Discover Your Perfect Bourbon Vacation Homes

Best Vacation Homes in Bourbon

House
Map-icon
like-icon10.0
Exceptional
(93 Reviews)
2 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $262/Night 7 Nights - US $1,837
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Villa
like-icon9.0
Exceptional
(2 Reviews)
6 Bedrooms 3 Baths 20 Guests 376.74 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $255/Night 7 Nights - US $1,786
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Cottage
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $525/Night 7 Nights - US $3,673
Cabin
Map-icon
like-icon10.0
Exceptional
(41 Reviews)
2 Bedrooms 1 Bath 6 Guests 1120 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $283/Night 7 Nights - US $1,978
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House
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3 Bedrooms 2 Baths 20 Guests 2604.87 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $443/Night 7 Nights - US $3,101
Cabin
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 6 Guests 864 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $352/Night 7 Nights - US $2,465
Cabin
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $323/Night 7 Nights - US $2,263
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests 1300 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $229/Night 7 Nights - US $1,602

Bourbon Luxury Rentals

Cabin
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3 Bedrooms 4 Baths 22 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $766/Night 7 Nights - US $5,363
House
Map-icon
6 Bedrooms 3 Baths 12 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $702/Night 7 Nights - US $4,913
Cabin
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
5 Bedrooms 1 Bath 12 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $629/Night 7 Nights - US $4,401
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 16 Guests 3294 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $577/Night 7 Nights - US $4,040
Cabin
Map-icon
like-icon9.8
Exceptional
(24 Reviews)
6 Bedrooms 2 Baths 13 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $567/Night 7 Nights - US $3,968
House
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
6 Bedrooms 3 Baths 30 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $562/Night 7 Nights - US $3,931
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 3 Baths 20 Guests 4000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $509/Night 7 Nights - US $3,561
House
Map-icon
like-icon9.0
Exceptional
(12 Reviews)
5 Bedrooms 5 Baths 30 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $494/Night 7 Nights - US $3,457

Bourbon Pet Friendly Vacation Rentals

Cabin
Map-icon
like-icon9.6
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 6 Guests 676 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $189/Night 7 Nights - US $1,323
New
House
Map-icon
1 Bedroom 1 Bath 8 Guests 1797.57 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $180/Night 7 Nights - US $1,260
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $499/Night 7 Nights - US $3,493
Cabin
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
6 Bedrooms 3 Baths 30 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $413/Night 7 Nights - US $2,889
Hotel
Map-icon
like-icon7.7
Very Good
(61 Reviews)
3 Baths 279.86 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $60/Night 7 Nights - US $420
Cabin
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
9 Bedrooms 3 Baths 30 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $427/Night 7 Nights - US $2,986
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
7 Bedrooms 2 Baths 30 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $422/Night 7 Nights - US $2,956
Cabin
Map-icon
like-icon9.8
Exceptional
(49 Reviews)
3 Bedrooms 2 Baths 20 Guests 2600 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $392/Night 7 Nights - US $2,746

Bourbon Large Vacation Homes

Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 12 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $173/Night 7 Nights - US $1,210
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 12 Guests 2100 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $459/Night 7 Nights - US $3,212
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 12 Guests
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
US $405/Night 7 Nights - US $2,834
House
Map-icon
like-icon9.6
Exceptional
(90 Reviews)
4 Bedrooms 1 Bath 10 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $155/Night 7 Nights - US $1,088
House
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
4 Bedrooms 2 Baths 20 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $351/Night 7 Nights - US $2,460
House
Map-icon
like-icon8.4
Excellent
(5 Reviews)
6 Bedrooms 2 Baths 30 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $306/Night 7 Nights - US $2,142
Cabin
Map-icon
like-icon9.8
Exceptional
(35 Reviews)
3 Bedrooms 2 Baths 20 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $348/Night 7 Nights - US $2,439
House
Map-icon
4 Bedrooms 2 Baths 24 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $401/Night 7 Nights - US $2,807

Discover & compare premier experiences around Bourbon

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Bourbon Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Bourbon

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region’s pleasant spring and fall months, when the weather is ideal for exploring and your experience here will be truly memorable.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences pleasant weather, making it an ideal time for outdoor activities and exploring local attractions in Bourbon. This season sees a surge in visitors seeking to enjoy the mild temperatures and blooming landscapes.

Average Temperature Daytime: 60-75°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn brings vibrant fall foliage and comfortable temperatures, attracting travelers who want to experience the region's scenic beauty. It's a busy period for outdoor enthusiasts and those looking to immerse themselves in the area's natural charm.

Average Temperature Daytime: 65-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Summer (June to August)

The summer months tend to be hotter and busier, especially with families visiting the region. If you prefer quieter surroundings, consider visiting early or late in the season when the heat subsides and crowds thin out.

