Discover Your Perfect Odessa Vacation Homes

Best Vacation Homes in Odessa

House
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like-icon10.0
Exceptional
(24 Reviews)
1 Bedroom 1 Bath 2 Guests 200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $122/Night 7 Nights - US $857
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House
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5 Bedrooms 3 Baths 15 Guests 3003.13 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $1,079/Night 7 Nights - US $7,551
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Bed & Breakfast
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like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $358/Night 7 Nights - US $2,509
House
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $180/Night 7 Nights - US $1,260
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House
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2 Bedrooms 2 Baths 6 Guests 1496.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $606/Night 7 Nights - US $4,244
Cabin
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $252/Night 7 Nights - US $1,762
House
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $159/Night 7 Nights - US $1,111
Cabin
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like-icon9.6
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 4 Guests 320 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $251/Night 7 Nights - US $1,754

Odessa Luxury Rentals

House
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3 Bedrooms 2 Baths 11 Guests 1400 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $2,133/Night 7 Nights - US $14,934
Resort
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2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $1,658/Night 7 Nights - US $11,603
New
House
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5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $1,093/Night 7 Nights - US $7,648
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 15 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $716/Night 7 Nights - US $5,009
House
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3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $575/Night 7 Nights - US $4,023
House
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3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
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US $548/Night 7 Nights - US $3,833
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House
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2 Bedrooms 1 Bath 4 Guests 1399.31 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $547/Night 7 Nights - US $3,831
Cabin
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3 Bedrooms 2 Baths 7 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $339/Night 7 Nights - US $2,371

Odessa Pet Friendly Vacation Rentals

Cabin
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2 Bedrooms 1 Bath 4 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $216/Night 7 Nights - US $1,513
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Apartment
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1 Bedroom 1 Bath 2 Guests 839.58 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $171/Night 7 Nights - US $1,199
Apartment
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1 Bedroom 1 Bath 2 Guests 840 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $145/Night 7 Nights - US $1,017
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Hotel
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like-icon7.8
Very Good
(246 Reviews)
1 Bath 316.77 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $298/Night 7 Nights - US $2,088
Apartment
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1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $137/Night 7 Nights - US $962
Hotel
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like-icon7.7
Very Good
(105 Reviews)
5 Baths 290.63 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $69/Night 7 Nights - US $485
House
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like-icon9.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $215/Night 7 Nights - US $1,502
House
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1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $200/Night 7 Nights - US $1,400

Odessa Top Rated Vacation Rentals

Hotel
Map-icon
like-icon8.8
Fabulous
(776 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $151/Night 7 Nights - US $1,057
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Hotel
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like-icon8.7
Fabulous
(115 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $121/Night 7 Nights - US $850
House
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1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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US $169/Night 7 Nights - US $1,185

Discover & compare premier experiences around Higginsville

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 Odessa 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 Odessa

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this charming destination ensures you can enjoy its best features and a comfortable stay, so consider the seasons and local climate when planning your vacation in Odessa, Missouri.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences pleasant weather and blooming landscapes, making it an ideal time for outdoor activities. Booking vacation rentals early ensures you enjoy comfortable days and vibrant scenery.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn brings colorful foliage and cool temperatures that enhance your stay. Securing your accommodation in advance guarantees a cozy experience amidst the picturesque surroundings.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

The summer months offer warmer weather perfect for exploring, though accommodation rates may be more competitive. Planning ahead allows you to find the best vacation rentals here during this lively season.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

The winter season features cooler temperatures and fewer visitors, providing a quieter getaway. Booking in advance ensures access to well-equipped vacation rentals that make the most of the colder weather.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F

Weekly Weather Forecast for Odessa

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 a private outdoor patio or deck to relax and entertain outdoors in this destination.
  • Take advantage of a spacious yard or garden area perfect for outdoor activities or picnics.
  • Make use of on-site barbecue grills for preparing meals amidst the scenic surroundings of the region.
  • Discover well-maintained walking paths or trails ideal for exploring the natural beauty nearby.
  • Utilize outdoor seating areas with picturesque views, enhancing your experience in this area.
  • Benefit from access to outdoor fire pits, perfect for cozy gatherings under the stars.
  • Depending on the property, you might find amenities like swimming pools or hot tubs for added relaxation here.
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Family Activities

