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House vacation rentals in Olive Hill

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Top-rated house rentals in Olive Hill

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Guest favorite
Home in Portsmouth

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!

LocationValueCheck-in

4.98 out of 5 average rating, 121 reviews
Guest favorite
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

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.

LocationFamilyOutdoor spaces

4.94 out of 5 average rating, 105 reviews
Top guest favorite
A cozy living area is highlighted by a gray armchair positioned near a decorative stone fireplace. A television is mounted above the mantle, and a small dining table is visible nearby. Natural light is softly filtered through sheer curtains.
Home in Huntington

The cozy cottage

The cozy cottage is on the south facing slope in the foothills of the Appalachian mountains. It’s .5 mile from I-64 but feels much more rural than the convenient 7 minute drive to downtown Huntington. Its location on the outskirts of the city makes for nice relaxing evenings with the convenience of still being close. The master bedroom has a tv and queen size bed. The spare bedroom has a tv and full size bed. The living room has a tv, dvd player, and queen size pull out sleeper sofa.

ValueLocationAmenities

4.98 out of 5 average rating, 101 reviews
Top guest favorite
Home in Russell

River & Bridge view - HotTub, CoolingTub & MistFan

Enjoy a hot-tub, cooling tub and misting fan during the summer. The river & bridge views are magical & soothing to the soul. Make your way into the backyard & you will quickly forget that you are in an Eastern KY residential area. It’s often stated by our guests that the view rivals some of the top landscapes & city skyline from around the world. You can walk to downtown Russell & enjoy shopping, great food & tasty drinks. Only a few mins from Ashland KY & 20 mins to Huntington, WV

ValueLocationView

4.98 out of 5 average rating, 420 reviews
Top guest favorite
Home in Manchester

River Front Oasis Relax and Unwind w/ Hot Tub

Welcome to our fully renovated rustic retreat nestled on the scenic Ohio River. This 3 bed, 2 bath house is located on 10 acres of breathtaking riverfront property. Enjoy fishing and boating right from your doorstep, then unwind in the inviting hot tub. Gather around the cozy fire pit as you take in the tranquil views. Perfect for nature lovers seeking an unforgettable getaway.***Guest and pet number affects pricing. Ensure you have the correct number of guests and pets before booking.

ValueLocationSleep quality

4.95 out of 5 average rating, 149 reviews
Top guest favorite
The living room features dark green walls that frame a cozy space. A fireplace with a decorative screen sits centrally, surrounded by built-in shelves. A wooden chair and a modern orange chair offer seating options, with a colorful area rug adding warmth to the hardwood floor.
Home in Huntington

Charming 2BR Home - Marshall U & Local Attractions

Welcome to our charming 2BR Huntington home, perfect for 4 guests! Enjoy modern comforts: Wi-Fi, 50-55” Roku TVs, and a fully equipped kitchen with a unique 48" gas range. Relax in our cozy living space with an electric fireplace, or explore the area, minutes from Marshall University, local parks, and attractions. Our pet-friendly home features a quaint front porch, fenced backyard, and convenient parking. Experience local charm, modern amenities, and easy access to Huntington's best!

LocationValueLaundry

4.98 out of 5 average rating, 132 reviews
Top guest favorite
The cottage's exterior is characterized by a welcoming porch featuring rocking chairs and a bench. Black star accents adorn the light-colored siding, framed by green grass and trees. Large windows invite natural light, enhancing the view of the surrounding fields.
Home in Morehead

Sunset Cottage

Sunset Cottage is located among the farms and fields of Morehead, KY. Conveniently situated off of I-64, within 10 min. of Cave Run Lake, App Harvest, Ind. Stave Co., and MSU. This newly remodeled 2-bedroom home has 1 queen, 1 full, & 1 twin bed. A quaint living room with an elec. fireplace, full kitchen, dining area, washer/dryer & an outdoor space that includes a gas grill and fire pit. There is plenty of room to park your boat and a porch to relax and enjoy the beautiful sunset

FamilyValueWifi

5.0 out of 5 average rating, 138 reviews
Top guest favorite
A spacious studio retreat features a king bed with white linens, accompanied by a modern gray sofa. Natural light enters through large windows, while a stylish black accent wall adds depth. A small glass table and potted plant complete the inviting ambiance.
Home in Morehead

Studio, clean, new, fireplace, Downtown Morehead

Brand new, beautifully finished and furnished studio retreat in downtown Morehead! Exactly 1 mile to the campus of Morehead State University and only a few blocks from UK St. Claire Hospital. Large custom tile shower, fully stocked kitchen, fireplace, washer and dryer in unit, comfy king bed! If this is booked, check out our other listing, right next door! It has blue shiplap behind the bed in the listing photo! Or contact me and I’ll set you up! :)

