
Holiday rentals in Chesapeake
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Top-rated holiday rentals in Chesapeake
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Cozy Hideaway, 2 Mins to Ritter! No Cleaning Fee!
Welcome to your charming home away from home in Huntington, WV! Our recently renovated 1-bedroom apartment is nestled in a quiet neighborhood, just 2-minute away from the lush greenery of Ritter Park. Our space includes a full bed & sofa bed, perfect for 3 adults or 2 adults & 2 kids—a family-friendly haven or a cozy couples retreat. Enjoy modern amenities, including a fully equipped kitchen with all the essentials, in a peaceful neighborhood that offers serenity while close to downtown's buzz.
4.94 out of 5 average rating, 125 reviews
Suite on Sunset Ridge, 26 acres and a small pond.
This remodeled suite, located on the back half of a duplex home, faces our wooded 26 acre lot and short walk to a small pond. It has 2 porches with their own private entrance. This suite has an open area that has a king bedroom, kitchen, dining and living room, 1 full bathroom and a laundry room. Has an additional bedroom that has a full bed, its own tv and locking door. This property is within 15 minutes from 2 major hospitals, Marshall University, downtown Huntington and the Huntington Mall.
4.94 out of 5 average rating, 221 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.
4.94 out of 5 average rating, 105 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
4.89 out of 5 average rating, 183 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.
4.98 out of 5 average rating, 101 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.
4.91 out of 5 average rating, 230 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!
4.98 out of 5 average rating, 132 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!
4.95 out of 5 average rating, 1097 reviews
Huntington Modern History - 4BD, MU, DT, St Mary's
Step into a perfect blend of historic charm and modern comfort in this beautifully updated 1920s home. Located just 1 mile from Marshall University and Joan C. Edwards Stadium, 1/2 mile from the Soccer Complex and St. Mary's Medical Center, this 4BR retreat is ideal for families, professionals, and sports fans alike. Whether you're here for a game, a visit, or just passing through, we invite you to settle in and enjoy the warmth and convenience of this updated historic home.
4.95 out of 5 average rating, 41 reviews
Entire Guesthouse 2 minutes from I-64
Hello, Our guest house is very private, quiet, cozy, secure and exceptionally clean. A great couples retreat with 2+miles of hiking trails and a vast space for outdoor activities and wildlife viewing. The beds are comfortable and the heat and air conditioning are great. We have all the amenities...all linens are furnished. There is a washer, dryer, iron and hair dryer and detergent. We are nestled on over 100 acres of land and are 1000 feet from the nearest highway.
4.94 out of 5 average rating, 263 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.
4.94 out of 5 average rating, 64 reviews
Frontier Suite at St. George Flats
Newly updated! Welcome to the Frontier Suite—a freshly renovated 1-bed retreat featuring cozy Western-inspired decor and rustic charm. Located on the first floor with a private entrance, this unit offers a bright living room, dedicated dining area, full kitchen, and a restful bedroom with rustic accents. Enjoy modern comforts, stylish finishes, and a character-rich stay designed for complete relaxation.
4.93 out of 5 average rating, 183 reviewsPopular amenities for Chesapeake holiday rentals
Other great holiday rentals in Chesapeake

The Park House A 5 Bedroom Retreat w/Game Room &
5.0 out of 5 average rating, 32 reviews
Cozy Hilltop Cottage
4.9 out of 5 average rating, 49 reviews
WV Hobby Farm
4.95 out of 5 average rating, 78 reviews
1 mile to Cabell Hunt. Hospital, 2 mi. to Marshall
4.96 out of 5 average rating, 57 reviews
A Westmoreland Gem
5.0 out of 5 average rating, 4 reviews
Huntington Hideaway
4.88 out of 5 average rating, 25 reviews
Luxury Cottage: Marshall, St. Mary’s, Downtown
4.95 out of 5 average rating, 57 reviews
Ritter Park Guesthouse
4.89 out of 5 average rating, 28 reviewsDestinations to explore
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