Average Temperature Daytime: 85-90°F - Nighttime: 65-70°F
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Winter (December to February)

Winter offers a quieter atmosphere with cooler weather, perfect for those seeking a peaceful getaway. While some outdoor activities may be limited, this is an excellent time to find more affordable vacation rentals and enjoy the cozy ambiance.

Average Temperature Daytime: 30-45°F - Nighttime: 20-30°F

Weekly Weather Forecast for Bourbon

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for meals amidst the natural beauty of the region.
  • Relax by a private or shared swimming pool, ideal for cooling off during warm days.
  • Make the most of spacious patios or decks for entertaining or simply soaking up the sunshine.
  • Explore nearby walking trails or hiking paths that showcase the scenic surroundings.
  • Take advantage of outdoor fire pits to gather around and share stories under the stars.
  • Benefit from lush lawns or gardens that add to the tranquil atmosphere of your stay.
  • Access to sports courts or facilities such as basketball or tennis, perfect for active outdoor fun.
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Family Activities

  • Bourbon Heritage Museum: Explore local history and culture through engaging exhibits that are perfect for family outings in this welcoming region.
  • Johnson's Shut-Ins State Park: Enjoy a day of outdoor adventure with natural water features and scenic trails ideal for family picnics and nature exploration here.
  • Local Farmers Market: Experience the vibrant atmosphere with fresh produce and handmade crafts, offering a fun and educational activity for children and parents alike.
  • Community Parks and Playgrounds: Relax and have fun at the well-maintained parks, complete with play structures and open spaces for family activities in the area.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries and sample the region’s renowned bourbon and wine selections for a sophisticated experience.
  • Historical Site Visits: Discover the area's rich history by visiting nearby museums and historical landmarks that showcase its heritage.
  • Outdoor Recreation: Enjoy scenic parks and nature trails perfect for hiking, biking, or relaxing in the natural beauty of this destination.
  • Local Dining Experiences: Indulge in authentic regional cuisine at charming restaurants that celebrate the flavors of this area’s culinary traditions.

Other Places to Stay in Bourbon, MO

Bourbon Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Savor the regional flavors by visiting local eateries to get an authentic taste of this destination's culinary scene.
  • Plan Outdoor Activities: Take advantage of the area's natural beauty by organizing outdoor pursuits such as hiking, biking, or simply enjoying scenic walks around your vacation rental.
  • Visit Nearby Attractions: Discover the region's unique attractions and cultural spots to enrich your stay and gain a deeper understanding of the local heritage.
  • Choose Convenient Accommodation: Select a well-located vacation rental that offers easy access to key sites, ensuring a comfortable and seamless experience during your visit here.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility for exploring this area at your own pace.
  • Public Transit: Local bus services provide an economical way to navigate around here and reach key destinations effortlessly.
  • Taxis and Rideshare Services: Convenient options like local taxis and popular rideshare apps ensure easy transportation throughout the region.
  • Rental Cars: Booking a rental car in this destination allows you to conveniently explore the surrounding attractions and scenic routes.

Local Customs Options

  • Bourbon's Local Festivals: Participating in regional festivals offers a glimpse into the area’s rich heritage and community spirit.
  • Traditional Southern Hospitality: Expect warm welcomes and friendly greetings that reflect the region’s reputation for genuine hospitality.
  • Regional Cuisine Etiquette: Tasting local dishes often involves enjoying hearty, home-style meals served with respect and camaraderie.
  • Community Celebrations: Engaging in neighborhood events fosters connections and provides insight into the area’s cultural traditions.

Bourbon Vacation Rental Frequently Asked Questions

2. Which vacation homes in Bourbon are best for families?

If you are looking for a family-friendly vacation home in Bourbon, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bourbon:

3. How many Rentbyowner vacation rentals are available in Bourbon?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 59 in the Bourbon area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Bourbon. 

4. What is the cancellation policy for vacation rentals in Bourbon, Missouri?

Cancellation policies vary depending on the specific property you choose. You should review the individual listing details or contact the property owner directly to understand their terms and any applicable fees.

5. Are there any specific check-in and check-out times I should be aware of when booking in this region?

Check-in and check-out times are set by each property owner. Be sure to read the listing description carefully or reach out to the host to confirm these details before your arrival.

6. How do I find pet-friendly vacation rentals in the area?

To locate pet-friendly options, filter your search based on property amenities or contact property owners directly to inquire about their pet policies and any additional fees.

7. What amenities are typically included in vacation rentals around here?

Most listings include essential amenities such as Wi-Fi, parking, and kitchen facilities. For specific features like pools or outdoor spaces, check the property descriptions or ask the owner directly.

8. Is there a minimum stay requirement for booking in this destination?

Minimum stay requirements vary between properties. To find options that suit your schedule, review the listing details or contact the hosts to confirm their policies.