ValueLocationCheck-in

4.96 out of 5 average rating, 110 reviews
Top guest favorite
Home in Wellington

Romantic Cabin with Waterfall & Treehouse

Romantic retreat in the heart of Daniel Boone National Forest, located on 2 acres of private woods. The Waterfall Haven cabin has a gorgeous waterfall that can be heard and viewed from the back deck (during seasons of rain).The cabin is situated only 4 miles away from gorgeous Cave Run Lake and 40 minutes from Red River Gorge, KY. Enjoy the cozy 2 bedroom/ 1 bath with a spacious downstairs living room for movie night in front of the gas fireplace.

FamilyLocationCheckout

4.99 out of 5 average rating, 101 reviews
Top guest favorite
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.

LocationFamilyBreakfast

4.99 out of 5 average rating, 134 reviews
Guest favorite
The mansion is embraced by lush greenery, situated on a gently sloping landscape. A winding driveway leads to the property, which features multiple roof lines and a combination of stone and siding exteriors. Surrounding trees enhance the secluded feel of this tranquil retreat.
Home in Blaine

Hidden Acres Escape: A Bluegrass Retreat

Escape to our hidden gem tucked among the rolling hills of Blaine, KY. This secluded estate spans 200 scenic acres, offering solitude for those who crave true peace. Immerse yourself in nature’s beauty, unwind in the indoor pool, and bask in the luxury of a sprawling mansion. Whether you’re exploring miles of trails or savoring quiet moments overlooking lush vistas, discover an unforgettable sanctuary where nature and comfort unite.

FamilyValueWifi

4.82 out of 5 average rating, 147 reviews
Guest favorite
The exterior of Shady Pines Inn is visible, featuring a one-story brick structure surrounded by lush greenery. Sunlight filters through the leaves of trees, highlighting the manicured lawn and a wooden storage unit positioned near the side of the house.
Home in Morehead

Shady Pines Inn Ideal for Cave Run MSU Sheltowee

Shady Pines Inn is a vacation rental located .7 mile from Exit 133 off interstate 64. Ten minutes to Cave Run Lake and Morehead. 3 bedrooms, king, queen & 2 twin beds, 2 new cots with memory foam toppers. 1.5 baths,living room with 2 couches & 3 chairs. Full kitchen, accessible tub/shower. Snacks, cereal/granola bars, oatmeal, donuts, bread, bagels, local eggs, coffee, tea. Any combination of these items will be offered.

ValueLocationAir conditioning

4.92 out of 5 average rating, 214 reviews

Popular amenities for Olive Hill house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
A sunroom features multiple white wicker seating arrangements, providing comfortable spots for relaxation. Natural light floods the space through large windows, highlighting the blue walls and light wooden flooring. Decorative trim with a floral pattern adds a soft touch to the inviting atmosphere.
Home in Quincy

Mamaw’s Place

LocationValueDecor

4.85 out of 5 average rating, 54 reviews
Top guest favorite
Home in Clay City

Mountain Retreat | Pool, Pond, Views & Wi-Fi

LocationFamilyWifi

4.87 out of 5 average rating, 23 reviews
Guest favorite
A vibrant inflatable float rests in the center of a clear blue swimming pool. Lush green trees surround the property, providing a natural backdrop to the spacious cabin visible in the distance. Colorful lounge chairs and umbrellas are set up around the pool area.
Home in Stanton

Pool - Hot Tub - Theater - Arcade - Mural - RRG

FamilyLocationNearby

4.93 out of 5 average rating, 69 reviews
Guest favorite
A charming two-story country home is set on a gently sloping lawn, featuring a red front door and several windows that allow natural light. Green shrubs and grass surround the entrance, complemented by a clear blue sky overhead.
Home in Sharpsburg

Firethorn’s Hilltop Haven

ValueLocationCleanliness

4.97 out of 5 average rating, 29 reviews
Top guest favorite
Home in Zoe

Cowboy pool, Hot Tub, Sauna | A Reset Retreat.

FamilyLocationCheckout

5.0 out of 5 average rating, 32 reviews
Top guest favorite
Home in Stanton

Red House Retreat-unique getaway-pool-patio-quiet

LocationFamilyCheckout

4.95 out of 5 average rating, 59 reviews
Guest favorite
Home in Stanton

Heated Pool! Hatton Hideaway at Red River Gorge

FamilyLocationIndoor spaces

4.91 out of 5 average rating, 34 reviews
Superhost
A two-story cabin is nestled among lush greenery, with a covered porch extending along the front. The exterior features light siding with multiple windows allowing natural light. A well-maintained lawn surrounds the cabin, complemented by trees and shrubs that enhance the serene setting.
Home in Huntington

Hollyberry Inn at Heritage Farm

ValueLocationTV

4.82 out of 5 average rating, 17 reviews

Weekly house rentals

Guest favorite
An outdoor fire pit is surrounded by several wooden chairs, set on a lush green lawn. The lodge's exterior features multiple flags and is visible in the background against a vibrant sunset sky with soft purple and pink hues.
Home in Aberdeen

Minton Lodge - Relax, Rewind, Enjoy!

