Winston Holiday Rentals

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Holiday Rentals in Winston

The Deannie - Entire 2 Bedroom Apt in Quilt Town, USA

9.8 out of 10, Exceptional, (50)
"Excellent and a perfect place for my husband to sit out the day while I shopped."
The price is NZ$280
includes taxes & fees
28 July - 29 July
The Deannie - Entire 2 Bedroom Apt in Quilt Town, USA

Modern Home in Gallatin

9.6 out of 10, Exceptional, (20)
"This home was perfect for our needs. It is in a quiet peaceful neighborhood. We enjoyed sitting on the back porch with our morning coffee watching the squirrels play in the branches overhead. A well-stocked grocery store was nearby and we bought delicious vegetables from the produce stand next door. "
The price is NZ$315
includes taxes & fees
29 July - 30 July
Modern Home in Gallatin

Quilter's retreat! 3 quilting spaces and 2 full bathrooms!

9.8 out of 10, Exceptional, (27)
"A great place to stay it was clean. It was easy to get to had a great time. "
Quilter's retreat! 3 quilting spaces and 2 full bathrooms!

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 NZ$782
includes taxes & fees
26 July - 27 July
1920s Restored Home-walk to MSQC shops, Quilt Town USA

Charming 1-bedroom Guest Home with WiFi, AC in delightful Gallatin

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay. Were impressed by the fact that even tho it was a small apartment, it had a roomy shower/bathroom, and all we needed!"
The price is NZ$160
includes taxes & fees
26 July - 27 July
Charming 1-bedroom Guest Home with WiFi, AC in delightful Gallatin

The Irene - Entire 2 Bedroom Apt in Quilt Town, USA

9.8 out of 10, Exceptional, (29)
"The property was so nice and close to downtown. We will definitely stay there again when in town. "
The price is NZ$281
includes taxes & fees
26 July - 27 July
The Irene - Entire 2 Bedroom Apt in Quilt Town, USA

8th Street Haven - House in DT Hamilton

9.8 out of 10, Exceptional, (12)
"We loved being able to sew and cook and hang out in the open space. It was a nice little space."
8th Street Haven - House in DT Hamilton

Foxy's Den cozy grain bin cabin with WiFi & AC in serene Kidder. Quiet & serene.

10.0 out of 10, Exceptional, (2)
"This lovely venue was perfext for our Anniversary getaway! Our host thought of every detail from the plush towels, pretty bedding and chocoates on our pillows. We will beback!!! "
The price is NZ$240
includes taxes & fees
12 Aug - 13 Aug
Foxy's Den cozy grain bin cabin with WiFi & AC in serene Kidder. Quiet & serene.

The Mary Lou - Entire 2 Bedroom Apt in Quilt Town, USA

9.6 out of 10, Exceptional, (35)
"Close proximity to all Missouri Star Quilt shops! Friendly, helpful management! "
The price is NZ$299
includes taxes & fees
26 July - 27 July
The Mary Lou - Entire 2 Bedroom Apt in Quilt Town, USA

Comfortable Two-Story Family Home in Picturesque Small Town USA

9.8 out of 10, Exceptional, (106)
"We had the best time staying at the Hamilton House while visiting family. The kitchen was well stocked and the house was conveniently located in town. We will stay again!"
The price is NZ$473
includes taxes & fees
26 July - 27 July
Comfortable Two-Story Family Home in Picturesque Small Town USA

The Bernice - Entire 2 Bedroom Apt in Quilt Town, USA

9.6 out of 10, Exceptional, (15)
"Great apartment to stay while visiting The Missouri Star Quilt Co. Close to shopping. Nice to have a well stocked kitchen because close restaurants are scarce. Very nice grocery store right downtown. Tidy with comfortable beds. Plenty of closet space and easy parking. Would stay here again."
The price is NZ$337
includes taxes & fees
27 July - 28 July
The Bernice - Entire 2 Bedroom Apt in Quilt Town, USA

The Bird's Nest - 2 bedroom House

10.0 out of 10, Exceptional, (14)
"Property location was perfect."
The Bird's Nest - 2 bedroom House

Beautiful Home in Gallatin

10.0 out of 10, Exceptional, (1)
"We were very pleased with the accommodations and helpfulness of the host.The overall experience was excellent!Thank you to the host!!!"
Beautiful Home in Gallatin

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 NZ$387
includes taxes & fees
3 Aug - 4 Aug
Hamilton Getaway -Entire House in DT Hamilton

Cameron Suites

4.0 star property
Cameron Suites

10 min from downtown Jamesport, MO

2.0 star property
10 min from downtown Jamesport, MO

Family/pet-friendly, quiet glamping getaway. Belle Tent/ Yurt out the Country.

8.0 out of 10, Very good, (4)
"We had a great time spending two days at this property. The area is beautiful and the setup is so well thought out. The bed is surprisingly comfortable. We had a wonderful homestead breakfast one of the mornings. We will definitely return!"
The price is NZ$149
includes taxes & fees
5 Aug - 6 Aug
Family/pet-friendly, quiet glamping getaway. Belle Tent/ Yurt out the Country.

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 NZ$356
includes taxes & fees
4 Aug - 5 Aug
Piper's Place - 2 Bedroom House in DT Hamilton

The Carolyn - Entire 2 Bedroom Apt in Quilt Town, USA

10.0 out of 10, Exceptional, (14)
"The Carolyn was just as described. The apartment was clean and close to all of the wonderful stuff in Hamilton. There were a couple of issues with the WiFi and internet connection but a message to the Host, it was quickly resolved. We enjoyed our stay and would definitely stay again."
The price is NZ$314
includes taxes & fees
27 July - 28 July
The Carolyn - Entire 2 Bedroom Apt in Quilt Town, USA

Pet-Friendly 1BR Suite, Walk to Quilt Co, Travel Nurse Ready, Wi-Fi + Kitchen

9.8 out of 10, Exceptional, (10)
"Great stay"
The price is NZ$243
includes taxes & fees
10 Aug - 11 Aug
Pet-Friendly 1BR Suite, Walk to Quilt Co, Travel Nurse Ready, Wi-Fi + Kitchen
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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Top Winston Hotel Reviews

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?

Modern Home in Gallatin : This holiday home rental outside of Winston is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Daviess County Courthouse and Cameron Veteran's Memorial Golf Glub.

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.