Vacation rentals in Jennings County

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Top-rated vacation rentals in Jennings County

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Guest favorite

Guest suite in Batesville

4.98 out of 5 average rating, 165 reviews

Modern Private Entrance Studio Apt extended/nitely

New fully furnished 2-nd floor studio apartment in quiet up-scale neighborhood. Keyed private entry to indoor stairwell. Approx 800 sq-ft. Hardwood floors, great room, very large windows, lots of light. Floor plan with full kitchen & seating area, living area w/ sofa, chairs, ottomans. Sleeping section includes queen bed adjacent to 3/4 bath. Wi-Fi, USB charg-ports at bedside and desk lamp. Wall mounted 164 channel fiber-optic 32-inch HD flat screen TV with HBO, Starz, Sports, premium channels.

Nov 1 – 8

$70 per night

Guest favorite

Apartment in Madison

5.0 out of 5 average rating, 114 reviews

River's Edge II-Historic Hunger House-Downstairs

Newly renovated DOWNSTAIRS unit of this historic home in the heart of downtown Madison. Experience the unique blend of historic character and contemporary comfort! Relax on our front porch (complete with swing and river view) after a busy day of touring shops, historic sites, cultural, or music festivals that are the heart of Madison... WELCOME to the River's Edge II! Extended stay (wk-mo) discounts 21%-49% Rent one or both floors (See "River's Edge-UPSTAIRS-listing) SEND INQUIRY FOR PRICING.

Jun 12 – 19

$81 per night

Guest favorite

Home in Osgood

4.9 out of 5 average rating, 67 reviews

Wilmer Crash Pad: Simple home, includes breakfast

It's a simple 2 bed, 1 bath house that is perfect for short or long stays, depending on your needs. It is on a quiet, dead-end street with a relaxing vibe. The home is well-equipped with *everything* you would need for daily life. Family friendly with kids bed, toys, games, etc. Blow-up mattress and futon for extra sleepers. Keyless entry. Two car detached garage. Perfect for work trips or area visits. One hour from Cincy, 75 minutes to Indy, 90 minutes to Louisville, 20 minutes to Batesville.

Feb 9 – 16

$75 per night

Guest favorite

Townhouse in Madison

4.99 out of 5 average rating, 157 reviews

Cozy downtown home with patio walk to everything.

Your family will be close to everything in downtown Madison when you stay at this conveniently located, updated home built in 1880. First floor open concept floor plan includes living room equipped w/electric fireplace and an eat-in kitchen w/bar stool seating for 4. Upstairs offers two bedrooms and full bath w/shower and old old-fashioned soaker tub. Enjoy nice weather on the fenced back patio. Note: This property contains stairs and is not recommended for guests with mobility issues.

Aug 18 – 25

$107 per night

Guest favorite

Home in Oldenburg

4.99 out of 5 average rating, 172 reviews

Historic Drees Haus, Oldenburg

Drees Haus is a charming 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.

Jul 11 – 18

$93 per night

Guest favorite

Home in Deputy

5.0 out of 5 average rating, 15 reviews

The Cottage by the Woods

This newly renovated Cottage by the Woods offers a peaceful country alternative to an airbnb stay. It is located 15 minutes from downtown Madison, IN. A partial wrap around deck allows for a tranquil cup of coffee while bird watching. The hosts for this location live close which allows for instant contact if anything is needed. Free WiFi and Roku TV is provided along with other small amenities including various flavored coffee's for your morning cup of joe and a waffle making station.

Aug 23 – 30

$96 per night

Guest favorite

Home in Columbus

4.94 out of 5 average rating, 435 reviews

Cozy Home - You'll Love This Place

Conveniently located right across the street from Lincoln Park Ball diamonds & Hamilton Ice Center, a few blocks from Columbus Regional Hospital & Nexus Park, and in the center of many restaurants, and other activities to make the most of your stay. This home is very comfortable, in a safe neighborhood, and is welcoming. Come into this home with no fear of forgetting anything at home. Being a frequent traveler myself, I have thought of most things you will need away from your own home.

Dec 15 – 22

$67 per night

Guest favorite

Yurt in Madison

4.97 out of 5 average rating, 167 reviews

Madison's only Yurt experience!!!

You'll love this unique and romantic escape in the hills of southern Indiana! Located just 20 minutes from beautiful downtown Madison and Vevay. Enjoy the countryside in your very own yurt. Come relax after a hard day of shopping in downtown Madison or after a late night at Belterra casino. You will love the warm inviting boho style of decor while enjoy the beautiful sunsets from the deck. The stars look so close you could touch them from the grassy hillsides of this enchanting property.

Sep 20 – 27

$149 per night

Guest favorite

Barn in Versailles

4.88 out of 5 average rating, 51 reviews

Unwind Haven

This historical barn is nestled right in the heart of southeastern Indiana’s farmland. Enjoy the Crossroads of America by adventuring to local hometowns, State Parks, shops, and restaurants. Enjoy live music, museums, and other attractions by visiting three conveniently located cities. If it’s serenity that you’re searching for you’ll find that by watching our beautiful sunrises or sitting around the fire pit gazing up at the stars. You won’t forget the peacefulness of this destination.

Sep 12 – 19

$90 per night

Guest favorite

Home in Madison

4.99 out of 5 average rating, 454 reviews

The Artist’s A-Frame

Get away and enjoy the comfort and convenience of this unique, newly remodeled A-Frame home nestled in a quiet, safe, upscale neighborhood, minutes from Clifty Falls State Park (10 min. drive), Historic Downtown (5 min. drive), hilltop shopping (5 min. drive): Hanover College (15 min. drive) •Fast Wi-Fi •Electric Fireplace .Two 55” Roku TVs •Keurig & Drip Coffee, K-cups, local coffee, tea, bottled water .Paved driveway parking .Gas BBQ grill

Jan 23 – 30

$106 per night

Guest favorite

Cottage in Madison

4.93 out of 5 average rating, 139 reviews

Cozy Farmhouse Retreat in Historic District

Located in the Historic District in Madison! Lisa and Richard co-own and co-host this recently updated cottage. Welcome to our cozy, chic Farmhouse Retreat. It is one block from Main Street, featuring so many charming shops, restaurants, and historic buildings for which Madison is famous. Only three blocks from the mighty Ohio and a short five-minute drive to Clifty Falls State Park. We fell in love with Madison and know you will, too.

Oct 12 – 19

$79 per night

Guest favorite

Home in Columbus

4.9 out of 5 average rating, 270 reviews

Convenience of Home

Enjoy all the creature comforts of home in this adorable, and conveniently located duplex situated in a quiet neighborhood. This duplex unit is located within minutes of architecturally diverse Columbus neighborhoods, close to Lincoln Park ball diamonds, biking and people trails are within a mile. A wide variety of local dining favorites, 30 minutes from Brown County state park and Nashville.

Jan 24 – 31

$78 per night