Photo by Vicki Chandler

Winchester Bay Holiday Rentals

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Holiday Rentals in Winchester Bay

Fridge, microwave, oven, stovetop
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
8.0 out of 10, Very good, (7)
"It was a cute house with a convenient location to the Ocean! The only issue that we had was the power going out a few times because the circuit breakers were popping due to the plug in heater in the main room."
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
Beach
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
10.0 out of 10, Exceptional, (7)
"Beautiful house in a great location. Easy and flexible check in and out."
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
Marina
Winchester Bay Apt Near Dunes & State Parks!
9.8 out of 10, Exceptional, (10)
"We very much enjoyed this property, which was one block over from the bay. The property manager lives next-door and is super friendly and helpful. It’s close to Reedsport and all sorts of outdoor activities. I would definitely recommend staying at this property."
Winchester Bay Apt Near Dunes & State Parks!
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Fridge, microwave, oven, stovetop
Cozy family beach cottage with hot tub, deck, WiFi, surfboard - walk to bay
9.6 out of 10, Exceptional, (27)
"I may have misunderstood the description but while the adorable house is CLOSE to the beac it was not ON the beach. That being said, i would (already have) recommended to friends."
The price is NZ$523
includes taxes & fees
29 May - 30 May
Cozy family beach cottage with hot tub, deck, WiFi, surfboard - walk to bay
Interior
Winchester Bay Apt Near Dunes & State Parks!
3.5 star property
10.0 out of 10, Exceptional, (1)
Winchester Bay Apt Near Dunes & State Parks!
Property grounds
Large home overlooking the harbor and some ocean views.
10.0 out of 10, Exceptional, (16)
"Enjoyed our stay."
Large home overlooking the harbor and some ocean views.
Interior
Comfy dog-friendly bay home with kitchenette, gas grill, patio, yard, and W/D
10.0 out of 10, Exceptional, (1)
Comfy dog-friendly bay home with kitchenette, gas grill, patio, yard, and W/D
TV, DVD player, video library
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
9.4 out of 10, Exceptional, (16)
"Great location. Quiet neighborhood. Clean, cute cottage."
The price is NZ$401
includes taxes & fees
19 May - 20 May
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
Exterior
Overlooking Old Town yet In a Secluded Forest Setting
8.4 out of 10, Very good, (100)
"This is our second stay. My husband and I love this house! It is absolutely peaceful. The dogs love it. We like to go to just unplug and spend time together. The only thing missing was a plug for the tub."
Overlooking Old Town yet In a Secluded Forest Setting
Terrace/patio
Spacious ranch with lots of parking, pet friendly, partial bay view.
9.8 out of 10, Exceptional, (53)
"Nice easy to find location, lots of games and plenty of beds. Worked perfect for our family vacation."
Spacious ranch with lots of parking, pet friendly, partial bay view.
Private kitchen
Cozy Cabin near Everything!
9.6 out of 10, Exceptional, (12)
"Loved this location and the tiny home was absolutely fabulous. Thanks"
The price is NZ$295
includes taxes & fees
20 May - 21 May
Cozy Cabin near Everything!
Property grounds
Below the Falls Lodge - Next to Golden & Silver Falls
9.8 out of 10, Exceptional, (184)
"Couldn’t have been more impressed! Absolutely loved the house and everything it has to offer. Having everything thing we needed while being away from the public was a dream. My children and dog absolutely loved the creek and being able to enjoy the forest while us adults enjoyed the break from technology and being able to slow down a bit. Can’t wait to return!"
Below the Falls Lodge - Next to Golden & Silver Falls
Beach
*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views
9.6 out of 10, Exceptional, (17)
"We rented the house for our wedding week with family. Everyone had a great time. The house was clean and cute with everything we needed, minus groceries. Good times."
*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views
TV, video library
Lakeside vacation rental
9.4 out of 10, Exceptional, (34)
"The house was perfect for our fishing trip in the Coos river one day and Winchester Bay the next. It was clean and very comfortable. We got to take home plenty of salmon and crab!!!"
Lakeside vacation rental
Fridge, microwave, stovetop, dishwasher
Renovated North Bend Cottage: Near Eateries!
10.0 out of 10, Exceptional, (15)
"I rented this house for my daughter and her (now) husband for their wedding weekend in Coos Bay. Her and her bridal party were able to get ready in the house and take beautiful pictures. The house was gorgeous and the best part was all of the natural light that came in through the windows! After the wedding, the bride and groom had the whole place to themselves and they loved it. The house host, Hannah, was very helpful and quick to reply when we locked ourselves out of the house and couldn't...
Renovated North Bend Cottage: Near Eateries!
Property grounds
Dog-Friendly Home with Expansive Deck with Hot Tub and Dock on Woahink Lake
Dog-Friendly Home with Expansive Deck with Hot Tub and Dock on Woahink Lake
Private kitchen
Coastal Elegance
10.0 out of 10, Exceptional, (1)
"This home is very spacious. Nice big living room, kitchen, and dining area. The dogs loved the fenced back yard! The back yard is huge. It's location is perfect. Easy to find and close to everything. A really nice quiet neighborhood. Large grocery store down the street. The casino is not far and lots of places to eat. I recommend the Wildflour restaurant, their food is excellent. Enjoyed this home and would stay there again!"
The price is NZ$481
includes taxes & fees
19 May - 20 May
Coastal Elegance
Property grounds
Waterfront retreat with lake views & private hot tub
8.2 out of 10, Very good, (20)
"Overall, my 4 friends and I had a wonderful, relaxing stay at Grandpa's Lake House. The house was as described; it was spacious, clean and well stocked. There were memory foam mattresses on all of the beds, which was a welcome change from previous stays elsewhere. The hot tub was clean and well maintained and it was great siting out and watching the ducks on the lake. One important thing to note, in the entryway to the left there is a step down (maybe 3 inches deep) leading to the garage and...
Waterfront retreat with lake views & private hot tub
Property grounds
Lakeside house with access to dunes, lakes, and the ocean!
9.8 out of 10, Exceptional, (14)
"Spent Spring Break at this property with our family and teenagers friends. Perfect to hangout, enjoy games and great sleeping spaces. Close to dunes, our reason for this trip. Communication with host and check in/out process was great. Easy to recommend this property."
Lakeside house with access to dunes, lakes, and the ocean!
Property grounds
New Listing! Beautiful upscale bay view home, gas grill, game room, pet friendly
9.6 out of 10, Exceptional, (9)
"We stayed at the property for a couple of nights but would have loved to stay longer. The layout was ideal for a larger group since the upper stairs and downstairs are essentially independent living areas."
New Listing! Beautiful upscale bay view home, gas grill, game room, pet friendly
Don't see what you're looking for?
See all available properties in Winchester Bay
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.

