Title: Holiday Rentals Bennington from £123: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

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## Check prices for these dates

In two weeks

[27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975849202&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975849202&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975849202&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[3 Jul - 5 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975849202&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Bennington holiday rentals

![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/d9cb2520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/f1a355c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/3ac611b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/7e37ae4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin on the Ridge

[](https://www.expedia.co.uk/Canaan-Hotels-A-Cozy.h95861216.Hotel-Information)

Madison

10/10

Exceptional

(16 reviews)

"Nice cabin"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nathan M.

£169

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Canaan-Hotels-A-Cozy.h95861216.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/8aa72f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/c492298a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/a0c42af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/fb1dc310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin on the Ridge: The Sequel

[](https://www.expedia.co.uk/Canaan-Hotels-The-Areas-First-New-Construction-Short-Term-Rental-Tailored-For-You.h95861214.Hotel-Information)

Madison

10/10

Exceptional

(17 reviews)

"Our stay was amazing! Loved this cozy cabin in the woods! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alison F.

£159

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Canaan-Hotels-The-Areas-First-New-Construction-Short-Term-Rental-Tailored-For-You.h95861214.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840020/2b777778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840020/b1bd9da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840020/002145bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840020/4b03b8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maple Cozy Cabin at Lost Trails

[](https://www.expedia.co.uk/Madison-Hotels-Maple-Cabin-At-Lost-Trails.h117840020.Hotel-Information)

Madison Township

10/10

Exceptional

(7 reviews)

"Very nice place definitely recommend "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric T.

£119

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Maple-Cabin-At-Lost-Trails.h117840020.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100810000/100806000/100805995/24acbc04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100810000/100806000/100805995/1bd992b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100810000/100806000/100805995/30878268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100810000/100806000/100805995/3606019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

[](https://www.expedia.co.uk/Warsaw-Hotels-Lake-House-With-Private-Dock-Ark-Encounter-Creation-Museum-Warsaw-Getaway.h100805995.Hotel-Information)

Sparta

9.8/10

Exceptional

(10 reviews)

"Wonderful vacation home. Very clean, great host that was very helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley C.

£273

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Warsaw-Hotels-Lake-House-With-Private-Dock-Ark-Encounter-Creation-Museum-Warsaw-Getaway.h100805995.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840018/e447409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840018/583df61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840018/8fc00cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840018/3e20fda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walnut Secluded Cabin at Lost Trails

[](https://www.expedia.co.uk/Madison-Hotels-Walnut-Cabin-At-Lost-Trails.h117840018.Hotel-Information)

Madison Township

10/10

Exceptional

(2 reviews)

"Was a great space! Clean, modern and very cute! Would highly recommend "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna M.

£128

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Walnut-Cabin-At-Lost-Trails.h117840018.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840022/592d0290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840022/d2dbaec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840022/fde45310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840022/ff5d5116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sassafras Woodland Cabin at Lost Trails

[](https://www.expedia.co.uk/Madison-Hotels-Sassafras-Cabin-At-Lost-Trails.h117840022.Hotel-Information)

Madison Township

9.8/10

Exceptional

(7 reviews)

"The amenities were in excellent condition and great layout of the property. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ed S.

£122

includes taxes & fees

19 Mar - 20 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Sassafras-Cabin-At-Lost-Trails.h117840022.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/eb3ac305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/165add26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/ca6519f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/1044ee11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Artist’s A-Frame

[](https://www.expedia.co.uk/Madison-Hotels-5-Minutes-From-Downtown-Madison.h95861212.Hotel-Information)

Madison

10/10

Exceptional

(27 reviews)

"This is a fantastic property with attentive hosts! Super easy from start to finish. Clean and homey accommodations. We would definitely choose to stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura P.

