Photo by Vicki Chandler

Holiday Homes in Winchester Bay

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Winchester Bay

North Bend Home w/ Cornhole Court & Putting Green
Fridge, microwave, stovetop, dishwasher
North Bend Home w/ Cornhole Court & Putting Green
10.0 out of 10, Exceptional, (21)
"Great place, responsive host :)"
North Bend Home w/ Cornhole Court & Putting Green
New Listing! Beautiful upscale bay view home, gas grill, game room, pet friendly
Property grounds
New Listing! Beautiful upscale bay view home, gas grill, game room, pet friendly
9.6 out of 10, Exceptional, (19)
"1"
New Listing! Beautiful upscale bay view home, gas grill, game room, pet friendly
Renovated North Bend Cottage: Near Eateries!
Fridge, microwave, stovetop, dishwasher
Renovated North Bend Cottage: Near Eateries!
10.0 out of 10, Exceptional, (24)
"The property is large, well done and a relaxing gathering spot. The kitchen and eating area are huge, well labeled and well stocked—perfect for our 6 adults and lots of cooking. Buffet area is great for all the extra food/stuff. We had a couple of cleaning issues but they were quickly addressed. Stairs are narrow and steep leading upstairs. Also, one bedroom upstairs does not have a door. Upstairs is not for tall people but downstairs is great. Parking is nice—can pull up to back door or park...
Renovated North Bend Cottage: Near Eateries!
The Salty Duplex (Right Side)
Fridge, microwave, oven, dishwasher
The Salty Duplex (Right Side)
10.0 out of 10, Exceptional, (63)
"Everything was great. The house had everything you could imagine. Everywhere we wanted to go, was easy. The host was fantastic. Very friendly and helpful. "
The price is AU$372
includes taxes & fees
7 Oct - 8 Oct
The Salty Duplex (Right Side)
New Listing Fabulous Lakefront Home on Siltcoos Lake, Private Dock, Hot Tub, Kayaks, BBQ
Outdoor dining
New Listing Fabulous Lakefront Home on Siltcoos Lake, Private Dock, Hot Tub, Kayaks, BBQ
10.0 out of 10, Exceptional, (36)
"This is a beautifully remodeled lake home with every amenity we could have wanted. The outdoor spaces with both and gas and wood fire pit were exceptional. The dock and kayaks were a hit as was the air hockey and ping pong table. Also it was immaculately clean and decorated. Just a stellar VRBO!"
New Listing Fabulous Lakefront Home on Siltcoos Lake, Private Dock, Hot Tub, Kayaks, BBQ
Reedsport Coastal Retreat: Adventure Awaits for You and Your Pooch
Indoor spa tub
Reedsport Coastal Retreat: Adventure Awaits for You and Your Pooch
10.0 out of 10, Exceptional, (2)
Reedsport Coastal Retreat: Adventure Awaits for You and Your Pooch
New Listing! Amazing Lakefront 4 Bedroom 4 1/2 Bath,Sleeps 14, w/ Bonus room,Incredible Views,Dock
Beach
New Listing! Amazing Lakefront 4 Bedroom 4 1/2 Bath,Sleeps 14, w/ Bonus room,Incredible Views,Dock
10.0 out of 10, Exceptional, (48)
"We had a blast on this property. Lots of room for multiple age groups."
New Listing! Amazing Lakefront 4 Bedroom 4 1/2 Bath,Sleeps 14, w/ Bonus room,Incredible Views,Dock
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
TV, DVD player, video library
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
9.2 out of 10, Wonderful, (22)
"Nicely furnished. Had all the kitchen supplies and amenities one would need. Nice size. There was an off-putting odor throughout, and especially in the main bedroom. Couldn't even sleep in the bed. Smelled like wet animal hair. "
The price is AU$361
includes taxes & fees
5 Oct - 6 Oct
Dog-friendly coastal-themed home with a full kitchen & washer/dryer
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
Beach
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
10.0 out of 10, Exceptional, (20)
"Stayed for the annual car show plenty of room."
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
Peaceful Setting on the Coast with Mountain Views and Partial Ocean View
Terrace/patio
Peaceful Setting on the Coast with Mountain Views and Partial Ocean View
10.0 out of 10, Exceptional, (14)
"Great and beautiful location. Remote enough to not seal with camp ground or even site crowds. "
Peaceful Setting on the Coast with Mountain Views and Partial Ocean View
The Old McCullough Home w/ Rooftop Deck, View
Exterior
The Old McCullough Home w/ Rooftop Deck, View
9.6 out of 10, Exceptional, (14)
"This place was so cute and alot more space then it looks. Everything was clean and property manager was on point when messaged."
The Old McCullough Home w/ Rooftop Deck, View
Oregon Dunes, Direct Dune Access & Lakefront Getaway 3 bed, 1 bath, sleeps Seven
Beach nearby, beach towels
Oregon Dunes, Direct Dune Access & Lakefront Getaway 3 bed, 1 bath, sleeps Seven
9.8 out of 10, Exceptional, (100)
" ."
Oregon Dunes, Direct Dune Access & Lakefront Getaway 3 bed, 1 bath, sleeps Seven
Secluded & comfortable dog-friendly home with deck plus ATV/boat parking
Property grounds
