Winchester Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide.

Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Vacation Rentals in Winchester

Other types of properties in Winchester you may be interested in

Delamar West Hartford
Deluxe Room, 1 King Bed, Accessible, Multiple View (Deluxe King-ADA access) | Terrace/patio
Delamar West Hartford
3.5 star property
9.8 out of 10, Exceptional, (811)
"I love the Delamar West Hartford. Great location. Easy and complimentary valet parking. Friendly and professional staff. Outstanding restaurant. Beautiful setting. Super comfy beds. I could go on! "
The price is NT$9,646
per night
May 27 - May 28
Delamar West Hartford
The Farmington Inn & Suites
Staircase
The Farmington Inn & Suites
3.0 star property
8.8 out of 10, Excellent, (1001)
"Room was super clean though somewhat dated as others have mentioned. Felt safe and comfortable in a second floor room. The coffee at 6:00 am was old and cold and the fresh pot was simply added to the old coffee. The Continental Breakfast was like most hotels, and I would not have paid extra if it had been required. I would consider staying here again with a few modest improvements as the price was indeed reaaonable."
The price is NT$4,528
per night
May 5 - May 6
The Farmington Inn & Suites
Hampton Inn & Suites Hartford/Farmington
Exterior
Hampton Inn & Suites Hartford/Farmington
2.5 star property
8.8 out of 10, Excellent, (1000)
"Pool & breakfast "
The price is NT$4,869
per night
May 12 - May 13
Hampton Inn & Suites Hartford/Farmington
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.

Search for holiday rentals in Winchester on Expedia! 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

Are there vacation rentals in Winchester?

Yes, there are vacation rentals in Winchester close to Laurel Lanes, or you can choose a more remote option if you're looking for extra privacy while you relax.

How many vacation rentals will I find in Winchester?

Expedia has 5 vacation 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, Winchester Historical Society and Platt Hill State Park are other places worth a visit.

What’s a vacation rental in Winchester like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Winchester. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family trips.

Recent reviews of Winchester properties
Expedia verified reviews

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

5/5 Excellent
"Good "
A verified traveler from Wellington stayed at Sheraton Hartford Hotel at Bradley Airport
Posted 3 days ago
Sheraton Hartford Hotel at Bradley Airport