Vacation rentals in Manchester

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Top-rated vacation rentals in Manchester

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Top guest favorite

The exterior of a rural home is displayed, featuring a welcoming front porch with wooden railings and seating. Lush greenery from the surrounding trees provides a natural backdrop. A dark blue front door and decorative elements, such as potted plants, enhance the inviting appearance.

Home in Big Creek

Daniel Boone Forest-Easy Park-I75-Hunting Oasis

Nestled within the Daniel Boone National Forest, approximately 13 miles from the Clay County seat of Manchester, our newly built, veteran-owned, pet-friendly, rural getaway awaits you and your guests! With several amenities including a private hot tub, twin-size porch bed swing, Nintendo Switch Game System, and fire pit with seating, you’re sure to feel right at home. Enjoy the thousands of acres of nearby hunting land, ATV trails (famous Red Bird Crest Trail, 0.9 miles away) or just relaxing!

4.97 out of 5 average rating, 147 reviews

Top guest favorite

The exterior of the cabin is shown, featuring rustic red wood siding and a welcoming front porch with a wooden railing. A sign reading 'Welcome' is positioned beside colorful flowers in planters, adding a lively touch to the setting.

Cabin in Manchester

The Cabin at Fox Hollow Haven

Located only 1 mile from Manchester and half a mile from the Federal Correction Institution, the Cabin is in a rural setting yet close to everything. PLEASE NOTE: The Cabin is adjacent to a KY State Highway Garage and there’s no guarantee you won’t hear some heavy equipment noise sometimes. WiFi is 100 mbps. The Mennonite Bakery is less than a mile down the road and the swinging bridges and river are also nearby. Hiking, biking, walking and four-wheeling are all within an easy drive.

4.98 out of 5 average rating, 190 reviews

Top guest favorite

The kitchen features a modern design with black and white checkered flooring. Stainless steel appliances, including a refrigerator and gas stove, are contrasted against sleek white cabinetry. Natural light enters through a large window, with a clean countertop providing ample workspace.

Home in Manchester

Visiting in the City of Manchester?

This newly freshened, mid-century home is located in the city limits of Manchester, KY, a Trail Town. It sits just a few hundred feet from the Salt Works Village and boat ramp to Goose Creek. It is a short walk or drive to one of our many swinging bridges, the Clay County Historical Society, and a number of restaurants, stores, and churches. A five minute drive can have you to the Federal Correctional Institute, AdventHealth Manchester Hospital, or Beech Creek Campground and Lake.

4.96 out of 5 average rating, 255 reviews

Top guest favorite

A charming two-story home features a white exterior complemented by dark shutters, creating a classic appeal. The sloped metal roof adds a modern touch. Green grass surrounds the property, while lush trees line the background, enhancing the serene environment.

Home in Manchester

The Weekender•3BR Historic Home | In Town |

Stay in the heart of Manchester in this charming 100+ year old home, steps from the Manchester Distillery rickhouse and 40 minutes from the nationally acclaimed Red River Gorge and Natural Bridge. Enjoy original hemlock walls, a bright sunporch, and walkable access to the iconic Pat's Snack Bar - live music, great bourbon, and the best cheeseburger in town. Work crews and families welcome! Historic charm meets modern comfort here. Come home to Manchester...and find your peace.

5.0 out of 5 average rating, 25 reviews

Top guest favorite

Home in London

(64)Farm Stay for Animal Lovers | Easy I-75 Access

A true farm stay experience — enjoy watching cows, goats, chickens, and more right outside your door. Perfect for relaxing, visiting family, and unwinding on the porch with peaceful country views. Evenings are especially special — animals often come out at sunset, making the front porch a favorite spot to relax and take photos. In the mornings, cows can usually be seen grazing in the back pasture. Just a short drive from I-75, yet quiet enough to feel like a true escape.

4.98 out of 5 average rating, 352 reviews

Top guest favorite

An aerial view showcases the condo situated near a spring-fed lake, surrounded by lush greenery and trees. A winding path leads to the lake, where a small beach area is visible. The landscape features a well-maintained lawn, with benches and recreational amenities nearby.

Condo in Gray

Sleeping Turtle Lake Overlook

This unit is a condo overlooking a beautiful spring-fed lake and a wonderful mountain background. Feel free to take a stroll around the property, and in the evening make a fire and roast marshmallows. This location is just over 11 miles off of I75. Close attractions include Cumberland Falls, Levi Jackson, Pine Mountain, Colonel Sanders Museum, Laurel Lake and more .This is a FORMER paylake. Please don't expect to fish, as the paylake is closed.

