We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Winchester Bay vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Winchester Bay

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

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Cottage in North Bend

4.95 out of 5 average rating, 422 reviews

Bayview Cottage - Charming Family Friendly Home With a View

Enjoy beautiful views of the bay and wildlife including deer and a variety of birds from the large picture windows that welcome you to Bayview Cottage. Gather around the waterfront fire pit after a day of adventures to enjoy s’mores and stunning sunsets. Everything you’ll need to prepare a gourmet meal or a quick snack is provided in the fully equipped kitchen including spices, bakeware, a variety of kitchen appliances, and other cooking essentials. All three beds feature memory foam and cozy bedding to provide a wonderful night’s sleep. The house is fully stocked with Smart televisions including cable, high speed wifi, a washer and dryer, toiletries, and plenty of books, puzzles, toys and games. Bayview Cottage is an ideal home for families or a group of friends enjoying the beautiful Southern Oregon Coast! Bayview Cottage may also be rented in conjunction with Bayview House, a larger home that sleeps 4 guests and is located right next door. Consider renting both homes together for larger parties or a gathering where families may want their own space. Together both homes can accommodate parties of 8 and each home has a full kitchen and a washer/dryer! This waterfront property is great for cozy evenings around the firepit. During low tide clam from the property or take a nature hike around the bay. Large picture windows provide views of the incredible sunsets while staying warm and cozy indoors. Along with the cottage, enjoy the deck with lawn chairs as well as the waterfront fire pit in the private backyard. I am available by phone, text or email at anytime during your stay. I live nearby if you need anything while you are at the cottage. The cottage is located just a few blocks from Downtown North Bend, a small coastal town with shops, restaurants, antique stores and pubs. Located at the end of a quiet road next to a nature park providing ample opportunity to observe wildlife including deer and many birds. A short drive to several beaches and sand dunes for a day full of outdoor adventures. Plenty of parking for your toys including boats and trailers is available. World famous Bandon Dunes Golf Course is less than a 30 minute drive away! Conveniently located just a few blocks off of the Scenic Coastal Highway and a quick 5 minute drive to the North Bend airport.

Cottage in Coos Bay

4.98 out of 5 average rating, 428 reviews

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

Uncle Joe's Place is a cozy cottage that sits close to the water with views of Charleston bridge and South Slough Estuary. Cottage is 490 square feet, perfect for singles or a couple visiting the area. Located just off Cape Arago Hwy and the town of Charleston. It's a short walk to convenience stores, restaurants and the Charleston Marina. Neighborhood is made up of small homes and mobile homes. Check yourself in with a lockbox. I'm very close by if you need any assistant or have questions.

Guest suite in Reedsport

4.99 out of 5 average rating, 721 reviews

The Elk View Suite- 5 min to town, 15 min to Beach

The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.

Home in Reedsport

4.96 out of 5 average rating, 204 reviews

The Salty Duplex (Right Side)

We are located uptown, only 4 minutes from Winchester Bay! The neighborhood is very quiet and comfy. There is a fully stocked kitchen with lots of gadgets, a Keurig coffee pot with a random assortment of kcups, Traeger and gas BBQ, and a bar for good conversation. In the Livingroom we have Spectrum cable TV and high speed WiFi. There are 2 bedrooms with one king and one queen bed both upstairs. There is plenty of room for an air mattress in the Livingroom, which is in the closet downstairs!

Loft in Florence

4.95 out of 5 average rating, 167 reviews

Sylvia's Sanctuary

Upscale recently renovated private loft in quiet wooded neighborhood. High ceilings, deep carpet, glass and ceramic tile, roomy shower. Luxury linens & comfortable Cal King bed Free WiFi, new 50" smart TV. Kitchenette with dishes, utensils, cookware. New 1800 watt cooktop Pantry has snacks and goodies. Private entrance and deck up stairs. Country feeling right in town. Minutes from shopping, Old Town, beach, dunes, trails. Respectful owners onsite. Raised Aerobed available for 3rd guest.

