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, 74 reviews

Hickory House - 3 bedroom, open and spacious

JocelynRating, 5 stars5 months ago
Great place to stay. Clean and comfortable. Beautiful surroundings. My family and I will definitely be back!
Superhost
Home in Rush
4.73 out of 5 average rating, 81 reviews

Rush Retreat

MelissaRating, 5 stars2 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, 55 reviews

Mountain Chalet

JamesRating, 5 stars5 days ago
Super respectful and kind lady, the place was absolutely amazing. Looked put over the town and had a great view of the sunset. I loved the space and the availability
Top guest favorite
A wooden front porch features two rocking chairs and a small table. The entrance displays a white door with a decorative welcome sign. Lush greenery surrounds the area, providing a serene backdrop for relaxation.
Cabin in Catlettsburg
4.99 out of 5 average rating, 229 reviews

The Cozy Cabin

BenRating, 5 stars3 weeks 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
Cottage in Huntington
4.88 out of 5 average rating, 57 reviews

Cheerful 3-bedroom farmhouse with room to roam.

JamieRating, 5 stars6 days 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 stars10 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, 176 reviews

Secluded Home with Pond-Front View on 40 Acres

NicholeRating, 5 stars3 weeks ago
This is our second time staying and we will be back! The house is clean, welcoming and beautiful. So peaceful and secluded yet 6 minutes away from anything you might need at the DG. The perfect home away from home!
Guest favorite
An outdoor deck is highlighted by a foosball table positioned at its center. Surrounding the table are wooden seating areas, with lush green grass visible in the background, creating a spacious and inviting environment for outdoor gatherings.
Home in Barboursville
4.91 out of 5 average rating, 196 reviews

Mountain State Getaway

LindaRating, 5 stars1 month ago
This was our second stay at Deran's spacious home and we enjoyed it just as much this time as we did the first! He's a very responsive host and communication with him was super easy. This home is large and is perfect for the family get togethers we've had there. Restaurants, grocery stores, drug stores, etc. are all close by and easy to find. The addition of the murphy bed and walk-in shower made our stay much easier for my 96-year-old mother. We'll hope to stay again if Deran will have us!

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