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Holiday rentals in Flatwoods

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Top-rated holiday rentals in Flatwoods

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

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Guest favourite
Home in Portsmouth
4.98 out of 5 average rating, 120 reviews

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More

Welcome to Pink Dreams Cottage – a one-of-a-kind, fully renovated pink paradise! This gorgeous cottage was lovingly transformed by a father & daughter duo from an abandoned house to a picturesque pink cottage that’s perfect for your next getaway. Whether it’s a special occasion, a girls weekend, a romantic getaway, or a creative escape, this is the perfect place to make memories that will last a lifetime. Come experience the magic of Pink Dreams Cottage and make your pink dreams come true!

Top guest favourite
Home in Flatwoods
5.0 out of 5 average rating, 31 reviews

Indian Run Cottage • Flatwoods KY

Enjoy the perfect blend of comfort, privacy, convenience, and modern style in this 3 bedroom 2 bathroom home just minutes from shopping and dining in Flatwoods KY. Featuring a beautiful kitchen with breakfast bar, upgraded appliances and furnishings, and clean, cozy beds. This home includes a dedicated work space with sleeper sofa and the full dining table seats four. Step outside to your private backyard and patio, perfect for morning coffee, evening drinks, or simply enjoying the fresh air!

Guest favourite
An open concept living space features a sectional sofa with a coffee table, offering floor-to-ceiling windows that showcase city views. Modern kitchen appliances and a dining area with seating are visible. Sleek light fixtures enhance the welcoming atmosphere.
Loft in Ashland
4.95 out of 5 average rating, 383 reviews

Sky Loft on 10 . 2 bed . 2 bath + Modern luxuries

Lay your head in the clouds. Sky Loft on 10 is a brand new, state-of-the-art loft furnished with modern luxuries. It is conveniently located in the center of the city blocks away from downtown, Paramount Arts Center, KDMC, Central Park and the Ashland Town Center Mall. Tenth floor views and access to two private balconies provide stunning views of the city, riverfront and Tri-State area. Perfect for hosting or a relaxing getaway. Your next stay, retreat or celebration is just on the horizon.

Guest favourite
A wooden picnic table is set in a snowy area, adjacent to a gently flowing waterfall. Surrounding trees are bare, and rocky cliffs rise in the background, partially covered by snow. The scene conveys a serene natural setting.
Home in South Point
4.94 out of 5 average rating, 105 reviews

Secluded 75 ac Home, families /horses allowed

Secluded (dead end of the road ), tons of wildlife (deer, turkey and more) Several waterfalls on property! Tri-state area includes Ohio, West Virginia and Kentucky…house is 15mins from all 3! Sleeps 12-14 6 bedrooms , 2 1/2 baths , couch/queen bed in additional room off kitchen. and a couch in the living room. Property is on 75 acres with barn. One of the waterfalls has a picnic area and bridge. Great Retreat property…camping, fields for sports, youth retreats… endless versatility options.

Guest favourite
The exterior of a charming house is displayed, featuring a combination of stone and siding. A covered parking area is visible alongside the driveway. Lush greenery and well-maintained landscaping surround the property, and the clear blue sky adds to the inviting atmosphere.
Home in Ashland
4.85 out of 5 average rating, 105 reviews

More on Moore Street!

Your family will be close to everything when you stay at our centrally-located 3 bed 2 bath house with LARGE fenced in back yard. Fully stocked kitchen awaits you, but the local restaurants and activities may keep you from the kitchen. 12” memory foam mattresses in each bedroom, 75” smartTV in living room, & 55” smart TVs in all bedrooms. Washer and dryer also! Town Center Mall, Central Park, and the Paramount nearby. Sandy’s Gaming and Rush Off-road in the area. Within 15 min of WV & OH!

Top guest favourite
The exterior of a red brick home is depicted, featuring a sloping gray roof and a driveway leading to a garage. An American flag is displayed outside, complemented by a neat garden of colorful flowers and lush greenery flanking the entrance.
Guest suite in Ashland
4.99 out of 5 average rating, 179 reviews

Cozy, newly remodeled, extra large 2 bdrm basement

Beautiful home in a very nice, quiet neighborhood. Close to downtown Ashland (3 miles) and I-64 (5 miles). This is a full size newly remodeled basement with it's own outside entrance. Great host and great setting. Access to the beautiful back yard, kids gym, gazebo, grill and covered patio. The basement has large windows in the bedrooms and queen beds. Located 8 minutes from King’s Daughters Hospital and 30 minutes from Huntington, WV hospitals. Long term travel workers welcome.