4.87 out of 5 average rating, 229 reviews

Superhost

A cozy living area features a futon with decorative pillows and wooden side tables. Soft lighting is provided by two lamps on either side, and large windows are draped with turquoise curtains that allow natural light to filter through. The wooden walls enhance the cabin feel.

Guesthouse in Manchester

Sycamore Hollow Guest House

Cute cabin in DB National Forest. 1 BR, LR, kitchen, loft, bath. Sleeps 4 to 6. Charcoal grill out back. WIFI, smart TV. Pet fee $50. Pet damage adds charges. No smoking inside, no parties, events. Gas oven is broken. Use toaster oven instead. Manually light gas burners. Door will be open for you. 8 miles from town & 20 miles from I-75 at London. Farm country, chickens crow. WIFI is NOKIA-7DAO. PW on a clip board by the router.

4.88 out of 5 average rating, 245 reviews

Top guest favorite

The tiny cabin is set amidst lush greenery, featuring a light blue roof and a welcoming porch. A gravel path leads to the front steps, surrounded by natural landscaping and rocks. Outdoor seating can be seen on the porch, enhancing the serene outdoor space.

Tiny home in Manchester

Tiny Cabin Home “Deer Meadow”

Take a break from technology and unwind in this relaxing setting. Only 5 minutes to town, this tiny cabin is on 184 privately owned acres with lots of land for hiking. A private driveway leads to this cabin where you can enjoy your morning coffee on the deck and see wildlife, such as deer and turkey. In the winter there is a hill next to the cabin for sledding. Perfect retreat for a couple or as a get away for a small family.

4.96 out of 5 average rating, 84 reviews

Top guest favorite

The exterior of the cottage features a welcoming yellow front door and a spacious porch adorned with hanging plants. Comfortable seating is arranged on the wooden deck, surrounded by vibrant greenery and flower pots, inviting relaxation in a serene natural setting.

Home in London

The Greenhouse Cottage

The Greenhouse Cottage is a cozy little spot nestled beside two greenhouses. It’s located off a main road in a rural setting making it easily accessible. The home sits directly between London and Corbin with just a 10 minute drive to either city. The cottage is also close to three different boat ramps on Laurel River Lake and is just a skip and a hop to the Daniel Boone National Forest filled with everything outdoors.

4.99 out of 5 average rating, 154 reviews

Superhost

Home in London

Cozy Kentucky Retreat w/ Fire Pit & Spacious Deck

Relax-N-Retreat is a four-bedroom home that sleeps ten and is nestled in the beautiful hills of London, KY. On the main level there is a master suite with a king bed and a private bath, another bedroom with a queen bed, a full bath, a cozy living area, and a kitchen stocked with the basics for your cooking and baking needs. In the lower level there are two bedrooms with queen beds, a kitchenette, and a full bathroom.

4.95 out of 5 average rating, 22 reviews

Top guest favorite

Wooden stairs lead to the entrance of a gray house, complemented by a railing for safety. A large cluster of dried grasses is positioned at the foot of the stairs, adding a natural element to the entryway.

Home in Annville

Gateway Cottage

Gateway Cottage is truly a Gateway to the wonders of Eastern Kentucky. Nestled in a quaint Kentucky town in the heart of Daniel Boone National Forest, Gateway Cottage is mere 30 miles from the Folk Arts and Crafts Capital of Kentucky - Berea. If hiking is more your speed, trail towns of McKee and Berea are within a 30 minute drive, while the National Natural Landmark of Red River Gorge is a an easy hour drive away.

4.93 out of 5 average rating, 74 reviews

Guest favorite

A charming two-story house features a sloped green metal roof and white siding. A brick chimney is visible on one side, with a welcoming front porch and lush greenery surrounding the property. The front yard includes a decorative flower pot by the entrance.

Home in Manchester

The Judge’s House

This beautiful home is located in downtown Manchester next to Rominger Funeral Home. We are located across from the Clay County Middle School. This has four bedrooms, one full bathroom, WiFi, television and more. Plenty of parking, garbage pickup and we do have a laundry room. We do provide bedding essentials as well as towels, washcloths, etc.

4.82 out of 5 average rating, 73 reviews