Vacation rentals in Greenfield

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Top-rated vacation rentals in Greenfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
Cottage in Hillsboro
5 out of 5 average rating, 20 reviews

Whitetail Quest Cottage, LLC

This cute little cottage is perfectly situated just 10 miles away from Hillsboro and only 4.7 miles from Rocky Fork State Park. Whether you’re here visiting family, chasing whitetail deer in the fall or calling spring gobblers or a fishing expedition. This is the ideal southern Ohio retreat in the heart of Highland County. The cottage offers a cozy stay with one queen and one twin bed. This is strictly a non-smoking home (outside only) It has a Smart TV with internet and is Pet Friendly with fee

Top guest favourite
A modern cabin is nestled among tall trees, illuminated by soft outdoor lights. The entrance features a staircase winding down from a patio to the surrounding forest. Floor-to-ceiling windows showcase the inviting interior, blending seamlessly with the natural landscape.
Cabin in South Bloomingville
4.99 out of 5 average rating, 458 reviews

Glass Cabin | Cavern & Falls | Hot Tub | Hocking

Inspired by mid-century modern design, The Ledge features expansive floor-to-ceiling windows and outdoor seating areas designed to showcase the surrounding cavern and seasonal waterfalls. Nestled along a secluded, forested drive on 24 private acres, every detail has been thoughtfully curated for your comfort. The Ledge offers WiFi, a hot tub, indoor and outdoor fireplaces—creating the perfect balance of luxury and nature. Secluded, yet conveniently located for all your Hocking Hills adventures!

Top guest favourite
Guesthouse in Hillsboro
4.92 out of 5 average rating, 13 reviews

Rinal Rustic Resort 1B/1B guesthouse

10 min from the heart of Hillsboro, Ohio and a quick 3min drive to Rocky Fork Lake, this cozy barn-style guest house offers the perfect country escape. Tucked 500 feet from the main house, our 1B/1B blends rustic charm with modern comfort. Inside, you’ll find a living room with a large sectional couch, kitchen with a coffee maker, two-burner cooktop, mini fridge & sink. Bathroom is stocked with fresh towels, & bedding is cleaned prior to your arrival. Onsite pond for catch and release fishing.

Top guest favourite
An A-frame cabin is situated among trees, surrounded by vibrant autumn foliage. A gravel area leads to the cabin's entrance, featuring a dark exterior. A circular seating arrangement made of wood logs is visible, complemented by a stone perimeter decorated with gathered leaves.
Cabin in Waverly
4.98 out of 5 average rating, 236 reviews

The Opal Cabin at Highland Hill

Take it easy at this charming A-frame cabin nestled in the foothills of Appalachia. Experience a relaxing and convenient stay on the edge of Waverly City limits. Our A-frame cabin is the perfect blend of rustic charm and modern comfort, providing you with an unforgettable getaway. As you step inside, you’ll be greeted by the warm and inviting ambiance of natural wood and large windows that bathe the interior in natural light. Relax in the hot tub & enjoy the scenic view from the balcony.

Guest favourite
Barn in Greenfield
4.92 out of 5 average rating, 12 reviews

Come Enjoy The Mossbarger Manor!

Enjoy nature when you stay in this unique space that sleeps 10! The farm boasts 85-acres to explore on foot, by ATV or horseback, complete with hitching posts as well as electric and water hookup for your camper or horse trailer. Paint Creek is only 5 miles away for more hiking or bridle trails. We think you will find it remarkably easy to relax in the hot tub while listening to the owls or enjoy that morning sun on the back porch with a hot cup of coffee. You won't want to go home!

Guest favourite
The exterior of the A-Frame showcases a modern design with sharp angles and a striking black facade. Large glass windows reflect the natural surroundings, while a landscaped yard features gravel pathways, small rocks, and plantings, creating a serene entrance to the retreat.
Cabin in Peebles
4.93 out of 5 average rating, 203 reviews

Private A-Frame on 20 Acres | Remote-Work Friendly

Guests consistently tell us the same thing: the photos don’t fully capture how peaceful it is here. Tucked among 20 private wooded acres in the rolling hills of southern Ohio, Solstice Haven is a modern A-frame retreat designed for quiet mornings, long walks through the woods, productive workdays, and evenings spent beneath the stars. Whether you’re planning a romantic getaway, a solo reset, or a week of remote work surrounded by nature, you’ll find the space to truly unplug or reconnect.

Guest favourite
A spacious living area features a high, wood-paneled ceiling and large windows allowing natural light. Comfortable seating is arranged around a central coffee table, with an inviting stone fireplace as a focal point. A television stands on a console, and a dining area is visible in the background.
Cabin in Hillsboro
4.96 out of 5 average rating, 128 reviews

The Rocky Moose Cabin by Rocky Fork Lake

Come enjoy a getaway at this peaceful, unique cabin with convenient, easy access to Rocky Fork lake- just down the road from the boat ramp. Hiking trails, fishing, boating and playgrounds all within a few minutes drive. This is a true disconnect and place of relaxation. Enjoy the quiet, serene atmosphere of the cabin both inside and out. 10 minutes from Amish stores and bakery and 10 miles from downtown Hillsboro. Unwind at the end of your day in the hot tub. No pets allowed.

Guest favourite
The exterior of the house is presented with a welcoming porch area featuring a wooden roof and two white rocking chairs. A well-maintained landscape includes river stones and colorful shrubs, along with tall trees in the background, enhancing the natural surroundings.
Home in Chillicothe
4.95 out of 5 average rating, 363 reviews

Terrace Farmhouse - Chillicothe, OH

Are you in need of rest and relaxation? Want to kick back after a day of exploring the wonderful things our city has to offer. Conveniently located within 10 minutes from downtown Chillicothe, Ohio and only minutes away from Adena, Kenworth, VA Medical Center, Great Seal State Park, and Hopewell Culture National Historic Park. And only 36 miles away from Old Man’s Cave in the Hocking Hills. This home has a security camera located in the breezeway for property security only. #51863

Top guest favourite
A single-story house with a light brown exterior and dark shingle roof is visible. The front features a covered porch with seating and manicured landscaping. A gravel driveway leads to an attached double garage, with an open space on the lawn and cornfields in the background.
Apartment in Leesburg
4.93 out of 5 average rating, 169 reviews

Country Relaxation

Unwind and relax in this cozy little guest space, located in southern Ohio. The main area is a small kitchen/dining/living area combined. The kitchen has a fridge, 2 burner electric stove, coffee maker, teapot, and other essentials. 1 bedroom with queen bed and full bath. The entire space is for guests. There is a locked door and hallway between the apartment and the remainder of the house, where the owner lives. It is our goal to provide a clean and comfy place for you to stay!

Guest favourite
A compact kitchen is featured, equipped with white cabinetry and a marble countertop. Cooking utensils hang above a double sink, with a microwave and stovetop integrated into the cabinetry. Natural light streams in through a window, bringing the outdoors inside. The entry door is visible on the right.
Cabin in Hillsboro
4.9 out of 5 average rating, 145 reviews

In the pines cabin

Make some memories at this unique and family-friendly place. Experience tiny house living in our little cabin. Enjoy beautiful Rocky Fork Lake, Amish countryside, hike and explore The Arc of Appalachia. Boat rental is just down the road at Bayside Bait and tackle. Our cabin has 2 full size beds upstairs in loft area as well as a comfy queen sofa that makes a decent bed also. There is a small table and chairs. There is also a larger refrigerator on covered back porch.

Top guest favourite
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guesthouse in Centerville
5 out of 5 average rating, 281 reviews

The Carriage House in the Heart of Uptown

The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Superhost
A cozy living room area features a patterned sofa, rocking chairs, and a footrest. Soft natural light enters through sheer white curtains. A ceiling fan is present, and the space offers easy access to adjoining rooms, enhancing the overall inviting layout.
Home in Washington Court House
4.73 out of 5 average rating, 41 reviews

Peaceful Farmhouse Retreat Near Court House

Sunset Cottage is a vintage, Wi-fi free rental nestled in the farmland near Washington CH, OH., and minutes off of HWY 35. There two bedroom with queen beds, and one bedroom with a twin bed and set of full size bunk beds. There are two full bathrooms, a cozy living room with a sleeper sofa, and a cheery fully furnished kitchen and dining area. You'll enjoy the peaceful surroundings and the abience of country life.

Popular amenities for Greenfield vacation rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Highland County
  5. Greenfield