Vacation rentals in Chesapeake

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chesapeake

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

0 of 0 items showing

1 of 3 pages

Top 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

4.98 out of 5 average rating, 259 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, 350 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.

Guest favorite

A stylish living area features a decorative fireplace framed by two green curtains. A television is mounted above the mantel, which holds a decorative piece. A vibrant area rug adds color to the hardwood floor, while a small table with a flower arrangement enhances the setting.

Apartment in Huntington

4.93 out of 5 average rating, 104 reviews

Espresso Maker & Modern Decor @ Uni/Hospital/Arena

Situated in a prime downtown location, this apartment is an ideal choice for both business and leisure travelers seeking a stylish and convenient home base. ‼️Save 10% via non-refundable booking option! ✨Original hardwood floors, bathroom tile, fireplace & large balcony ✨Short walk or drive to restaurants, grocery & convenience stores, shopping, movies ✨ Near riverfront & local parks ✨7 minutes from Marshall ✨ Less than 10 minutes from the hospitals ✨1 mile from the Arena, 2 miles from stadium

Top guest favorite

The exterior of a red brick home is depicted, featuring a sloping gray roof and a driveway leading to a garage. An American flag is displayed outside, complemented by a neat garden of colorful flowers and lush greenery flanking the entrance.

Guest suite in Ashland

5 out of 5 average rating, 131 reviews

Cozy, newly remodeled, extra large 2 bdrm basement

Beautiful home in a very nice, quiet neighborhood. Close to downtown Ashland (3 miles) and I-64 (5 miles). This is a full size newly remodeled basement with it's own outside entrance. Great host and great setting. Access to the beautiful back yard, kids gym, gazebo, firepit, grill and covered patio. The basement has large windows in the bedrooms and queen beds. Located 8 minutes from King’s Daughters Hospital and 30 minutes from Huntington, WV hospitals. Long term travel workers welcome.

Guest favorite

An open living space features a king-sized bed with gray bedding, a cozy seating area with a dark sofa, and a wooden dining table surrounded by four chairs. Natural light enters through two windows, enhancing the warm and inviting ambiance.

Home in Huntington

4.95 out of 5 average rating, 182 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.

Top guest favorite

A red cabin with a steep roof is set among trees, featuring a spacious porch with multiple seating areas. A gravel driveway leads to the entrance, while a wooden split-rail fence borders the property. Soft green grass and dark mulch frame the scene.

Cabin in Hurricane

4.99 out of 5 average rating, 118 reviews

Outpost Cabin

Come and see our cabin nestled in a secluded location that is within close proximity to recreational activities and restaurants that will surely please a couple or an entire family. You can enjoy horseback riding trails nearby, hiking trails, golf courses, local parks, and fine dining or a cozy campfire in the evenings to end your day with story-telling and laughter that will last for many years. There is excellent cellphone service, and centrally located between Charleston and 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, 180 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 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

4.87 out of 5 average rating, 140 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 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

4.96 out of 5 average rating, 343 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.

Guest favorite

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

4.9 out of 5 average rating, 276 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!

Top 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, 1,005 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

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

4.94 out of 5 average rating, 209 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.