Top guest favourite
A comfortable living area features a dark sectional sofa and two reclining chairs. A wooden coffee table is centered on a patterned area rug. Natural light enters through a window with wooden blinds, while a television rests on a side table opposite the seating arrangement.
Home in Raceland
5.0 out of 5 average rating, 79 reviews

Cozy house located in the woods

It may feel like the country, but it's only 5 miles from Ashland KY and 20 minutes from Shawnee State University. Plenty of parking if you plan on visiting Rush Off Road which is just 20 miles away! If you want to try and hit it big at Sandy's casino you are only 13 miles away! Wake up to deer in the yard and enjoy a cup of coffee or a relaxing dinner on your beautiful deck with screened in sunroom. Our home is across the street so if you need anything during your stay let us know!

Top guest favourite
Home in Greenup
4.98 out of 5 average rating, 54 reviews

Victorian Home in Greenup

Whether you are traveling alone or with the whole family, this great place built in 1870 has been completely re-done with lots of room for fun. Enjoy all the comforts of home and explore all that Greenup has to offer within walking distance. There are several festivals including Old Fashion Days, the county fair and spectacular 4th of July fireworks. The city also has a great library with a large genealogy section, a city park with a pickleball court and a boat ramp for river access.

Guest favourite
A spacious living area is filled with natural light, featuring a comfortable leather sofa and armchair. A wood coffee table sits in the center, with decorative items placed atop it. A tall floor lamp and a potted plant add warmth, complemented by a soft area rug.
Flat in Ashland
4.97 out of 5 average rating, 119 reviews

Blanc Space - South Ashland

Welcome to Blanc Space A bright & modern apartment in historic South Ashland building. A balanced blend of style and convenience with a vintage touch. Our space is designed with your relaxation in mind, airy & spacious interiors, flooded with natural light, creating a serene ambience throughout. Located just minutes from downtown, you'll have easy access to: -shops -dining -local festivities -The Paramount Arts Center -Kings Daughters Hospital We can't wait to welcome you!

Guest favourite
The exterior of the house is showcased during dusk, with warm, glowing lights adorning the porch. Wooden steps lead up to the entry, surrounded by a lawn and trees in the background. Power lines and a satellite dish are visible, complementing the structure.
Home in Flatwoods
4.93 out of 5 average rating, 80 reviews

Clean and Cozy Cottage

Relax in the heart of Flatwoods with this two bedroom one bath home located on residential dead end street. Two bedrooms with two full beds, one bed being adjustable with massage feature. The kitchen includes a refrigerator, washer and dryer, Keurig, coffee maker, microwave, icemaker, and all of the pots, pans, dishes you would ever need to feed yourself or your family. There are two parking spots available, directly in front of the home and across the street. Whole house access.

Top guest favourite
A living room space features a brown sectional couch positioned around an extendable coffee table. Sunlight filters through windows adorned with white blinds, and a ceiling fan provides ventilation. Wall decor includes welcome signs and decorative metal wall art.
Home in Ashland
4.96 out of 5 average rating, 190 reviews

Roosevelt Retreat - 2BR, 2 Bath Craftsman

Charming, updated Craftsman in South Ashland which is 1 of 2 on the property (home located at the front of the property). You will find a 2 bedroom (1 king, 1 full bed/1 xl twin bed), 2 bath (one bathroom contains the washer and dryer), fully furnished kitchen, living room with sectional, and 3 flat-screen smart TV's. This is a quiet, residential neighborhood within a 10-minute walk of Putnam Stadium and a 5 -minute drive to downtown. NO SMOKING - NO ANIMALS

Top guest favourite
An enclosed deck offers a serene view of the Ohio River at sunset, with vibrant colors reflecting off the water. Comfortable seating arrangements invite relaxation, while a prominent bridge is visible in the background, enhancing the scenic atmosphere.
Apartment in Russell
4.98 out of 5 average rating, 101 reviews

RiverSuite1-Experience the view w/a group of 10+

Relax by the river in this beautiful space that showcases a huge living room with a panoramic view of the Ohio River & Bridge. Walkout onto the enormous, covered deck to relax while you take in the mesmerizing view. Located less than a 1/2 mile away from the Downtown (DTR) where you can stroll along historic brick streets as you dine and shop at several unique spots. The view is often said to rival the world’s most beloved views.

Popular amenities for Flatwoods holiday rentals