Holiday rentals in Manchester

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Top-rated holiday rentals in Manchester

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A modern single-story home is set against a backdrop of tall trees. The exterior features dark siding with a metal roof. A porch with seating is visible at the front, surrounded by a well-maintained lawn.

Home in London

‘The Hill’ Convenient & Comfy!

Your family will be close to everything when you stay at this centrally-located home. Just a stones throw off I-75 and only 4 minutes to St Joe’s Hospital. There are several restaurants and activities minutes from your driveway. Boasting 3 bedrooms and 2 full baths, The Hill comfortably accommodates 6 people. The fully equipped kitchen makes it easy to whip up a meal and the dining area is a great place to gather for grub or to play a game. We hope you consider The Hill for your next London stay

4.96 out of 5 average rating, 125 reviews

Top guest favourite

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-Hal Rogers Pkwy

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, 145 reviews

Top guest favourite

The exterior of the farmhouse displays a welcoming façade with a covered front porch, flanked by symmetrical shrubs and flower beds. A spacious lawn leads to the entrance, and the clear blue sky provides a bright backdrop to the structure.

Home in Tyner

The R & A Farmhouse- Near Flat Lick Falls

A newly renovated farmhouse is the perfect getaway for any large family or couple looking to slip away to a quiet family farm located in Jackson County, home of the Daniel Boone National Forest and 15 minutes away from Flat Lick Falls. We have 4 BR. The bathroom has a bathtub/shower combo. The living room has a couch, loveseat, recliner and smart tv. Free wifi. A full kitchen with all new appliances and a large dining area to accommodate a large family. Full size washer and dryer & central h&a.

4.99 out of 5 average rating, 154 reviews

Top guest favourite

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, 186 reviews

Top guest favourite

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, 250 reviews

Top guest favourite

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 favourite

Home in Irvine

Premium A-Frame • Hot Tub • Sauna • Pond & Animals

Private 58-acre A-Frame retreat in the Kentucky Appalachians with mountain views, a stocked fishing pond, hot tub, infrared sauna, fire pit, games, and rare farm animals. Meet Suffolk Punch draft horses, a Highland cow and calf, and Thoroughbreds by request. No TV by design, just nature, stillness, connection, and a true farm-stay experience. Sleeps 7. Designed for families, couples and friends seeking nature, privacy and unforgettable memories.

4.99 out of 5 average rating, 134 reviews

Guest favourite

Home in London

(52)Easy I-75 Access Clean 3BR With Extra Parking

Great for groups traveling together with space for multiple vehicles and easy access from I-75. Guests with larger setups are welcome to message for details. Plenty of space to stretch out — perfect for travelers, workers, or anyone with multiple vehicles or trailers. Clean, comfortable 3BR home with a large parking area for trucks and easy arrival. Relax on the porch with peaceful sunset views, with cows in the back and animals nearby.

4.97 out of 5 average rating, 424 reviews

Top guest favourite

Cabin in Annville

Cozy Cabin, Koi Pond and Fire Pit.

Escape to a peaceful Kentucky cabin surrounded by rolling farmland, beautiful sunrises and unforgettable sunsets. Perfect for couples or families, the cabin sleeps six and offers fast Wi-Fi, a cozy fireplace, an outdoor fire pit and all the comforts of home. Conveniently located near London, I-75 and Flat Lick Falls, the cabin makes a comfortable home base for exploring the area—or a relaxing getaway when you simply want to slow down.

5.0 out of 5 average rating, 39 reviews

Guest favourite

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, 83 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, 21 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.

Guest house 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.

4.88 out of 5 average rating, 244 reviews