£161

includes taxes & fees

19 Mar - 20 Mar

[](https://www.expedia.co.uk/Madison-Hotels-5-Minutes-From-Downtown-Madison.h95861212.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122760000/122751500/122751483/11029ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122760000/122751500/122751483/6d22fd76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122760000/122751500/122751483/w1018h1009x34y0-6c638f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/123000000/122760000/122751500/122751483/f3088b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

[](https://www.expedia.co.uk/Madison-Hotels-Cute-CottagePet-FriendlyCleanTrails-Nature-And-Historic-Madison.h122751483.Hotel-Information)

Madison

8.8/10

Excellent

(3 reviews)

"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meghan B.

£131

includes taxes & fees

15 Mar - 16 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Cute-CottagePet-FriendlyCleanTrails-Nature-And-Historic-Madison.h122751483.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119720000/119711700/119711645/f4faebb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119711700/119711645/c2bd2c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119720000/119711700/119711645/w2096h1179x230y0-667550a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119711700/119711645/141012ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming new tiny house-Friendship IN

[](https://www.expedia.co.uk/Versailles-Hotels-Charming-New-Tiny-House-Friendship-IN.h119711645.Hotel-Information)

Versailles

£147

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Versailles-Hotels-Charming-New-Tiny-House-Friendship-IN.h119711645.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840024/897874f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840024/1978aa9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840024/374ba0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840024/4daae9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mulberry Secluded Cabin at Lost Trails

[](https://www.expedia.co.uk/Madison-Hotels-Mulberry-Cabin-At-Lost-Trails.h117840024.Hotel-Information)

Madison Township

10/10

Exceptional

(1 review)

"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily I.

£142

includes taxes & fees

23 Mar - 24 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Mulberry-Cabin-At-Lost-Trails.h117840024.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109530000/109527800/109527752/0aff7c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109530000/109527800/109527752/82d5d912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109530000/109527800/109527752/39687320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109530000/109527800/109527752/43e11a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly

[](https://www.expedia.co.uk/Warsaw-Hotels-Waterfront-Cabin-W-A-View-Large-Family-Retreat-Pet-Friendly.h109527752.Hotel-Information)

Warsaw

8.8/10

Excellent

(8 reviews)

"The area is very quiet with plenty of space to stretch out. Quiet little town with friendly people. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen C.

£277

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Warsaw-Hotels-Waterfront-Cabin-W-A-View-Large-Family-Retreat-Pet-Friendly.h109527752.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/89000000/88260000/88253400/88253382/8164c41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88260000/88253400/88253382/7e07383d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/89000000/88260000/88253400/88253382/14b5564f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88260000/88253400/88253382/b33016a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11

[](https://www.expedia.co.uk/Aurora-Hotels-Riverview-Retreat-Riverviews-Near-Ski-SlopesCreation-MuseumArkZooCincinnati.h88253382.Hotel-Information)

Aurora

10/10

Exceptional

(55 reviews)

"We had a great visit— thank you!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy D.

£376

includes taxes & fees

17 Mar - 18 Mar

[](https://www.expedia.co.uk/Aurora-Hotels-Riverview-Retreat-Riverviews-Near-Ski-SlopesCreation-MuseumArkZooCincinnati.h88253382.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/bf33beba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/c7ba1628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/720ba05a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/7adbb048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

[](https://www.expedia.co.uk/Madison-Hotels-Glendas-Overlookeverything-You-Need-To-Make-Visiting-Madison-A-Great-Getaway.h105105513.Hotel-Information)

Madison

9.8/10

Exceptional

(56 reviews)

"Nice friendly town and eating places"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul P.

£183

includes taxes & fees

12 Mar - 13 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Glendas-Overlookeverything-You-Need-To-Make-Visiting-Madison-A-Great-Getaway.h105105513.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107290000/107288400/107288400/c0e5dad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107290000/107288400/107288400/331bb1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107290000/107288400/107288400/c549b2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107290000/107288400/107288400/e5cb0ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

[](https://www.expedia.co.uk/Madison-Hotels-Charolottes-Corner-Overlook.h107288400.Hotel-Information)

Madison

8.8/10

Excellent

(10 reviews)

"Very easy check in and nice location. Very comfortable stay. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Michael S.

