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 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 living area features a modern chandelier hanging above a stylish coffee table. A gray sofa adorned with yellow cushions sits in front of a decorative fireplace, complemented by a mounted television. Warm hardwood floors add to the inviting ambiance of the space.

Apartment in Huntington

4.88 out of 5 average rating, 173 reviews

Chic Stay By Uni/Hospital/Arena/Grocer +Boot Dryer

A harmonious balance of old and new -a space that honors its history while offering modern comfort. ❗️Save 10% via non-refundable booking option! ✨New appliances, lighting, windows, HVAC, washer/dryer ✨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 ✨Dog friendly fee per pet/night; max 2 dogs 💡Dining area can be used as 3rd bedroom

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, 184 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.

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, 344 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

4.89 out of 5 average rating, 279 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, 1,007 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 living area is highlighted by a gray armchair positioned near a decorative stone fireplace. A television is mounted above the mantle, and a small dining table is visible nearby. Natural light is softly filtered through sheer curtains.

Home in Huntington

4.96 out of 5 average rating, 48 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.

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, 210 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.

Guest favorite

The living room features two comfortable chairs and a traditional sofa arranged around a coffee table. A medium-sized television is positioned on a stand, while warm lighting is provided by a lamp beside a decorative plant. Large windows allow natural light to enter the space.

Apartment in Huntington

4.92 out of 5 average rating, 123 reviews

Cozy 1 Bedroom Apartment close to Downtown

This well maintained property is conveniently located on a tree lined brick street close to Ritter Park and Downtown. This clean one bedroom apartment is neatly decorated with unique artwork, comfortable lounge chairs, stocked kitchen, full size bed, living and dining room. The unit is located on the first floor with private entry and laundry available in the building.

Superhost

A single-story home with a gently sloping roof is framed by a well-maintained lawn and colorful flower beds. Large windows are adorned with light curtains, allowing natural light to brighten the interior. A welcoming front porch provides a space for relaxation.

Home in Huntington

5 out of 5 average rating, 4 reviews

St. Mary's Home

Relax at this peaceful home near the Ohio River. The St. Mary's home is a few blocks from the riverfront, the medical center, hospice and Marshall University. It is pet-friendly, with a big, fenced back yard. Nearby McClelland Park offers free tennis and basketball courts, a playground, and picnic areas along the Ohio River.