Search Vacation Homes in Bennington
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Our top choices for Bennington vacation homes
Vacation Home in Madison
The Artist’s A-Frame10.0 out of 10, Exceptional, (25)
"Wonderful place to stay "
Susan H.
$196 nightly
The price is $225
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vacation Home in Madison
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!9.8 out of 10, Exceptional, (53)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
Paul W.
$217 nightly
The price is $250
Dec 16 - Dec 17
Total with taxes and fees
Vacation Home in Sparta
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway9.8 out of 10, Exceptional, (9)
"Wonderful vacation home. Very clean, great host that was very helpful. "
Ashley C.
$350 nightly
The price is $386
Dec 17 - Dec 18
Total with taxes and fees
Vacation Home in Aurora
Riverside Storybook Cottage10.0 out of 10, Exceptional, (1)
"Great time and place!!!"
Brad T.
$345 nightly
The price is $368
Dec 15 - Dec 16
Total with taxes and fees
Vacation Home in Madison
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill10.0 out of 10, Exceptional, (14)
"Madison Manor II was perfect for our annual girls trip. We were comfortable, location was great, the home was very clean."
Carissa N.
$313 nightly
The price is $360
Dec 14 - Dec 15
Total with taxes and fees
Vacation Home in Versailles
Charming new tiny house-Friendship IN$173 nightly
The price is $194
Dec 15 - Dec 16
Total with taxes and fees
Vacation Home in Madison
"Madison Manor I" By the River - Special Dec 6 - Tickets to Christmas Homes Tour9.6 out of 10, Exceptional, (12)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
Howard B.
$324 nightly
The price is $373
Dec 14 - Dec 15
Total with taxes and fees
Vacation Home in Warsaw
Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly8.8 out of 10, Excellent, (8)
"The area is very quiet with plenty of space to stretch out. Quiet little town with friendly people. "
Karen C.
$389 nightly
The price is $429
Dec 19 - Dec 20
Total with taxes and fees
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.
Top Bennington Hotel Reviews
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
10/10 Excellent
Find out more about Bennington
Bennington Vacation Homes information
Number of reviews | 202 |
|---|---|
Accommodation | 59 Vacation Homes |
Lowest Price | $194 |
Highest Price | $711 |
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