£115

includes taxes & fees

22 Mar - 23 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Charolottes-Corner-Overlook.h107288400.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111160000/111151300/111151245/cf725d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111160000/111151300/111151245/9243e37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111160000/111151300/111151245/368b6b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111160000/111151300/111151245/a2f1e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cedar Rustic Cabin at Lost Trails

[](https://www.expedia.co.uk/Madison-Hotels-Rustic-Cabin-At-Lost-Trails.h111151245.Hotel-Information)

Madison

10/10

Exceptional

(21 reviews)

"The Rustic Cabin was perfect for our quick visit to the Madison area. The place was comfortable and inviting and tucked away ensuring a quiet and relaxing stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel L.

£123

includes taxes & fees

17 Mar - 18 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Rustic-Cabin-At-Lost-Trails.h111151245.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/c68fa647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/562e1144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/ea021f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/00284b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

[](https://www.expedia.co.uk/Madison-Hotels-Peaceful-Cozy-Cabin-10-Minutes-From-Historic-Downtown-Madison.h91872159.Hotel-Information)

Madison

9.6/10

Exceptional

(21 reviews)

"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin L.

£215

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Peaceful-Cozy-Cabin-10-Minutes-From-Historic-Downtown-Madison.h91872159.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113730000/113727100/113727046/ad5d5be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113730000/113727100/113727046/20c83a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113730000/113727100/113727046/a175c776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113730000/113727100/113727046/5fa4e786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

[](https://www.expedia.co.uk/Madison-Hotels-The-Main-St-Oasis-Heart-Of-Downtown-Madison-Steps-From-Shopping-Dining.h113727046.Hotel-Information)

Madison

10/10

Exceptional

(25 reviews)

"Always a wonderful place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leann L.

£159

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Madison-Hotels-The-Main-St-Oasis-Heart-Of-Downtown-Madison-Steps-From-Shopping-Dining.h113727046.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/7c0a4c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/d2aee407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/67835d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/865c66bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #209 Kings, River View, Deck, Bicentennial Park

[](https://www.expedia.co.uk/Madison-Hotels-209-Kings.h66446465.Hotel-Information)

Madison

10/10

Exceptional

(63 reviews)

"Great house, great location and the host was very responsive! I would definitely recommend this place. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa C.

£314

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Madison-Hotels-209-Kings.h66446465.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/1b2d2f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/590dcf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/007e0a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/758cfbb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #207 King Suites, River Views, Deck, Downtown

[](https://www.expedia.co.uk/Madison-Hotels-Generals-Quarters.h81001761.Hotel-Information)

Madison

10/10

Exceptional

(38 reviews)

"Great Amenities! The layout was perfect and the house was well stocked. Kitchen and bathrooms had everything we needed. Great location. Minutes away from restaurants and shops. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michele D.

£314

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Generals-Quarters.h81001761.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101980000/101970300/101970271/4653afac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101980000/101970300/101970271/f45754fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101980000/101970300/101970271/8c71eb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101980000/101970300/101970271/f2aa2ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

[](https://www.expedia.co.uk/Madison-Hotels-Madison-Manor-II-HotTub-Walk-To-Downtown.h101970271.Hotel-Information)

Madison

10/10

Exceptional

(15 reviews)

"Great location and the host thought of everything to stock the house with."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kinni L.

£299

includes taxes & fees

24 Mar - 25 Mar

[](https://www.expedia.co.uk/Madison-Hotels-Madison-Manor-II-HotTub-Walk-To-Downtown.h101970271.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25&regionId=553248635975849202&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

[Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_SPRING_PROMO_553248635975849202)

## Find holiday rentals that suit your style

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America&regionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America&regionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America&regionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=COTTAGE)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America&regionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CABIN)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America&regionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CHALET)

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## Top Bennington Hotel Reviews

![Best Way Inn Madison](https://images.trvl-media.com/lodging/1000000/10000/8000/7911/30741410_y.jpg)

### Best Way Inn Madison

10/10 Excellent

"Great stay, great staff and very helpful. I stayed there after a surgery so i could be close to my husband's work for the first few days and the staff at bestway were amazing!! "

