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, 207 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, 312 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.

Guest favorite
An indoor saltwater swimming pool is featured at the forefront, with a light blue surface reflecting the ceiling lights. Behind it, a lounge area includes wooden furniture and a large-screen TV, illuminated by natural light from surrounding glass doors.
Home in Connersville
5 out of 5 average rating, 26 reviews

NEW - Conner's Villa, Indoor Pool, Fire-pit, Golf

Welcome to our serene 4-bedroom haven near the golf course! Inside, discover a refreshing indoor swimming pool surrounded by ample space to lounge. Enjoy entertainment on multiple large screen TVs, enjoy time around the fire pit outside, or brew coffee at the bar. Relax in the fully stocked kitchen and spacious living areas. Play games in the game room, which also offers extra sleeping space. With 2.5 baths and laundry area, your comfort is ensured. Dive into fun and relaxation at our retreat!

Top 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, 552 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
A comfortable living area is highlighted by a caramel-colored sofa and two armchairs with decorative cushions. A wooden coffee table sits in the center, complemented by a woven basket and plants. Art prints hang on the wall, and a large TV is mounted nearby.
Home in New Castle
4.99 out of 5 average rating, 207 reviews

Entire Home with Modern Conveniences - New Castle

This home has been equipped with everything you need for a relaxing stay. Unwind in the evening while watching your 65” TV. The updated kitchen offers plenty of space for cooking dinner.The first bedroom features a King size bed and room darkening window treatments. The second bedroom offers a designated office space w/ high speed internet and a trundle bed. To start your day well, the bonus room offers a coffee bar with Nespresso and wellness area complete with treadmill and yoga space.

Top guest favorite
A spacious front porch features four cushioned chairs and two small tables, inviting relaxation. Lush plants and hanging flower baskets enhance the area, while the entrance includes a handrail leading to the porch. Soft, filtered light casts gentle shadows, creating a welcoming atmosphere.
Home in Richmond
4.94 out of 5 average rating, 111 reviews

Cozy 3BRw/porch kids OK, no pets, near EC-IUE-Reid

This private, spacious, two-story older home, was built in 1918. We do not allow pets. Past guests have loved the cozy gas fireplace and lovely front porch. Sleeps up to 6 in 3 upstairs bedrooms; with half bath on main floor, full bath upstairs. Kid-friendly, across from a wooded city park with rentable shelters, a playground and a basketball court. In a quiet residential area 3 blocks from Earlham College, 3.7 miles from Reid Hospital and IU East, 2.5 miles from Wayne County Fairground.

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
4.96 out of 5 average rating, 493 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, 128 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, 197 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 charming farmhouse is depicted with a bright red roof, surrounded by expansive green farmland. A winding pathway made of pavers leads to a red gate that opens to a fenced area. Lush grass provides an inviting approach to the home.
Tiny home in New Castle
4.97 out of 5 average rating, 34 reviews

Summit Lake Guest House

A quaint & unique space; the Summit Guest House provides a farmhouse setting, perfect for kids, & anyone looking to slow down and enjoy the peaceful country life. Excellent views of local farmland w/ ample wild life. Minutes away from Summit Lake & Wilbur Wright birthplace. Host lives on premises and is available to help with any needs. The space is fully fenced and has a small gated backyard, perfect for little ones! We look forward to hosting you, ~Kristen & Tim

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, 158 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.

Superhost
A living room presents hardwood flooring and neutral walls, featuring a comfortable couch with a checked throw pillow. A flat-screen television is mounted on a wall unit. A multicolored rug adds visual interest, while a ceiling fan provides air circulation. Two doors lead to adjacent rooms.
Home in Cambridge City
4.85 out of 5 average rating, 121 reviews

Entire Home in Cambridge City

This spacious ground level home is located at the heart of antique alley in Cambridge City, Indiana. This fully remodeled home is equipped with everything you will need for a relaxing stay. Including central air, 2 bedrooms, 1 bath, full kitchen, smart television, Wi-Fi, washer/dryer, outdoor patio, and grill. The home is just a few minute walk away from the downtown shops, restaurants, and entertainment.

Popular amenities for Connersville vacation rentals

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