Search and Rent Bennington Condos

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
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Jan 9 - Jan 11
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No exact matches found, but these alternatives could be just right

Recommended hotels in Bennington

Front of property
Empire House Hotel

Guesthouse in Rising Sun

Empire House Hotel
2.5 star property
9.2 out of 10, Wonderful, (321)
"Marsha, the hostess was wonderful. To be able to sit on the porch and look at the river was amazing. "
United States
Charlene
$69 nightly
The price is $77
Dec 14 - Dec 15
Total with taxes and fees
Empire House Hotel
Exterior
Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls
2.5 star property
8.8 out of 10, Excellent, (662)
"Great stay, clean, and comfy bed!"
United States
cheryl
$93 nightly
The price is $107
Dec 21 - Dec 22
Total with taxes and fees
Comfort Inn Madison near Clifty Falls
Exterior
Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway
2.5 star property
7.8 out of 10, Good, (1001)
"Everything was perfect "
United States
danny
$85 nightly
The price is $94
Dec 14 - Dec 15
Total with taxes and fees
Ramada by Wyndham Sparta/At Speedway
Indoor pool
Rising Star Casino Resort

Rising Star Casino Resort

Rising Star Casino Resort
2.0 star property
8.0 out of 10, Very Good, (603)
"Staff was helpful at main hotel. Room clean & parking was plentiful "
United States
Shari
$110 nightly
The price is $124
Dec 14 - Dec 15
Total with taxes and fees
Rising Star Casino Resort
Property amenity
Hillside Inn

Hillside Inn

Hillside Inn
2.5 star property
8.6 out of 10, Excellent, (1002)
"Great view, friendly staff."
United States
Roy
$80 nightly
The price is $92
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hillside Inn
Exterior
Belterra Casino Resort

Belterra Casino Resort

Belterra Casino Resort
3.5 star property
8.6 out of 10, Excellent, (1002)
"Room was clean and the staff was good."
United States
Gary
$129 nightly
The price is $145
Dec 14 - Dec 15
Total with taxes and fees
Belterra Casino Resort
Dining
Fairway Inn Florence

Fairway Inn Florence

Fairway Inn Florence
2.0 star property
8.4 out of 10, Very Good, (52)
"Convenient to where we needed to go. "
United States
Walter
$75 nightly
The price is $84
Dec 14 - Dec 15
Total with taxes and fees
Fairway Inn Florence
Meeting facility
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
2.5 star property
9.8 out of 10, Exceptional, (393)
"Beautiful hotel, rooms were exceptionally clean, service was so friendly. Love this place and will return."
United States
Paul
$135 nightly
The price is $155
Jan 1 - Jan 2, 2026
Total with taxes and fees
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Free buffet breakfast
Holiday Inn Express Hotel & Suites Madison by IHG

Holiday Inn Express Hotel & Suites Madison by IHG

Holiday Inn Express Hotel & Suites Madison by IHG
2.5 star property
8.4 out of 10, Very Good, (572)
"Clean, easy in, easy out. that's plenty for me."
United States
Terry
$105 nightly
The price is $121
Dec 16 - Dec 17
Total with taxes and fees
Holiday Inn Express Hotel & Suites Madison by IHG
Free daily self-serve breakfast
Quality Inn Carrollton

Quality Inn Carrollton

Quality Inn Carrollton
2.5 star property
7.6 out of 10, Good, (310)
"Yes clean room great condition "
United States
Efrain Perez
$68 nightly
The price is $83
Jan 12 - Jan 13, 2026
Total with taxes and fees
Quality Inn Carrollton
Restaurant
Hampton Inn Carrollton

Hampton Inn Carrollton

Hampton Inn Carrollton
2.5 star property
8.2 out of 10, Very Good, (301)
"Abigail was awesome. She is very professional and attentive to guest needs. The breakfast is not very exciting but it works. The room was clean and comfortable. All in All i was very please. "
United States
Daryl
$143 nightly
The price is $158
Dec 19 - Dec 20
Total with taxes and fees
Hampton Inn Carrollton
Front of property
The Tanglewood

