Winchester Bay Vacation Rentals

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Our top choices for Winchester Bay vacation rentals

Dog-friendly ADU with a full kitchen & shared washer&dryer - near the water

Dog-friendly ADU with a full kitchen & shared washer&dryer - near the water
Reedsport
The price is CA $118
CA $301 total
includes taxes & fees
Jun 28 - Jun 29
Dog-friendly ADU with a full kitchen & shared washer&dryer - near the water

Hilltop Home with Dune Access and Breathtaking Views

Hilltop Home with Dune Access and Breathtaking Views
Winchester Bay
9.8 out of 10, Exceptional, (230 reviews)
"Our stay was great!"
United States
Amy C.
The price is CA $572
CA $977 total
includes taxes & fees
Jun 26 - Jun 27
Hilltop Home with Dune Access and Breathtaking Views

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

Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.
Winchester Bay
9.8 out of 10, Exceptional, (29 reviews)
"Very nice stay!"
United States
Jennifer
The price is CA $354
CA $698 total
includes taxes & fees
Jul 6 - Jul 7
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

Luxurious Hilltop Home w/ Dune Access

Luxurious Hilltop Home w/ Dune Access
Winchester Bay
9.2 out of 10, Wonderful, (5 reviews)
"We absolutely loved staying at this beautiful home overlooking the bay, the beach and the dunes in the distance. Absolutely stunning views from all angles of the house; the pelicans dive-bombing nightly was a new site for all of us and we spent hours gazing at the horizon. The rooms were perfect for our group and everything was spotless! We were very lucky to have snagged this gem at the last minute, I see it is already booked for next year Memorial Day, or we would have booked...
United States
Austene
The price is CA $708
CA $1,231 total
includes taxes & fees
Jul 15 - Jul 16
Luxurious Hilltop Home w/ Dune Access

Siltcoos Station Retreats

Siltcoos Station Retreats
4.0 star property
Westlake
9.0 out of 10, Wonderful, (8 reviews)
"Great lake access for kayaking"
United States
Andrew
The price is CA $311
CA $347 total
includes taxes & fees
Jul 10 - Jul 11
Siltcoos Station Retreats

Cozy Cabin near Everything!

Cozy Cabin near Everything!
North Bend
8.8 out of 10, Excellent, (40 reviews)
"The unit needs some attention. Heater is too loud. Location is great "
United States
Linda D.
The price is CA $132
CA $294 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Cabin near Everything!

Hot Tub, Siltcoose Private Dock w/ ocean access, Cottage, w/ canoes!

Hot Tub, Siltcoose Private Dock w/ ocean access, Cottage, w/ canoes!
Dunes City
9.4 out of 10, Exceptional, (23 reviews)
"I loved how clean and comfortable the home was. The kitchen had everything we needed and then some "
United States
Carmen M.
The price is CA $232
CA $464 total
includes taxes & fees
Jun 25 - Jun 26
Hot Tub, Siltcoose Private Dock w/ ocean access, Cottage, w/ canoes!

#StayinMyDistrict Lakeside Cottage

#StayinMyDistrict Lakeside Cottage
Lakeside
9.4 out of 10, Exceptional, (20 reviews)
"We loved our stay. Our cottage/cabin had everything we needed and more to make our stay great!"
United States
Shari
The price is CA $178
CA $402 total
includes taxes & fees
Jun 27 - Jun 28
#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.

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.
Lakeside
10.0 out of 10, Exceptional, (17 reviews)
"Host was welcoming and the amenities where good"
United States
Shain O.
The price is CA $194
CA $397 total
includes taxes & fees
Jul 7 - Jul 8
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.

The Salty Duplex (Left Side)

The Salty Duplex (Left Side)
Reedsport
10.0 out of 10, Exceptional, (57 reviews)
"Enjoyed the stay"
United States
amy c.
The price is CA $159
CA $343 total
includes taxes & fees
Jun 28 - Jun 29
The Salty Duplex (Left Side)

The Salty Duplex (Right Side)

The Salty Duplex (Right Side)
Reedsport
10.0 out of 10, Exceptional, (82 reviews)
"Great little place, has everything you need."
United States
Aaron A.
The price is CA $171
CA $361 total
includes taxes & fees
Jul 1 - Jul 2
The Salty Duplex (Right Side)

Charming 2-bedroom house with AC, WiFi in North Bend, pets ok, crabbing tools

Charming 2-bedroom house with AC, WiFi in North Bend, pets ok, crabbing tools
North Bend
8.4 out of 10, Very good, (16 reviews)
"Stayed here with our kiddo and dogs as prep for a 1/2 marathon, had a great time, it was so close to several great restaurants which was good after the race was over"
United States
Sam Q.
The price is CA $184
CA $404 total
includes taxes & fees
Jun 23 - Jun 24
Charming 2-bedroom house with AC, WiFi in North Bend, pets ok, crabbing tools

