Winston Holiday Rentals

Compare Villas, Resorts, & Rentals in Winston, Missouri, USA

10.0 (45 Reviews)
2 Bedrooms 6 Guests
From CA $275 per night
|
10.0 (1 Review)
1 Bedroom 6 Guests
From CA $132 per night
8.8 (1004 Reviews)
1 Bedroom 2 Guests
10.0 (31 Reviews)
2 Bedrooms 4 Guests
9.6 (10 Reviews)
3 Bedrooms 6 Guests
8.4 (1000 Reviews)
1 Bedroom 2 Guests
From CA $182 per night
10.0 (17 Reviews)
1 Bedroom 2 Guests
|
9.6 (5 Reviews)
1 Bedroom 4 Guests
From CA $137 per night
8.4 (607 Reviews)
1 Bedroom 2 Guests
From CA $150 per night
10.0 (17 Reviews)
1 Bedroom 2 Guests
|
9.5 (31 Reviews)
2 Bedrooms 4 Guests
10.0 (14 Reviews)
2 Bedrooms 4 Guests
|
9.5 (15 Reviews)
2 Bedrooms 4 Guests
From CA $219 per night
10.0 (14 Reviews)
2 Bedrooms 4 Guests
From CA $127 per night
|
9.5 (6 Reviews)
1 Bedroom 2 Guests
|
9.4 (39 Reviews)
2 Bedrooms 4 Guests
10.0 (8 Reviews)
1 Bedroom 6 Guests
9.4 (21 Reviews)
2 Bedrooms 4 Guests
From CA $177 per night
10.0 (5 Reviews)
3 Bedrooms 8 Guests
9.4 (18 Reviews)
2 Bedrooms 4 Guests
|
9.4 (16 Reviews)
2 Bedrooms 4 Guests
10.0 (2 Reviews)
1 Bedroom 3 Guests
|
9.0 (28 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
5 Bedrooms 10 Guests
|
8.9 (28 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
4 Bedrooms 8 Guests
|
8.6 (15 Reviews)
1 Bedroom 4 Guests
From CA $91 per night
6.8 (51 Reviews)
36 Bedrooms 20 Guests
From CA $145 per night
8.7 (126 Reviews)
55 Bedrooms 12 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
From CA $128 per night
7.8 (253 Reviews)
32 Bedrooms 10 Guests
10.0 (1 Review)
2 Bedrooms 6 Guests
From CA $91 per night
7.0 (209 Reviews)
40 Bedrooms 16 Guests
9.8 (51 Reviews)
2 Bedrooms 4 Guests
From CA $109 per night
6.9 (359 Reviews)
40 Bedrooms 20 Guests
9.8 (37 Reviews)
2 Bedrooms 4 Guests
9.8 (31 Reviews)
2 Bedrooms 6 Guests
From CA $233 per night
9.8 (22 Reviews)
1 Bedroom 3 Guests
9.8 (16 Reviews)
2 Bedrooms 4 Guests
9.6 (110 Reviews)
3 Bedrooms 10 Guests
From CA $84 per night
8.3 (233 Reviews)
6 Bedrooms 21 Guests
From CA $175 per night
8.4 (589 Reviews)
1 Bedroom 2 Guests
From CA $115 per night
7.8 (789 Reviews)
1 Bedroom 2 Guests
From CA $70 per night
7.2 (252 Reviews)
1 Bedroom 2 Guests
From CA $110 per night
6.2 (147 Reviews)
1 Bedroom 2 Guests
From CA $280 per night
9.4 (9 Reviews)
1 Bedroom 2 Guests
Bed & Breakfast
From CA $93 per night
|
8.2 (10 Reviews)
1 Bedroom 2 Guests
From CA $445 per night
|
New
1 Bedroom 2 Guests

About Casai's Private Villas and Holiday Rentals in Winston

Discover more than 79 vacation rentals available in Winston. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winston.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winston, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winston. On average, places to stay near Winston offer 279.06 ft², with nightly prices averaging CA $407.

With Casai, finding and comparing holiday rentals in Winston is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Winston?

What are the top holiday rentals in Winston?

How many Casai.ca holiday rentals are available in Winston?

As of 2025, Casai boasts over 79 properties listed in the Winston area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winston.