Vacation Rentals Newport Ri - Vacation Rentals in Southside

Derby and Downtown From US $233
         

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10.0 (11 Reviews)
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5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo From US $724
         

Bourbon House 1 | Walk to Expo Center From US $527
         

10.0 (51 Reviews)
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Luxury Places to Stay in Southside

Over 359+ Luxury Places to Stay in or Near Southside
Spacious home with backyard near Churchill Downs From US $7,590
         

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Spacious 6BR, 10 bed Derby House. Walk to the track. From US $5,228
         

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  • Designated Smoking Area
6 Spacious Units Close to Downtown & Expo Center From US $3,083
         

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8 Min to Churchill Downs Perfect for Groups From US $2,600
         

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5 Spacious Units Close to Downtown & Expo Center From US $2,267
         

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Spacious 5-Unit Home Near Downtown & Expo Center! From US $2,215
         

Short Walk to Churchill Downs! From US $2,089
         

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Top-Rated Vacation Rentals with a Pool in Southside

Over 34+ Top-Rated Vacation Rentals with a Pool in or Near Southside
Homewood Suites By Hilton Louisville Airport From US $126
         

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9.4 (545 Reviews)
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Close to Everything in Louisville! From US $270
         

9.4 (37 Reviews)
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Homewood Suites By Hilton Louisville Airport From US $212
         

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8.9 (246 Reviews)
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Crowne Plaza Louisville Airport Expo Ctr by IHG From US $110
         

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8.8 (1265 Reviews)
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Springhill Suites by Marriott Louisville Airport From US $111
         

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8.8 (1006 Reviews)
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Holiday Inn Louisville Airport South by IHG From US $115
         

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8.8 (845 Reviews)
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Residence Inn by Marriott Louisville Airport From US $115
         

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8.8 (706 Reviews)
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Pet-Friendly Vacation Rentals in Southside

Over 96+ Pet-Friendly Vacation Rentals in or Near Southside
Cozy, historic, pet-friendly home! From US $342
         

9.8 (35 Reviews)
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Derby Week Retreat Less Than 1 Mi to Churchill Downs From US $226
         

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10.0 (2 Reviews)
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Red Roof Inn Louisville Expo Airport From US $68
         

6.2 (1005 Reviews)
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The Camp Taylor Cottage Close to Airport/Downtown From US $218
         

9.6 (50 Reviews)
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Cozy Louisville Home w/Spacious Yard & Parking From US $322
         

9.4 (11 Reviews)
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Derby Week Retreat < 1 Mi to Churchill Downs From US $198
         

9.0 (7 Reviews)
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Unique and centrally located Triple Crown House! From US $383
         

9.0 (4 Reviews)
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Large Vacation Homes & Villas in Southside

Over 56+ Large Vacation Homes & Villas in or Near Southside
Awesome Location for Louisville or Expo Stay! From US $283
         

Great Location-5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo From US $422
         

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9.6 (25 Reviews)
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Stylish Retreat | Prime Location | Yard | Fire Pit From US $594
         

The Yellow Door! 5 BR! Near the EXPO & Airport! From US $653
         

9.8 (7 Reviews)
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6BR House Near Kentucky Exposition Center with Pool From US $562
         

Blacklight in the Bluegrass | Hot Tub From US $412
         

7.4 (3 Reviews)
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Happy Haven | Hot Tub From US $189
         

4.0 (3 Reviews)
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Wheelchair Accessible Vacation Homes in Southside

Over 53+ Wheelchair Accessible Vacation Homes in or Near Southside
FRONTDESK The Marshall Campus Apts Louisville From US $229
         

3.8 (5 Reviews)
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Derby City Gaming & Hotel - A Churchill Downs Property From US $133
         

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9.4 (1920 Reviews)
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Frontdesk | 2 BR Apt near Churchill Downs From US $773
         

5.0 (1 Review)
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Frontdesk | 2 BR Apt near Highland Festival Ground From US $78
         

4.3 (3 Reviews)
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Frontdesk | 2 BR Apt near Cardinal Stadium From US $797
         

4.0 (2 Reviews)
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Frontdesk | 2 BR Apt near The Speed Art Museum From US $718
         

4.0 (2 Reviews)
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Frontdesk | 2 BR Apt near Kentucky Kingdom From US $72
         

3.6 (7 Reviews)
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Southside Vacation Rentals and Airbnb Places to Stay Under $200

Over 166+ Southside Vacation Rentals and Airbnb Places to Stay Under $200
Top Floor Apt Near Churchill Downs & Expo Center From US $163
         

10.0 (2 Reviews)
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Room Near Downtown UofL,Airport&ExpoCenter From US $164
         

10.0 (2 Reviews)
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Staybridge Suites Louisville Expo Center by IHG From US $140
         

Charming studio in amazing Louisville with WiFi, AC From US $168
         

10.0 (1 Review)
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bright choice From US $160
         

10.0 (1 Review)
Condo
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Relaxing Unit in Louisville's Business Center! From US $148
         

10.0 (1 Review)
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Spacious king suite close to Churchill Downs! From US $142
         

10.0 (1 Review)
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  • TV
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Instantly Bookable Vacation Homes in Southside

Over 140+ Instantly Bookable Vacation Homes in or Near Southside
Modern Apartment with Parking & Prime Location From US $845
         

10.0 (2 Reviews)
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2BR Home with 3 beds! From US $271
         

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Historic Modern Home Near Downtown Louisville From US $334
         

2 Spacious Units Close to Downtown & Expo Center From US $577
         

10.0 (1 Review)
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Baby Blue | Gorgeous Upscale Retreat | Ideal Area From US $322
         

4 Mi to Churchill Downs: Updated Retreat w/Deck! From US $288
         

About Southside Vacation Rentals

With more than 368 Southside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rentalsnewport 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 Southside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Rentalsnewport Southside, 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 Southside. Places to stay near Southside are 803.29 ft² on average, with prices averaging $402 a night.

Rentalsnewport makes it easy and safe to find and compare vacation rentals in Southside 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 Southside

Type Count
Vacation Homes 234
Holiday Apartments 63
Hotels with Suites 57
Villas 2
B&B 1
Cabin Rentals 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Southside

Pro Tip: Rentalsnewport makes it easy to compare the best listings on Rentalsnewport homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentalsnewport 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 Southside.

Weather in Southside

View the weather forecast for Southside before booking your Southside 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

Southside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Southside?
How many vacation rentals are available in Southside?

Currently, the total number of properties listed in 2026 is over 368 in the Southside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Southside.