[](https://expedia.co.uk/Madison-Hotels-Best-Way-Inn-Madison.h7911.Hotel-Information)

![Belterra Casino Resort](https://images.trvl-media.com/lodging/2000000/1160000/1152900/1152807/04047b8f_y.jpg)

### Belterra Casino Resort

10/10 Excellent

"The room (as always), clean and COMFY. Pleasant front desk @ arrival, maintenance (not needed),and all staff. NEVER an issue whenever we stay ⭐⭐⭐⭐⭐"

[](https://expedia.co.uk/Madison-Hotels-Belterra-Casino-Resort.h1152807.Hotel-Information)

![Fairfield Inn & Suites Madison Historic Eagle Cotton Mill](https://images.trvl-media.com/lodging/62000000/61410000/61401300/61401267/63e231bf_y.jpg)

### Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

10/10 Excellent

"My wife wanted an stationary bike but wasn't one despite their website indicating there would be one. Overall great stay!"

[](https://expedia.co.uk/Madison-Hotels-Fairfield-Inn-Suites-Madison.h61401267.Hotel-Information)

![Comfort Inn Madison near Clifty Falls](https://images.trvl-media.com/lodging/1000000/870000/869500/869431/d5b848b8_y.jpg)

### Comfort Inn Madison near Clifty Falls

10/10 Excellent

"Very Clean.smell was amazing too.Staff excellent. BEDS very comfortable. Felt very safe too.Breakfast was great.I always tip for breakfast,even if i have serve my self,because she cleaned table for us and was so polite..I will Definitely return"

[](https://expedia.co.uk/Madison-Hotels-Comfort-Inn.h869431.Hotel-Information)

![Quality Inn Carrollton](https://images.trvl-media.com/lodging/1000000/20000/12100/12064/f2f43231_y.jpg)

### Quality Inn Carrollton

10/10 Excellent

"Great."

[](https://expedia.co.uk/Carrollton-Hotels-Quality-Inn-Carrollton.h12064.Hotel-Information)

![Glenda’s Overlook..everything you need to make visiting Madison a great getaway!](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/bf33beba_y.jpg)

### Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

10/10 Excellent

"Loved the House! Very clean and well decorated. Host was very nice and very easy to communicate with. Definitely recommend! "

[](https://expedia.co.uk/Madison-Hotels-Glendas-Overlookeverything-You-Need-To-Make-Visiting-Madison-A-Great-Getaway.h105105513.Hotel-Information)

![Rising Star Casino Resort](https://images.trvl-media.com/lodging/1000000/160000/151200/151163/8fd638a0_y.jpg)

### Rising Star Casino Resort

2/10 Terrible

"Terrible "

[](https://expedia.co.uk/Lawrenceburg-Hotels-Rising-Star-Casino-Resort.h151163.Hotel-Information)

![Hillside Inn](https://images.trvl-media.com/lodging/1000000/900000/894200/894180/cd0f46d3_y.jpg)

### Hillside Inn

4/10 Poor

"OLD ROOM NEEDS PAINT. TOO MUCH VANILLA SPRAY OVERCOMING ODORS. NO REAL AMENITIES IN BATHROOM. NOT WHAT WE EXPECTED. REVIEWS OF EXCELLENT, AND OUTSTANDING NOT ACCURATE."

[](https://expedia.co.uk/Madison-Hotels-Hillside-Inn.h894180.Hotel-Information)

![The Chandler Hotel](https://images.trvl-media.com/lodging/94000000/93090000/93082900/93082881/baa85c95_y.jpg)

### The Chandler Hotel

10/10 Excellent

"Room was beautiful. "

[](https://expedia.co.uk/Madison-Hotels-The-Chandler-Hotel.h93082881.Hotel-Information)

## 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](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 £123 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. 

## Explore a world of travel with Expedia

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- [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals)
- [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals)
- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
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- [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations)
- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
- [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals)
- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

## Frequently asked questions

### Can I find holiday rentals in Bennington?

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

### What’s there to see and do in Bennington?

### What’s a holiday rental in Bennington like?

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