Holiday rentals in Litchfield

The Red Dahlia Guesthouse

A car collector's paradise reimagined into a beautiful guest house situated on 20 acres of manicured landscape, pond, and woods. Lodging includes a deck with built-in grill overlooking the trees and wildlife where guests can enjoy their morning coffee or a private BBQ. Toast marshmallows at the fire pit or play a game of Pickleball, too. Located less than 15 minutes from area attractions including Mid-Ohio Racetrack, Mansfield's historic downtown, Shawshank prison, and restaurants and nightlife.

Stillwater Retreat-Waterfall·Pond Horses·Firepit

Experience refined living at this elegantly appointed country estate, tucked into a secluded and pristine valley. Surrounded by natural beauty, the property features wooded walking trails that follow the west branch of the Cuyahoga River and offer sweeping views at every turn. Enjoy peaceful mornings overlooking the pond, afternoons exploring shaded forest paths, and golden evenings framed by autumn foliage and stately pines. Blending rustic charm with elevated comfort and private relaxation.

Charming 3-bedroom single home with parking

Make some memories at this cozy little get away in the heart of Olmsted Falls. The house has a fully equipped kitchen and a barbecue grill for your use. The back yard has a privacy fence and a fire pit. If you prefer to stay in, there are tons of games to play as well as a dart board in the basement. The house is equipped with smart TVs and hi-speed internet. The beds are warm and cozy with fresh laundered linens, comforters, and blankets. Two bedrooms down and one up. One bath downstairs

Private Rochester Home

A two bedroom house in the small village ( less than 200 residents) of Rochester, OH. There are woods and open areas of about 4.0 acres with availability of fire pit for a peaceful evening. Property has a steam engine to view. Playground about one quarter mile from house. We are still updating home and property. Private, quiet area except but there is train track about 300 feet from the house. You are 20 minutes from Ashland, OH and Oberlin, OH. 45 minutes from Cedar Point and Cleveland.

Groovy Cedar Chalet Forest View

Our retro inspired chalet offers a secluded forest setting with excellent access to convenient amenities! Our family-friendly space comfortably sleeps 6 guests. Each room has been thoughtfully appointed for your convenience and authentic aesthetic. The entire home is yours to use. The fully equipped kitchen and laundry room are a great bonus. On Sunny and rainy days alike- sip a fresh cup of coffee on the spacious front porch. An attached 3 car garage and driveway allows for ample parking.

Baundale Homestead in Historic Wellington, OH

Our 1800's Victorian beauty does not hold back on charm. This country gem is perfect for those who need an escape from the hustle and bustle of the busy city. Located in historic Wellington, Ohio, The Baundale is only 8 miles from Oberlin College and 2.5 Miles from Findley State Park. Our stay offers numerous amenities such as free parking, a private entrance for guests and a very spacious living area. We are happy to answer any questions you might have. Thank you for viewing our listing!

The 1868 Fowles Inn at Baldwin Wallace/Coe Lake

Independent 2nd Floor in a 1868 Mid-Century Beauty, nestled behind 100 ft pines right in the heart of historic Berea. Enjoy a peaceful stay, over looking wooded scenery within walking distance to Baldwin Wallace and Coe Lake. Only 10 mins from the Airport and 20 mins to downtown Cleveland. This is the perfect place for touring Baldwin Wallace or learning about the history of the Case Western Reserve and old Ohio. Video tour can be found on YouTube if you search for 1868 Fowles.

Abby's Tranquil Lakeside Cottage

Take it easy at this unique and tranquil getaway. At Abby's cottage, with the views & space around you, time is easily lost here. In very near proximity to Cleveland with all its variety, and a short drive to the Sandusky area, it is the perfect spot to stay close to all the city life while providing the ability to be tucked away on the edge of a lake in a small town. With plenty to do here, this timeless, newly renovated cottage surely will not disappoint for some lovely time away!

Cabin with pond & Fireplace * Hot Tub * King Bed

A quaint, cozy newly remodeled in 2025 cabin on 60 wooded acres perfect for a couples getaway. 8 minutes to a great downtown for shopping unique boutiques, dining, local wineries, breweries and distillery! Enjoy peace & tranquility in natures setting. Cozy up to a massive stone wood burning fireplace both inside and on the screened in porch. The brand new private hot tub boasts natural spring water and is just outside the door from the cabin and overlooks the natural spring ponds.

Newly Remodeled...... Recently Reduced Price

This home is a three bedroom ranch. It is newly updated. All of the mattresses have recently been replaced and have memory foam toppers. It is very comfortable and spacious. The kitchen is very large and has plenty of room for several people to be working at the same time. There is seating for eight people. The backyard is private and includes a small patio area with a grill, table and four chairs. There is also a fire pit. It is the perfect place to start and end your day.

Uptown Liberty I

Uptown Liberty I is a beautiful and unique apartment unit located directly on Medina Square. (Castle Noel is right next door!) This unit features a kitchenette, a full bath and a queen size bed and if you're looking for a bigger apartment and your own garage parking, deck, patio, grill and big back yard we have two more apartments at Liberty Manor within a few minutes walking distance to the historical Uptown Medina Square just look up Liberty Manor ll & lll. it's a hidden Gem!

Private 5-Acre Retreat | In-Ground Pool & Hot Tub

Secluded 4-Bedroom Retreat w/ Heated Pool, Hot Tub & EV Charger – Near Cleveland & Cedar Point Escape to this newly renovated raised ranch on 5 private wooded acres. Sleeps 8 with two bedrooms upstairs and two downstairs. Relax in the heated 20’x40’ pool (Apr–Sept) and 6-person hot tub after exploring nearby Cleveland or Cedar Point. Solar-powered with on-site EV charging, offering modern comfort, eco-friendly travel, and peaceful seclusion just 30 minutes from Cleveland.