb
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

9.4 out of 10, Exceptional, (38)
"Nice cozy house, prefect for some much-needed quite time "
The price is AU$441
includes taxes & fees
14 Feb - 15 Feb
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

Overlook the Winchester Bay Harbor from the spacious 3rd Level!

10.0 out of 10, Exceptional, (22)
"Great location and amazing views. Be ready for some stairs - that hidden dumbwaiter would be a blessing."
Overlook the Winchester Bay Harbor from the spacious 3rd Level!

Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.

10.0 out of 10, Exceptional, (27)
"Was a great rental property lots of room for adults, kids and grandkids. We all had a great time lots of games for the kids and the covered outdoor areas are great. Grandkids spent a lot of time in the party room as they called it. Definitely will rent again when we go to Winchester Bay."
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.

Winchester Bay Apt Near Dunes & State Parks!

9.8 out of 10, Exceptional, (17)
"Our unit was very clean and comfortable. Quiet neighborhood and the beds were great."
Winchester Bay Apt Near Dunes & State Parks!

Reedsport Coastal Retreat: Adventure Awaits You Near the Ocean

9.8 out of 10, Exceptional, (7)
"Great local. Parking is a little limited. Neighbors, while we did not see them, the signs about being quiet are in and around the house. Funny since the neighbor across the street was loud while reprimanding his barking dogs. "
Reedsport Coastal Retreat: Adventure Awaits You Near the Ocean

Winchester Bay Vacation Rental Near Dunes & ATV!

10.0 out of 10, Exceptional, (6)
"Great house for a family to stay. Close to the dunes which we enjoyed. The only recommendation is a bigger coffee pot. Which is a small thing for sure. We just love coffee! We would totally stay there again."
Winchester Bay Vacation Rental Near Dunes & ATV!

Winchester Bay Apt Near Dunes & State Parks!

3.0 star property
10.0 out of 10, Exceptional, (1)
Winchester Bay Apt Near Dunes & State Parks!

So much to enjoy at this 2-bedroom cottage in Charming Lakeside.

9.6 out of 10, Exceptional, (8)
"Stayed in Lakeside for thanksgiving which we had at the house fit 8 of us in there pretty comfortably!! "
The price is AU$341
includes taxes & fees
14 Feb - 15 Feb
So much to enjoy at this 2-bedroom cottage in Charming Lakeside.

Direct Dune Access Sleeps 10 In House, 6 In BunkHouses - Bath Houses.

9.8 out of 10, Exceptional, (139)
"Lots of space (interior and exterior parking)for 2 adults and 4 teenagers. House is well appointed for a week stay. Only recommendation is upgrading the mattresses. "
Direct Dune Access Sleeps 10 In House, 6 In BunkHouses - Bath Houses.

New listing! Beautiful lakefront 3 bedroom 3 bath home, private dock, hot tub, pets, gas, grill

2.0 star property
9.0 out of 10, Wonderful, (2)
"Overall stay was satisfactory. We were advised in advance the hot tub was not working and the property management team was very responsive with communications, and gave a small refund. However, it was disappointing because that was one of the reasons we booked it. The scenery was spectacular! Due to allowing pets, we were not surprised to find traces of pet hair but the sheets on the hideaway bed downstairs were dirty. There are a lot of stairs to get from the driveway to the house, and the...
New listing! Beautiful lakefront 3 bedroom 3 bath home, private dock, hot tub, pets, gas, grill

New Listing! Adorable lakefront cabin, private dock, hot tub, gas grill, amazing views

9.4 out of 10, Exceptional, (20)
"Comfy spot! "
New Listing! Adorable lakefront cabin, private dock, hot tub, gas grill, amazing views

*NEW LISTING* Beautiful Lake Front Home w/ Hot Tub. Close to Downtown Florence and Dunes

