Winchester Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Nov - 26 Nov
Tomorrow
26 Nov - 27 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Winchester

1 bedroom, individually decorated, individually furnished, desk
White House at Grand Central

White House at Grand Central

4.0 star property
Grand Center
8.6 out of 10, Excellent, (123)
"Very clean and very friendly people "
United States
Mary
The price is S$202
includes taxes & fees
2 Dec - 3 Dec
White House at Grand Central
1 bedroom, desk, laptop workspace, blackout curtains
Value Suites Extended Stay - St Louis

Value Suites Extended Stay - St Louis

3.0 star property
Maryland Heights
7.0 out of 10, Good, (1110)
"We’ve stayed here twice before and have always been pleased with everything. Very good hotel close to what we need."
United States
Timothy
The price is S$686
includes taxes & fees
26 Nov - 27 Nov
Value Suites Extended Stay - St Louis
Interior
Quaint St Louis Home ~ 6 Mi to Downtown!

Quaint St Louis Home ~ 6 Mi to Downtown!

3.0 star property
Kingsway East
Quaint St Louis Home ~ 6 Mi to Downtown!
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.
View all properties

Black Friday Sale

Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

10/10 Excellent
"Very friendly and helpful staff. Complementary breakfast and shuttle ride to/from airport was wonderful!"
RICHARD 4-night trip
Posted 3 days ago
Pear Tree Inn St. Louis Airport

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 Museum of Transportation 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.