Photo by Vicki Chandler

Holiday Rentals in Winchester Bay

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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 €358
includes taxes & fees
23 Feb - 24 Feb
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

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!

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!

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 €266
includes taxes & fees
22 Feb - 23 Feb
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

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

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.

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!

Dog-friendly coastal-themed home with a full kitchen & washer/dryer

9.2 out of 10, Wonderful, (24)
"Great quiet clean place with a well stocked kitchen and all the comforts. "
The price is €228
includes taxes & fees
23 Feb - 24 Feb
Dog-friendly coastal-themed home with a full kitchen & washer/dryer

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

Great Vintage 2500sq ft. country cabin amazing river front setting!

9.4 out of 10, Exceptional, (210)
"The view of the river was beautiful. Lots of room for everyone."
Great Vintage 2500sq ft. country cabin amazing river front setting!

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

The Salty Duplex (Left Side)

10.0 out of 10, Exceptional, (33)
"No stress event"
The price is €207
includes taxes & fees
21 Feb - 22 Feb
The Salty Duplex (Left Side)

Mcdragonfly Cabin-wow! This Is Some Cabin.

9.8 out of 10, Exceptional, (162)
"We had a great time, beautiful cabin, views, everything in order but the day I got home I noticed welts and bites all over my back and chest, butt and a few on the legs. I went to the Dr and he said it was bed bugs. I really couldn't believe it, first experience of that for me. I sent pictures of the bites to Gary and he ended up denying they were from his cabin. Well ....Gary, I'm 1000% sure, no doubt, because all the bites (about 40+ in a zigzag pattern back and chest) appeared the day I...
Mcdragonfly Cabin-wow! This Is Some Cabin.

New Listing Fabulous Lakefront Home on Siltcoos Lake, Private Dock, Hot Tub, Kayaks, BBQ

10.0 out of 10, Exceptional, (38)
"Property was amazing! Best rental house we have ever stayed in. "
New Listing Fabulous Lakefront Home on Siltcoos Lake, Private Dock, Hot Tub, Kayaks, BBQ

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

📷 Instaworthy Views 🛀 Exclusive Privacy 🐾 Wildlife Haven

10.0 out of 10, Exceptional, (95)
"absolutely amazing. would stay again. "
The price is €309
includes taxes & fees
23 Feb - 24 Feb
📷 Instaworthy Views 🛀 Exclusive Privacy 🐾 Wildlife Haven

*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

The Salty Duplex (Right Side)

10.0 out of 10, Exceptional, (64)
"Better than a 5 star rated hotel"
The price is €207
includes taxes & fees
23 Feb - 24 Feb
The Salty Duplex (Right Side)

*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views

9.6 out of 10, Exceptional, (28)
"Beautiful views of the lake. House was very clean and well equipped, beds were very comfortable. Stay was enjoyed by all four of us. "
*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views

*NEW LISTING* Beautiful Lake Area Home, Pet Friendly, Close to Old town Florence & Dunes, Gas Grill

9.8 out of 10, Exceptional, (27)
"We enjoyed our visit to Florence and this house provided us with everything we needed. One of the rooms had two twin beds instead of a double bed that was advertised but that didn't cause us any issues. Enough room for our whole family."
*NEW LISTING* Beautiful Lake Area Home, Pet Friendly, Close to Old town Florence & Dunes, Gas Grill
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 €82
includes taxes & fees
26 Feb - 27 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 €358
includes taxes & fees
23 Feb - 24 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 €266
includes taxes & fees
22 Feb - 23 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.