  • Odessa Community Park: Enjoy a family picnic or playtime at this scenic park featuring playgrounds and open green spaces perfect for outdoor activities.
  • Hobby Lobby in Odessa: Explore creative workshops and craft activities suitable for children and adults alike, offering a fun escape for the whole family.
  • Local Museums and History Centers: Discover the area's rich history through engaging exhibits and interactive displays that educate and entertain children.
  • Nearby Nature Trails and Biking Paths: Take a family hike or bike ride along scenic trails that showcase the natural beauty of the region's landscape.
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Adult Activities

  • Exploring local wineries: Discover the region's thriving wine scene by visiting nearby wineries that offer tastings and tours, perfect for relaxing days in this charming area.
  • Golfing at scenic courses: Enjoy a round of golf at some of the area's top courses, where lush fairways and scenic views provide an ideal setting for leisure or friendly competition.
  • Visiting historical sites: Immerse yourself in the region’s rich heritage by exploring local museums and historical landmarks that tell the story of this destination's past.
  • Shopping in boutique stores: Browse unique boutiques and specialty shops around here to find memorable souvenirs and handcrafted goods during your stay.

Other Places to Stay in Odessa, MO

Odessa Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining: Indulge in the regional flavors offered at local eateries to get a true taste of this area’s culinary scene.
  • Plan Outdoor Activities: Take advantage of nearby parks and outdoor spaces to enjoy the natural beauty that makes this destination unique.
  • Visit Community Events: Check the local calendar for community festivals and markets that provide authentic experiences during your stay.
  • Discover Hidden Gems: Ask your hosts or explore online guides to find lesser-known spots that showcase the area's charm and history.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility for exploring this destination and the surrounding region at your own pace.
  • Public Transit: Local bus services provide an economical and convenient way to navigate the area without the hassle of parking or traffic concerns.
  • Airport Transfers: Shuttle services and taxis are readily available from nearby airports, ensuring a smooth arrival and departure process here.
  • Bike Rentals: Biking is a popular eco-friendly option for experiencing the local sights and enjoying the scenic surroundings of the destination.

Local Customs Options

  • Southern Hospitality: You’ll notice a warm and welcoming attitude from locals, reflecting the region's tradition of friendly service and community spirit.
  • Participating in or observing local festivals often involves unique customs such as traditional music, dance, and communal celebrations rooted in the area's heritage.
  • Farm-to-Table Cuisine: Dining here often features fresh, locally-sourced ingredients, highlighting the region's agricultural roots and commitment to sustainable practices.
  • Community Events and Parades: The residents frequently come together for parades and seasonal festivities that showcase their pride and cultural traditions in Odessa and its surroundings.

Odessa Vacation Rental Frequently Asked Questions

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 42 in the Odessa 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 Odessa. 

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

The cancellation policy varies depending on the property listing. To understand the specific terms, please review the cancellation details provided in the listing or contact the property owner directly.

5. How do I confirm my booking at a vacation rental in Odessa, Missouri?

You can confirm your reservation by completing the booking process outlined on the listing page. Ensure all required information is submitted and any necessary payments are made to secure your stay.

6. Are there specific check-in and check-out times for vacation rentals in Odessa, Missouri?

Check-in and check-out times are determined by each property owner. Details are typically listed in the property description, but it’s advisable to reach out to the host for confirmation prior to your arrival.

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

Amenities vary between listings but often include essentials such as Wi-Fi, parking, kitchen facilities, and laundry services. To see what is offered, review the amenities section of your preferred property’s listing.

8. How should I handle special requests or inquiries during my stay in Odessa, Missouri?

For any special requests or questions, contact the property owner directly through the messaging system provided. They can provide guidance and assist with your needs to ensure a comfortable stay.