Holiday houses in Chesapeake

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Top-rated holiday rentals in Chesapeake

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

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Top Guest favourite
A spacious bed is framed by warm wooden paneling, with a light gray bedspread and decorative pillows. A warm blanket is neatly folded at the foot of the bed. Two bedside tables with lamps are placed on either side, complemented by wall art above the bed.
Apartment in Huntington
4.89 out of 5 average rating, 167 reviews

Riverview Retreat

At this great location you can see barges loaded with coal/stone/etc go by on the river. The deck directly overlooks the Ohio River. This upstairs apt provides all the comforts of home including full kitchen and laundry room. Within walking distance to St. Mary's Medical Center as well as to a small park offering basketball & tennis courts, a playground and walking path. On the flat of Huntington allowing easy access by car or bike. Location is peaceful and quiet. Off street parking included.

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
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, 384 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.

Superhost
A cozy living area is showcased with a plush gray sofa accented by yellow cushions. A modern chandelier hangs above, while a decorative coffee table centers the room. Light streams through large windows, illuminating the fireplace and welcoming ambiance.
Apartment in Huntington
4.89 out of 5 average rating, 183 reviews

Boutique Aparthotel | Bold & Gold | Comfort Extras

An elevated space honoring its history while offering modern comfort. ✨Newer appliances, HVAC, washer/dryer ✨2 TVs, incl portable 55” - for gaming ✨2 Secure bike racks ✨Boot dryer, high chair, coffee & tea bar ✨Original floors, tub, fireplace, trim; Large porch ✨Adjacent to restaurants, grocery & convenience stores ✨Walk 1 mile to Arena, shopping, movies, riverfront & parks ✨7 mins from Marshall, <10 mins from hospitals ✨2 Dogs permitted. fee/pet/per night 💡Dining area can be 3rd bedroom

Top Guest favourite
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
4.98 out of 5 average rating, 102 reviews

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.

Guest favourite
A spacious two-story home is set in a lush, green landscape. The exterior features white siding with blue shutters and a symmetrical arrangement of windows. A welcoming front porch is complemented by neatly trimmed shrubs and trees, while a two-car garage is visible on the right.
Home in Barboursville
4.91 out of 5 average rating, 230 reviews

Mountain State Getaway | 6BR • Sleeps 16+

Why book separate hotel rooms when your group can stay together? Mountain State Getaway offers approximately 4,000 sq. ft. with 6 bedrooms and 3.5 bathrooms—ideal for families, reunions, wedding groups, sporting events and Marshall visits. Enjoy spacious kitchen and dining areas, multiple gathering spaces, a game room, sunroom and large furnished deck with grill. Located in a quiet Barboursville neighborhood near dining, shopping, Barboursville Park, Huntington and Marshall University.

Guest favourite
A welcoming living room is presented, featuring a spacious light-colored sofa, a wooden coffee table, and a TV mounted on the wall. A warm glow emanates from a nearby lamp, illuminating artwork on the walls. An open doorway reveals a dining area with stools and a table.
Home in Huntington
4.95 out of 5 average rating, 152 reviews

Entire house 1.5 miles from I-64 The Hemlock House

The Hemlock House is a newly restored 1920's era home nestled on 3 wooded acres just outside of town with no houses within 500 ft in any direction. It is conveintly located just 1.5 miles south of I-64 at exit 11. 3.5 miles from downtown Huntington. Great stop for travelers, sporting events, groups, Marshall football, soccer, track, Hospital, or events. Private and level parking for two at the house and large rv/trailer parking at the entrance. Private, safe, no neighbors, and clean.

Top Guest favourite
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
4.98 out of 5 average rating, 133 reviews

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!

Guest favourite
A spacious lodge sits nestled among tall trees in a serene wooded area. The structure features a broad porch and is surrounded by a well-maintained lawn, enhancing the sense of privacy and tranquility offered by the property.
Home in Crown City
4.98 out of 5 average rating, 162 reviews

The Hunting Lodge @ Circle T Ranch

** Attention Hunters: Rates shown are not hunting rates: Please inquire for late-season (January) hunting rates. Thank you** ________ For over five years The Lodge has attracted travelers in need of rest, due to our close proximity off St. Rt. 7 and the US 35 corridor ( if eastbound use Rio Grande/St. Rt. 335 S exit - if westbound use Gallipolis/St. Rt. 7 S exit) and has hosted multiple employment bookings - for the complete solitude required for rest. ( Description cont. below ⬇️)

Guest favourite
A cozy kitchen area is visible, featuring wooden cabinetry and a counter space with two iron bar stools. Natural light enters through a window, highlighting the inviting atmosphere. An adjoining door leads to the entrance, while a simple lamp and decorative items enhance the space.
Guesthouse in Huntington
4.95 out of 5 average rating, 1099 reviews

Cozy 1 bedroom small house/apt

Welcome ! We are within short driving distance to: Marshall University, Cabell Huntington Hospital or St. Mary's, the Huntington Mall. The apartment is small, quaint and cozy, offers a full kitchen, & comfy bed. Because we live close to a highway and railroad, there is some traffic noise at times. Our driveway parking is inclined, and we are also located on a bus line. The Wi-Fi is ready & this a pet-friendly stay! 🐶 Voted Most Desired AirBnB in Huntington in 2018!

Top Guest favourite
Home in Huntington
5.0 out of 5 average rating, 32 reviews

The Park House A 5 Bedroom Retreat w/Game Room &

Step into luxury at The Park House by Nest & Bloom Properties - a newly renovated 100-year-old home in Huntington, West Virginia. This 5-bed, 3.5-bath retreat sleeps 10 and features a designer kitchen, game room, formal dining room, and modern updates throughout. Unwind by the fire pit or stroll to Ritter Park. Minutes from downtown, hospitals, and Marshall University - perfect for elegant stays with timeless charm. 🌿

Top Guest favourite
Townhouse in Chesapeake
4.94 out of 5 average rating, 64 reviews

2BR 1.5 BA Townhouse with Riverviews

Location, Location, Location! Close proximity to St. Mary's/Cabell/Huntington hospitals, Three Gables Surgery Center, Marshall University, Marshall Health Arena, shopping, etc. while being outside of the city. Located between Chesapeake and Proctorville, Ohio. 5 minutes to downtown Huntington. 25 minutes to downtown Ashland, KY and Sandy's Casino. Relax on the back decks and enjoy the views of the Ohio River.

Popular amenities for Chesapeake holiday rentals