Vacation rentals in Chesapeake

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Popular amenities for Chesapeake vacation rentals

Stay near Chesapeake's top sights

Marshall University19 locals recommend
Pullman Square14 locals recommend
Bahnhof WVrsthaus & Biergarten13 locals recommend
Black Sheep Burrito & Brews13 locals recommend
Taste of Asia10 locals recommend
The Peddler9 locals recommend

Other great vacation rentals in Chesapeake

Guest favorite
A spacious covered porch is shown, featuring two comfortable rocking chairs with floral cushions. The wooden railing offers an unobstructed view of the surrounding greenery, while a grill is positioned nearby for outdoor cooking. Natural light brightens the area, enhancing its inviting presence.
Cabin in Greenup
4.95 out of 5 average rating, 75 reviews

Hickory House - 3 bedroom, open and spacious

SarahRating, 5 stars3 days ago
Love this little cabin. so peaceful and quiet. The locals were very friendly. Plenty of room outside for the dog to run and play.
Superhost
Home in Rush
4.73 out of 5 average rating, 81 reviews

Rush Retreat

MelissaRating, 5 stars3 weeks ago
This was a great little secluded place. We came for a funeral and Sal was very responsive. The bathroom wasn’t clean and there was hair in the shower but everything else was suitable. I would recommend!
Top guest favorite
A charming house with a steep driveway is framed by lush greenery, illuminated by soft sunlight. Colorful hanging planters with pink flowers are positioned in the foreground, while a white dog is seen exploring the grassy area beside the gravel path leading to the garage.
Home in Chesapeake
4.96 out of 5 average rating, 56 reviews

Mountain Chalet

JessicaRating, 5 stars3 days ago
Rhonda’s chalet was so tidy and cute, and she made us feel right at home. There were plenty of helpful amenities and she communicated with us clearly and quickly. She was very accommodating. The views were gorgeous and the space was cozy. I would definitely stay here again.
Top guest favorite
The cabin showcases a rustic design with wooden siding and a sloped metal roof, set against a lush green backdrop of trees. A gravel driveway leads to the front porch, which features two doors, while a small garden area adds to the outdoor charm.
Cabin in Catlettsburg
4.99 out of 5 average rating, 229 reviews

The Cozy Cabin

BenRating, 5 stars1 month ago
We had a really nice and relaxing time at the cozy cabin. Myself and 2 kids. It could comfortably accommodate more. Just the right amount of space that we spent time together, but didn’t feel like we were packed. Nice and quiet and the hosts were terrific.
Guest favorite
A spacious lawn is framed by a wooden fence, leading to a charming farmhouse in the distance. Several tall trees provide shade, while a stone well adds rustic character to the landscape. A quiet pathway runs alongside the property, inviting leisurely strolls.
Cottage in Huntington
4.88 out of 5 average rating, 57 reviews

Cheerful 3-bedroom farmhouse with room to roam.

JamieRating, 5 stars1 week ago
The house is just as described. The area is very quiet but is close to shopping and restaurants. There is a very friendly dog that likes to come over and hang out. I would stay again.
Superhost
A bright kitchen features white cabinetry and a spacious sink. Natural light filters through two windows adorned with yellow curtains. Counter space is utilized for cooking essentials, and a small dining table is present next to a modern refrigerator.
Apartment in Huntington
4.86 out of 5 average rating, 7 reviews

Tree House Detached Apartment

JeremiahRating, 5 stars11 months ago
I stayed here for one month, and it was worth it. The washer and dryer were very convenient. It was stocked with shampoo, bodywash, conditioner, and kitchen supplies. It also came with a water purifier which came in handy. The hosts were helpful and always ready to help if you need it.
Guest favorite
A peaceful pond view is framed by a lush forest of green trees. Surrounding the water, four red chairs are arranged in a semi-circle around a central fire pit, inviting relaxation and connection with nature.
Home in Kenova
4.95 out of 5 average rating, 177 reviews

Secluded Home with Pond-Front View on 40 Acres

LawrenceRating, 5 stars2 weeks ago
This place was exactly as it was described. Great place for the family to hang out and be together. planning on coming back. Thanks to Arvin for making this wonderful place available to our family.
Guest favorite
The exterior view of the home showcases a spacious backyard framed by a wooden fence. A large deck with seating is visible, along with lush green grass and a shade tree. The house features multiple windows and a charming two-story layout.
Home in Barboursville
4.91 out of 5 average rating, 198 reviews

Mountain State Getaway

RickRating, 5 stars1 week ago
We had a bunch from 2 to 72. Plenty of beds. House was huge with large bedrooms. Nobody got in anyone elses way. And the huge kitchen was great for preparing big meals. Deran was very proactive and very responsive. This goes on the 'We'd do it again list'.

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