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Winchester Bay Vacation Rentals

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Vacation Rentals in Winchester Bay

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

9.2 out of 10, Wonderful, (33)
"It was just what we were looking for, parking was not an issue for us with only one vehicle. Quiet and quaint!"
The price is ¥7,794
¥27,228 total
includes taxes & fees
Sep 2 - Sep 3
Dog-friendly ADU with a full kitchen & shared washer/dryer - near the water

Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

9.4 out of 10, Exceptional, (46)
"It was nice! Girls weekend, much needed! Perfect little space for the 5 of us."
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

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

10.0 out of 10, Exceptional, (18)
"This was our favorite stay of our OR coast trip, quaint, quiet, spacious and authentic. Thank you for a great place to stay with our family :)"
The price is ¥21,837
¥50,674 total
includes taxes & fees
Sep 9 - Sep 10
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

Winchester Bay Apt Near Dunes & State Parks!

9.8 out of 10, Exceptional, (26)
"Great stay!"
Winchester Bay Apt Near Dunes & State Parks!

Hilltop Home with Dune Access and Breathtaking Views

10.0 out of 10, Exceptional, (225)
"Good access for Dune riding "
The price is ¥54,041
¥95,002 total
includes taxes & fees
Sep 2 - Sep 3
Hilltop Home with Dune Access and Breathtaking Views

Winchester Bay Apt Near Dunes & State Parks!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The apartment was cozy and clean. The owner was responsive and even accommodated an early check-in. "
Winchester Bay Apt Near Dunes & State Parks!

Winchester Bay Vacation Rental Near Dunes & Atv!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was a great stay for my family. The only disappointment was could not get the gas fireplace to work."
Winchester Bay Vacation Rental Near Dunes & Atv!

Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.

10.0 out of 10, Exceptional, (34)
"Everything very clean and tidy."
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.

Secluded & comfortable dog-friendly home with deck plus ATV/boat parking

7.8 out of 10, Good, (67)
"We enjoyed our stay here. The area and the home is in a really nice location and we were very comfortable. Thank you. "
Secluded & comfortable dog-friendly home with deck plus ATV/boat parking

Cozy Boathouse On The Lake W/ Spacious Dock. Boat access only

9.2 out of 10, Wonderful, (7)
"The boathouse was cozy, clean modern (with internet and TV) and a perfect get-a-way. Access was simple and the outdoor amenities were great! Highly recommend the boathouse if you want to relax, fish, or get out on the water for some outdoor activity!"
Cozy Boathouse On The Lake W/ Spacious Dock. Boat access only

Woahink lakefront in Florence Oregon

9.6 out of 10, Exceptional, (61)
"Great accommodations right on the lake! There's excellent Wifi too which comes in handy"
Woahink lakefront in Florence Oregon

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

9.6 out of 10, Exceptional, (221)
"Private, views are incredible and perfectly situated. "
The price is ¥29,259
¥58,352 total
includes taxes & fees
Sep 10 - Sep 11
Great Vintage 2500sq ft. country cabin amazing river front setting!

Mcdragonfly Cabin-wow! This Is Some Cabin.

9.8 out of 10, Exceptional, (175)
"beautiful view and comfterble beds made for a nice stay"
Mcdragonfly Cabin-wow! This Is Some Cabin.

New Listing! Luxury 6 bedroom, 5 bath lake home with hot tub, sauna. dock and lake access

New Listing! Luxury 6 bedroom, 5 bath lake home with hot tub, sauna. dock and lake access

Remote Lakefront Cabin on North Tenmile Lake

9.2 out of 10, Wonderful, (27)
"Great little place on the lake"
The price is ¥30,839
¥52,842 total
includes taxes & fees
Sep 5 - Sep 6
Remote Lakefront Cabin on North Tenmile Lake

Cozy Cabin near Everything!

9.2 out of 10, Wonderful, (30)
"The place was very clean and nice. Kitchen was well stocked. Located in a nice neighborhood and convenient to everything. Would definitely stay again. Thanks for a pleasant stay.Lynda & David"
The price is ¥11,323
¥26,443 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Cabin near Everything!

New Listing! Amazing Lakefront 4 Bedroom 4 1/2 Bath,Sleeps 10, w/ Bonus room,Incredible Views,Dock

10.0 out of 10, Exceptional, (67)
"We enjoyed a wonderful stay at Seven Pines! The lake view was spectacular and the home was beautiful. Our family enjoyed kayaking on the lake and making s’mores on the fire pit. I would highly recommend this home for your next vacation in Florence!"
New Listing! Amazing Lakefront 4 Bedroom 4 1/2 Bath,Sleeps 10, w/ Bonus room,Incredible Views,Dock

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

9.8 out of 10, Exceptional, (26)
"Excellent communication, very clean and fun games for kids. Well equipped."
Lakeside house with access to dunes, lakes, and the ocean!

Dog-Friendly Home with Expansive Deck with Hot Tub and Dock on Woahink Lake

7.8 out of 10, Good, (20)
"Views of the lake were lovely."
Dog-Friendly Home with Expansive Deck with Hot Tub and Dock on Woahink Lake

Below the Falls Lodge - Next to Golden & Silver Falls

9.8 out of 10, Exceptional, (195)
"So peaceful. I would stay here again in a heartbeat. I wouldn’t change a thing. Worth the time to go see the falls. "
Below the Falls Lodge - Next to Golden & Silver Falls
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

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?

Cozy family beach cottage w/ 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 patio, 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. Kick off your shoes and enjoy yourself with a selection of games and a hot tub. Another good choice for your trip to Winchester Bay is Hilltop Home with Dune Access and Breathtaking Views.

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.