Secluded & comfortable dog-friendly home with deck plus ATV/boat parking
8.0 out of 10, Very good, (57)
"Great little three bedroom for the price! It could have been a little cleaner upon arrival, you could tell somebody hadn't been there in a while. Spiders and spider webs inside the dwelling and out. All the issues were relatively minor. The can opener is broken, the hall bath doesn't hold water, and the carpet is frayed in some areas, leaving sharp trip hazards. Overall we had a great day, the place was relatively quiet and close to amenities."
Secluded & comfortable dog-friendly home with deck plus ATV/boat parking
The Salty Duplex (Left Side)
Fridge, microwave, oven, stovetop
The Salty Duplex (Left Side)
10.0 out of 10, Exceptional, (32)
"We enjoyed our stay. There was plenty of room for 3 couples. The kitchen and dining rooms had plenty of space for us. The duplex is newly renovated and is beautiful. The rental was very clean. "
The price is AU$372
includes taxes & fees
10 Oct - 11 Oct
The Salty Duplex (Left Side)
Welcoming Gardiner Home Near Oregon Dunes Rec Area
Fridge, microwave, stovetop, dishwasher
Welcoming Gardiner Home Near Oregon Dunes Rec Area
9.6 out of 10, Exceptional, (4)
"house of clean and comfortable. convenient. spidery webs outside."
Welcoming Gardiner Home Near Oregon Dunes Rec Area
New Listing! Beautiful Lakefront home w/ amazing lake views, private dock, hot tub, and gameroom
Property grounds
New Listing! Beautiful Lakefront home w/ amazing lake views, private dock, hot tub, and gameroom
9.0 out of 10, Wonderful, (12)
"The view, location, environment, and overall experience was exactly what we were looking for. Our entire family has been on the go all Summer with projects and moving. We all needed a relaxing getaway and we got just that at the lake house. We had a great experience and would highly recommend this spot!"
New Listing! Beautiful Lakefront home w/ amazing lake views, private dock, hot tub, and gameroom
New Listing! Adorable lakefront cabin, private dock, hot tub, gas grill, amazing views
Beach
New Listing! Adorable lakefront cabin, private dock, hot tub, gas grill, amazing views
9.4 out of 10, Exceptional, (20)
"Comfy spot! "
New Listing! Adorable lakefront cabin, private dock, hot tub, gas grill, amazing views
*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views
Beach
*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views
9.6 out of 10, Exceptional, (27)
"We really enjoyed our stay, it was very clean and the beds and furniture were comfortable. "
*New Listing* Beautiful lake view home with shared lake access, gas grill and amazing views
Lakefront dream with private hot tub, dock, kayaks, pedal boat & amazing views
Terrace/patio
Lakefront dream with private hot tub, dock, kayaks, pedal boat & amazing views
9.8 out of 10, Exceptional, (67)
"There were 3 generations enjoying each other & our time together at Lazy House – Grandparents (my husband and myself), son & daughter-in-law, & 3 grandchildren ages 8-16. We all loved this place! This was the 5th year we have rented a vacation place on the Oregon Coast, & Lazy House is, by far, the best place we have stayed! Everything worked as it should & the place was very clean. . . we know from past experiences that, even when promised, this is not always the case. The house was appointed...
Lakefront dream with private hot tub, dock, kayaks, pedal boat & amazing views
Coastal Elegance
Fridge, microwave, oven, stovetop
Coastal Elegance
9.8 out of 10, Exceptional, (12)
"Three 60+ guys with a guide for fishing two days. Perfect fit for us, will use again"
Coastal Elegance
Don't see what you're looking for?
See all available properties in Winchester Bay
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winchester Bay

Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
Beach
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
10.0 out of 10, Exceptional, (20)
"Stayed for the annual car show plenty of room."
Blue Heron Getaway. Come enjoy the spring and summer in our great cozy house.
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
Fridge, microwave, oven, stovetop
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
8.0 out of 10, Very good, (10)
"The stay was amazing. Loved the jacuzzi. The down side is while it “sleeps” 8 it is not really big enough for that many people."
Coastal home with an enclosed yard, hot tub, grill, fireplace, and W/D - dogs ok
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok
Fridge, microwave, oven, stovetop
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok
9.4 out of 10, Exceptional, (34)
"This was a super clean rental in a quiet area of Winchester Bay. It had everything we needed and more."
The price is AU$422
includes taxes & fees
13 Oct - 14 Oct
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok
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.