9.6 out of 10, Exceptional, (50)
"We really enjoyed staying here. The kitchen is a great space and had everything we needed. We were unable to get both TVs connected to the internet but fortunately, one of our party carries a tech bag and he was able to hook up a fire stick. "
*NEW LISTING* Beautiful Lake Front Home w/ Hot Tub. Close to Downtown Florence and Dunes

Dune Riders Dream - Direct Dune Access - 2 Bdr 1 Ba Sleeps 5

9.6 out of 10, Exceptional, (141)
"House is very clean and in a great location for dune access. Lots of space to park and we could've brought our 37 foot 5th wheel and larger side by side trailer and had plenty of parking. Owner/property manager was great to work with. Will definitely stay here again. "
Dune Riders Dream - Direct Dune Access - 2 Bdr 1 Ba Sleeps 5

New Listing! Amazing Lakefront 4 Bedroom 4 1/2 Bath,Sleeps 10, w/ Bonus room,Incredible Views,Dock

10.0 out of 10, Exceptional, (55)
"Lovely home and beautiful lakeside property. It was a great spot for our family gathering with ages from 8 to 75 years old. We would love to come back in the summer sometime! Property owner was great in communication and quick to get back on all inquiries. Highly recommended. "
New Listing! Amazing Lakefront 4 Bedroom 4 1/2 Bath,Sleeps 10, w/ Bonus room,Incredible Views,Dock

Hot Tub, Ocean Access, Private River Dock Cottage

8.8 out of 10, Excellent, (10)
"Very clean, but the water had a pungent odor and beds needed new mattresses. Check-in was confusing due to lack of posted instructions at front door. "
The price is AU$493
includes taxes & fees
17 Feb - 18 Feb
Hot Tub, Ocean Access, Private River Dock Cottage

Spacious Family Home

9.0 out of 10, Wonderful, (2)
"Great place, lots of room and well maintained. Really clean and comfortable "
Spacious Family Home

Beautiful Lake Area Home, Gas Grill - Close to Downtown Florence & Dunes

9.0 out of 10, Wonderful, (24)
"Main room is bigger than it looks. Bedrooms were differently configured than the listing. Good stay overall, enjoyed it."
Beautiful Lake Area Home, Gas Grill - Close to Downtown Florence & Dunes

North Bend Home w/ Cornhole Court & Putting Green

10.0 out of 10, Exceptional, (24)
"Had work crew stay here for a month and it was perfect. Clean, convenient and well stocked. thanks"
North Bend Home w/ Cornhole Court & Putting Green

The Salty Duplex (Right Side)

10.0 out of 10, Exceptional, (64)
"Better than a 5 star rated hotel"
The price is AU$340
includes taxes & fees
18 Feb - 19 Feb
The Salty Duplex (Right Side)
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.
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Other types of properties in Winchester Bay you may be interested in

Winchester Bay Inn

2.5 star property
7.4 out of 10, Good, (731)
"Return guest. Always a nice stay. Staff is accommodating, attentive, supportive and friendly!"
The price is AU$153
includes taxes & fees
14 Feb - 15 Feb
Winchester Bay Inn

Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

10.0 out of 10, Exceptional, (3)
"Came for a family crabbing weekend and to get all my kids and grandson under one roof. Didn't catch any crab but had a great relaxing time. The hosts commitment to making sure we have everything we needed was amazing."
The price is AU$584
includes taxes & fees
16 Feb - 17 Feb
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

9.4 out of 10, Exceptional, (38)
"Nice cozy house, prefect for some much-needed quite time "
The price is AU$441
includes taxes & fees
14 Feb - 15 Feb
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, 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.

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.

What are some of the best holiday rentals that Winchester Bay has to offer?

Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.: This highly rated holiday home rental in Winchester Bay has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Another good choice for your trip to Winchester Bay is Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok.

How many holiday rentals will I find in Winchester Bay?

Choose from 13 Expedia holiday rentals in Winchester Bay for a memorable holiday.

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

Umpqua River and Umpqua Lighthouse State Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Umpqua Lighthouse and Oregon Dunes National Recreation Area.

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.