
Vacation rentals in Connersville
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Top-rated vacation rentals in Connersville
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Hidden Gem
It's rare to find a place that's both historic and one-of-a-kind. This 2nd story downtown spacious 4 bedroom, 4 bath offers more than just a place to rest your head. With off street parking and private stairway entrance,enjoy the community/living room where you can sit at the personal bar while playing pool, foosball or a game of chess with your guest. Every room is equipped with large smart TVs with access to all of your favorite streaming services. Multiple food options within walking distance
5.0 out of 5 average rating, 43 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!
4.92 out of 5 average rating, 52 reviews
The Lucky One; Cozy 3 bed 2 bath in Connersville
Relax in comfort at this newly updated and thoughtfully designed cozy home, located in the heart of Connersville. Perfect for families, couples, business travelers, and anyone looking for a peaceful stay near local attractions such as Arbor Crossing Golf Club, Brookville lake, scenic state parks, and charming small-town vibes. Step inside and experience a bright, clean, and modern space filled with amenities for everyone. Your stay will including a private drive, garage, yard games, and more.
5.0 out of 5 average rating, 24 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.
4.93 out of 5 average rating, 622 reviews
Copper Dream Cottage near lake
Our beautiful cottage, located 1.5 miles from Quakertown Marina on Brookville Reservoir, is perfect for all your outdoor activities. Step outside and you'll have a breathtaking sunrise view while sitting on the porch. Experience nature without ever leaving the property. Enjoy barbecues and relaxing campfires after a fun day at the lake. You will receive a complimentary park pass, to use during your stay, to visit Brookville Reservoir and Whitewater Memorial State Park. Completely renovated.
5.0 out of 5 average rating, 90 reviews
Monét Garden Suite • Breakfast • Antique Alley
Experience our restored historic 1888 bank in your private Garden Suite, inspired by Monet's ‘The Garden at Argenteuil.’ This boutique retreat blends art, music, and English-country charm right on Main Street, in the heart of Indiana's Antique Alley. Sleeping up to 7 guests, the spacious suite offers a full kitchen, living room, dining room, and bath. Wake to complimentary artisan pastries, house-made granola, and Nespresso, fresh flowers in summer months, and a vinyl record collection.
5.0 out of 5 average rating, 35 reviews
A peaceful night under the stars in the country.
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 or a path to walk around our field.
4.96 out of 5 average rating, 247 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.
4.95 out of 5 average rating, 542 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!
4.88 out of 5 average rating, 154 reviews
THE STARR LOFT Earlham, IUE, Reid, Relaxing Swing!
Second floor of an 1865 Tin shop, industrial building. High, open beam ceilings & exposed brick walls. Bathroom features a soaker tub plus a lux walk in shower. The kitchen features quartz counters, a large farmhouse sink, really nice appliances and thoughtful touches everywhere. The wifi is excellent. Have issues with stairs? This is not a good choice for you. If you're up for stairs and want a unique slice of history in a hip package then you will not be disappointed.
4.85 out of 5 average rating, 494 reviews
The Doctor's Inn, a newly renovated apartment.
You will have a great time staying in this newly renovated 2 bedroom, wheel chair accessible bathroom apartment. We have a spacious, open-concept kitchen and livingroom suitable for larger families or even hosting a small gathering or event. Located in the country 1/2 way between Indianapolis, IN and Dayton OH, you will find easy access to I 70. This apartment is pet friendly ($15/night) and is equipped with fenced yards for exercise.
4.93 out of 5 average rating, 237 reviews
Grand Ave House in Connersville
Enjoy a stylish experience at this centrally-located home in Connersville. Located near shopping and restaurants, Roberts Park is within walking distance. 2 bed, 1-1/2 bath home with a large dining room and living room with workspace. Bathroom has a nice jacuzzi tub. Cheerful kitchen is stocked with major appliances and cooking necessities. Enclosed front porch to exercise or relax.
4.9 out of 5 average rating, 98 reviewsPopular amenities for Connersville vacation rentals
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The Next Door Suite
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