Bennington Holiday Rentals

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Our top choices for Bennington holiday rentals

Cottage in Florence

The Blue Door Place
9.6 out of 10, Exceptional, (19 reviews)
"Perfect spot "
United States
Damon G.
The price is NZ$309
includes taxes & fees
10 Jan - 11 Jan
The Blue Door Place
10.0 out of 10, Exceptional, (1 review)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is NZ$276
includes taxes & fees
22 Jan - 23 Jan
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cabin in Madison

Cabin on the Ridge Su
10.0 out of 10, Exceptional, (15 reviews)
"Peaceful relaxing stay. Will go back."
United States
Wendy P.
The price is NZ$408
includes taxes & fees
1 Feb - 2 Feb
Cabin on the Ridge Su
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is NZ$378
includes taxes & fees
8 Feb - 9 Feb
Cabin on the Ridge: The Sequel

Holiday Home in Madison

The Artist’s A-Frame
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful place to stay "
United States
Susan H.
The price is NZ$390
includes taxes & fees
22 Jan - 23 Jan
The Artist’s A-Frame
8.8 out of 10, Excellent, (10 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is NZ$263
includes taxes & fees
10 Jan - 11 Jan
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
9.8 out of 10, Exceptional, (9 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
The price is NZ$636
includes taxes & fees
19 Jan - 20 Jan
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
9.8 out of 10, Exceptional, (54 reviews)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is NZ$384
includes taxes & fees
11 Jan - 12 Jan
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
8.8 out of 10, Excellent, (8 reviews)
"The area is very quiet with plenty of space to stretch out. Quiet little town with friendly people. "
United States
Karen C.
The price is NZ$679
includes taxes & fees
10 Jan - 11 Jan
Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly
The price is NZ$261
includes taxes & fees
22 Jan - 23 Jan
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
10.0 out of 10, Exceptional, (23 reviews)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The price is NZ$348
includes taxes & fees
2 Feb - 3 Feb
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
9.6 out of 10, Exceptional, (20 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
The price is NZ$494
includes taxes & fees
22 Jan - 23 Jan
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Holiday Home in Versailles

Charming new tiny house-Friendship IN
The price is NZ$336
includes taxes & fees
13 Jan - 14 Jan
Charming new tiny house-Friendship IN
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay at the Banks of Aurora home. Beautiful views of the Ohio river and a wonderful home inside with all the amenities anyone would need. "
United States
Hailey D.
Welcome to the Banks of Aurora - A Charming River View Home in Downtown Aurora

Holiday Home in Aurora

Riverside Storybook Cottage
10.0 out of 10, Exceptional, (2 reviews)
"Great time and place!!!"
United States
Brad T.
The price is NZ$753
includes taxes & fees
4 Feb - 5 Feb
Riverside Storybook Cottage
10.0 out of 10, Exceptional, (3 reviews)
"Great property for a group outing. Great location."
United States
Paul S.
The price is NZ$781
includes taxes & fees
22 Jan - 23 Jan
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
10.0 out of 10, Exceptional, (14 reviews)
"Madison Manor II was perfect for our annual girls trip. We were comfortable, location was great, the home was very clean."
United States
Carissa N.
The price is NZ$615
includes taxes & fees
22 Jan - 23 Jan
"Madison Manor II" by The River: Spacious 2 BR + Hot Tub, FirePit, Patio
10.0 out of 10, Exceptional, (53 reviews)
"We had a great visit— thank you!!!"
United States
Amy D.
The price is NZ$849
includes taxes & fees
11 Jan - 12 Jan
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
9.6 out of 10, Exceptional, (9 reviews)
"Such a cute place and great location!"
United States
Katy A.
The price is NZ$492
includes taxes & fees
22 Jan - 23 Jan
East Main Lofts - Farmhouse 204
10.0 out of 10, Exceptional, (37 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
#207 King Suites, River Views, Deck, Downtown
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

Find out more about Bennington

Everything you need to know about Bennington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bennington holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bennington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bennington holiday rentals we have selected for you start as low as NZ$276 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bennington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bennington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bennington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Bennington?

Yes, there are holiday rentals close to the most popular sights in Bennington, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bennington has to offer?

Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11: This holiday home rental outside of Bennington is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

What’s there to see and do in Bennington?

Explore the area and family-friendly sights such as Madison Railroad Station Museum, or get out into nature at a spot like General Butler State Resort Park. Belterra Casino and Belterra Casino Riverboat are a couple of places you'll find in the wider area.

What’s a holiday rental in Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bennington. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.