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Winchester Bay Holiday Rentals

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Holiday Rentals in Winchester Bay

Dog-friendly ADU with a full kitchen & shared washer/dryer - near the water
9.0 out of 10, Wonderful, (35)
"What a quaint little place in the coast. 10/10 amazing stay!"
United States
Brigitte D.
The price is AU$290
includes taxes & fees
24 Oct - 25 Oct
Dog-friendly ADU with a full kitchen & shared washer/dryer - near the water
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
9.2 out of 10, Wonderful, (32)
"The weather, small town atmosphere"
United States
Brook B.
The price is AU$397
includes taxes & fees
24 Oct - 25 Oct
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.
10.0 out of 10, Exceptional, (21)
"This was our favorite stay of our OR coast trip, quaint, quiet, spacious and authentic. Thank you for a great place to stay with our family :)"
United States
Michelle L.
The price is AU$501
includes taxes & fees
22 Oct - 23 Oct
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.
Hilltop Home with Dune Access and Breathtaking Views
10.0 out of 10, Exceptional, (227)
"Excellent experience overall! "
United States
Kevin H.
The price is AU$996
includes taxes & fees
21 Oct - 22 Oct
Hilltop Home with Dune Access and Breathtaking Views
Luxurious Hilltop Home with Direct Dune Access
9.0 out of 10, Wonderful, (2)
"Our family stay for 4 days was exceptional in this lovely home with views of the river, beach and dunes. Interior amenities were very clean, comfortable and accommodating for 4 adults and 3 children. We all appreciated the attention to details, well stocked kitchen, modern bathrooms, very comfortable beds and linens. Having the STARLINK WiFi and televisions was so useful. Just a few items were of concern 1) no barbecue 2) the broken railing at front stairs was a challenge and 3) lower next door...
United States
Gary P.
The price is AU$1,300
includes taxes & fees
21 Oct - 22 Oct
Luxurious Hilltop Home with Direct Dune Access
Siltcoos Station Retreats
4.0 star property
7.4 out of 10, Good, (3)
"My partner and I had such a lovely time here. I don’t even know where to start. The room was very cute, comfortable, clean and had a soaking tub ( and some lovely bath salts) that was a real treat. We took a nice little swim in the lake which was the perfect temperature. The gentleman who owns this place is friendly and professional, i felt welcome and at ease while interacting with him. I met a dog and a cat. The cat was perfect in every way- mysterious yet friendly, unafraid and unconcerned....
United States
Jesse
Siltcoos Station Retreats
#StayinMyDistrict Lakeside Cottage
2.0 star property
9.4 out of 10, Exceptional, (6)
"Enjoyed the area "
United States
Craig K.
The price is AU$348
includes taxes & fees
21 Oct - 22 Oct
#StayinMyDistrict Lakeside Cottage
Remote 1 BR Lakefront Cabin. Features a King loft bed with lake views, private dock, and provided paddleboards/kayaks. Perfect for fishing, stargazing, and quiet nature escapes.
10.0 out of 10, Exceptional, (14)
"So peaceful & the host was so informative. Would recommend to anyone trying to get away for a weekend 💛"
United States
Natasha L.
The price is AU$331
includes taxes & fees
21 Oct - 22 Oct
Remote 1 BR Lakefront Cabin. Features a King loft bed with lake views, private dock, and provided paddleboards/kayaks. Perfect for fishing, stargazing, and quiet nature escapes.
Cozy Cabin near Everything!
8.8 out of 10, Excellent, (33)
"The place was very clean and nice. Kitchen was well stocked. Located in a nice neighborhood and convenient to everything. Would definitely stay again. Thanks for a pleasant stay.Lynda & David"
United States
Lynda D.
The price is AU$280
includes taxes & fees
23 Oct - 24 Oct
Cozy Cabin near Everything!
The Salty Duplex (Left Side)
10.0 out of 10, Exceptional, (49)
"Super clean and comfortable property, love that everything is pet friendly"
United States
Carolyn
The price is AU$353
includes taxes & fees
