Winchester Holiday Rentals

  • 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

Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar

Holiday Rentals in Winchester

Doran Bay Resort
Seasonal outdoor pool

Doran Bay Resort

2.5 star property
7.6 out of 10, Good, (20)
"We were happy with the cottage - pretty much what we expected. "
Doran Bay Resort
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Winchester you may be interested in

Terrace Green Bed & Breakfast
Premium bedding, blackout curtains, iron/ironing board, cots/infant beds

Terrace Green Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (100)
"Lovely stay. Great gas fireplace"
The price is S$123
includes taxes & fees
25 Feb - 26 Feb
Terrace Green Bed & Breakfast
Microtel by Wyndham Casselman
Front of property

Microtel by Wyndham Casselman

3.0 star property
9.0 out of 10, Wonderful, (805)
"Close to my client. Dining options around the area not so great."
The price is S$159
includes taxes & fees
20 Feb - 21 Feb
Microtel by Wyndham Casselman
SureStay Hotel by Best Western Kemptville
Premium bedding, Select Comfort beds, desk, laptop workspace

SureStay Hotel by Best Western Kemptville

2.5 star property
8.0 out of 10, Very good, (423)
"Nice , clean, cozy ,motel. It was perfect. The hard wood floors ,are so nice. The bed ,very comfortable. Nice, that there was a warm blanket ,on shelf, if needed and extra pillows. Did not lack of anything. The breakfast ,was nice and enjoyable. Thank you. "
The price is S$114
includes taxes & fees
1 Mar - 2 Mar
SureStay Hotel by Best Western Kemptville
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.

Frequently asked questions

Can I find a holiday rental in Winchester?

Yes, there are holiday rentals close to the most popular sights in Winchester, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Winchester?

While exploring the area, visit family-friendly sights like Calypso Water Park, or get outside and enjoy nature at Duncanville Park. In the wider area, you’ll find Township of Russell and Place D'Embrun.

What are holiday rentals like in Winchester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchester. Holiday rentals offer extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.