Photo by Kim Larson

Winchester Bay holiday rentals

We found 76 holiday rentals — enter your dates for availability
Discover a selection of 15 homes and other holiday rentals in Winchester Bay that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Winchester Bay

Showing deals for:6 Nov - 13 Nov

Living Room with Blue Ray Dvd player, games, books, puzzles,...
A great place to sit outside on the porch/deck to enjoy you an afternoon snack.
Main Living room
Cozy Cattail Cabin on a sunny July day
Exceptional
(71 reviews)

CozyCattail Cabin on our secluded coastal estuary woodland retreat

Reedsport

9% off
AU$2,009
for 7 nights, 1 cabin
AU$287 per night
includes taxes & fees
CozyCattail Cabin on our secluded coastal estuary woodland retreat
Interior
Front porch in the fall
Exterior detail
A rare snow day.
Exceptional
(68 reviews)

Cozy Cattail Cottage a comfortable coastal estuary woodland home near Reedsport

Reedsport

9% off
AU$2,302
for 7 nights, 1 cottage
AU$329 per night
includes taxes & fees
Cozy Cattail Cottage a comfortable coastal estuary woodland home near Reedsport
Dining
Property grounds
Interior
Exterior
Exceptional
(141 reviews)

Beautiful Road Access House with dock

Lakeside

8% off
AU$2,345
for 7 nights, 1 home
AU$335 per night
includes taxes & fees
Beautiful Road Access House with dock
Aerial view of main house, guest house, courtyard, surrounding trees and shed.
Courtyard & firepit area. Main house with covered patio area (right).
Stairs leading to the upper deck and guest house.
Living area and gallery of sea-inspired art and desk with view of front yard.
Exceptional
(28 reviews)

Whispering Pines ~ Home & Guesthouse ~ Dunes nearby & Gated ATV parking

Lakeside

8% off
AU$2,949
for 7 nights, 1 home
AU$421 per night
includes taxes & fees
Whispering Pines ~ Home & Guesthouse ~ Dunes nearby & Gated ATV parking
Interior
Exterior
Living area
Living area
Exceptional
(187 reviews)

Don't Get a Room....Get a House! the Homey House

Lakeside

6% off
AU$1,851
for 7 nights, 1 home
AU$264 per night
includes taxes & fees
Don't Get a Room....Get a House! the Homey House
Interior
Cozy, comfy and 24/7 views! Large dining table w games in the blanket chest.
Exterior
Interior
Exceptional
(32 reviews)

DUNEHAVEN AFRAME CABIN LAKEFRONT DUNE ACCESS RETREAT

North Bend

9% off
AU$5,219
for 7 nights, 1 home
AU$746 per night
includes taxes & fees
DUNEHAVEN AFRAME CABIN LAKEFRONT DUNE ACCESS RETREAT
Homes are down drive. DUNES ARE 30 SECONDS STRAIGHT AND 57 SECONDS FROM STUDIO!!
Aframe left, Studio right. Amazing retreat! Beach is shared between homes
The Studio has a front row seat to incredible views. Outside lights on timer
What an AMAZING VIEW from inside the Studio. Enjoy morning coffee on the patio
Exceptional
(47 reviews)

Dunehaven STUDIO DUNE ACCESS LAKE FRONT Retreat

North Bend

9% off
AU$3,128
for 7 nights, 1 apartment
AU$447 per night
includes taxes & fees
Dunehaven STUDIO DUNE ACCESS LAKE FRONT Retreat

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Explore the natural setting in Winchester Bay

The parks and other outdoor surroundings create an inviting atmosphere in Winchester Bay. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Exploring the natural features in Winchester Bay

Whether you're an adventurous traveller or just want to take in the scenery, Winchester Bay is a great place to get outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Umpqua River (4.4 mi / 7.1 km)
  • Tenmile Lake (7.9 mi / 12.6 km)
  • Siltcoos Lake (14.4 mi / 23.2 km)
  • Umpqua Lighthouse State Park (1.5 mi / 2.4 km)
  • Tahkenitch Creek Loop Trail (9.5 mi / 15.2 km)
  • John Dellenback Dunes Trail (6.2 mi / 9.9 km)

Travelling to and around Winchester Bay

Fly into North Bend, OR (OTH-Southwest Oregon Regional), the closest airport, located 18.5 mi (29.8 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Winchester Bay?
Length of stay, season and property type are some things that can affect the price of a holiday home. Simply click on your travel dates to find your ideal fit. From cosy cabins to expansive villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Winchester Bay?
When you travel and the size and style of the property will influence the cost of your beachside stay. Type in your Winchester Bay travel dates to view your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the amenities and features you want in your beach house.
What are the top attractions for families in Winchester Bay?
Keeping the kids entertained during your holiday in Winchester Bay is a snap with these fabulous family-friendly attractions:
  • Umpqua Lighthouse
  • Umpqua Lighthouse State Park
  • Umpqua Discovery Centre
How old do you have to be to rent a holiday home in Winchester Bay?
The minimum age is normally 16, 18 or 21. It can vary from property to property on Stayz, so look at the rules of your chosen Winchester Bay stay before booking your stay.
How long can I rent a holiday home in Winchester Bay for?
How long you can book a holiday home in Winchester Bay varies according to the property. Simply enter your preferred dates to view a list of options offering extended stays. With a range of amenities like laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere perfect to call your home away from home in Winchester Bay.

More holiday ideas