ValueFamilyCheck-in

4.97 out of 5 average rating, 144 reviews
Top guest favorite
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

Roosevelt Retreat - 2BR, 2 Bath Craftsman

ValueFamilyBackyard

4.96 out of 5 average rating, 190 reviews
Top guest favorite
A charming cottage exterior is displayed, featuring a welcoming red door and a covered entryway. Lush green grass frames the path leading to the steps, while landscaped shrubs add texture. The surrounding neighborhood showcases other homes on a gently sloping hill.
Home in Portsmouth

Panda Palace

LocationFamilyQuiet

4.96 out of 5 average rating, 111 reviews
Guest favorite
The welcoming porch features a classic white rocking chair and a vintage yellow bicycle. A potted yellow plant and two colorful flower arrangements add charm. The door is adorned with a seasonal wreath, enhancing the friendly exterior.
Home in Ashland

Hampton Cottage

LocationFamilyWalkability

4.9 out of 5 average rating, 364 reviews
Top guest favorite
The large A-frame house is nestled within a lush green landscape, surrounded by mature trees. The structure features a prominent front deck with ample windows, allowing natural light to fill the interior. A spacious lawn extends from the house, inviting relaxation in the serene country setting.
Home in Olive Hill

A Frame of Mind

LocationValueHeating

4.92 out of 5 average rating, 48 reviews
Top guest favorite
A welcoming porch features a wooden deck with a checkered tablecloth on a table, surrounded by chairs. Two patterned rugs define the seating area, while decorative elements like flowers and a small table with a lamp add character to the space.
Home in Morehead

Home

ValueFamilySleep quality

4.91 out of 5 average rating, 94 reviews
Top guest favorite
Home in Elliott County

Sunny’s view!

ValueLocationIndoor spaces

5.0 out of 5 average rating, 11 reviews
Guest favorite
A cozy living room features plush seating arrangements with two recliners and a comfortable sofa. Soft lighting is provided by floor lamps and string lights, illuminating the wooden walls and a brick fireplace. Large windows allow natural light to fill the space, creating a welcoming ambiance.
Home in Grayson

Spacious Family Home w/ Fireplace & Fire Pit

LocationFamilyIndoor spaces

4.92 out of 5 average rating, 37 reviews

Private house rentals

Guest favorite
Home in Vanceburg

Recently Remodeled 2 Bedroom on the Ohio River

FamilyLocationDecor

4.9 out of 5 average rating, 40 reviews
Top guest favorite
The exterior of a historic distillery building from the 1860s is shown, featuring exposed brick walls and a neatly maintained façade. Two stories of windows are framed by wooden accents, and an inviting entrance is flanked by stone pillars, contributing to the building's historical charm.
Home in Flemingsburg

1860's building brought to life

FamilyValueIndoor spaces

5.0 out of 5 average rating, 61 reviews
Top guest favorite
An outdoor firepit area is surrounded by four black Adirondack chairs, placed on a bed of small gravel stones. Decorative lights are strung overhead, creating a cozy atmosphere. The horizon displays a picturesque sunset over a lush green lawn, framed by trees and an open field.
Home in Flemingsburg

Red Bird Estates

LocationFamilyCheck-in

5.0 out of 5 average rating, 68 reviews
Top guest favorite
Home in Wellington

Home Away From Home Escape at Cave Run Lake

ValueFamilyBeach

4.92 out of 5 average rating, 26 reviews
Top guest favorite
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

Cozy house located in the woods

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 79 reviews
Top guest favorite
The exterior view showcases a two-story country farmhouse with a dark roof and stone accents. A spacious driveway leads up to the house, bordered by manicured shrubs and green lawns. Surrounding trees provide natural greenery, enhancing the peaceful rural setting.
Home in Franklin Furnace

Country Farm House

LocationFamilyHospitality

4.99 out of 5 average rating, 77 reviews
Top guest favorite
Home in Ashland

A house that's not too big and not too little!

LocationLaundryIndoor spaces

4.97 out of 5 average rating, 29 reviews
Top guest favorite
Home in Morehead

House in Morehead

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 27 reviews