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.

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Guest favorite

Cottage in North Bend

4.95 out of 5 average rating, 402 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.

Feb 3 – 10

$131 per night

Guest favorite

Home in Lakeside

4.91 out of 5 average rating, 115 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.

Sep 22 – 29

$212 per night

Guest favorite

Cottage in Coos Bay

4.98 out of 5 average rating, 394 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.

Jun 14 – 21

$143 per night

Guest favorite

Home in North Bend

4.82 out of 5 average rating, 104 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.

Feb 24 – Mar 3

$139 per night

Guest favorite

Guest suite in Reedsport

4.99 out of 5 average rating, 683 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.

Aug 20 – 25

$125 per night

Guest favorite

Home in Reedsport

4.95 out of 5 average rating, 187 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!

Mar 9 – 16

$90 per night

Guest favorite

Cabin in Coos Bay

4.98 out of 5 average rating, 130 reviews

Little Cabin on the River - A Waterfall Wonderland

Nestled in the forested canyons of historic Glenn Creek, and in the heart of Oregon's old logging history, this completely remodeled fishing cabin is perfect for two guests. Warm and cozy in the winter, and sunny and bright in the summer. Located on the East Fork of the Millicoma River and three miles from Golden & Silver Falls State Park, enjoy the beauty of an Oregon coastal forest, and explore these two hidden waterfalls located in an old growth forest. Just 15 minutes from the cabin.

Feb 19 – 26

$128 per night

Guest favorite

Loft in Florence

4.95 out of 5 average rating, 151 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.

Apr 29 – May 6

$87 per night

Guest favorite

Guest suite in Florence

4.95 out of 5 average rating, 392 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.

Jul 25 – Aug 1

$110 per night

Superhost

Home in Florence

4.92 out of 5 average rating, 159 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!

Oct 4 – 11

$176 per night

Guest favorite

Guesthouse in Florence

4.87 out of 5 average rating, 151 reviews

Seal Pup is a tiny home one blk from the beach.

The Seal Pup is 160 sq ft cabin. Located one blk from the beach in a peaceful neighborhood. This cabin was designed for 1-2 people looking to explore the beautiful Oregon coast and have a comfy place to relax after their adventures. Seal Pup features a full size bed, kitchen area, sitting area, bathroom with shower and composting tiolet(cleaned after every guest). Centrally located to the ocean, rivers, great restaurants and galleries and many more activities.

Apr 24 – May 1

$101 per night

Guest favorite

Cabin in Lakeside

4.97 out of 5 average rating, 401 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 :-)

May 18 – 25

$414 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winchester Bay vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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

Superhost

Home in Coos Bay

4.91 out of 5 average rating, 384 reviews

Below the Falls Lodge

Aug 26 – Sep 2

$372 per night

Guest favorite

Home in North Bend

4.93 out of 5 average rating, 106 reviews

Private Forested Retreat Close to Town/Beach/Dunes

Sep 18 – 25

$191 per night

Guest favorite

Guesthouse in Florence

4.89 out of 5 average rating, 204 reviews

Coastal Cozy Stopover

Jul 4 – 11

$80 per night

Guest favorite