22 Oct - 23 Oct
The Salty Duplex (Left Side)
The Salty Duplex (Right Side)
10.0 out of 10, Exceptional, (72)
"We always enjoy our stay there. The place is very nice and is affordable compared to hotels in the area."
United States
Ronny
The price is AU$355
includes taxes & fees
26 Oct - 27 Oct
The Salty Duplex (Right Side)
Hot Tub, Siltcoose Private Dock w/ ocean access, Cottage, w/ canoes!
9.0 out of 10, Wonderful, (17)
"Enjoyed our stay, great location. Would stay again."
United States
terri
The price is AU$474
includes taxes & fees
21 Oct - 22 Oct
Hot Tub, Siltcoose Private Dock w/ ocean access, Cottage, w/ canoes!
So much to enjoy at this 2-bedroom cottage in Charming Lakeside.
9.6 out of 10, Exceptional, (31)
"Nice private place to enjoy close to coast beaches."
United States
Diane B.
The price is AU$351
includes taxes & fees
1 Nov - 2 Nov
So much to enjoy at this 2-bedroom cottage in Charming Lakeside.
Charming 2-bedroom house with AC, WiFi in North Bend, pets ok, crabbing tools
2.0 star property
8.8 out of 10, Excellent, (9)
"It was very cute and homey. We enjoyed being so close to everything. It was a nice place to relax or close enough to beaches for adventurer"
United States
Michelle B.
The price is AU$302
includes taxes & fees
9 Nov - 10 Nov
Charming 2-bedroom house with AC, WiFi in North Bend, pets ok, crabbing tools
Engineer’s Suite - Lakefront Luxury 2 Bedroom Vacation Rental
2.0 star property
9.8 out of 10, Exceptional, (8)
"Awesome"
United States
Terry G.
The price is AU$541
includes taxes & fees
21 Oct - 22 Oct
Engineer’s Suite - Lakefront Luxury 2 Bedroom Vacation Rental
Ticketmaster Chamber - Lakefront Studio Vacation Rental
10.0 out of 10, Exceptional, (7)
"Nice quiet place. Fun history. Thank you for stay."
United States
Tim P.
The price is AU$339
includes taxes & fees
21 Oct - 22 Oct
Ticketmaster Chamber - Lakefront Studio Vacation Rental
Relaxing Getaway Lake Cabin with Pristine Views
9.6 out of 10, Exceptional, (24)
"Peaceful and relaxing "
United States
Jeremy S.
The price is AU$435
includes taxes & fees
21 Oct - 22 Oct
Relaxing Getaway Lake Cabin with Pristine Views
Secluded 1-bedroom lakefront cabin in Lakeside, OR. Ideal for writers or couples seeking solitude. Features a King bed, wood stove, kayak for 2, and stargazing from your private dock.
9.4 out of 10, Exceptional, (28)
"Great little place on the lake"
United States
Karen C.
The price is AU$466
includes taxes & fees
21 Oct - 22 Oct
Secluded 1-bedroom lakefront cabin in Lakeside, OR. Ideal for writers or couples seeking solitude. Features a King bed, wood stove, kayak for 2, and stargazing from your private dock.
Overlooking Old Town yet In a Secluded Forest Setting
8.2 out of 10, Very good, (142)
"Cozy house nestled in the forest. The road up to it is a little steep though"
United States
Brent B.
The price is AU$464
includes taxes & fees
21 Oct - 22 Oct
Overlooking Old Town yet In a Secluded Forest Setting
Great Vintage 2500sq ft. country cabin amazing river front setting!
9.6 out of 10, Exceptional, (225)
"We had a wonderful get together. The house was perfect for us and the location is fantastic. Right by the river. "
United States
Geoff B.
The price is AU$568
includes taxes & fees
23 Oct - 24 Oct
Great Vintage 2500sq ft. country cabin amazing river front setting!
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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Top Winchester Bay Hotel Reviews

Find out more about Winchester Bay

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$280 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.

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

Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house. : This highly rated holiday home rental in Winchester Bay offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other homes for rent in Winchester Bay include Hilltop Home with Dune Access and Breathtaking Views and 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 16 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.