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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

Reedsport
8.8 out of 10, Excellent, (40)
"What a quaint little place in the coast. 10/10 amazing stay!"
United States
Brigitte D.
Dog-friendly ADU with a full kitchen & shared washer/dryer - near the water

Hilltop Home with Dune Access and Breathtaking Views

Reedsport
10.0 out of 10, Exceptional, (227)
"Great communication, great house and lasting memories. "
United States
Theresa M.
$641 nightly
The price is $650
Dec 4 - Dec 5
Total with taxes and fees
Hilltop Home with Dune Access and Breathtaking Views

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

Winchester Bay
9.8 out of 10, Exceptional, (24)
"Nice cozy little spot that was perfect for us ro reset on our 16 day roadtrip from Michigan and back. "
United States
mike b.
$310 nightly
The price is $315
Dec 4 - Dec 5
Total with taxes and fees
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

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

Reedsport
9.4 out of 10, Exceptional, (48)
"The little beach house has had extensive remodeling . Very bright, clean and comfortable on the inside. Good location in a quiet neighborhood. "
United States
LINDA
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

Winchester Bay Apt Near Dunes & State Parks!

3.0 star property
Reedsport
10.0 out of 10, Exceptional, (2)
"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!

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

Winchester Bay
10.0 out of 10, Exceptional, (39)
"great house"
United States
EDWARD B.
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.

Winchester Bay Vacation Rental Near Dunes & Atv!

3.0 star property
Reedsport
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."
United States
Jan
Winchester Bay Vacation Rental Near Dunes & Atv!

Mcdragonfly Cabin-wow! This Is Some Cabin.

Lakeside
9.8 out of 10, Exceptional, (181)
"We had a great stay, the views are amazing. The house has everything you could need and more."
United States
eric r.
Mcdragonfly Cabin-wow! This Is Some Cabin.

Direct Dune Access Sleeps 10 In House, 6 In BunkHouses - Bath Houses.

North Bend
9.8 out of 10, Exceptional, (155)
"We love this place. Already booked for mext year"
United States
Vance T.
Direct Dune Access Sleeps 10 In House, 6 In BunkHouses - Bath Houses.

Overlooking Old Town yet In a Secluded Forest Setting

Florence
8.2 out of 10, Very Good, (144)
"Sweet view, nice pellet heater. We really enjoyed this place. "
United States
Katelinde
$267 nightly
The price is $298
Dec 4 - Dec 5
Total with taxes and fees
Overlooking Old Town yet In a Secluded Forest Setting

Below the Falls Lodge - Next to Golden & Silver Falls

Coos Bay
9.8 out of 10, Exceptional, (200)
"We've stayed for a few weeks every year now for the past 8 years. Always look forward to coming out."
United States
Matt K.
Below the Falls Lodge - Next to Golden & Silver Falls

Siltcoos Station Retreats

4.0 star property
Westlake
7.4 out of 10, Good, (3)
"My partner and I had such a lovely time here. I don’t even know where to start. The room was very cute, comfortable, clean and had a soaking tub ( and some lovely bath salts) that was a real treat. We took a nice little swim in the lake which was the perfect temperature. The gentleman who owns this place is friendly and professional, i felt welcome and at ease while interacting with him. I met a dog and a cat. The cat was perfect in every way- mysterious yet friendly, unafraid and unconcerned....
United States
Jesse
Siltcoos Station Retreats

Cozy Cabin near Everything!

North Bend
8.8 out of 10, Excellent, (33)
"Great place for us to spend the night and be able to relax a bit!"
United States
David L.
$162 nightly
The price is $180
Dec 12 - Dec 13
Total with taxes and fees
Cozy Cabin near Everything!

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

Lakeside
10.0 out of 10, Exceptional, (104)
"Beautiful home secluded in woods.Everything you need for your stay. "
United States
Mary D.
$371 nightly
The price is $395
Dec 8 - Dec 9
Total with taxes and fees
Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access

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

Dunes City
8.8 out of 10, Excellent, (6)
"It was a beautiful, spacious home and a great base to explore the area! Our family had a wonderful visit."
United States
Elizabeth R.
New Listing! Luxury 6 bedroom, 5 bath lake home with hot tub, sauna. dock and lake access

*NEW LISTING* Beautiful Lake Front Home w/ Hot Tub. Close to Downtown Florence and Dunes

Florence
9.4 out of 10, Exceptional, (64)
"Very comfortable. Great location. "
United States
David H.
*NEW LISTING* Beautiful Lake Front Home w/ Hot Tub. Close to Downtown Florence and Dunes

Southern Oregon Mid -Century Coastal Charmer Summer Discount- Aug & Sept 2025

North Bend
9.8 out of 10, Exceptional, (166)
"Nice space to share with family and friends. Would recommend to anyone. Thanks had a wonderful time!"
United States
Julie C.
Southern Oregon Mid -Century Coastal Charmer Summer Discount- Aug & Sept 2025

Private Lakefront *180° Lake View & Dock

North Bend
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! The property is beautiful, secluded, and truly unique with amazing views. The home was very clean, fit our group comfortably, and was perfectly located close to the dunes. We had a great time celebrating a friend’s birthday here. Our dogs loved the area, and the cute pet-friendly vibe was a huge plus. Communication with the host was top notch. Highly recommend!"
United States
Alex N.
$382 nightly
The price is $382
Dec 7 - Dec 8
Total with taxes and fees
Private Lakefront *180° Lake View & Dock

Coos bay - Lake house - Direct Dune access - Saunders Lake

North Bend
9.8 out of 10, Exceptional, (123)
"Love staying here. Super close to the dunes, great house!"
United States
Lori D.
Coos bay - Lake house - Direct Dune access - Saunders Lake

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

Florence
7.8 out of 10, Good, (24)
"Close to town, serene setting, great for the price! We’ll be back!"
United States
Thomas V.
Dog-Friendly Home with Expansive Deck with Hot Tub and Dock on Woahink Lake
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

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 $180 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.

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?

Hilltop Home with Dune Access and Breathtaking Views: Visitors like this Winchester Bay vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Some other homes for rent in Winchester Bay include Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok 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.