Relaxing Getaway Lake Cabin with Pristine Views

Relaxing Getaway Lake Cabin with Pristine Views
Coos County
9.6 out of 10, Exceptional, (25 reviews)
"Everything from booking to checkout was perfect. The directions were clear and made finding the cabin easy. The view from the deck is beautiful and the cabin is as described. Highly recommend! "
United States
Shaunie M.
The price is CA $212
CA $474 total
includes taxes & fees
Jun 23 - Jun 24
Relaxing Getaway Lake Cabin with Pristine Views

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

Great Vintage 2500sq ft. country cabin amazing river front setting!
Scottsburg
9.6 out of 10, Exceptional, (231 reviews)
"such a great place, had everything we needed and plenty of room will definitely be staying again"
United States
Tami L.
The price is CA $352
CA $672 total
includes taxes & fees
Jun 21 - Jun 22
Great Vintage 2500sq ft. country cabin amazing river front setting!

Overlooking Old Town yet In a Secluded Forest Setting

Overlooking Old Town yet In a Secluded Forest Setting
Florence
8.2 out of 10, Very good, (158 reviews)
"Nice view & secluded for Florence OR."
United States
Ajenol
The price is CA $277
CA $532 total
includes taxes & fees
Jul 7 - Jul 8
Overlooking Old Town yet In a Secluded Forest Setting

Below the Falls Lodge - Next to Golden & Silver Falls

Below the Falls Lodge - Next to Golden & Silver Falls
Coos Bay
9.8 out of 10, Exceptional, (207 reviews)
"The location is spectacular "
United States
John S.
The price is CA $602
CA $812 total
includes taxes & fees
Jul 9 - Jul 10
Below the Falls Lodge - Next to Golden & Silver Falls

#StayinMyDistrict Brussells Bungalow

#StayinMyDistrict Brussells Bungalow
North Bend
9.0 out of 10, Wonderful, (8 reviews)
"It was great! Would definitely stay again."
United States
Gary W.
The price is CA $171
CA $399 total
includes taxes & fees
Jul 1 - Jul 2
#StayinMyDistrict Brussells Bungalow

Ticketmaster Chamber - Historic Lakefront Studio Cabin with Kayaking

Ticketmaster Chamber - Historic Lakefront Studio Cabin with Kayaking
oregon
10.0 out of 10, Exceptional, (7 reviews)
"Perfect little get away spot, wish we had stayed longer! Loved the decor, amenities, friendly vibe, lake access, etc!"
United States
Mariah M.
The price is CA $321
CA $503 total
includes taxes & fees
Jun 28 - Jun 29
Ticketmaster Chamber - Historic Lakefront Studio Cabin with Kayaking

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

So much to enjoy at this 2-bedroom cottage in Charming Lakeside.
Lakeside
9.6 out of 10, Exceptional, (44 reviews)
"This is such an adorable little place. Fully stocked with everything we needed. The kids loved having the loft area as their own. Lots of things to do around the area. We would most certainly stay here again."
United States
Stacy W.
The price is CA $271
CA $382 total
includes taxes & fees
Jul 7 - Jul 8
So much to enjoy at this 2-bedroom cottage in Charming Lakeside.

Comfortable Coast Stay North Bend, Coos bay & Dunes

Comfortable Coast Stay North Bend, Coos bay & Dunes
North Bend
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful home and perfect location to beaches and activities!"
United States
Ronda B.
The price is CA $267
CA $492 total
includes taxes & fees
Jun 22 - Jun 23
Comfortable Coast Stay North Bend, Coos bay & Dunes
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winchester Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Winchester Bay?

Yes, we give you a choice of vacation rentals near popular points of interest in Winchester Bay, or you can choose a secluded option if you're looking for relaxation. Winchester Bay is known for its parks.

What are some of the best vacation home rentals in Winchester Bay?

Cozy family beach cottage with hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok: Visitors like this Winchester Bay vacation home rental. It is located in the city center and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub. Some other homes for rent in Winchester Bay include Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house. and Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay..

How many vacation rentals will I find in Winchester Bay?

Choose from 16 Expedia vacation rentals in Winchester Bay for a memorable vacation.

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 larger area, you’ll find Umpqua Lighthouse and Oregon Dunes National Recreation Area.

What’s a vacation rental in Winchester Bay like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Winchester Bay. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.