Winchester Bay vacation rentals

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Top-rated vacation rentals in Winchester Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Home in Lakeside

4.91 out of 5 average rating, 114 reviews

Lakeside Adventure Awaits

DIRECT DUNE ACCESS!! Nestled in the coastal town of Lakeside our beachy 2-bedroom, 2-bathroom home has been upgraded with all the amenities to make your stay comfortable and relaxing. The location is the perfect fising, hiking, or ATVers paradise. The home offers a great outdoor living space, full size washer and dryer, and much more. No shop access at this time. Park and ride your ATV out of the driveway to the dunes, walk to Tenmile Lake and a quick drive to beautiful beaches and State Parks.

Jun 5 – 12

€ 220 per night
Superhost

Home in Lakeside

4.86 out of 5 average rating, 118 reviews

#StayinMyDistrict Lakeside Near Oregon Dunes

#StayInMyDistrict Lakeside Near Oregon Dunes & Ten Mile Lake! This cozy home is close to Lakeside bars and restaurants and less than 20 min from Oregon Dunes National Recreation Area. Central to Bay Area Hospital. This coastal cottage is perfect for working remotely, or exploring all that the area has to offer! 2 bed/1 bath, Kitchen, W/D, Sleeps (6), Backyard, BBQ, firepit, & RV Hookup available for additional $15 per night. Pet friendly for up to (2) pre-approved dogs w/add'l $40 per pet fee.

May 7 – 14

€ 108 per night
Superhost

Home in North Bend

4.82 out of 5 average rating, 103 reviews

Saunders Lakefront Retreat 600ft from Dunes

Lakefront home on Saunder’s Lake. Located 600ft from the dune entrance and a five minute ATV ride to the beach. Purchased property to build new home in a few years. We enjoy staying there so much that we decided to rent out the current older mobile as an opportunity to stay lakefront 600ft from the sand until construction begins for a fraction of what the price will be after we build. Please keep in mind that this is an older mobile as the price reflects so don’t expect a newly remodeled home.

Mar 15 – 22

€ 166 per night

Popular amenities for Winchester Bay vacation rentals

Stay near Winchester Bay's top sights

Oregon Dunes National Recreation Area23 locals recommend
Double D's On The Rocks3 locals recommend
Griff's On the Bay Restaurant3 locals recommend
Fishpatrick's Crabby Cafe4 locals recommend
Ridin' Dirty ATV Rentals3 locals recommend
Ziolkouski Beach Park3 locals recommend

Other great vacation rentals in Winchester Bay

Guest favorite

Home in North Bend

4.95 out of 5 average rating, 398 reviews

Bayview Cottage - Charming Family Friendly Home With a View

Sep 30 – Oct 7

€ 162 per night
Guest favorite

Cabin in Coos Bay

4.98 out of 5 average rating, 128 reviews

Little Cabin on the River - A Waterfall Wonderland

Nov 1 – 8

€ 155 per night
Guest favorite

Cottage in Coos Bay

4.99 out of 5 average rating, 385 reviews

"Uncle Joe's Place" Cozy Cottage with Water View

Jun 19 – 26

€ 173 per night
Guest favorite

Cottage in Mapleton

4.96 out of 5 average rating, 193 reviews

A River Cottage for Every Season

Dec 17 – 24

€ 148 per night
Guest favorite

Cabin in Bandon

4.91 out of 5 average rating, 173 reviews

Bandon Cabin on Coquille River unobstructed views.

Nov 16 – 23

€ 127 per night
Guest favorite

Home in North Bend

4.94 out of 5 average rating, 104 reviews

Private Forested Retreat Close to Town/Beach/Dunes

Jun 13 – 20

€ 260 per night
Guest favorite

Guesthouse in Florence

4.89 out of 5 average rating, 200 reviews

Coastal Cozy Stopover

May 25 – Jun 1

€ 80 per night
Guest favorite

Camper/RV in Florence

4.89 out of 5 average rating, 100 reviews

Delightful Coastal Camper w/ Many Extras

Apr 29 – May 6

€ 124 per night
Guest favorite

Home in Florence

4.96 out of 5 average rating, 99 reviews

Nature Retreat- in Old Town!

Aug 29 – Sep 5

€ 208 per night
Guest favorite

Guest suite in North Bend

4.97 out of 5 average rating, 192 reviews

☆Sully's Sanctuary☆ Centrally located/North Bend

May 7 – 14

€ 119 per night
Guest favorite

Guesthouse in Florence

4.99 out of 5 average rating, 269 reviews

Heceta Beach Hideaway

Sep 11 – 16

€ 238 per night
Guest favorite

Guesthouse in Bandon

4.95 out of 5 average rating, 253 reviews

The Shed Guesthouse

Feb 27 – Mar 6

€ 141 per night

Other great vacation rentals in Winchester Bay

Guest favorite

Guesthouse in Reedsport

4.9 out of 5 average rating, 50 reviews

Cabin with view of elk and coastal hills

Aug 13 – 20

€ 106 per night
Guest favorite

Cabin in Lakeside

4.97 out of 5 average rating, 34 reviews

Lakefront cabin getaway. BOAT ACCESS ONLY!

May 13 – 20

€ 137 per night
Guest favorite

Home in Lakeside

4.91 out of 5 average rating, 46 reviews

Leashore Lodge near sand dunes, lakes and ocean.

May 23 – 30

€ 237 per night
Guest favorite

Home in Lakeside

5.0 out of 5 average rating, 39 reviews

Home + Guesthouse ~ Dune Access, Gated ATV parking

Jun 16 – 23

€ 309 per night
Guest favorite

Home in Lakeside

4.98 out of 5 average rating, 82 reviews

The Casita on Duck Pond: Dune Access

Aug 27 – Sep 3

€ 184 per night
Guest favorite

Guesthouse in Florence

4.97 out of 5 average rating, 89 reviews

Woahink Lake Studio Retreat - Pirate’s Cove

Sep 6 – 13

€ 135 per night
Superhost

Villa in Reedsport

4.79 out of 5 average rating, 39 reviews

Private 6 bedroom golf course villa

Dec 20 – 27

€ 621 per night
Superhost

Townhouse in Winchester Bay

4.95 out of 5 average rating, 20 reviews

Direct Dune Access & Bay Views at The Pointe Condo

May 8 – 15

€ 442 per night
Guest favorite

Home in Lakeside

4.96 out of 5 average rating, 57 reviews

Tenmile Retreat - Wind protected, Hot Tub, Parking

Sep 20 – 27

€ 283 per night
Guest favorite

Home in Lakeside

4.91 out of 5 average rating, 34 reviews

ATV dune access, Private boat dock, , hot tub

Nov 10 – 17

€ 529 per night
Guest favorite

Home in Lakeside

4.88 out of 5 average rating, 17 reviews

Lakeside Retreat

Jul 15 – 22

€ 172 per night
Guest favorite

Camper/RV in North Bend

4.91 out of 5 average rating, 11 reviews

Hideout on the Coast

May 3 – 10

€ 127 per night

Quick stats about vacation rentals in Winchester Bay

Total rentals

20 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

420 reviews

Nightly prices starting at

€ 65 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Winchester Bay?

    Yes! Work meets play with ease at over 10 vacation rentals in Winchester Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Winchester Bay?

    Four-legged friends are welcome in Winchester Bay. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there family-friendly house rentals in Winchester Bay?

    Winchester Bay has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Winchester Bay?

    Experience the best of Winchester Bay with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Douglas County
  5. Winchester Bay