Camper/RV in Florence

4.89 out of 5 average rating, 119 reviews

Delightful Coastal Camper w/ Many Extras

You'll love this quiet, quaint, getaway space. A brief walk from the Pacific Ocean @ Haceta Beach, this space comes well-equipped for a restorative adventure. S’mores + fire kit (can be used for a bonfire on the beach as well), espresso maker + organic espresso, cozy queen bed + luxury sheets, Turkish bath towels + small bathtub (rare in an RV), picnic kit, 2 sleds for sand sledding, non-toxic/natural soaps, etc., romantic outdoor lighting to extend the day on the private outdoor patio…

Guest suite in Florence

4.95 out of 5 average rating, 420 reviews

Quiet, serene retreat near stream, lakes, & ocean

Come relax and renew on the coast in our private guest suite with its own entrance. The stars don't get brighter or the days more peaceful than at this quiet, secluded spot. This retreat with tons of natural light, includes a large bedroom, bathroom spacious shower and double vanity and a sitting room with desk/drawing table and outdoor patio. Enjoy the deer that meander past your large windows to eat blackberries. Just a few minutes away are the beach, dunes, lakes and Florence.

Home in Florence

4.93 out of 5 average rating, 174 reviews

Lakeside Landing

Enjoy Stunning 180 degree Lake Views from the upstairs (separate unit) of a 2 story home on one of Oregon's Most Beautiful Lakes! You'll have your own Private 40' Deck & Private entrance, Full Kitchen, Full Bath, Dining Room, Living Room & Laundry Room. Wake up to magnificent sunrises out your bedroom window, lovely grass Lawn down to the lake, 2 docks, Jet Ski ramp, Sandy Beach & BBQ. After a fun day on the Lake or Exploring ALL the Oregon Coast has to offer, Come Home to Paradise!

Cabin in Lakeside

4.97 out of 5 average rating, 424 reviews

Exquisite Lake Views in Luxury Retreat!

Looking for the perfect place to enjoy all the Oregon Coast has to offer?? Then look no further than this stunning luxury cabin with breathtaking views over-looking Tenmile Lake. This modern, cozy space offers every amenity from a full deck for entertaining, fire pit in the backyard and brand new everything inside that comes with all modern amenities including Smart TV and high-speed WiFi for those needing to stay connected while being checked out :-)

Cabin in Bandon

4.91 out of 5 average rating, 190 reviews

Bandon Cabin on Coquille River unobstructed views.

Rural, quiet, riverside, rustic cabin with deck overlooking the Coquille River. Furnished with everything you need to make your stay comfortable, including BBQ and binoculars for viewing the abundant wildlife. Minutes away from the Pacific Ocean, lovely town of Bandon, mountain bike trails and world famous Bandon Dunes Golf Course. Contact free check in. Cabin is cleaned and sanitized and a minimum of 48 hrs between guests.

Rental unit in Florence

4.94 out of 5 average rating, 106 reviews

Cozy Ground Floor Efficiency Apt 4 Blks to Ocean

Heading to the coast for work or play? Book a stay in our ground floor getaway: Sunflower Seas! Queen bed, claw foot tub/shower, kitchenette, drop down desk/dining, wifi. On site parking. Kayaks available. Easy 4 block walk to Heceta Beach. Just two miles off Hwy 101, 5 miles to Old Town/Bay Street along the beautiful Siuslaw River. Lakes, hiking, light houses, covered bridges, waterfalls within an easy drive.

Home in North Bend

4.94 out of 5 average rating, 115 reviews

Forested Retreat Close to Dunes/Beach/Town

Enjoy unmatched privacy with over an acre of land all to yourself and close proximity to town, the dunes and beach! Located 5 minutes from Hwy 101, 10 minutes from downtown North Bend and 15 minutes from Horsefall Beach! Relax on the expansive deck by the fire-pit with your coffee/wine or BBQ a feast while soaking in the country like setting. If your lucky a momma deer with her fawns may make an appearance!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Winchester Bay vacation rentals

Laptop-friendly workspace

Air conditioning

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

Home in Winchester Bay

5 out of 5 average rating, 4 reviews

Harbor view Cozy Cottage

Guesthouse in Reedsport

4.9 out of 5 average rating, 67 reviews

Cabin with view of elk and coastal hills

Rental unit in Reedsport

4.91 out of 5 average rating, 35 reviews

Ridgeway Hideaway

Tiny home in Lakeside

4.75 out of 5 average rating, 12 reviews

Tiny Pines ~ Dune access + Full hookup RV site

Home in Lakeside

4.9 out of 5 average rating, 21 reviews

Lakeside Retreat

Home in Winchester Bay

4.98 out of 5 average rating, 89 reviews

Beautiful home with spectacular harbor view

Townhouse in Winchester Bay

4.95 out of 5 average rating, 20 reviews

Direct Dune Access & Bay Views at The Pointe Condo

Cabin in Lakeside

4.95 out of 5 average rating, 40 reviews

Lakefront cabin getaway. Boat Access Only!

Quick stats about vacation rentals in Winchester Bay

Total rentals
20 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
490 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

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 $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore