Holiday rentals in Chesapeake

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.

Creekside a piece of heaven

Creekside is a little piece of heaven located on Racoon Creek in Gallia County Ohio about two miles from the Ohio River with River access. When you stay with us you will enjoy seeing nature's beauty. Fishing, boating, and kayaking are right in your backyard (we have 3 kayaks available for rent). If hunting is what you love, we are a 15 min. drive to Crown City Wildlife area. November starts our small-town winter wonderland in 2022 Gallipolis was named the Today Show’s Merriest Main Street!

The Overlook @ River's Edge Bed & Breakfast

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. Each day includes 2 made-from-scratch Breakfasts & coffee (up to a $26 value) and owners live onsite should any issues arise. Pet friendly. Free wi-fi available.

Private, Country Townhouse Retreat, 8 Min. to SMM

Don't need 2 beds?? Let us know and we'll adjust to a lower rate so you can book a 1 bedroon rate instead! This stylish place to stay is centrally located to businesses, restaurants and stores, yet is situated in a country setting far enough away from it all. Our home fosters a quiet getaway for those who'd like a break from the everyday hustle of life. Slow your pace and rest easy. Whether you're in search of a weekend, or an extended stay, our lil cozy spot will not disappoint!

The Luxury Cabin

The Cabin is a fully furnished , 3 bedroom home on 13 acres, a pond 2 fire-pits, wildlife. The house has a gas fireplace, and a fully stocked kitchen, also we provide a gas grill outside on the wrap around porch. The porch has a swing and plenty of seating. A wash room with full size washer and dryer. The pond has a dock and is fully stocked. A king master suite with a shower ,bath tub. A bunk room w/ 4 long bunks. Upstairs a balcony / queen bedroom overlooking the downstairs.

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.

House in the country to just get away !

Farm house in the country . About 6 miles from Lake Vesuvius in Pedro , Ohio Large yard. Near a small creek . Great for hunters or if you just want to get away. The house has window air conditioners. There is a front porch where you can sit and rock or swing and just take it easy . NO INTERNET OR WI-FI. But there is a landline for local calls or 911 There is a camper in the back yard that is rented also. Call or email me for more info.

Cozy 2 bed 1 bath home, minutes from everything!

The whole group will enjoy easy access to everything from this centrally located home. Brand new appliances will make the chef feel right at home. Watch TV on the 65 inch smart TV in the living room, or sit outside on the front or back porch to unwind. Less then a 5 minute drive to downtown Ashland/KDMC, and less then 10 to Camp Landing/Malibu Jacks. Make this house your home while you take in our small and lovely city.

True North Farm & Events

Nature lovers dream! A romantic escape for couples or bring the whole gang. Plenty of room to relax, play, explore or just watch our friendly herd of horses and donkeys. Consistently earning Airbnb Super Host status since 2020, we take your vacation seriously so you can rejuvenate and relax. TO NOTE: to reduce chance of miscommunication please read listing in it’s entirety.