Chesapeake Vacation Rentals from SAR 458: Search Short-Term Rentals

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Our top choices for Chesapeake vacation rentals

1. Completely renovated for you Mountain View Cottage

Charleston

Zachary

SAR 807 total

includes taxes & fees

12 Aug - 13 Aug

2. ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

South Charleston

Dawn J.

SAR 1,889 total

includes taxes & fees

11 Aug - 12 Aug

Coffee/tea maker, fridge, microwave, oven

3. RealTree Camo Cabin 2

Clendenin

David

SAR 458 total

includes taxes & fees

11 Aug - 12 Aug

4. Cozy & Convenient - 20 Minutes to Charleston WV

Quick

Corey

SAR 605 total

includes taxes & fees

8 Sep - 9 Sep

5. Cozy loft in private country setting 5 mins from downtown, Pet Friendly

Charleston

Juliet K.

SAR 736 total

includes taxes & fees

18 Aug - 19 Aug

6. Royal Retreat Downtown-Convention Center

Downtown Charleston

Kelly M.

SAR 822 total

includes taxes & fees

24 Aug - 25 Aug

7. Hiding Place is near Montgomery colleges, hospital, NRG, & trails

Montgomery

Megan

SAR 717 total

includes taxes & fees

17 Aug - 18 Aug

8. Cozy River Cottage

Dunbar

Patricia T.

SAR 810 total

includes taxes & fees

17 Aug - 18 Aug

9. “The Mountain View” is a welcoming apartment with AC in charming Boomer by river

Boomer

Nicole P.

SAR 710 total

includes taxes & fees

11 Aug - 12 Aug

10. Luxurious cabin, 6 mi HM trails, 12 mi Charleston

Alum Creek

Noah B.

SAR 854 total

includes taxes & fees

16 Aug - 17 Aug

11. River View

Boomer

Stephanie F.

SAR 731 total

includes taxes & fees

11 Aug - 12 Aug

12. Charming 2-bedroom Bungalow - Close to Everything!

Charleston

Carol

SAR 733 total

includes taxes & fees

24 Aug - 25 Aug

13. Walking Distance to Shawnee Soccer Complex

Dunbar

Kyle D.

SAR 1,150 total

includes taxes & fees

8 Sep - 9 Sep

14. Kanawha River House Get Away with Hot Tub

Alloy

Eric G.

SAR 2,299 total

includes taxes & fees

23 Aug - 24 Aug

15. The Boomer: sky, river, and mtn your postage stamp for a week of relaxation!

Boomer

Crystal

SAR 638 total

includes taxes & fees

17 Aug - 18 Aug

16. Scenic Riverfront Escape: Game Room, Fire pit, King Bed

Deep Water

Sally S.

SAR 2,644 total

includes taxes & fees

31 Aug - 1 Sep

17. Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

South Charleston

Tara M.

SAR 1,145 total

includes taxes & fees

11 Aug - 12 Aug

18. Hillview - 3-bedroom house in peaceful Dunbar

Dunbar

Douglas D.

SAR 975 total

includes taxes & fees

2 Sep - 3 Sep

19. Kanawha River Mountain House

Glen Ferris

ray r.

SAR 2,997 total

includes taxes & fees

16 Aug - 17 Aug

20. Charming Apartment in CrossLanes

Charleston

barb h.

SAR 618 total

includes taxes & fees

16 Aug - 17 Aug

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Top Chesapeake Hotel Reviews

Hampton Inn Charleston-Southridge

10/10 Excellent

"The hotel was clean, even in the breakfast area. The staff was excellent. The pool was wonderful! My favorite were the star spangled berry waffles over the 4th of July!"

Microtel Inn & Suites by Wyndham Charleston WV

8/10 Good

"Overall, I felt like this was a quality budget hotel and a good option for an overnight stay while passing through. We arrived just before midnight and were back on the road around 7 a.m., so our stay was pretty short. My first impression when we walked into the room was that I could definitely see where the “Microtel” name comes from. The room was more compact than what we’ve experienced at most other hotels. For our seven-hour stay, this really didn’t affect us, but I could see it becoming a little annoying during a multi-night stay. There wasn’t a separate sitting area, so the bed was really the only place to sit and relax. The shower had great water pressure and plenty of hot water, which is always a big metric for me. The bed was also pretty comfortable. My only real complaint was the room’s air-conditioning unit. It was a typical exterior-wall unit with the thermostat built into it, so it cycled on and off about every 10–15 minutes throughout the night. Normally that wouldn’t be a huge deal, but our particular unit had a pretty noticeable rattle, which made for a somewhat noisy night of sleep. One big positive is the location. It was very close to the expressway, making it easy to get on and off the highway, but despite that, we didn’t hear any outside or road noise from our room. Breakfast was decent. I had a waffle, which tasted good, and skipped most of the other options. The selection was somewhat limited and could have used a little more variety, but I still a"

Frequently asked questions

Can I find a vacation rental in Chesapeake?

Yes, you can find vacation rentals close to the most popular attractions in Chesapeake, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Chesapeake?

Sparrows Nest Luxurious newly built home overlooking woods and mountains. : This vacation home rental near Chesapeake offers a balcony, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Chesapeake?

Explore the area and family-friendly sights such as Jefferson Park, or get out into nature at a spot like Kanawha State Forest. University of Charleston and West Virginia State Capitol Building are a couple of places you'll find in the larger area.

What’s a vacation rental in Chesapeake like?

A vacation rental is a private property you can stay in for several days or longer in Chesapeake. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family getaway.

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Check prices for these dates

Our top choices for Chesapeake vacation rentals

1. Completely renovated for you Mountain View Cottage

2. ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

3. RealTree Camo Cabin 2

4. Cozy & Convenient - 20 Minutes to Charleston WV

5. Cozy loft in private country setting 5 mins from downtown, Pet Friendly

6. Royal Retreat Downtown-Convention Center

7. Hiding Place is near Montgomery colleges, hospital, NRG, & trails

8. Cozy River Cottage

9. “The Mountain View” is a welcoming apartment with AC in charming Boomer by river

10. Luxurious cabin, 6 mi HM trails, 12 mi Charleston

11. River View

12. Charming 2-bedroom Bungalow - Close to Everything!

13. Walking Distance to Shawnee Soccer Complex

14. Kanawha River House Get Away with Hot Tub

15. The Boomer: sky, river, and mtn your postage stamp for a week of relaxation!

16. Scenic Riverfront Escape: Game Room, Fire pit, King Bed

17. Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

18. Hillview - 3-bedroom house in peaceful Dunbar

19. Kanawha River Mountain House

20. Charming Apartment in CrossLanes

Find vacation rentals that suit your style

Top Chesapeake Hotel Reviews

Hampton Inn Charleston-Southridge

Country Inn & Suites by Radisson, Charleston South, WV

Sleep Inn Charleston North

Country Inn & Suites By Radisson, Dunbar - Charleston

Embassy Suites Charleston

Holiday Inn Hotel & Suites Charleston West by IHG

Courtyard by Marriott Charleston Downtown/Civic Center

Holiday Inn Express Charleston-Civic Center by IHG

Microtel Inn & Suites by Wyndham Charleston WV

Frequently asked questions

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