Rent The Cottages - Vacation Rentals in Owensboro

Blue Moon Cottage - Music Room, Inground Pool From US $179
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
L&N Bed and Breakfast From US $179
         

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10.0 (11 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Blue Moon Cottage: Music Room, Inground Pool From US $198
         

Bluegrass Bungalow 2 bedrooms with large porch From US $126
         

10.0 (22 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Newly renovated- 2.5 mi to Downtown Riverfront From US $255
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
315 West 14th Street From US $298
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Owensboro

Over 131+ Luxury Places to Stay in or Near Owensboro
Charming 3-bedroom house with king bed , pet friendly From US $456
         

9.6 (4 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Downtown Dream in Owensboro Ky From US $450
         

9.8 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Breathtaking panoramic lake views From US $387
         

524 West 15th Street - SLEEPS UP TO 14 From US $309
         

9.0 (8 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Top-Rated Vacation Rentals with a Pool in Owensboro

Over 29+ Top-Rated Vacation Rentals with a Pool in or Near Owensboro
Hampton Inn & Suites Downtown Owensboro/Waterfront From US $134
         

9.6 (1006 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Home2 Suites By Hilton Owensboro From US $128
         

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9.6 (9 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Holiday Inn Owensboro Riverfront by IHG From US $134
         

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9.4 (754 Reviews)
Hotel
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  • Parking
  • Pool
Holiday Inn Owensboro Riverfront by IHG From US $190
         

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9.4 (173 Reviews)
Hotel
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  • Pool
Home2 Suites By Hilton Owensboro From US $131
         

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9.2 (21 Reviews)
Hotel
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  • Parking
  • Pool
Courtyard by Marriott Owensboro From US $132
         

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9.0 (643 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Hampton Inn Owensboro South From US $105
         

9.0 (438 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Owensboro

Over 25+ Pet-Friendly Vacation Rentals in or Near Owensboro
Private 1 bdrm apartment in the heart of the city. Pet friendly. From US $130
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown Dream From US $217
         

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8.0 (1 Review)
Villa
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  • Pet Friendly
Private 2 bdrm apartment in the heart of the city. Pet friendly. From US $126
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Haven on Hill Ave From US $191
         

10.0 (43 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
The Bluegrass House From US $145
         

9.8 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort on Clay Street!
New
From US $81
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Owensboro

Over 5+ Large Vacation Homes & Villas in or Near Owensboro
The Gathering Place From US $259
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
L&N Bed and Breakfast Ltd From US $164
         

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9.8 (11 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Sleeps 14 6 Bdrms 3.5 baths Enjoy your privacy & Bluegrass, Bourbon, and BBQ! From US $249
         

Envi Boutique Hotel Studio ~ 3 Mi to Downtown! From US $125
         

New
Apartment
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

Wheelchair Accessible Vacation Homes in Owensboro

Over 20+ Wheelchair Accessible Vacation Homes in or Near Owensboro
Hampton Inn Owensboro South From US $199
         

New
Hotel
  • TV
  • Wheelchair Accessible
  • Bedding/Linens
Hampton Inn & Suites Owensboro Downtown Waterfront From US $114
         

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9.0 (348 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
TownePlace Suites by Marriott Owensboro From US $133
         

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9.0 (292 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Plus Owensboro From US $182
         

8.7 (188 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Fairfield Inn by Marriott Owensboro From US $106
         

8.6 (517 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Henderson by IHG From US $151
         

8.5 (73 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Greenfield Inn & Suites Owensboro, KY Airport From US $101
         

8.4 (1024 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fairfield Inn Owensboro From US $127
         

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8.4 (159 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Owensboro Varoom and Airbnb Places to Stay Under $200

Over 77+ Owensboro Varoom and Airbnb Places to Stay Under $200
Heartland Hideaway in the Heart of Owensboronn From US $175
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy Henderson Home Close to Downtown Henderson From US $174
         

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8.9 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Super 8 by Wyndham Owensboro From US $86
         

8.4 (567 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Center of city private Town Home W/fire pit &BBQ From US $158
         

Henderson Haven/KING 2BD/1BA Apartmentnn From US $98
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Owensboro

Over 40+ Instantly Bookable Vacation Homes in or Near Owensboro
Downtown condo Cozy 2-bedroom with plenty of space From US $172
         

5th Street Retreat - KING 1BD/1BA Apt in Henderson From US $143
         

New
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Jetted Tub Smoking King No Pet From US $235
         

King Smoking Pet-Friendly From US $140
         

New
Hotel
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  • Parking
  • TV
King Bed Smoking No Pet From US $128
         

New
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About Owensboro Vacation Rentals

With more than 140 Owensboro vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rentthecottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Owensboro.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Rentthecottages Owensboro, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Owensboro. Places to stay near Owensboro are 428.05 ft² on average, with prices averaging $167 a night.

Rentthecottages makes it easy and safe to find and compare vacation rentals in Owensboro with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Owensboro

Type Count
Vacation Homes 57
Hotels with Suites 52
Holiday Apartments 22
Cottages 4
B&B 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Owensboro

Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Owensboro.

Weather in Owensboro

View the weather forecast for Owensboro before booking your Owensboro Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F