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
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Winchester

Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Winchester you may be interested in

Sheraton Hartford Hotel at Bradley Airport

3.5 star property
9.0 out of 10, Wonderful, (999)
"Convenient and checked all boxes. Check-in was great. "
The price is S$369
includes taxes & fees
3 Mar - 4 Mar
Sheraton Hartford Hotel at Bradley Airport

Extended Stay America Suites Hartford Farmington

2.5 star property
8.0 out of 10, Very good, (880)
"Nice friendly staff, clean utilities, affordable "
The price is S$111
includes taxes & fees
1 Mar - 2 Mar
Extended Stay America Suites Hartford Farmington

The Farmington Inn & Suites

3.0 star property
8.8 out of 10, Excellent, (1002)
"Is very homey! Very clean"
The price is S$176
includes taxes & fees
23 Feb - 24 Feb
The Farmington Inn & Suites
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

Are there holiday rentals in Winchester?

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

How many holiday rentals will I find in Winchester?

Expedia has 6 holiday rentals for your stay in Winchester.

What’s there to see and do in Winchester?

Highland Lake and Burr Pond State Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Laurel Lanes. While here, Platt Hill State Park and Winchester Historical Society are other places worth a visit.

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 offer extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.