The Tanglewood

The Tanglewood
2.0 star property
9.2 out of 10, Wonderful, (5)
"Great place! Clean room and good communication from staff. "
United States
Bonnie
$138 nightly
The price is $155
Dec 17 - Dec 18
Total with taxes and fees
The Tanglewood
Miscellaneous
Super 8 by Wyndham Carrollton

Super 8 by Wyndham Carrollton

Super 8 by Wyndham Carrollton
2.0 star property
7.6 out of 10, Good, (27)
"Staff help was great "
United States
Daryl
$77 nightly
The price is $84
Dec 20 - Dec 21
Total with taxes and fees
Super 8 by Wyndham Carrollton
Luxury Room | Premium bedding, down comforters, individually decorated
The Chandler Hotel

The Chandler Hotel

The Chandler Hotel
2.0 star property
10.0 out of 10, Exceptional, (121)
"The room and facility were amazing. Old world charm in the middle of downtown Madison, IN. Just about everything was within walking distance. We had a fantastic stay and thoroughly enjoyed our time spent here."
United States
Shannon
$145 nightly
The price is $167
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Chandler Hotel
Fridge, microwave, oven, stovetop
The Blue Door Place

Cottage in Florence

The Blue Door Place
9.6 out of 10, Exceptional, (19)
"Perfect spot "
United States
Damon G.
$120 nightly
The price is $134
Dec 15 - Dec 16
Total with taxes and fees
The Blue Door Place
Balcony view
General Butler State Resort Park

General Butler State Resort Park

General Butler State Resort Park
3.0 star property
8.2 out of 10, Very Good, (448)
"Nice stay"
United States
Beverly B.
$139 nightly
The price is $154
Dec 19 - Dec 20
Total with taxes and fees
General Butler State Resort Park
Outdoor banquet area
Riverside Inn Bed and Breakfast

Bed & Breakfast in Warsaw

Riverside Inn Bed and Breakfast
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful "
United States
Danielle
$286 nightly
The price is $316
Jan 4 - Jan 5, 2026
Total with taxes and fees
Riverside Inn Bed and Breakfast
BBQ/picnic area
Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

Hillcrest Motel By OYO Aurora IN Near Lawrenceburg
2.5 star property
6.4 out of 10, (45)
"Shopping near by, For what you pay,, It was good!"
United States
JOSEPH
$54 nightly
The price is $59
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hillcrest Motel By OYO Aurora IN Near Lawrenceburg
Desk, laptop workspace, blackout drapes, iron/ironing board
Holiday Inn Express & Suites Carrollton by IHG

Holiday Inn Express & Suites Carrollton by IHG

Holiday Inn Express & Suites Carrollton by IHG
2.5 star property
8.6 out of 10, Excellent, (236)
"It was a nice hotel. Would stay again!"
United States
Jessica
$134 nightly
The price is $148
Dec 19 - Dec 20
Total with taxes and fees
Holiday Inn Express & Suites Carrollton by IHG
Exterior
Riverboat Inn and Suites

Inn in Madison

Riverboat Inn and Suites
3.0 star property
9.4 out of 10, Exceptional, (103)
"The room and staff were great. Enjoyed our stay."
United States
Katrina
$92 nightly
The price is $106
Jan 4 - Jan 5, 2026
Total with taxes and fees
Riverboat Inn and Suites
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.
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Top Bennington Hotel Reviews

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

10/10 Excellent
"Exceptional facility. Perfect every time."
Robert 1-night trip
Posted 2 days ago
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Find out more about Bennington

Bennington Condo Rentals information

Number of reviews
7,218
Accommodation
0 Condo Rentals
Lowest Price
$59
Highest Price
$316

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