Winchester Holiday Rentals

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Holiday Rentals in Winchester

Our top choices for Winchester holiday rentals

"The Hawk Nest" cabin on Tims Ford Lake

9.6 out of 10, Exceptional, (17)
"We absolutely loved staying here. The owner was very communicative with us.The view and peacefulness was amazing. Close to Winchester if you want to go into town. We truly enjoyed our stay! "
The price is AU$598
includes taxes & fees
31 Aug - 1 Sept
"The Hawk Nest" cabin on Tims Ford Lake

Reflection Bay-Dock, Hot Tub, Kayaks

10.0 out of 10, Exceptional, (11)
"Place was great"
Reflection Bay-Dock, Hot Tub, Kayaks

Spacious Lakefront Retreat w/ Hot Tub + Dock!

10.0 out of 10, Exceptional, (25)
"Great location, great host, lots of upgrades. Planning on coming back"
Spacious Lakefront Retreat w/ Hot Tub + Dock!

NEW 2021 Tims Ford Lake Home - Private covered dock - Hot Tub

10.0 out of 10, Exceptional, (73)
"This was our second time staying in this house and I’m sure we will be back. Love how private the dock is and the whole set up of the house. "
The price is AU$1,430
includes taxes & fees
1 Sept - 2 Sept
NEW 2021 Tims Ford Lake Home - Private covered dock - Hot Tub

Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

2.0 star property
10.0 out of 10, Exceptional, (13)
"The house has it all, we had a guys fishing trip and loved the house and location to the boat ramp at the dam. Recommend this property highly. "
Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

9.6 out of 10, Exceptional, (32)
"We had a wonderful Memorial Day holiday weekend at the lake. The house and location were superb. We will definitely book again. "
Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks

10.0 out of 10, Exceptional, (49)
"Golf cart is a plus"
New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks

Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great stay!! Plenty of space. Clean. Great location. "
Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs

Beautiful Lake Views at Twin Creeks!

10.0 out of 10, Exceptional, (56)
"What a wonderful home and neighborhood! Everyone we met was friendly and welcoming. We had a great weekend and hope to call Winchester home one day."
Beautiful Lake Views at Twin Creeks!

Private dock/gazebo on quiet cove. Tims Ford Lake!

10.0 out of 10, Exceptional, (37)
"The house was very comfortable and clean and the views were beautiful. Eddie communicated with us often and was available whenever we needed him. "
Private dock/gazebo on quiet cove. Tims Ford Lake!

Family friendly lake front home with private dock in a cove

10.0 out of 10, Exceptional, (24)
"The location was great"
Family friendly lake front home with private dock in a cove

Dockside Dreams-**Best Game/Movie Room at the Lake

Dockside Dreams-**Best Game/Movie Room at the Lake

Gorgeous Renovated Home with Open Floor Plan and Large Lot

9.0 out of 10, Wonderful, (16)
"We enjoyed the cottages roomie interior and comfortable beds. We saw a deer enjoyed walking the dog around the property and had a peaceful night sleep."
The price is AU$518
includes taxes & fees
24 Sept - 25 Sept
Gorgeous Renovated Home with Open Floor Plan and Large Lot

Best Day Yet! Spacious 5-bedroom house in Twin Creeks Village

10.0 out of 10, Exceptional, (2)
"Great location, easy in and out. Thanks John!"
Best Day Yet! Spacious 5-bedroom house in Twin Creeks Village

Lakeside Tims Ford Lakehouse Resort Style Pool, Lake Balcony, Firepits, Hot Tub.

Lakeside Tims Ford Lakehouse Resort Style Pool, Lake Balcony, Firepits, Hot Tub.

Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks

10.0 out of 10, Exceptional, (25)
"We had a wonderful time and will definitely be back!!!"
Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks

Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc

10.0 out of 10, Exceptional, (28)
"This place was just what i needed in a getaway. And it was an excellent choice the location to the lake private dock and for relaxing a jacuzzi. I love this place and will be returning."
Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc

Luxury Tim’s Ford Lake front -boat available pls inquire- 3 suites

10.0 out of 10, Exceptional, (15)
"A bunch of friends and I booked this house for the weekend, and what a wonderful weekend it was. The house is amazing, with plenty of room for everyone. The views are unmatched. Tara was an incredible host. "
Luxury Tim’s Ford Lake front -boat available pls inquire- 3 suites

Lake Lagoon , 3 bedroom, 2 bath lakehouse , just steps away from the lake!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Everything was good "
Lake Lagoon , 3 bedroom, 2 bath lakehouse , just steps away from the lake!

Cozy 2-bedroom RV in awesome Winchester with WiFi, AC

The price is AU$303
includes taxes & fees
11 Sept - 12 Sept
Cozy 2-bedroom RV in awesome Winchester with WiFi, AC
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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Find out more about Winchester

Find out more about Winchester

Everything you need to know about Winchester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winchester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester holiday rentals we have selected for you start as low as AU$303 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winchester rentals

At Expedia, we put the best Winchester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Winchester?

Yes, there are holiday rentals in Winchester close to Twin Creeks Marina, or you can select a more secluded option if you're looking for a relaxing stay. Winchester is known for its theme park and lake views. Make sure you have time to check out the university setting and coffee shops during your trip.

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

Reflection Bay-Dock, Hot Tub, Kayaks: This highly rated holiday home rental in Winchester is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a pool table and 1 hot tub. Some other top choices in Winchester are Spacious Lakefront Retreat w/ Hot Tub + Dock! and NEW 2021 Tims Ford Lake Home - Private covered dock - Hot Tub .

How many holiday rentals are there in Winchester?

Expedia has 114 holiday rentals for your stay in Winchester.

What can I see and do in Winchester?

Family-friendly attractions include Twin Creeks Marina and Tim's Ford Marina, whereas Harvey's Garden and Tims Ford are a couple of great spots to enjoy the outdoors. Other places in town to visit include Tims Ford State Park and Tims Ford Lake.

What are holiday rentals like in Winchester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchester. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies 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 an attractive option for families.