Other types of properties in Winchester Bay you may be interested in

Boating
Winchester Bay Inn
2.5 star property
7.2 out of 10, Good, (603)
"The room was large and very clean. For a room with a kitchen, there were no eating utensils. The bathroom was nice except the toilet seemed to be very short to the the floor with no hand rails to help one get up."
The price is NZ$174
includes taxes & fees
17 Jun - 18 Jun
Winchester Bay Inn
Fridge, microwave, oven, stovetop
Cozy family beach cottage with hot tub, deck, WiFi, surfboard - walk to bay
9.6 out of 10, Exceptional, (27)
"I may have misunderstood the description but while the adorable house is CLOSE to the beac it was not ON the beach. That being said, i would (already have) recommended to friends."
The price is NZ$523
includes taxes & fees
29 May - 30 May
Cozy family beach cottage with hot tub, deck, WiFi, surfboard - walk to bay
Fridge, microwave, oven, stovetop
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
8.0 out of 10, Very good, (7)
"It was a cute house with a convenient location to the Ocean! The only issue that we had was the power going out a few times because the circuit breakers were popping due to the plug in heater in the main room."
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winchester Bay holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winchester Bay. 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 Winchester Bay. 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 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 holiday 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 Winchester Bay short-term rentals, that won’t be hard to do.

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.

How many holiday rentals will I find in Winchester Bay?

Choose from 14 Expedia holiday rentals in Winchester Bay for a memorable holiday.

What’s there to see and do in Winchester Bay?

Oregon Dunes National Recreation Area and Umpqua River are a couple of lovely local spots to get outside and enjoy nature. While here, Umpqua Lighthouse and Umpqua Lighthouse State Park are other places worth a visit.

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.

Recent reviews of Winchester Bay properties
Expedia verified reviews