Vacation rentals in Jefferson County
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Top-rated vacation rentals in Jefferson County
Guests agree: these stays are highly rated for location, cleanliness, and more.
Apartment in Madison
5.0 out of 5 average rating, 113 reviewsRiver'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.
Jan 15 – 22
Tiny home in Madison
4.93 out of 5 average rating, 135 reviewsTINY TOO
A Tiny house located in historic Madison, Indiana. Tiny Too is located in the heart of the history of this beautiful river town. Located just steps from the Ohio River, Heritage Trail, quaint shops, local restaurants, wineries and a host of festivals. Step outside the upper and lower decks to river views. Our property is newly remodeled and equipped with all of the amenities of home PLUS outdoor seating (upper/lower decks), gas grill and bicycles. It also offers private, off street parking.
Nov 6 – 13
Apartment in Madison
5.0 out of 5 average rating, 269 reviewsStablemaster’s Quarters/ Best downtown location!
The historic building was originally one of the city’s main livery stables circa 1886. New very comfortable furnishings, a spacious gathering area, 2 large bathrooms, a laundry room and a furnished white kitchen will all be appreciated. Carefully, the historic charm is blended within. You will soon see why the entire building is award winning! This fun river town will remind you of years gone by. Come see why Ladie’s Home Journal awarded Madison “ prettiest small town in the Midwest”.
Nov 9 – 16
Vacation rentals for every style
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Popular amenities for Jefferson County vacation rentals
Other great vacation rentals in Jefferson County
Home in Madison
4.94 out of 5 average rating, 32 reviewsYour Madison Home Away from Home
Jan 9 – 16
Guesthouse in Madison
4.94 out of 5 average rating, 50 reviewsStudio apartment above Garage in downtown Madison
Aug 11 – 18
Home in Madison
5.0 out of 5 average rating, 24 reviewsThe Book Haven - A Book Lover's getaway near Main
Dec 18 – 25
Tiny home in Milton
4.84 out of 5 average rating, 74 reviewsThe Rustic River Retreat.
Oct 29 – Nov 5
Bungalow in Madison
4.97 out of 5 average rating, 34 reviewsSpacious 2 bedroom 1.5 bath home in Downtown.
Nov 8 – 15
Home in Madison
4.93 out of 5 average rating, 82 reviewsCozy 3 bedroom home, steps away from Main Street
Jul 16 – 23
Home in Milton
5.0 out of 5 average rating, 11 reviewsThe Madison-Milton Cabin
Dec 18 – 25
Cottage in Madison
4.94 out of 5 average rating, 49 reviewsRiverfront Cottage downtown Madison
May 7 – 14
Home in Madison
4.97 out of 5 average rating, 59 reviewsLavender House
Aug 5 – 12
Home in Madison
4.93 out of 5 average rating, 74 reviewsLanier View ll (Perfect for Social Distancing)
May 17 – 24
Cabin in Madison
4.99 out of 5 average rating, 76 reviewsWolf Creek Cabin
Jan 11 – 18
Home in Madison
4.96 out of 5 average rating, 53 reviewsRiverview Historical Retreat
Jul 17 – 24
Destinations to explore
- Rentals with outdoor seating Jefferson County
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