Owner Direct Vacation Rentals in Historic Main Street

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  4.  Missouri

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  6.  Historic Main Street

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176 Historic Main Street Vacation Homes From $93

Looking for the ideal vacation rental in Historic Main Street? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

115 N Main HUGE 2 bedroom unit on Main Street
115 N Main HUGE 2 bedroom unit on Main Street
Apartment
St. Charles, MO, USA
0.1k from Historic Main Street center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms5 Guests
8.9

Fabulous

8 reviews

$297
Average price / night
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Rhythm Loft Above the Honky Tonk
Rhythm Loft Above the Honky Tonk
Apartment
Saint Charles, MO, 63301, United States
0.1k from Historic Main Street center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

9.2

Superb

16 reviews

$193
Average price / night
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The Historic Bricks on Main
The Historic Bricks on Main
Apartment
St. Charles, MO, USA
0.3k from Historic Main Street center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
8.1

Very Good

11 reviews

$138
Average price / night
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Luxurious, spa-like retreat steps from Main St.
Luxurious, spa-like retreat steps from Main St.
House
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$413
Average price / night
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Main Street Balcony Apartment For up to 8 guests!
Main Street Balcony Apartment For up to 8 guests!
Apartment
St. Charles, MO, USA
0.4k from Historic Main Street center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms5 Guests
9.0

Fabulous

12 reviews

$261
Average price / night
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3BR Historic St. Charles, MO-Walking distance to Main Street
3BR Historic St. Charles, MO-Walking distance to Main Street
Villa
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Toys

3 Bedrooms6 Guests
9.8

Exceptional

20 reviews

$423
Average price / night
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Uncork on Historic Main!
Uncork on Historic Main!
Apartment
St. Charles, MO, USA
0.4k from Historic Main Street center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
8.2

Very Good

7 reviews

$213
Average price / night
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Steps to Downtown-Boutique Comfort- Bear Suite
Steps to Downtown-Boutique Comfort- Bear Suite
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, TV

8.8

Fabulous

15 reviews

$205
Average price / night
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Stay on Main 319 N Main
Stay on Main 319 N Main
Apartment
St. Charles, MO, USA
0.4k from Historic Main Street center

Wellness Facilities, Guest Services, Security/Safety, Pet Friendly, Fireplace/Heating, Air Conditioner, Internet

1 Bedroom2 Guests
8.7

Fabulous

3 reviews

$93
Average price / night
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The Retro Retreat 3rd Floor Main Street Apartment
The Retro Retreat 3rd Floor Main Street Apartment
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$278
Average price / night
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Main Street Living! 2 Bedroom Unit right On Main!
Main Street Living! 2 Bedroom Unit right On Main!
Apartment
St. Charles, MO, USA
0.5k from Historic Main Street center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
7.8

Good

8 reviews

$265
Average price / night
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The Riverwood Retreat 3rd Floor Main Street Apt
The Riverwood Retreat 3rd Floor Main Street Apt
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, TV

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$395
Average price / night
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4 Bedroom House, sleeps 12, short walk to Main St!
4 Bedroom House, sleeps 12, short walk to Main St!
Apartment
St. Charles, MO, USA
0.5k from Historic Main Street center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms12 Guests
7.0

Good

9 reviews

$342
Average price / night
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The Bourbon & Brass | Speakeasy-Inspired 2BDR
The Bourbon & Brass | Speakeasy-Inspired 2BDR
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
8.0

Good

1 reviews

$291
Average price / night
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The Original Custom House!
The Original Custom House!
House
St. Charles, MO, USA
0.5k from Historic Main Street center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms6 Guests
9.3

Superb

3 reviews

$273
Average price / night
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The Global Getaway | World-Inspired 2-Bedroom Stay
The Global Getaway | World-Inspired 2-Bedroom Stay
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
Check Availability
Charming Duplex on Main
Charming Duplex on Main
Apartment
St. Charles, MO, USA
0.9k from Historic Main Street center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$194
Average price / night
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The Brick & Beam 3rd Floor Apartment
The Brick & Beam 3rd Floor Apartment
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$278
Average price / night
Check Availability
Hearth & Harvest | Cozy Farmhouse-Inspired 2BDR
Hearth & Harvest | Cozy Farmhouse-Inspired 2BDR
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
7.0

Good

2 reviews

$278
Average price / night
Check Availability
Salt & Serenity Coastal-Inspired 2-Bedroom
Salt & Serenity Coastal-Inspired 2-Bedroom
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$295
Average price / night
Check Availability
The Driftwood Den | Boho-Inspired 2-Bedroom
The Driftwood Den | Boho-Inspired 2-Bedroom
Apartment
Saint Charles, MO, 63301, United States
0.2k from Historic Main Street center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$315
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Historic Main Street.

Historic Main Street Vacation Rentals on the Map

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Frequently Asked Questions

There are a lot of options in Historic Main Street. If you plan on staying in the Historic Main Street area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Historic Main Street

You can explore 176 verified vacation rentals in Historic Main Street. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Historic Main Street vary depending on the season, property size, and location. Rates typically start from around $93 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Historic Main Street include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Historic Main Street welcome pets. Currently, 55 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Historic Main Street often include amenities such as Fireplace/Heating, Pet Friendly, and Guest Services. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.