A white wooden house with green shutters in a lush green field surrounded by trees.

Chesapeake Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Chesapeake vacation rentals

A fountain with water jets in a park area, surrounded by stone walls and greenery.

1. The Blue House/Ritter & Memorial Park/full refund/30% monthly discount/art

Huntington

Lesly-Marie

AED 882 total

includes taxes & fees

21 Nov - 22 Nov

A covered outdoor seating area with wicker furniture and a decorative wall with hanging plants.

2. Exposed Brick by Uni,Arena,Hosp+Towel Warmer,Robes

Huntington

Carrie S.

AED 1,194 total

includes taxes & fees

16 Nov - 17 Nov

A hot tub with a control panel and a wooden cabinet.

3. Charming Home with private Hot Tub and Fire Pit

South Point

Elizabeth C.

AED 635 total

includes taxes & fees

23 Nov - 24 Nov

A living room with a sofa, coffee table, and a chandelier.

4. Historic & Chic apartment by Arena, University, Hospital - Dog Friendly

Huntington

Yvette H.

AED 1,227 total

includes taxes & fees

23 Nov - 24 Nov

A living room with a sofa, coffee table, and a chandelier. There is a painting on the wall and a window with curtains.

5. Aparthotel: Lopsy Blue -by Arena/Marshall/Hospital

Huntington

richie k.

AED 1,232 total

includes taxes & fees

15 Nov - 16 Nov

A dining table with a woven basket containing a candle and a book. A fireplace with a tiled surround is visible in the background.

6. Huntington Modern History - 4BD, MU, DT, St Mary's

Huntington

Brian B.

AED 1,786 total

includes taxes & fees

15 Nov - 16 Nov

A kitchen with a granite countertop, a black faucet, and a window with a view of a forest.

7. 2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.

Kenova

Hannah M.

AED 832 total

includes taxes & fees

2 Dec - 3 Dec

A house with a welcoming entrance, a visible number '20' on the door, and a pathway leading to the front door.

8. The Park House A 5 Bedroom Retreat w/Game Room <br>Newly renovated 100 yr old house<br>Game room w/ pool table<br>1K, 3Q, 2T Beds<br>3 1/2 Bath

Huntington

Yvette H.

9. Entire Bldg w/6 Bedrooms across 4 Separate Apts - Group/Corporate Stay Downtown

Huntington

AED 5,815 total

includes taxes & fees

17 Nov - 18 Nov

A wooden fence with decorative picket tops and string lights.

10. Cozy With A Little Touch of Love

Huntington

Amanda P.

AED 1,579 total

includes taxes & fees

13 Nov - 14 Nov

A dining area with a round table, a vase with flowers, a lamp, and a potted plant.

11. Charming 3BR Home - Near KDMC & Downtown

Ashland

Shelia C.

AED 809 total

includes taxes & fees

17 Nov - 18 Nov

A cozy living room with a fireplace, a dog lying on the floor, and a door leading outside.

12. Spacious Historic 5-bedroom house in charming Barboursville with AC

Barboursville

Joseph S.

AED 2,209 total

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a wooden countertop.

13. The Cedar House -Cute, inviting, Charming and memorable.

Barboursville

Christa B.

A wooden deck with a table and chairs, overlooking a calm lake with trees and buildings in the background.

14. Large Cabin with Stunning View - Fire Pit, Relax & Unwind

Gallipolis

Tess

AED 548 total

includes taxes & fees

2 Dec - 3 Dec

A wooden deck with a glass table and chairs, a thatched umbrella, and a grill.

15. Charming 2-bedroom house located in beautiful wooded setting!

Raceland

Jessica M.

AED 700 total

includes taxes & fees

16 Nov - 17 Nov

A covered porch with a wooden railing, a table with four chairs, and a hanging planter.

16. Cozy Fonzie Flat

Ashland

James F.

AED 1,121 total

includes taxes & fees

12 Dec - 13 Dec

A wooden porch with a swing, a bench, and a sign reading 'The Gathering Place.'

17. Tranquil Inn at The Barn 3 bedroom, 2 bathrooms, front and back porches

Crown City

AED 1,017 total

includes taxes & fees

12 Dec - 13 Dec

A wooden porch with a bench and rocking chair, a door, and a window.

18. The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.

Catlettsburg

Andrew B.

AED 871 total

includes taxes & fees

29 Nov - 30 Nov

A gravel parking area with picnic tables and a building in the background.

19. Rush Creek Camp, Lot # 03

Rush

AED 258 total

includes taxes & fees

12 Nov - 13 Nov

View all properties

Find vacation rentals that suit your style

Top Chesapeake Hotel Reviews

An outdoor patio with wicker furniture, a stone coffee table, and umbrellas.

Fairfield Inn & Suites by Marriott Huntington

Huntington

10/10 Excellent

Shane

A modern dining area with a bar, seating arrangements, and a large window providing a view of the outdoors.

Delta Hotels by Marriott Huntington Downtown

Huntington

10/10 Excellent

WillA

An indoor swimming pool with a clear water surface, surrounded by white chairs and tables, and a no diving sign on the pool edge.

Comfort Suites South Point - Huntington

South Point

10/10 Excellent

It was great expect for the one guest ruined out time there. I went there for an event and the rest of our group went to Days Inn well we wanted the indoor pool and breakfast. The pool was fabulous warm and relaxing we were in it on Friday night. A family came and went swimming apparently on Saturday and this women's hair turned green, everyone else in her group (about 10 of them) were fine. She had to of colored her recently for this to happen. So you as management closed the pool. I was...

Stephen

An outdoor seating area with wicker furniture and potted plants, surrounded by a wall with string lights.

