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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Winchester holiday rentals

Interior

3323: Uptown Elegant Escape by JZ Vacation Rentals

3323: Uptown Elegant Escape by JZ Vacation Rentals
2.0 star property
The Gate
The price is ₹31,975
₹79,478 total
includes taxes & fees
15 Mar - 16 Mar
3323: Uptown Elegant Escape by JZ Vacation Rentals
House, Multiple Beds, Kitchen, City View (508 Trudy Ln) | 3 bedrooms, individually decorated, individually furnished, bed sheets

The Secret Sojourn | JZ Vacation Rentals

The Secret Sojourn | JZ Vacation Rentals
3.0 star property
O'Fallon
The price is ₹16,515
₹50,890 total
includes taxes & fees
18 Mar - 19 Mar
The Secret Sojourn | JZ Vacation Rentals
Lobby

White House at Grand Central

White House at Grand Central
4.0 star property
Grand Center
8.4 out of 10, Very good, (128 reviews)
"Very clean and very friendly people "
United States
Mary
The price is ₹7,185
₹11,627 total
includes taxes & fees
24 Mar - 25 Mar
White House at Grand Central
House (3 Bedrooms) | Interior

508: The Secret Sojourn by JZ Vacation Rentals

508: The Secret Sojourn by JZ Vacation Rentals
2.5 star property
O'Fallon
The price is ₹23,037
₹53,106 total
includes taxes & fees
18 Mar - 19 Mar
508: The Secret Sojourn by JZ Vacation Rentals
House, Multiple Beds, Patio, City View ((#19) 3323 Vista Ave) | Private kitchen

Uptown Elegant Escape | JZ Vacation Rentals

Uptown Elegant Escape | JZ Vacation Rentals
2.0 star property
The Gate
The price is ₹23,593
₹76,288 total
includes taxes & fees
15 Mar - 16 Mar
Uptown Elegant Escape | JZ Vacation Rentals
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.
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Top Winchester Hotel Reviews

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

6/10 Okay
"Very poor water pressure in the shower, sink didn’t drain nicely, and hotel is dated. "
Jody Charles 3-night trip
Posted 2 hours ago
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Find out more about Winchester

Holiday Rentals in Winchester

Search for holiday rentals in Winchester on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winchester using one of the methods below:

  • View our selection of featured holiday rentals in Winchester
  • Use the map to find apartments and other holiday homes in the Winchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchester while they last

Look no further and take a look at our great range of rental properties in Winchester!

Frequently asked questions

Can I find holiday rentals 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’s there to see and do in Winchester?

While exploring the area, visit family-friendly sights like Magic House - St. Louis Children's Museum, or get outside and enjoy nature at Lou Fusz Soccer Complex. In the wider area, you’ll find Bellerive Country Club and The Factory.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.