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Winchester Bay Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winchester Bay vacation rentals

Interior

1. 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
10.0 out of 10, Exceptional, (2 reviews)
"Bookings are orbits was extremely difficult especially since the property was through verbo I had to constantly call verbo to get my information since I wasn't a member of orbits the whole situation was extremely difficult That being said I will deal directly with the people who are the property management from here on out The place was lovely It was beautiful and it was for my anniversary so that was special but the in between stage finally getting all of the information was extremely difficult"
United States
Guy
Dog-friendly ADU with a full kitchen & shared washer&dryer - near the water
Apartment (2 Bedrooms) | Interior

2. 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, (4 reviews)
"First thing we noticed was how clean this place was. Very impressed. We loved the exterior artsmanship. Very creative. The place was quiet and very comfortable for a good nights rest. We would definitely stay here again if we get back to the area."
United States
Stephan P
The price is AED 547
AED 1,012 total
includes taxes & fees
23 Aug - 24 Aug
Winchester Bay Apt Near Dunes & State Parks!
Exterior

3. 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, (32 reviews)
"Very nice stay!"
United States
Jennifer
The price is AED 826
AED 1,704 total
includes taxes & fees
13 Aug - 14 Aug
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.
Exterior

4. Luxurious Hilltop Home w/ Private Hot Tub and Direct Dune Access

Luxurious Hilltop Home w/ Private Hot Tub and Direct Dune Access
Winchester Bay
9.6 out of 10, Exceptional, (7 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 AED 1,653
AED 2,964 total
includes taxes & fees
17 Aug - 18 Aug
Luxurious Hilltop Home w/ Private Hot Tub and Direct Dune Access
Outdoor dining

5. Cozy Hilltop Home with Private Hot Tub, Direct Dune Access & Breathtaking Views

Cozy Hilltop Home with Private Hot Tub, Direct Dune Access & Breathtaking Views
Winchester Bay
9.8 out of 10, Exceptional, (236 reviews)
"My family and I love are stayed at this beautiful property with amazing views, we’re already planning to come back in the summer are host was great thank you for having us.Love the in and out dune access."
United States
Ruben G.
The price is AED 1,306
AED 2,336 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Hilltop Home with Private Hot Tub, Direct Dune Access & Breathtaking Views
Coffee/tea maker, fridge, microwave, oven

6. The Salty Duplex (Left Side)

The Salty Duplex (Left Side)
Reedsport
10.0 out of 10, Exceptional, (60 reviews)
"This place is perfect..... period."
United States
Mike G.
The Salty Duplex (Left Side)
Coffee/tea maker, fridge, microwave, oven

7. The Salty Duplex (Right Side)

The Salty Duplex (Right Side)
Reedsport
10.0 out of 10, Exceptional, (84 reviews)
"Great little place, has everything you need."
United States
Aaron A.
The Salty Duplex (Right Side)
Interior

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.

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, (18 reviews)
"Host was welcoming and the amenities where good"
United States
Shain O.
The price is AED 485
AED 1,011 total
includes taxes & fees
1 Sep - 2 Sep
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

9. #StayinMyDistrict Lakeside Cottage

#StayinMyDistrict Lakeside Cottage
Lakeside
9.4 out of 10, Exceptional, (22 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 AED 422
AED 1,020 total
includes taxes & fees
16 Aug - 17 Aug
#StayinMyDistrict Lakeside Cottage
Exterior

10. Cozy Cabin near Everything!

Cozy Cabin near Everything!
North Bend
8.8 out of 10, Excellent, (42 reviews)
"The cozy cabin is a perfect description of this vacation rental. As a solo traveler on this trip, I felt safe. It was comfortable and was sufficiently stocked. Also, the fee was very reasonable. "
United States
Tammy M.
The price is AED 294
AED 701 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Cabin near Everything!
Exterior

11. Scenic and relaxing Lake Cottage with Views

Scenic and relaxing Lake Cottage with Views
Coos County
The price is AED 621
AED 1,310 total
includes taxes & fees
27 Aug - 28 Aug
Scenic and relaxing Lake Cottage with Views
Smart TV, video games, books

12. 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)
"It was very clean and private with everything that you would need. Will book again the next time we are down."
United States
Charlene K.
The price is AED 698
AED 985 total
includes taxes & fees
6 Sep - 7 Sep
So much to enjoy at this 2-bedroom cottage in Charming Lakeside.
Front of property

13. 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
The price is AED 917
AED 1,023 total
includes taxes & fees
17 Aug - 18 Aug
Siltcoos Station Retreats
Property grounds

14. #StayinMyDistrict Majestic Shores Lake Bear Cabin

#StayinMyDistrict Majestic Shores Lake Bear Cabin
North Bend
9.6 out of 10, Exceptional, (4 reviews)
"Nice cozy cabin and great access to the lake for kayaking."
United States
Travis and Tabitha N.
The price is AED 459
AED 1,097 total
includes taxes & fees
1 Sep - 2 Sep
#StayinMyDistrict Majestic Shores Lake Bear Cabin
Exterior

15. 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 AED 643
AED 1,334 total
includes taxes & fees
31 Aug - 1 Sep
Relaxing Getaway Lake Cabin with Pristine Views
Living area

16. 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, (28 reviews)
"Nice little place with hidden amenities! "
United States
Lolita H.
The price is AED 602
AED 1,204 total
includes taxes & fees
17 Aug - 18 Aug
Hot Tub, Siltcoose Private Dock w/ ocean access, Cottage, w/ canoes!
Exterior

17. Lakeside house with access to dunes, lakes, and the ocean!

Lakeside house with access to dunes, lakes, and the ocean!
Lakeside
9.8 out of 10, Exceptional, (34 reviews)
"Was a great place to stay especially with trailer "
United States
David
The price is AED 713
AED 1,613 total
includes taxes & fees
31 Aug - 1 Sep
Lakeside house with access to dunes, lakes, and the ocean!
Property grounds

18. 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, (33 reviews)
"An absolute wonderful getaway cabin. Everything was extremely convenient, clean and comfortable. Definitely the best short-term rental I have experienced. The drive to the cabin was long, but the instructions were very clear. Water is HOT!"
United States
Noel S.
The price is AED 800
AED 1,389 total
includes taxes & fees
10 Sep - 11 Sep
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.
TV, offices

19. #StayinMyDistrict Brussells Bungalow

#StayinMyDistrict Brussells Bungalow
North Bend
8.4 out of 10, Very Good, (9 reviews)
"It was great! Would definitely stay again."
United States
Gary W.
#StayinMyDistrict Brussells Bungalow
Terrace/patio

20. Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access

Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access
Lakeside
10.0 out of 10, Exceptional, (115 reviews)
"Great space, great hosts. Wonderful and relaxing cabin. "
United States
Carmel K.
The price is AED 1,034
AED 1,892 total
includes taxes & fees
3 Sep - 4 Sep
Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access
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

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.

10/10 Excellent
"Very good house"
Herrera's Germán Shepherds m. 2-night trip
Posted 3 hours ago
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

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 Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay. and Dog-friendly coastal-themed home with a full kitchen & washer&dryer.

How many vacation rentals will I find in Winchester Bay?

Choose from 15 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.