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Winchester Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Winchester vacation rentals

A spacious foyer with a grand staircase, a piano, and a large rug.

1. White House at Grand Central

White House at Grand Central
3.5 star property
Grand Center
8.4 out of 10, Very good, (158 reviews)
"Staff was great and accommodating to my needs."
United States
Triman
The price is AED 310
AED 492 total
includes taxes & fees
4 Oct - 5 Oct
White House at Grand Central
A laundry area with wooden shelves and a vacuum cleaner.

2. Cozy Studio in the Heart of Downtown Kimmswick

Cozy Studio in the Heart of Downtown Kimmswick
2.0 star property
Imperial
The price is AED 379
AED 955 total
includes taxes & fees
11 Oct - 12 Oct
Cozy Studio in the Heart of Downtown Kimmswick
A kitchen with dark cabinets, a stainless steel sink, a stove, and a coffee maker.

3. Downtown Kimmswick Studio Renovated Prime Location

Downtown Kimmswick Studio Renovated Prime Location
2.0 star property
Imperial
The price is AED 433
AED 1,061 total
includes taxes & fees
4 Oct - 5 Oct
Downtown Kimmswick Studio Renovated Prime Location
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

Drury Plaza Hotel St. Louis Union Station

Drury Plaza Hotel St. Louis Union Station

10/10 Excellent
"Our time spent at the Drury Hotel was a wonderful experience! The breakfast and evening appetizers were amazing. The 3 free drinks were a big bonus. The staff was extremely friendly and helpful. We will book with them again in the future."
Randi 3-night trip
Posted 1 hour ago
Drury Plaza Hotel St. Louis Union Station

Frequently asked questions

Can I find vacation rentals in Winchester?

Yes, we offer vacation rentals where you'll be just 13.2 mi (21.2 km) from St. Louis Zoo, providing a more remote option if you want peace and quiet.

What's the top vacation rental in Winchester?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: This vacation home rental outside of Winchester is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Winchester?

While exploring the area, visit family-friendly sights like St. Louis Zoo, or get outside and enjoy nature at Laumeier Sculpture Park. In the larger area, you’ll find The Factory and Magic House - St. Louis Children's Museum.

What’s a vacation rental in Winchester like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Winchester. Vacation rentals offer amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.