Vacation rentals in Chesapeake

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Top-rated vacation rentals in Chesapeake

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

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Guest favorite

The studio guest house features a quaint exterior with white siding and a green metal roof. Large windows with light curtains invite natural light, while a wooden barrel planter adds a touch of greenery beside a stone pathway leading to the entrance.

Guesthouse in Hurricane

4.97 out of 5 average rating, 277 reviews

Mountain Momma Homestead Cottage

A quaint studio guest house located in one of the many hollers of West Virginia. Less than 1 mile from I64, the house is roughly 300 sq. feet, centrally located between Charleston, New River Gorge, and Huntington. This guest house is equip with an outdoor space that includes a firepit and grill. It is located close to the main living quarters, but it is disconnected. The main living quarters do have dogs that are well behaved and quiet. If there are any questions, please feel free to reach out.

Top guest favorite

The riverfront view showcases a striking bridge illuminated in blue lights, reflecting beautifully on the calm Ohio River. The scene is enhanced by a full moon, casting a serene glow across the water. A torch in the foreground adds to the tranquil atmosphere.

Home in Russell

4.98 out of 5 average rating, 364 reviews

Relax @ Rivertime w/a River & Bridge view + HotTub

RIVERTIME is a riverfront experience on the bank of the Ohio. The 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. While only located a few mins from Ashland KY, Ironton OH & 20 mins to Huntington WV.

Superhost

A well-lit living room features a large, plush sofa and a leather coffee table placed on a textured area rug. A television is mounted above a modern fireplace, while a staircase and a separate dining area can be seen in the background.

Home in Ashland

4.84 out of 5 average rating, 194 reviews

The Roundabout Retreat

Circle back to the "The Roundabout Retreat," a delightful 3BR home a heartbeat away from UK King's Daughter Medical Center. Perfect for families, this gem features a chef-ready kitchen, private fenced yard, plush king bed in a large master, new 58" TVs, office space, and a quaint dining room. Enjoy the convenience of our LG Washtower, a selection of board games for fun evenings, and decor that’s both elegant and welcoming. Your tranquil downtown haven melds style and convenience beautifully.

Guest favorite

A single-story home with a covered porch features a star decoration on the exterior wall. Flower pots with vibrant blooms are placed at the entrance, and a gravel driveway leads to the property, bordered by lush greenery and tall trees.

Home in Crown City

4.97 out of 5 average rating, 210 reviews

Hunters Deeradise

Our Deeradise includes 60 acres of private hunting ground. Our 60 acres (private hunting) also borders a 30 acre tract of public hunting ground. Also there are 11,000 acres of state owned public hunting ground within 5 miles. Perfect for hunters. Twisted Vine Winery within 5 miles. We have a convenient store a few minutes away together with a dine in restaurant within five miles. Quiet neighborhood. Perfect for a couple's getaway. Leave the city behind and enjoy our country lifestyle.

Guest favorite

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, 352 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 two-story brick home is presented with a welcoming front porch featuring steps that lead to a bright yellow door. Lush greenery lines the walkway and flowerbeds, enhancing the inviting atmosphere of the entrance.

Home in Huntington

4.88 out of 5 average rating, 289 reviews

Jewel City Gem! Near Ritter Park, Cabell Hospital

Hello! This is our home in beautiful Huntington, WV, situated a baseball's throw from the most beautiful park in the tristate, Ritter Park (plus dog park!), and just a 5 min walk to Cabell Hospital, Marshall's School of Pharmacy, and Marshall's Forensic Science Center. Or hop in the car for a quick trip to Marshall's football & basketball stadiums, downtown to enjoy our many great restaurants, shop at The Market, or head up to the Huntington Museum of Arts. We hope to connect with you soon!

Guest favorite

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, 1,030 reviews

Cozy 1 bedroom small house/apt

Welcome & thank you for checking out our place! We are within short driving distance to: Marshall University, Cabell Huntington Hospital or St. Mary's, the Huntington Mall The place is small, quaint and cozy, offers a full kitchen, comfy bed, we live close to a highway so there is some traffic and our driveway is at a incline we are in a protected area which is near the city and on a bus line. Also, our Wi-Fi is FAST!! Stay with us; voted the most desired AirBnB in Huntington in 2018!

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 Westmoreland

4.98 out of 5 average rating, 95 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 favorite

A cozy living area features a comfortable gray sofa adorned with decorative cushions. A marble coffee table sits at the center, surrounded by plush chairs. Natural light enters through the large window, complemented by dark blue curtains. Soft lighting is provided by a stylish overhead fixture.

Apartment in Huntington

4.87 out of 5 average rating, 174 reviews

Exposed Brick + Towel Warmer Near Uni, Hosp, Arena

This remodeled space blends modern comforts with original 1911 character. ‼️Save 10% via non-refundable booking option! ✨Enjoy new appliances, a towel warmer, an original cast iron tub, and preserved tile and hardwood floors from the home’s 1911 construction. ✨Relax on the covered balcony or explore downtown. Centrally located, you’re steps from restaurants, grocery stores, and shops, with quick access to Marshall U, hospitals, and parks. ✨Dining area can be used as 3rd bedroom!

Top guest favorite

A cozy bedroom features a wooden sleigh bed, adorned with bedding in muted tones. A bedside table holds a lamp, casting a soft glow. The hardwood floor reflects a warm ambiance, complemented by a wall mirror and a wall-mounted air conditioning unit.

Guesthouse in Huntington

4.93 out of 5 average rating, 223 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.

Top guest favorite

A wooden deck overlooks the serene Ohio River, featuring a round table with two folding chairs and an additional chair. The railing frames the water view, while sunlight brightens the space, highlighting the natural wood grain of the flooring.

Cabin in Gallipolis

4.95 out of 5 average rating, 202 reviews

The Overlook @ River's Edge Cabins

Nestled in the trees high above the water, the Overlook Cabin offers a peaceful, comfortable, and intimate experience of the Ohio River, with a large riverfront window, 8x12ft deck, & jacuzzi bath. The 12x40ft space has a queen, 2 twins, another bed in the loft, and a couch, and would be great for families, hunters, or couples. Local coffee provided. Owners live onsite should any issues arise. Pet friendly. Free wi-fi available.

Guest favorite

The exterior of the lodge features wooden steps leading to a welcoming entrance. An American flag is displayed prominently on the porch, while the surrounding greenery complements the rustic charm of the home.

Home in Kenova

4.93 out of 5 average rating, 123 reviews

Stunning River View. Minutes To Huntington

"Country Roads Take Me Home" to Almost Heaven Lodge. Just minutes from, Beech Fork State Park, downtown Huntington, the airport, Ashland KY, and Marshall University! Here you'll find modern appliances, laminate wood flooring with carpet in bedrooms, leather couches, a king and queen bed, a full kitchen, a full bathroom, laundry room, dining room, two decks, and a fire pit outside. The house is located right on Twelve Pole Creek.