The Beaches Estates - Vacation Rentals in Wellington

2203 Brighton Drive, Louisville From US $165
         

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New
Bed & Breakfast
  • Air Conditioner
  • Internet
  • Kitchen
Inn at Woodhaven From US $252
         

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9.8 (36 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
6 King Beds | Hot Tub | Highlands Mansion From US $1,347
         

Celebrity Host Home. Best Derby Location! From US $8,044
         

Luxury Places to Stay in Wellington

Over 539+ Luxury Places to Stay in or Near Wellington
The Gatsby Carriage House Luxe Stay w Game Room From US $7,547
         

Historic Peterson Mansion From US $7,031
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Peterson Mansion From US $6,016
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Wellington

Over 22+ Top-Rated Vacation Rentals with a Pool in or Near Wellington
Rental of cabs in the highlands From US $63
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Cozy Oasis In The Highlands with Pool From US $32
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Hawthorn Suites by Wyndham Louisville East From US $99
         

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8.6 (1055 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Wingate by Wyndham Louisville Fair and Expo From US $88
         

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8.4 (1256 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Wellington

Over 108+ Pet-Friendly Vacation Rentals in or Near Wellington
Charming Highlands Carriage House 2 beds/2bath nNO POOL From US $136
         

10.0 (104 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Louisville Apartment w/Furnished Deck From US $447
         

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10.0 (2 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
Red Roof Inn Louisville Fair and Expo From US $70
         

7.6 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Highlands Bungalow Close to All/3000+ sq ft From US $1,246
         

10.0 (63 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Amazing/Entire house 5 min away from the Airport From US $471
         

10.0 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New Renovated 2BR Highland Home Hot Tub Playground From US $301
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Wellington

Over 169+ Large Vacation Homes & Villas in or Near Wellington
Inn at Woodhaven-In the Heart of the Bourbon Trail-Over 12 Distilleries Nearby From US $233
         

15 Min to Bourbon Fest | 4 En-Suites | Sleeps 10 From US $791
         

King of the Highlands * HUGE 7BR 6BA->Game Room From US $1,033
         

Charming Home just off Bardstown Rd From US $579
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Wellington

Over 12+ Wheelchair Accessible Vacation Homes in or Near Wellington
Derby City Gaming & Hotel - A Churchill Downs Property From US $162
         

9.3 (467 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Derby City Gaming & Hotel - A Churchill Downs Property From US $133
         

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9.4 (2164 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The Bellwether Hotel From US $199
         

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8.6 (87 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Modern Louisville Condo ~ 8 Mi from Downtown! From US $174
         

4.9 (9 Reviews)
Condo
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens
Extended Stay America Suites Louisville Dutchman From US $76
         

Candlewood Suites Louisville Airport by IHG From US $129
         

8.1 (76 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Wellington Vacation Rentals and Airbnb Places to Stay Under $200

Over 148+ Wellington Vacation Rentals and Airbnb Places to Stay Under $200
The B From US $150
         

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9.3 (69 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill From US $161
         

10.0 (126 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bashford Manor Inn From US $108
         

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7.6 (8 Reviews)
Bed & Breakfast
  • Parking
  • Designated Smoking Area
  • Balcony/Terrace
Location & Luxury - Welcome to your private suite! From US $123
         

The Pegasus Luxury and Location! From US $72
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Welcome to Your Stylish Stay in the Heart of Louisville! From US $189
         

Instantly Bookable Vacation Homes in Wellington

Over 299+ Instantly Bookable Vacation Homes in or Near Wellington
The Highlands Happy Place! From US $455
         

10.0 (86 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Charming Studio Stay in Vibrant Highlands Area From US $521
         

Buddha's Bungalow above the Highlands From US $276
         

10.0 (30 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Excellent 3BR/2BA PRIME Location! From US $401
         

10.0 (17 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

About Wellington Vacation Rentals

With more than 548 Wellington vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Thebeachestates 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 Wellington.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Thebeachestates Wellington, 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 Wellington. Places to stay near Wellington are 1164.09 ft² on average, with prices averaging US $795 a night.

Thebeachestates makes it easy and safe to find and compare vacation rentals in Wellington 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 Wellington

Type Count
Vacation Homes 364
Holiday Apartments 103
Hotels 38
B&B 19
Cottages 2
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Wellington

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

Weather in Wellington

View the weather forecast for Wellington before booking your Wellington 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

Other Places to Stay Near Wellington, KY


Wellington Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 548 in the Wellington area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wellington.