Winchester Holiday Rentals

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Holiday Rentals in Winchester

Charming 3-bedroom house with AC, WiFi in Greenville

The price is NZ$409
includes taxes & fees
21 July - 22 July
Charming 3-bedroom house with AC, WiFi in Greenville

Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

2.0 star property
6.0 out of 10, (2)
"Didn’t get in the house"
The price is NZ$406
includes taxes & fees
14 July - 15 July
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

Ft Recovery’s Historic Chapel with Speakeasy Hideaway - Host 40 guests/Sleeps 10

10.0 out of 10, Exceptional, (1)
"We had an AMAZING time at Elm & Ivy!! What a beautiful venue for a chill bachelorette party!! There were so many perfect little touches that added to our stay. Highly recommend- we already talked about coming back again!!"
The price is NZ$657
includes taxes & fees
9 July - 10 July
Ft Recovery’s Historic Chapel with Speakeasy Hideaway - Host 40 guests/Sleeps 10

The Red House

9.6 out of 10, Exceptional, (18)
"This was our 2nd stay at the red house while in town to visit family. Perfect location and space for our family of four. Friendly communication with the owner. Would happily stay again. Recommend!"
The price is NZ$440
includes taxes & fees
19 July - 20 July
The Red House

Boho Bungalow off Main-one block from Lovely Park

9.4 out of 10, Exceptional, (8)
"We liked the cleanliness of the property. There is also plenty of things to do and great places to eat with in a short distance of the property"
The price is NZ$364
includes taxes & fees
9 July - 10 July
Boho Bungalow off Main-one block from Lovely Park

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (8)
"We are from Richmond originally and come back to visit family often. Definitely will be back. Great stay, great host, very accommodating, and clean. Highly recommend if you are in the area. "
The price is NZ$544
includes taxes & fees
13 July - 14 July
Charming Home! Prime Location! Dog-Friendly!

Westcott Mansion with Pickleball Court & Huge Gazebo

10.0 out of 10, Exceptional, (31)
"The house was beautiful and so interesting! The owners were very responsive to our questions. We really enjoyed our stay!"
The price is NZ$549
includes taxes & fees
14 July - 15 July
Westcott Mansion with Pickleball Court & Huge Gazebo

Peaceful Albany Getaway • Close to Muncie & BSU

The price is NZ$431
includes taxes & fees
8 July - 9 July
Peaceful Albany Getaway • Close to Muncie & BSU

Country living 4 Bedroom House

The price is NZ$1,900
includes taxes & fees
8 July - 9 July
Country living 4 Bedroom House

Cardinal Cottage - 2 bedroom cozy home

9.6 out of 10, Exceptional, (15)
"Cutest cottage and fabulous hosts went above and beyond for us! Thank you Cole and Margee!"
The price is NZ$277
includes taxes & fees
15 July - 16 July
Cardinal Cottage - 2 bedroom cozy home

The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie

The price is NZ$303
includes taxes & fees
13 July - 14 July
The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie

Settle in at the Petite Retreat.

10.0 out of 10, Exceptional, (28)
"The property was quaint but was everything I needed. Close to everywhere I needed to be, especially campus. Quiet neighborhood. Enjoyed the stay."
The price is NZ$529
includes taxes & fees
2 Aug - 3 Aug
Settle in at the Petite Retreat.

Retro Home Close to Campus

10.0 out of 10, Exceptional, (2)
"Cute home, a lot of unique features. Great location. Owner was very easy to work with and accommodating to our group. Would totally rent this again ."
The price is NZ$490
includes taxes & fees
8 July - 9 July
Retro Home Close to Campus
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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Frequently asked questions

Are there 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. Winchester is known for its golf courses.

What are some of the best holiday rentals that Winchester has to offer?

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!: This highly rated holiday home rental in Winchester is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Winchester?

Expedia has 3 holiday rentals for your stay in Winchester.

What’s there to see and do in Winchester?

While you're exploring the area, Prairie Creek Reservoir and Campground and Burlington Lake are a couple of picturesque spots to get outside and enjoy nature. Winchester Golf Club and Winchester Speedway are other places to visit while you're in town.

What’s a holiday rental in Winchester like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchester. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. 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 family gatherings.