DoubleTree by Hilton Huntington

Huntington

10/10 Excellent

Steven

A poolside area with lounge chairs, a covered seating area, and a wooden deck.

Log Cabin in the Field

Huntington

10/10 Excellent

Anonymous traveler

A modern hotel lobby with a central counter, seating area, and a large screen.

Hampton Inn Huntington University Area

Huntington

10/10 Excellent

Michelle

An outdoor patio area with a central fire feature, surrounded by chairs and umbrellas, and a grill in the background.

TownePlace Suites by Marriott Ironton

Ironton

10/10 Excellent

Leslie

A spa area with a hot tub, seating, and red umbrellas.

Holiday Inn Express & Suites Ironton by IHG

Ironton

10/10 Excellent

Charlotte

A TownePlace Suites by Marriott hotel with a parking lot, a car, and outdoor seating area.

TownePlace Suites by Marriott Huntington

Huntington

10/10 Excellent

Judith

A spacious lobby with a modern design, featuring a high ceiling with hanging spherical lights, a staircase, and a seating area with tables and chairs.

Delta Hotels by Marriott Ashland Downtown

Ashland

10/10 Excellent

Anonymous traveler

A hotel lobby with two armchairs, a reception desk, a dining area, and a large screen.

Hampton Inn Huntington/Barboursville

Barboursville

10/10 Excellent

Timothy

A hotel kitchen area with a marble countertop, a glass jar of lemons, a coffee machine, and a refrigerator.

Quality Inn Huntington University Area

Huntington

10/10 Excellent

Charlie was amazing! My remote needed reprogrammed, and he did that for me so I could watch some tv. The room I had seemed huge. While the hotel is a little dated, it was perfect for my trip! Charlie also was able to accommodate me on a little bit of a late check out, because I was taking a class and it didn’t start until 12:30. It was much appreciated! The only thing that could’ve made the hotel better for me would’ve been a more up to date treadmill, but I’m not complaining! Atleast...

Nikki

A hotel lobby with a reception desk, seating area with a blue sofa and ottoman, and a small table.

Comfort Inn Barboursville near Huntington Mall area

Barboursville

10/10 Excellent

Eleanor

A hotel lobby with a red patterned carpet, multiple seating areas, a reception desk, and a large green plant.

Econo Lodge Huntington - Barboursville University Area

Huntington

10/10 Excellent

In looking at reviews of the hotel, the main complaint was that there was a strip club across the street. It didn't matter to us as we were just there to visit our daughter at Marshall and knew Huntington to be a mostly blue-collar but fairly respectable town. Is this a neighborhood we would take a walk or run in? No, but that's true of most hotel locations. The room itself had a lot of amenities, the hotel staff was friendly and it was close to campus. The only two observations were there was a...

Kathy

A modern indoor space with seating arrangements, a counter, and a view through large windows.

Holiday Inn Express & Suites Ashland by IHG

Ashland

10/10 Excellent

Jana

A hotel room with a large bed, a chair, a desk, and a bathroom with a bathtub.

Comfort Inn Huntington near University area

Huntington

10/10 Excellent

Matt

An indoor swimming pool with lounge chairs and a view of the outside.

Ramada by Wyndham Catlettsburg/Ashland

Catlettsburg

10/10 Excellent

Holly

Frequently Asked Questions

Can I find a vacation rental in Chesapeake?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Chesapeake, or you can select a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Chesapeake?

2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.: This vacation home rental outside of Chesapeake is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Chesapeake?

Explore the area and family-friendly sights such as Camden Park Amusement Park, or get out into nature at a spot like Ohio River Valley. In the larger area, you’ll find Mountain Health Arena and Pullman Square.

What are vacation rentals like in Chesapeake?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Chesapeake. Vacation rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for small groups.

Chesapeake Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesapeake vacation rentals

1. The Blue House/Ritter & Memorial Park/full refund/30% monthly discount/art

2. Exposed Brick by Uni,Arena,Hosp+Towel Warmer,Robes

3. Charming Home with private Hot Tub and Fire Pit

4. Historic & Chic apartment by Arena, University, Hospital - Dog Friendly

5. Aparthotel: Lopsy Blue -by Arena/Marshall/Hospital

6. Huntington Modern History - 4BD, MU, DT, St Mary's

7. 2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.

8. The Park House A 5 Bedroom Retreat w/Game Room <br>*Newly renovated 100 yr old house<br>*Game room w/ pool table<br>*1K, 3Q, 2T Beds<br>*3 1/2 Bath

9. Entire Bldg w/6 Bedrooms across 4 Separate Apts - Group/Corporate Stay Downtown

10. Cozy With A Little Touch of Love

11. Charming 3BR Home - Near KDMC & Downtown

12. Spacious Historic 5-bedroom house in charming Barboursville with AC

13. The Cedar House -Cute, inviting, Charming and memorable.

14. Large Cabin with Stunning View - Fire Pit, Relax & Unwind

15. Charming 2-bedroom house located in beautiful wooded setting!

16. Cozy Fonzie Flat

17. Tranquil Inn at The Barn 3 bedroom, 2 bathrooms, front and back porches

18. The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.

19. Rush Creek Camp, Lot # 03

Find vacation rentals that suit your style

Top Chesapeake Hotel Reviews

Fairfield Inn & Suites by Marriott Huntington

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Chesapeake?

What's the top vacation rental in Chesapeake?

What can I see and do in Chesapeake?

What are vacation rentals like in Chesapeake?

8. The Park House A 5 Bedroom Retreat w/Game Room <br>Newly renovated 100 yr old house<br>Game room w/ pool table<br>1K, 3Q, 2T Beds<br>3 1/2 Bath