Ann Street Retreat | House in Frankfort

9.6 (8 Reviews) |   Pet Friendly   4 Bedrooms  3 Bathrooms  12 Guests  Wedding Venue
Frankfort House | Ann Street Retreat

4 Bedroom House in Frankfort

The Ann Street Retreat is a charming, newly remodeled historic home in downtown Frankfort, Kentucky. This 4-bedroom, 3.5-bath retreat features three king beds, one queen, and four twin beds, offering ample space for guests. The spacious kitchen is perfect for gathering after a day of bourbon tastings. Outside, unwind in the hot tub or by the firepit in the professionally landscaped backyard. A true bourbon lover’s escape, blending history, comfort, and Southern hospitality.
Professionally managed, our team is here to support you with any needs or local recommendations throughout your stay. Enjoy a seamless, automated check-in experience, and reach out anytime to take advantage of our personalized concierge services.
Ann Street Retreat sits in the heart of downtown Frankfort, nestled within the Old Statehouse Historic District—an area filled with charming 19th‑century architecture and leafy, walkable streets. The district borders Broadway, St. Clair, High, Blanton, and Ann Streets, and contains 74 historic buildings including the Old State Capitol and Governor’s Mansion. This location offers a true capital‑city vibe: government offices, museums, and parks are just steps away. You're within a stroll of the Kentucky State Capitol, state agency buildings, and serene historic parks. Don't forget, you are also just steps away to multiple local eateries and coffee shops.
Guests will have full access to this spacious and historic single family home. Don't forget we offer a private backyard oasis and parking.
Welcome to The Ann Street Retreat — your stylish, spacious, and perfectly located escape in the heart of downtown Frankfort, Kentucky. Whether you're planning a weekend getaway, a Bourbon Trail adventure, or a group stay with family and friends, this historic 4-bedroom, 3.5-bath home offers the comfort, charm, and convenience you’re looking for.
What You’ll Love:
Location, Location, Location: Nestled in the heart of the Old State Capitol District, you’re just steps from museums, shops, restaurants, the Kentucky River, and iconic landmarks like the Capitol building.
Room for Everyone: With 4 spacious bedrooms (3 kings, 1 queen, and 4 twins), the home comfortably sleeps up to 12 guests—ideal for families, friend groups, wedding parties, or corporate travelers. We have 3 TWIN Size roll away cots that can be moved or housed anywhere in the home.
Historic Charm Meets Modern Comfort: Newly renovated, the home blends original architectural details with contemporary finishes, including a fully updated kitchen, elegant bathrooms, and cozy gathering spaces.
Walkable Downtown Access: Park your car and enjoy walking distance to local eateries, cafés, wine bars, boutiques, and riverfront trails.
Bourbon Country Basecamp: Only minutes from the world-famous Buffalo Trace Distillery and a short scenic drive to Woodford Reserve, Castle & Key, and more.
Great For:
Family vacations or reunions
Bourbon Trail tours
Wedding guests and bridal parties
Girls’ trips or couples’ retreats
Business travelers and workcations
Bonus Features:
Private garden and patio space for relaxing evenings
Free, convenient on-site parking
Smart TVs, fast Wi-Fi, and self-check-in
Local artwork and curated décor to enhance your stay
Why Guests Keep Coming Back:
“Even better than the photos!”
“Perfect for our group — so much space and charm.”
“Amazing location — walked everywhere downtown!”
“Sparkling clean, beautifully decorated, and super comfortable beds.”
Ready to explore Kentucky’s capital in comfort and style?
Book The Ann Street Retreat today and make your next stay unforgettable.
Bring your own vehicle to make the most of exploring Central Kentucky’s iconic bourbon distilleries, scenic byways, and hidden gems—many are just a short drive away. When you’re ready to slow down, park with ease and enjoy the charm of downtown Frankfort on foot, with shops, restaurants, and historic landmarks all within walking distance.

Ann Street Retreat is located in Frankfort. Ann Street Retreat provides accommodation, featuring TV, Security/Safety, Bedding/Linens, among other amenities. This House features TV, Security/Safety, Bedding/Linens, to make your stay a comfortable one.

Ann Street Retreat has 4 Bedrooms , 3 Bathrooms, and max occupancy of 12 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Frankfort has interesting places to visit. If you want to learn more about the House in Frankfort, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry

Policies

Event Policy No events allowed
Check-in Contactless check-in available
Child Policy Children are welcome.
Pet Policy Pets allowed service animals are welcome, and are exempt from fees
Smoking Policy Smoking is not permitted
Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Secure a deal for the entire wedding group with our group booking rates!

Let our dedicated wedding agents help you find the perfect accommodations for your group.

Reviews

William D. Apr 28, 2025 06:08:31 AM
Summary: We stayed for a long weekend Thursday-Sunday and we really had a great time! The house was perfect for three adult couples as the bedrooms were large and nicely furnished, and it has a well appointed kitchen and family room too. We checked out but did not really use the fire pit and the hot tub - maybe next time because we are likely to return! The Ann Street location is perfect for walking to dinner and as a central point to hit the local Bourbon Trail distilleries, as we were in town for Bourbon tasting in Frankfort and in Bardstown. We would also recommend Limewater and Cypress & Oak as two excellent local dining destinations for adults.
Dan B. Apr 6, 2025 11:20:39 PM
Summary: Great house, recently updated and clean. Good location and able to walk to some restaurants.
Tony F. Apr 2, 2025 12:11:02 AM
Summary: We were a group of 8 men visiting the area for a Bourbon trip and a relaxing getaway from our daily jobs. We had a great time and it was enhanced by this rental. The Ann Street Retreat was just that, as it is just blocks off the main areas in Frankfort and walking distance to many restaurants, bars and shops. It is under 2 miles to Buffalo Trace and under 20 miles to many other distilleries. We plan to stay again when we come back up to the area. There was plenty of room for all 8 of us and the kitchen TV is a nice touch as it is usually the main room we hang out in. The outside living area was also a nice spot to sit around and share stories, coffee and bourbon. Thanks to our host for making this a memorable trip.

FAQ's

Is this Ann Street Retreat pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Ann Street Retreat have a swimming pool?

No, this Ann Street Retreat does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Ann Street Retreat?

Best-rates for the Ann Street Retreat starts from $684 per night with includes TV, Security/Safety, Bedding/Linens, Wellness Facilities, Hot Tub, Kitchen, Laundry, Air Conditioner, Parking, Entertainment, Pet Friendly, Sports/Activities, Fireplace/Heating, Child Friendly, Balcony/Terrace, Barbecue/Outdoor Cooking, Internet with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Ann Street Retreat a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Ann Street Retreat wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Ann Street Retreat has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Ann Street Retreat?

Based on the information reported by the owner or manager, the Ann Street Retreat indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Ann Street Retreat?

Based on the information reported by the owner or manager, details for the cancellation policy for the Ann Street Retreat are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

People Also Ask

Check House Availability
Nightly rates from:
US $684
You will be redirected to  
Hot Deal - It has been viewed 96 times today
Not the right fit? Check out our other properties in Frankfort
Call
Our wedding experts are standing by to help you book the perfect accommodations for your wedding group.
|
10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
|
10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
10.0 (102 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety