Vacation rentals in Connersville

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Top-rated vacation rentals in Connersville

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Top guest favorite
The exterior of a brick cottage is displayed, featuring a welcoming front door under a decorative awning. Flower boxes with vibrant blooms are mounted beneath shuttered windows, adding a touch of color. The landscaped area is well-kept, enhancing the home's charming appeal.
Home in Oldenburg
5 out of 5 average rating, 210 reviews

Historic Drees Haus, Oldenburg

Drees Haus is a charming 1870s home on the historic district walking tour of Oldenburg. Located on a quiet street, across the street from the convent wall, and next to the well-maintained village park, this brick cottage home is an example of the town's late 19th century architectural style. It reflects the German heritage of the village, with much of the artwork and furniture original to the town and surrounding area. Easy walking distance to restaurants, shops, and the Catholic church

Top guest favorite
The front of the Craftsman bungalow is framed by a large tree and a colorful ornamental tree. A stone pathway leads to the entrance, surrounded by well-maintained gardens featuring various plants and shrubs. A grassy area is visible in the foreground.
Bungalow in Richmond
4.99 out of 5 average rating, 316 reviews

Artist's Retreat Guest House

The Artist's Retreat Guest House is a two-bedroom Craftsman bungalow in the Earlham College neighborhood that welcomes adults visiting our community of Richmond, Indiana. It features a living area, a fully equipped kitchen, a library filled with art books, a garden, fine antiques, and works by regional and international artists. Sorry, but no children, pets, or smoking. We keep the house allergen-free and many of the art pieces are too fragile or heavy for the safety of children and animals.

Top guest favorite
The loft features exposed red brick walls and a raftered ceiling, creating a historic character. A spacious bed with a white coverlet is positioned beside two large windows with light curtains. A wooden table and chairs are situated in a cozy corner, complemented by decorative lighting.
Apartment in Lewisburg
4.96 out of 5 average rating, 173 reviews

Leader Loft

Conveniently located less than a mile from I-70 exit 14, on State Highway 503. This loft is perfect for any stay length for every occasion, and with the electronic door lock system it is perfect for a last minute stop as you’re traveling down the interstate. The Loft shares our building with Flour Bakery, coffee and gift shop, and is a minute's walk from a delicious bistro, antique shops, other gift shops, the library and hardware store. Come explore all that our quaint village has to offer!

Top guest favorite
The image shows a well-kept lawn leading to a tranquil, reflective pond. A simple single-story house is positioned to the left, with a driveway visible. Lush green trees surround the area, creating a serene atmosphere.
Cottage in Brookville
4.98 out of 5 average rating, 100 reviews

Secluded Wooded Getaway w/ 2BR 2BA + Private Lake

Enjoy a weekend getaway at this cozy homestead nestled on 40 acres of wooded land with biking, hiking, walking trails and its very own stocked private lake & pedal boat. Take a break and relax on the dock or by the fire pit as you & your family & friends go off the grid... take a short drive to the quaint downtown Brookville, go experience the beautiful Brookville Lake & golf course, even check out the Wolf Habitat & Canoe Rental location right down the road. This is just the escape you need!

Guest favorite
The exterior of a two-story Techbuilt home is surrounded by lush greenery, showcasing large windows that invite natural light. A mature tree stands nearby, providing shade to the well-kept yard. The cedar siding highlights the home's mid-century architectural style.
Apartment in Richmond
4.92 out of 5 average rating, 555 reviews

Private Apartment-800sq ft Next to Earlham College

Upper level separate apartment. Short stroll to Earlham College campus, ball fields, tennis courts, stables and Athletic Center. 5 houses up from the President's house. Windows galore offer natural lighting. Quiet neighborhood. Hardwood floors give that cozy feeling. Guaranteed clean and private. Well-behaved pets welcome. Breakfast not included. Coffee, tea, microwave, toaster oven and refrigerator in apartment. Host lives in lower apartment with dog and 2 cats. Chickens in the back yard.

Top guest favorite
The living area features wooden walls and a stone fireplace, complemented by soft-glow electronic candles. A cozy armchair is positioned near a window, while a round, textured coffee table sits at the center, adorned with a vase of dried flowers.
Guesthouse in Hamilton
4.99 out of 5 average rating, 237 reviews

Waterfront Cabin | Peaceful Pondside Escape

Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

Top guest favorite
A spacious living room is enhanced by green walls and natural light from large windows. Comfortable seating is arranged around a rustic coffee table, with a media console displaying a television. A decorative rug adds warmth to the polished wooden floor.
Cottage in Richmond
4.95 out of 5 average rating, 496 reviews

The Cottage on Abington Pike - Earlham College

Charming private cottage (home) on the West edge of Richmond within walking distance to Earlham College. This updated Three bedroom home has one custom full bath (w/Tub) & one half bath. The kitchen has been updated and is on the lower level. Great location. Wooded private rear yard with covered patio. Cardinal Greenway, Gorge Trail all of Richmond nearby. Fast Wi-Fi. Large Living room & Game room w/Pinball & Multi-cade. Outside quiet 10:00PM. Parties not allowed. 2 Tvs.

Guest favorite
A welcoming outdoor seating area is showcased with a comfortable armchair positioned next to a small wooden dining table. Potted plants add a touch of greenery, while decorative string lights overhead create a cozy ambiance. A white fence provides privacy.
Apartment in Hagerstown
4.88 out of 5 average rating, 129 reviews

New Hagerstown Apartment-Self Check-in. Sleeps 4+

Have fun with the whole family at this stylish place. Whether you are looking to visit family in the area or just wanting a small-town vibe to escape to, my welcoming apartment has everything you need. The unit comes with AC, Wi-Fi, Netflix, a private bathroom, and a fully stocked kitchen. Located in the heart of Hagerstown, the unit is blocks away from the local shops and restaurants on Main Street. My adorable apartment offers a deck, grill, pull-out couch, Keurig, and more!

Top guest favorite
The exterior of a charming farmhouse is displayed, featuring white siding and dark shutters. A welcoming front porch with two red chairs is visible, surrounded by a lush green lawn and trees. The peaceful country setting is highlighted by the clear sky.
Home in Oxford
4.99 out of 5 average rating, 199 reviews

Hagen Homestead, Quiet farmhouse , minutes away.

Quiet country setting, 2 Bedroom, 1 Bath home. Super charming modern farmhouse but still has that " a simpler day and time" feel. From the warm, cozy fireplace for cold nights, to the soft Bamboo sheets and towels for your pleasure. Plush top rated hybrid mattresses. Private fenced in backyard with fire pit, grill and tree swing just waiting to make memories. Feels like you are miles away from everything but you are only 4 miles from Miami University. Miami parents welcome!!

Top guest favorite
A cozy living room is presented with a large flat-screen TV positioned on a white cabinet. A comfortable gray couch is complemented by a plaid armchair nearby. Natural light filters through the window, with a small indoor plant adding a touch of greenery.
Guest suite in Richmond
4.98 out of 5 average rating, 162 reviews

Justice Gästehaus apartment

Directly right off interstate 70 Within 5 miles of: • Earlham College Moore Museum • Reid Memorial Hospital • Short distance to Middleborough Reservoir Lake • Hayes Arboretum • Wayne County Museum (5-star Trip Advisor rating), which houses an authentic Egyptian mummy • One of the largest antique mall in the Midwest • Richmond Civic Theatre • 40-minute drive to Brookville Lake Smart TV you can sign in to with your Netflix &/or Amazon account (no cable)

Top guest favorite
A well-maintained exterior view of a modest structure featuring a green roof and light-colored siding. The entrance is framed by a wooden deck with a railing, accompanied by landscaped stones and decorative elements, including small sculptures and shrubs. Natural light highlights the inviting entryway.
Farm stay in Greens Fork
4.95 out of 5 average rating, 165 reviews

A country night under the stars!

Get away from it all when you stay under the stars. Join us for a peaceful country stay, close enough to drive to nearby shopping and dining, and far enough to hear the crickets and see the stars. Your cozy place will include a kitchenette, coffee pot, microwave & TV. The dining area inside or on the attached deck, full size bed & full bath with shower. Only 3.9 miles from Interstate 70. Should you choose to use 100-foot zipline to exercise your pet.

Top guest favorite
A front porch area is visible, featuring two white wicker chairs with blue pillows positioned around a small dark table. A patterned rug lies underneath. A ceiling fan can be seen above, while greenery is present in the background, enhancing the outdoor setting.
Apartment in Greenville
4.97 out of 5 average rating, 205 reviews

Cozy one bedroom apartment in a Century old house

This first floor one bedroom apartment is in a quiet neighborhood just 4 blocks from Wayne Hospital, 5 blocks from Darke County Fairgrounds and a short 5 minute walk to Downtown Greenville. It sleep up 4. The living room has a queen size sofa bed. IT has a TV with Spectrum streaming app. WiFi is available. It has a fully equipped kitchen with coffee maker and microwave. Other features include a washer and dryer and free street parking.

Popular amenities for Connersville vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Fayette County
  5. Connersville