Winston Holiday Rentals

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Holiday Rentals in Winston

10 min from downtown Jamesport, MO

2.0 star property
The price is AU$231
includes taxes & fees
20 July - 21 July
10 min from downtown Jamesport, MO

Gallatin Get-Away Bungalow Perfect for quilters, hunters, or families!

10.0 out of 10, Exceptional, (12)
"Wonderful guest accomodations."
The price is AU$322
includes taxes & fees
20 July - 21 July
Gallatin Get-Away Bungalow Perfect for quilters, hunters, or families!

Modern Home in Gallatin

9.6 out of 10, Exceptional, (19)
"This was a beautifully renovated home. Super easy check in. Nice, spacious open floor plan. Very clean and comfortable. Great extras like the seating on the back porch, and the amazing shower in the master bedroom. Would absolutely recommend anyone to stay here when visiting Gallatin. "
The price is AU$292
includes taxes & fees
21 July - 22 July
Modern Home in Gallatin

1920s Restored Home-walk to MSQC shops, Quilt Town USA

10.0 out of 10, Exceptional, (1)
"Very clean, lots of room, well furnished kitchen. It was like being in a new model home. Very close to the quilt shops, easy walk. Great communication with the owners! Check-in was a breeze! Would definitely stay there again. "
The price is AU$726
includes taxes & fees
21 July - 22 July
1920s Restored Home-walk to MSQC shops, Quilt Town USA

Comfortable Two-Story Family Home in Picturesque Small Town USA

9.8 out of 10, Exceptional, (103)
"It was a lovely and beautiful visit. The home was so warm and welcoming. Also thank you for lovely treats left by the host they were delicious."
The price is AU$437
includes taxes & fees
20 July - 21 July
Comfortable Two-Story Family Home in Picturesque Small Town USA

Hamilton Getaway -Entire House in DT Hamilton

10.0 out of 10, Exceptional, (45)
"In town with my 90 year old dad to visit youngest sister. House was very stylish and very clean. Was perfect for us. Lots of good memories made."
The price is AU$361
includes taxes & fees
13 July - 14 July
Hamilton Getaway -Entire House in DT Hamilton

Piper's Place - 2 Bedroom House in DT Hamilton

8.8 out of 10, Excellent, (8)
"House was nicely updated, conveniently located; perfect for a landing spot while we were visiting family."
The price is AU$330
includes taxes & fees
14 July - 15 July
Piper's Place - 2 Bedroom House in DT Hamilton
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 Winston?

Yes, there are holiday rentals close to the most popular sights in Winston, or you can select a more secluded option if you're looking for a relaxing stay.

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

Quilter's retreat! 3 quilting spaces and 2 full bathrooms!: This holiday home rental outside of Winston is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Winston?

While you're exploring the area, Dockery Park and Lake Allaman are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Cameron Veteran's Memorial Golf Glub and Adam-ondi-Ahman.

What are holiday rentals like in Winston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winston. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family trip.