Bennington Vacation Rentals
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Vacation Rentals in Bennington
![Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!](https://images.trvl-media.com/lodging/105000000/104250000/104248900/104248859/863d82a5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!
With a stay at this vacation home in Madison, you'll be within a 10-minute walk of Dr. William Hutching's Office & Hosptal and Historic District.
Washer
Dryer
![Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River](https://images.trvl-media.com/lodging/105000000/104790000/104789900/104789877/8297caed_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
With a stay at this vacation home in Madison, you'll be within a 10-minute walk of Dr. William Hutching's Office & Hosptal and Historic District.
Washer
Dryer
![Glenda’s Overlook..everything you need to make visiting Madison a great getaway!](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/c7ba1628_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
With a stay at this vacation home in Madison, you'll be a 5-minute walk from Ohio River and within a 5-minute drive of Thomas Family Winery.
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Washer
![2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/eb10211f_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209
A stay at this vacation home places you in the heart of Madison, steps from Schofield House and Jeremiah Sullivan House.
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Washer
![The Artist’s A-Frame](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/4f07b02e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Artist’s A-Frame
Located in Madison, this vacation home is within a 5-minute drive of Sunrise Falls Golf Course and Dr. William Hutching's Office & Hosptal.
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Washer
![The Wee House is a shotgun house that is remodeled with a view of the Ohio river](https://images.trvl-media.com/lodging/71000000/70870000/70860400/70860322/e87726b6_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
A stay at this vacation home places you in the heart of Madison, within a 5-minute walk of Ohio River and Thomas Family Winery.
Kitchen
Washer
![2 King Suites, 2 Queens. 3.5 Ba. Deck, River Views, Bicentennial Park](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/82b56a4f_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
2 King Suites, 2 Queens. 3.5 Ba. Deck, River Views, Bicentennial Park
A stay at this vacation home places you in the heart of Madison, steps from Schofield House and Jeremiah Sullivan House.
Kitchen
Air conditioning
![Beautiful and spacious 3BR historic home centrally located in downtown, Madison.](https://images.trvl-media.com/lodging/75000000/74750000/74749800/74749765/39888ade_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
A stay at this vacation home places you in the heart of Madison, steps from Francis Costigan House and 5 minutes by foot from Lanier Mansion.
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![The Wadsworth in National Historic District of Madison, Indiana.](https://images.trvl-media.com/lodging/96000000/95930000/95928100/95928028/29ad30b0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Wadsworth in National Historic District of Madison, Indiana.
A stay at this vacation home places you in the heart of Madison, within a 15-minute walk of Thomas Family Winery and Ohio River.
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Washer
![Tiny Too (Tiny house w/ River View)](https://images.trvl-media.com/lodging/50000000/49090000/49083800/49083766/ce820262_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Tiny Too (Tiny house w/ River View)
With a stay at this vacation home in Madison, you'll be on the waterfront, just a 4-minute walk from Ohio River and 6 minutes by foot from Lanthier Winery.
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Washer
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Bennington Vacation Rentals essential information
Accommodation | 49 Vacation Rentals |
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Popular accommodation | Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!, Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River, Glenda’s Overlook..everything you need to make visiting Madison a great getaway!, 2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209, The Artist’s A-Frame, The Wee House is a shotgun house that is remodeled with a view of the Ohio river, 2 King Suites, 2 Queens. 3.5 Ba. Deck, River Views, Bicentennial Park, Beautiful and spacious 3BR historic home centrally located in downtown, Madison., The Wadsworth in National Historic District of Madison, Indiana. , Tiny Too (Tiny house w/ River View), Lovely 3 bedroom house with beautiful river views., Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath |