How much is the average rent in Winchester, KY for 1-bedroom and 2-bedroom apartments?

Winchester's 2025 rental market shows one-bedroom apartments averaging around $880 per month, while two-bedroom units average around $1,100 monthly. These figures represent the current market rates across the city's rental inventory.

When is the best time to look for an apartment in Winchester, KY?

July offers the lowest rental prices in Winchester, while March sees the highest rent with approximately a 15% difference between these months. This seasonal pattern creates clear timing opportunities for renters looking to secure better rates.

Are there pet-friendly apartments in Winchester, KY?

Winchester accommodates pet owners with around 30% of rental listings welcoming pets. With an average of 50 listings available monthly, this provides a solid selection of pet-friendly options for animal-loving renters.

Are utilities usually included in rent in Winchester, KY?

Utilities are rarely included in Winchester rental properties, with only about 7 listings or less than 1% of total inventory including utilities in the rent. This pattern remains consistent across all bedroom types, from studios to three-bedroom apartments.

Pet Friendly Apartments for Rent in Winchester, KY

25 rentals available

2080 Saint Christopher Dr - Photo 1 of 1

7h ago

Pet Friendly Idle Hour Neighbors house for rent in Lexington

2080 Saint Christopher Dr, Lexington, KY 40502

Dogs and cats ok | Outdoor space | In-unit laundry

3 beds

1 bath

$1,650

House for rent

Top amenities

In-Unit Laundry

3D tour

10h ago

9.9

Excellent

Verified

Stoney Brooke Apartments

175 N Mount Tabor Rd, Lexington, KY 40509

Dogs and cats ok | Outdoor space | Carpet

1–2 beds

1–2 baths

$1,091–$1,333

Price drop

Apartment for rent

Top amenities

Assigned Parking

Fireplace

Fitness Center

Hardwood Floor

In-Unit Laundry

Call

3D tour

11h ago

9.9

Excellent

Verified

Raintree Apartments

175 N Locust Hill Dr, Lexington, KY 40509

Dogs and cats ok | In-unit laundry | Balcony

1–2 beds

1–2 baths

$1,046–$1,285

Apartment for rent

Top amenities

Business Center

Fireplace

In-Unit Laundry

On-Site Laundry

Call

1d ago

Pet Friendly Bryan Station house for rent in Lexington

"3-Bedroom Duplex at the end of a cul-de-sac!

2010 Fordson Ct, Lexington, KY 40505

Dogs and cats ok | On-site laundry | Outdoor space

3 beds

1 bath

$1,500

House for rent

Available Jun 22

Top amenities

On-Site Laundry

Revive 1749 - All Utilities Incl - Photo 1 of 1

Highly rated

1d ago

9.2

Excellent

Revive 1749 - All Utilities Incl

1749 Liberty Rd, Lexington, KY 40505

Dogs and cats ok | On-site laundry

1–2 beds

1 bath

$975–$1,090

Apartment for rent

Top amenities

On-Site Laundry

Highly rated

2d ago

8.7

Very good

200 The Ascent1555

1555 Eastland Pkwy, Lexington, KY 40505

Dogs and cats ok | On-site laundry | On-site management

Studio–2 beds

1 bath

$995–$1,395

Apartment for rent

Top amenities

On-Site Laundry

On-Site Management

Nearby rental good for eco-living

$1,449

308 Graves St

Nearby rental good for pet owners

$829

18 Calloway Street - 18 Calloway #4

2d ago

Pet Friendly Liberty Area house for rent in Lexington

913 Gerardi Rd, Lexington, KY 40509

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2.5 baths

$2,100

$1,995

Price drop

House for rent

Top amenities

Microwave

Oven

3d ago

Pet Friendly house for rent in Richmond

5/4

938 Cobble Dr, Richmond, KY 40475

Dogs and cats ok | In-unit laundry | Walk-in closets

5 beds

4 baths

$2,700

House for rent

Top amenities

Dishwasher

In-Unit Laundry

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3d ago

Pet Friendly house for rent in Richmond

1100 Judah Bear Blvd, Richmond, KY 40475

Dogs and cats ok | Hardwood floor | In-unit laundry

3 beds

2.5 baths

$1,595

House for rent

Available Jun 16

Top amenities

Ceiling Fan

Hardwood Floor

In-Unit Laundry

On-Site Laundry

Package Service

4d ago

Pet Friendly house for rent in Winchester

Renovated 3 Bed, 1.5 Bath Home in Winchester!

