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Winchester Bay Holiday Rentals

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Our top choices for Winchester Bay holiday rentals

1. 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
9.6 out of 10, Exceptional, (35 reviews)
"Highly recommend. The host is the absolute best host I’ve ever experienced renting a house. Will certainly be back."
United States
Caleb
The price is NZ$688
includes taxes & fees
1 Nov - 2 Nov
Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

2. 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, (237 reviews)
"Comfortable house with a fantastic view. It had everything our family needed for a fun and relaxing trip."
United States
Jill L.
The price is NZ$1,120
includes taxes & fees
5 Oct - 6 Oct
Cozy Hilltop Home with Private Hot Tub, Direct Dune Access & Breathtaking Views

3. 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)
"Great and comfortable place to rest after a nice ride on the dunes! Location was perfect"
United States
Johnny H.
The price is NZ$1,400
includes taxes & fees
5 Oct - 6 Oct
Luxurious Hilltop Home w/ Private Hot Tub and Direct Dune Access

4. The Salty Duplex (Right Side)

The Salty Duplex (Right Side)
Reedsport
10.0 out of 10, Exceptional, (87 reviews)
"Perfect place to stay and has everything you need for a nice long stay. Will definitely be back again!"
United States
Adam M.
The price is NZ$394
includes taxes & fees
12 Oct - 13 Oct
The Salty Duplex (Right Side)

5. The Salty Duplex (Left Side)

The Salty Duplex (Left Side)
Reedsport
10.0 out of 10, Exceptional, (64 reviews)
"The house was very clean and well presented with lots of extra/thoughtful touches to make it a pleasant stay."
United Kingdom
Philippa
The price is NZ$385
includes taxes & fees
12 Oct - 13 Oct
The Salty Duplex (Left Side)

6. 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, (50 reviews)
"Wonderful secure property with easy access to the beach and town. Owner is very responsive and helpful."
United States
Candy H.
The price is NZ$406
includes taxes & fees
19 Oct - 20 Oct
So much to enjoy at this 2-bedroom cottage in Charming Lakeside.

7. Siltcoos Station Retreats

Siltcoos Station Retreats
4.0 star property
Westlake
9.4 out of 10, Exceptional, (12 reviews)
"Great lake access for kayaking"
United States
Andrew
The price is NZ$299
includes taxes & fees
1 Nov - 2 Nov
Siltcoos Station Retreats

8. 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, (116 reviews)
"Great space, great hosts. Wonderful and relaxing cabin. "
United States
Carmel K.
The price is NZ$752
includes taxes & fees
2 Oct - 3 Oct
Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access

9. Tenmile Lakeview Hideaway

Tenmile Lakeview Hideaway
Lakeside
9.6 out of 10, Exceptional, (53 reviews)
"Great place to stay. Quiet and tucked away while close enough to plenty of activities. Host was communicative and helpful and check in/out was a breeze."
United States
Calin M.
The price is NZ$683
includes taxes & fees
1 Nov - 2 Nov
Tenmile Lakeview Hideaway

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

Lakeside house with access to dunes, lakes, and the ocean!
Lakeside
9.6 out of 10, Exceptional, (41 reviews)
"Was a great place to stay especially with trailer "
United States
David
The price is NZ$601
includes taxes & fees
4 Oct - 5 Oct
Lakeside house with access to dunes, lakes, and the ocean!

11. Paradise Cabin on Tenmile Lake

Paradise Cabin on Tenmile Lake
Lakeside
9.0 out of 10, Wonderful, (28 reviews)
"We loved our stay at this beautiful cottage! Tasteful, charming, and everything from mattress comfort to linens were top quality. Highly recommend!"
United States
Anonymous traveller
The price is NZ$1,013
includes taxes & fees
5 Oct - 6 Oct
Paradise Cabin on Tenmile Lake

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.

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, (34 reviews)
"Very secluded. Perfect for a couples weekend away from it all"
United States
Taylor I.
The price is NZ$543
includes taxes & fees
27 Oct - 28 Oct
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.

13. Private Lakefront *180° Lake View & Dock

Private Lakefront *180° Lake View & Dock
North Bend
10.0 out of 10, Exceptional, (6 reviews)
"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.
The price is NZ$1,031
includes taxes & fees
3 Oct - 4 Oct
Private Lakefront *180° Lake View & Dock

14. Barnhaus-Spa+11 Acres+EV+Gym+Lake Access

Barnhaus-Spa+11 Acres+EV+Gym+Lake Access
Lakeside
10.0 out of 10, Exceptional, (4 reviews)
"We just checked out and left the beautiful property. We had a great stay! Just had a couple minor tips for the owners. Thank You!!!"
United States
Julie S.
The price is NZ$754
includes taxes & fees
4 Oct - 5 Oct
Barnhaus-Spa+11 Acres+EV+Gym+Lake Access

15. #StayinMyDistrict Lakeside Cottage

#StayinMyDistrict Lakeside Cottage
Lakeside
9.6 out of 10, Exceptional, (24 reviews)
"The house was very clean and comfortable. Would stay here again."
United States
Shaun W.
The price is NZ$391
includes taxes & fees
4 Oct - 5 Oct
#StayinMyDistrict Lakeside Cottage

16. 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
9.8 out of 10, Exceptional, (20 reviews)
"The place was great. Clean and in good shape. Im planning to make it an annual trip."
United States
PDX S.
The price is NZ$385
includes taxes & fees
27 Oct - 28 Oct
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.

17. Coos bay - Lake house - Direct Dune access - Saunders Lake - Oregon Dunes

Coos bay - Lake house - Direct Dune access - Saunders Lake - Oregon Dunes
North Bend
9.8 out of 10, Exceptional, (131 reviews)
"The property was great .everything as described "
United States
Bob B.
The price is NZ$943
includes taxes & fees
10 Oct - 11 Oct
Coos bay - Lake house - Direct Dune access - Saunders Lake - Oregon Dunes

18. Scenic and relaxing Lake Cottage with Views

Scenic and relaxing Lake Cottage with Views
Coos County
The price is NZ$521
includes taxes & fees
4 Oct - 5 Oct
Scenic and relaxing Lake Cottage with Views

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

Great Vintage 2500sq ft. country cabin amazing river front setting!
Scottsburg
9.6 out of 10, Exceptional, (238 reviews)
"Great space — great for a large group!"
United States
Corey N.
The price is NZ$946
includes taxes & fees
2 Oct - 3 Oct
Great Vintage 2500sq ft. country cabin amazing river front setting!

20. Below the Falls Lodge - Next to Golden & Silver Falls

Below the Falls Lodge - Next to Golden & Silver Falls
Coos Bay
9.8 out of 10, Exceptional, (222 reviews)
"Wonderful place to retreat from the city.Quiet and relaxing. A beautiful property."
United States
Steven S.
The price is NZ$662
includes taxes & fees
6 Oct - 7 Oct
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

Everything you need to know about Winchester Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winchester Bay holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester Bay holiday rentals we have selected for you start as low as NZ$299 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winchester Bay rentals

At Expedia, we put the best Winchester Bay holiday 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 holiday.

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. 

Explore a world of travel with Expedia

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.

What are some of the best holiday rentals that Winchester Bay has to offer?

Cozy family beach cottage with hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok: This highly rated holiday home rental in Winchester Bay is located in the city centre, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub. Another good choice for your trip to Winchester Bay is Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay..

How many holiday rentals will I find in Winchester Bay?

Choose from 15 Expedia holiday rentals in Winchester Bay for a memorable holiday.

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 wider area, you’ll find Umpqua Lighthouse and Oregon Dunes National Recreation Area.

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.