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Winchester Bay Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Winchester Bay vacation rentals

Interior

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
$231 nightly
The price is $235
Jul 7 - Jul 8
Total with taxes and fees
Dog-friendly ADU with a full kitchen & shared washer&dryer - near the water
Apartment (2 Bedrooms) | Interior

Winchester Bay Apt Near Dunes & State Parks!

Winchester Bay Apt Near Dunes & State Parks!
3.0 star property
Reedsport
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was cozy and clean. The owner was responsive and even accommodated an early check-in. "
United States
Katie
$271 nightly
The price is $275
Jul 13 - Jul 14
Total with taxes and fees
Winchester Bay Apt Near Dunes & State Parks!
Exterior

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
$457 nightly
The price is $464
Jul 6 - Jul 7
Total with taxes and fees
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.
Terrace/patio

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
$818 nightly
The price is $830
Jul 22 - Jul 23
Total with taxes and fees
Luxurious Hilltop Home w/ Dune Access
Smart TV, fireplace, video games, DVD player

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.
$645 nightly
The price is $655
Jul 22 - Jul 23
Total with taxes and fees
Hilltop Home with Dune Access and Breathtaking Views
Marina

Winchester Bay Apt Near Dunes & State Parks!

Winchester Bay Apt Near Dunes & State Parks!
Winchester Bay
9.8 out of 10, Exceptional, (37 reviews)
"It was the perfect place for our trip will definitely come again "
United States
Chris P.
$275 nightly
The price is $279
Jul 13 - Jul 14
Total with taxes and fees
Winchester Bay Apt Near Dunes & State Parks!
Front of property

Siltcoos Station Retreats

Siltcoos Station Retreats
4.0 star property
Westlake
9.2 out of 10, Wonderful, (10 reviews)
"Great lake access for kayaking"
United States
Andrew
$194 nightly
The price is $216
Jul 5 - Jul 6
Total with taxes and fees
Siltcoos Station Retreats
Exterior

Cozy Cabin near Everything!

Cozy Cabin near Everything!
North Bend
8.8 out of 10, Excellent, (42 reviews)
"The unit needs some attention. Heater is too loud. Location is great "
United States
Linda D.
$193 nightly
The price is $214
Jul 14 - Jul 15
Total with taxes and fees
Cozy Cabin near Everything!
Living area

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.
$302 nightly
The price is $328
Jul 7 - Jul 8
Total with taxes and fees
Hot Tub, Siltcoose Private Dock w/ ocean access, Cottage, w/ canoes!
Fridge, microwave, oven, stovetop

The Salty Duplex (Left Side)

The Salty Duplex (Left Side)
Reedsport
10.0 out of 10, Exceptional, (58 reviews)
"Enjoyed the stay"
United States
amy c.
$229 nightly
The price is $254
Jul 12 - Jul 13
Total with taxes and fees
The Salty Duplex (Left Side)
TV, offices

#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.
$238 nightly
The price is $262
Jul 9 - Jul 10
Total with taxes and fees
#StayinMyDistrict Brussells Bungalow
Fridge, microwave, oven, dishwasher

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.
$232 nightly
The price is $258
Jul 8 - Jul 9
Total with taxes and fees
The Salty Duplex (Right Side)
Property grounds

#StayinMyDistrict Majestic Shores Lake Bear Cabin

#StayinMyDistrict Majestic Shores Lake Bear Cabin
North Bend
$245 nightly
The price is $272
Jul 9 - Jul 10
Total with taxes and fees
#StayinMyDistrict Majestic Shores Lake Bear Cabin
Interior

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.
$288 nightly
The price is $288
Jul 9 - Jul 10
Total with taxes and fees
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.
Interior

#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
$225 nightly
The price is $244
Jul 5 - Jul 6
Total with taxes and fees
#StayinMyDistrict Lakeside Cottage
Marina

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.
$219 nightly
The price is $237
Jul 6 - Jul 7
Total with taxes and fees
Ticketmaster Chamber - Historic Lakefront Studio Cabin with Kayaking
Dining

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.
$325 nightly
The price is $361
Jul 7 - Jul 8
Total with taxes and fees
Comfortable Coast Stay North Bend, Coos bay & Dunes
Property grounds

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, (159 reviews)
"Nice view & secluded for Florence OR."
United States
Ajenol
$294 nightly
The price is $328
Jul 7 - Jul 8
Total with taxes and fees
Overlooking Old Town yet In a Secluded Forest Setting
Property grounds

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.

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.
Lakeside
9.4 out of 10, Exceptional, (31 reviews)
"The entire environment was amazing. The place was very welcoming and felt very at home. We definitely plan to come back and stay again."
United States
Sarah O.
$368 nightly
The price is $369
Aug 3 - Aug 4
Total with taxes and fees
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.
Smart TV, video games, books

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, (45 reviews)
"Place was smaller than we thought but other than that it was great. Beds were very comfortable, outdoor shower was cool, fire pit was perfect and had tons of wood already cut and good privacy. Overall, a fun and affordable place!"
United States
Jacob I.
$245 nightly
The price is $267
Jul 8 - Jul 9
Total with taxes and fees
So much to enjoy at this 2-bedroom cottage in Charming Lakeside.
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

Quality Inn & Suites at Coos Bay

Quality Inn & Suites at Coos Bay

10/10 Excellent
"Very clean, quiet, hospitality services were fantastic."
Annie 1-night trip
Posted 6 hours ago
Quality Inn & Suites at Coos Bay

Find out more about Winchester Bay

Everything you need to know about Winchester Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchester Bay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winchester Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $214 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winchester Bay rentals

At Expedia, we put the best Winchester Bay vacation 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 vacation.

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.

Explore a world of travel with Expedia

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