308 Graves St, Winchester, KY 40391

Dogs and cats ok | Hardwood floor | Outdoor space

3 beds

1.5 baths

$1,549

$1,449

Price drop

House for rent

Available May 20

Find sweet deals near Winchester

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$829

Winchester

$655–$771

Richmond

$850–$1,250

Richmond

$1,239–$1,252

Lexington

4d ago

9.4

Excellent

Verified

Blue Country Apartments

254 Lombardy St Apt 24, Richmond, KY 40475

Dogs and cats ok | On-site laundry

Studio–3 beds

1 bath

$850–$1,250

Apartment for rent

Top amenities

On-Site Laundry

Call

Madison Avenue Apartments - Photo 1 of 1

5d+ ago

9.8

Excellent

Verified

Madison Avenue Apartments

241 N Madison Ave, Richmond, KY 40475

Dogs and cats ok

1–3 beds

1 bath

$655–$977

Apartment for rent

Available Dec 3

Call

5d+ ago

Pet Friendly Bryan Station house for rent in Lexington

SINGLE_FAMILY - Ranch - Lexington, KY

1725 Scarbrough Ct, Lexington, KY 40505

Dogs and cats ok | In-unit laundry | Garage parking

4 beds

1.5 baths

$1,995

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Pet Friendly house for rent in Richmond

356 N 3rd St, Richmond, KY 40475

Dogs and cats ok | Hardwood floor | Garage parking

3 beds

1 bath

$1,500

House for rent

Top amenities

Garage Parking

5d+ ago

Pet Friendly house for rent in Lexington

2205 Barrington Ln, Lexington, KY 40509

Dogs and cats ok | Garage parking | Walk-in closets

4 beds

2.5 baths

$2,450

House for rent

Top amenities

Ceiling Fan

Microwave

5d+ ago

Pet Friendly house for rent in Richmond

1083 Judah Bear Blvd, Richmond, KY 40475

Dogs and cats ok | Carpet | In-unit laundry

3 beds

2 baths

$1,595

House for rent

Available Jun 10

Top amenities

Ceiling Fan

Dishwasher

In-Unit Laundry

On-Site Laundry

Package Service

5d+ ago

Pet Friendly townhouse for rent in Lexington

239 Simba Way, Lexington, KY 40509

Dogs and cats ok

3 beds

2 baths

$1,700

House for rent

5d+ ago

Pet Friendly house for rent in Winchester

136 Alabama St, Winchester, KY 40391

Dogs and cats ok

3 beds

1 bath

$1,750

House for rent

5d+ ago

Pet Friendly Liberty Area house for rent in Lexington

1647 Strader Dr, Lexington, KY 40505

Dogs and cats ok | Outdoor space | In-unit laundry

4 beds

1.5 baths

$2,150

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Pet Friendly Eastland Parkway apartment for rent in Lexington

1811 Dalton Court, Unit B

1811 Dalton Ct, Lexington, KY 40505

Dogs and cats ok | In-unit laundry | Air conditioning

2 beds

1 bath

$1,200

Apartment for rent

Top amenities

In-Unit Laundry

5d+ ago

Pet Friendly house for rent in Winchester

Dogs and cats ok | Outdoor space | In-unit laundry

3 beds

2.5 baths

$1,995

House for rent

Top amenities

In-Unit Laundry

On-Site Management

Swimming Pool

18 Calloway Street - 18 Calloway #4 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Winchester

1-Bed/1-Bath | Winchester Apartment for Rent | 18 Calloway Street #4, Winchester, KY 40391

18 Calloway Street - 18 Calloway #4, Winchester, KY 40391

Dogs and cats ok | Air conditioning

1 bed

1 bath

$879

$829

Price drop

Apartment for rent

Available May 28

5d+ ago

Pet Friendly apartment for rent in Winchester

25 Hays St #E, Winchester, KY 40391

Dogs and cats ok | In-unit laundry | Air conditioning

2 beds

2 baths

$1,300

Apartment for rent

Available May 14

Top amenities

Air Conditioning

Dishwasher

In-Unit Laundry

On-Site Laundry

5d+ ago

Pet Friendly townhouse for rent in Winchester

Fairfield Way, Winchester, KY 40391

Dogs and cats ok | Dishwasher | Microwave

3 beds

2.5 baths

$1,599

House for rent

5d+ ago

Pet Friendly townhouse for rent in Winchester

Sam Winston Way, Winchester, KY 40391

Dogs and cats ok | In-unit laundry | Dishwasher

2 beds

2.5 baths

$1,399

House for rent

Top amenities

In-Unit Laundry

Showing 1 - 25 of 25 results

Home > Apartments in Winchester > Winchester Pet friendly Apartments For Rent

Updated: June 21, 2026

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🐱Pets	Dog, cat, and other pet policies vary by owner and individual listing
🌇Pet friendly rentals	25
💰Best rent deal	241 N Madison Ave
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