Winchester Bay Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Winchester Bay vacation rentals

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, (2 reviews)
"The apartment was cozy and clean. The owner was responsive and even accommodated an early check-in. "
United States
Katie
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, (27 reviews)
"Very nice stay!"
United States
Jennifer
The price is ￥35,249
￥72,669 total
includes taxes & fees
May 8 - May 9
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.
Terrace/patio

Luxurious Hilltop Home with Direct Dune Access

Luxurious Hilltop Home with Direct Dune Access
Winchester Bay
9.0 out of 10, Wonderful, (2 reviews)
"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 ￥76,152
￥133,110 total
includes taxes & fees
May 5 - May 6
Luxurious Hilltop Home with Direct 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, (229 reviews)
"Our stay was great!"
United States
Amy C.
The price is ￥58,787
￥103,238 total
includes taxes & fees
May 4 - May 5
Hilltop Home with Dune Access and Breathtaking Views
Interior

#StayinMyDistrict Lakeside Cottage

#StayinMyDistrict Lakeside Cottage
Lakeside
9.4 out of 10, Exceptional, (19 reviews)
"The place was clean, comfortable, and in a great location with easily walkable cafes and restaurants."
United States
Alexandra R.
The price is ￥12,500
￥30,646 total
includes taxes & fees
May 4 - May 5
#StayinMyDistrict Lakeside Cottage
Fridge, microwave, oven, dishwasher

The Salty Duplex (Right Side)

The Salty Duplex (Right Side)
Reedsport
10.0 out of 10, Exceptional, (78 reviews)
"Great stay clean and pet friendly great for crabbing fishing or duck hunting or just a coast get away "
United States
isaac l.
The price is ￥15,227
￥34,291 total
includes taxes & fees
May 5 - May 6
The Salty Duplex (Right Side)
Exterior

Cozy Cabin near Everything!

Cozy Cabin near Everything!
North Bend
8.8 out of 10, Excellent, (36 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 ￥14,569
￥31,999 total
includes taxes & fees
May 6 - May 7
Cozy Cabin near Everything!
Panoramic House | Living area

Siltcoos Station Retreats

Siltcoos Station Retreats
4.0 star property
Westlake
8.4 out of 10, Very Good, (5 reviews)
"It was easy to locate, I received great communication from the property, definitely dog friendly, unique and interesting furnishings throughout the property. It’s such a peaceful and quiet place. We had a great time there—truly getting away from city life. "
United States
Kelly
The price is ￥30,038
￥33,493 total
includes taxes & fees
May 6 - May 7
Siltcoos Station Retreats
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, (16 reviews)
"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 ￥18,439
￥40,245 total
includes taxes & fees
May 12 - May 13
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.
Fridge, microwave, oven, stovetop

The Salty Duplex (Left Side)

The Salty Duplex (Left Side)
Reedsport
10.0 out of 10, Exceptional, (56 reviews)
"Enjoyed the stay"
United States
amy c.
The price is ￥15,086
￥34,658 total
includes taxes & fees
May 11 - May 12
The Salty Duplex (Left Side)
Exterior

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

Lakeside house with access to dunes, lakes, and the ocean!
Lakeside
10.0 out of 10, Exceptional, (31 reviews)
"Was a great place to stay especially with trailer "
United States
David
The price is ￥23,663
￥60,219 total
includes taxes & fees
May 2 - May 3
Lakeside house with access to dunes, lakes, and the ocean!
Terrace/patio

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, (111 reviews)
"It’s was perfect little get away, very clean and we all had so much fun! "
United States
Brooke M.
The price is ￥26,429
￥54,596 total
includes taxes & fees
May 18 - May 19
Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access
Interior

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
8.6 out of 10, Excellent, (14 reviews)
"Great option to stay at while I did my captain's course at Columbia Pacific Maritime. Convenient location with surrounding restaurants and grocery stores. Nice stay for 2-3 people."
United States
Pierre d.
The price is ￥15,353
￥37,912 total
includes taxes & fees
May 19 - May 20
Charming 2-bedroom house with AC, WiFi in North Bend, pets ok, crabbing tools
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
9.2 out of 10, Wonderful, (20 reviews)
"Enjoyed our stay, great location. Would stay again."
United States
terri
The price is ￥25,692
￥47,764 total
includes taxes & fees
May 5 - May 6
Hot Tub, Siltcoose Private Dock w/ ocean access, Cottage, w/ canoes!
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, (29 reviews)
"Great little place on the lake"
United States
Karen C.
The price is ￥26,538
￥49,921 total
includes taxes & fees
May 11 - May 12
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.
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, (153 reviews)
"We enjoyed our stay, and would like to revisit when the weather is warmer to enjoy the outdoor features."
United States
Linda H.
The price is ￥21,499
￥47,747 total
includes taxes & fees
May 4 - May 5
Overlooking Old Town yet In a Secluded Forest Setting
Property grounds

Ultimate Guesthouse•Curated Luxury with Lake+Kayak

Ultimate Guesthouse•Curated Luxury with Lake+Kayak
North Bend
10.0 out of 10, Exceptional, (1 review)
"This house is amazing. It’s perfect for traveling with your family and furry friends. You truly feel like you’re up in the trees. The heated floors in the bathroom and towel warmer were a nice luxury. There is a loft space and a small bedroom with bunks- perfect for kiddos. The kitchen has everything you could need. The view was amazing, especially the stars! The entrance is located up some pretty steep stairs so that is something to consider. The host was quick to respond and we would...
United States
Kortney P.
The price is ￥19,575
￥39,853 total
includes taxes & fees
May 3 - May 4
Ultimate Guesthouse•Curated Luxury with Lake+Kayak
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.
The price is ￥26,920
￥49,753 total
includes taxes & fees
May 2 - May 3
Ticketmaster Chamber - Historic Lakefront Studio Cabin with Kayaking
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, (41 reviews)
"We had a nice stay at the little red house. "
United States
Brandy T.
The price is ￥24,850
￥35,476 total
includes taxes & fees
May 21 - May 22
So much to enjoy at this 2-bedroom cottage in Charming Lakeside.
Exterior

Relaxing Getaway Lake Cabin with Pristine Views

Relaxing Getaway Lake Cabin with Pristine Views
Coos County
9.6 out of 10, Exceptional, (24 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 ￥24,369
￥53,688 total
includes taxes & fees
May 27 - May 28
Relaxing Getaway Lake Cabin with Pristine Views
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

Best Western Pier Point Inn

Best Western Pier Point Inn

8/10 Good
"Parking is a bit tight for full size vehicles. No Air Conditioning in the room. Maintenance was good. Laminate flooring in room. Bed was comfortable. Free WiFi. "
Robert 3-night trip
Posted 1 day ago
Best Western Pier Point Inn

Find out more about Winchester Bay

Search for holiday rentals in Winchester Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchester Bay using one of the methods below:

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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?

Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.: This Winchester Bay vacation home rental offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings.

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.