Title: Webster County Cottages  | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976431895&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

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976431895&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

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976431895&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

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976431895&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)

## Top Cities in Webster County

![Adobe](https://images.trvl-media.com/place/6338711/2e5f3b35-d435-4957-830f-f27179bbbcd7.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Clay

[](https://expedia.ca/Clay-Cottages.d6338711-aaCottages.Travel-Guide-Accommodation)

## Our top choices for Webster County cottages

![Exterior](https://images.trvl-media.com/lodging/92000000/91980000/91974400/91974327/5f4e60e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91980000/91974400/91974327/6e3447cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91980000/91974400/91974327/7cd9f548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/92000000/91980000/91974400/91974327/2e416966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grandpa's Comfy Cottage

[](https://www.expedia.ca/Madisonville-Hotels-Grandpas-Comfy-Cottage.h91974327.Hotel-Information)

Madisonville

10/10

Exceptional

(4 reviews)

"Everything we needed and close to everything else 👍"

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

Scott W.

[](https://www.expedia.ca/Madisonville-Hotels-Grandpas-Comfy-Cottage.h91974327.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90360000/90353900/90353872/3043b99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90360000/90353900/90353872/4f72be24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90360000/90353900/90353872/bdb9a7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90360000/90353900/90353872/ca7dfd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grandma's Cozy Cottage

[](https://www.expedia.ca/Madisonville-Hotels-Grandmas-Cottage.h90353872.Hotel-Information)

Madisonville

9.0/10

Wonderful

(9 reviews)

"Nice stay while waiting for apartment to be ready. Cute and quiet neighborhood "

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

Barbara D.

[](https://www.expedia.ca/Madisonville-Hotels-Grandmas-Cottage.h90353872.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/74000000/73100000/73092800/73092737/57a98b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73100000/73092800/73092737/9c5c7ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73100000/73092800/73092737/4a086263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73100000/73092800/73092737/d986423d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private, cozy,classic, simple. Centrally located to hospital, uptown. 

[](https://www.expedia.ca/Madisonville-Hotels-Private.h73092737.Hotel-Information)

Madisonville

10/10

Exceptional

(3 reviews)

"Cozy little place no far from all the things in Madisonville. "

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

Michelle S.

[](https://www.expedia.ca/Madisonville-Hotels-Private.h73092737.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71100000/71090700/71090647/155c4ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71100000/71090700/71090647/cbff6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71100000/71090700/71090647/b17590c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71100000/71090700/71090647/01dec153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Midtown Cottage- Self Check-In & Centrally Located in Owensboro

[](https://www.expedia.ca/Owensboro-Hotels-Midtown-Cottage-Self-Check-In-Centrally-Located-In-Owensboro.h71090647.Hotel-Information)

Owensboro

10/10

Exceptional

(12 reviews)

"We were there for a tennis tournament and it was the perfect location. It worked out so well for all of us."

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

Noel K.

[](https://www.expedia.ca/Owensboro-Hotels-Midtown-Cottage-Self-Check-In-Centrally-Located-In-Owensboro.h71090647.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94540000/94539200/94539193/73caf27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94540000/94539200/94539193/de559f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94540000/94539200/94539193/0f8294a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94540000/94539200/94539193/03c25b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Ohio River Home With Water Views & Porch!

[](https://www.expedia.ca/Cave-In-Rock-Hotels-Charming-Ohio-River-Home-With-Water-Views-Porch.h94539193.Hotel-Information)

Cave-in-Rock

10/10

Exceptional

(1 review)

"Amazing place !!! Beautifully decorated and CLEAN !!! For a shorter drive you can take the ferry. Look up info for the ferry hours. Host was amazing ! She greeted us when we arrived & great communication ! Definitely would book this house again !!! Don't miss out, book it !"

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

Mandy

[](https://www.expedia.ca/Cave-In-Rock-Hotels-Charming-Ohio-River-Home-With-Water-Views-Porch.h94539193.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113050000/113049900/113049878/0a36a2f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113050000/113049900/113049878/8d514aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/114000000/113050000/113049900/113049878/6900824f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113050000/113049900/113049878/443a4008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Log Cabin Retreat in Kentucky: Fire Pit & Grill!

[](https://www.expedia.ca/Owensboro-Hotels-Lakefront-Log-Cabin-In-Kentucky-Fire-Pit-Grill.h113049878.Hotel-Information)

Owensboro

[](https://www.expedia.ca/Owensboro-Hotels-Lakefront-Log-Cabin-In-Kentucky-Fire-Pit-Grill.h113049878.Hotel-Information)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/120000000/119440000/119436500/119436437/2429abca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/120000000/119440000/119436500/119436437/eb7073eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/120000000/119440000/119436500/119436437/04f25db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/120000000/119440000/119436500/119436437/2e892699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Lake & Dock: Log Cabin, 2 Mi to Clay!

[](https://www.expedia.ca/Clay-Hotels-Private-Lake-Dock-Log-Cabin.h119436437.Hotel-Information)

Clay

[](https://www.expedia.ca/Clay-Hotels-Private-Lake-Dock-Log-Cabin.h119436437.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103410000/103402000/103401968/7188d079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103410000/103402000/103401968/6506ca3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103410000/103402000/103401968/b27670fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103410000/103402000/103401968/15ae738a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Riverview Cottage with AC in Evansville

[](https://www.expedia.ca/Evansville-Hotels-Charming-Riverview-Cottage-With-AC-In-Evansville.h103401968.Hotel-Information)

Evansville

[](https://www.expedia.ca/Evansville-Hotels-Charming-Riverview-Cottage-With-AC-In-Evansville.h103401968.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.

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## Find vacation rentals that suit your style

Apartments

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Cabins

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Villas

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Cottages

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Private vacation homes

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## Top Webster County Hotel Reviews

![Greenfield Inn & Suites Owensboro, KY Airport](https://images.trvl-media.com/lodging/1000000/70000/63100/63087/e966cfab_y.jpg)

### Greenfield Inn & Suites Owensboro, KY Airport

8/10 Good

"Clean and convenient. A 2 king bed room is not 2 bedrooms. "

[](https://expedia.ca/Owensboro-Hotels-Wingfield-Inn-Suites.h63087.Hotel-Information)

![Fairfield Inn by Marriott Owensboro](https://images.trvl-media.com/lodging/1000000/70000/64200/64180/7db108d6_y.jpg)

### Fairfield Inn by Marriott Owensboro

10/10 Excellent

"The air conditioning was fine. Comfortable beds, safe parking. Walkable to several restaurants. Breakfast was good with a variety of hot and cold options. "

[](https://expedia.ca/Owensboro-Hotels-Fairfield-Inn-By-Marriott-Owensboro.h64180.Hotel-Information)

![Days Inn by Wyndham Madisonville](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/92a931d8_y.jpg)

### Days Inn by Wyndham Madisonville

6/10 Okay

"Bathroom to small this time. "

[](https://expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information)

![Wingate by Wyndham Owensboro](https://images.trvl-media.com/lodging/1000000/300000/296100/296068/1014f829_y.jpg)

### Wingate by Wyndham Owensboro

10/10 Excellent

"Yeah. Room was good. "

[](https://expedia.ca/Owensboro-Hotels-Sleep-Inn.h296068.Hotel-Information)

![Comfort Inn & Suites Madisonville](https://images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/58fc8b90_y.jpg)

### Comfort Inn & Suites Madisonville

8/10 Good

"The room was clean and comfortable "

[](https://expedia.ca/Madisonville-Hotels-Comfort-Inn-And-Suites.h2911258.Hotel-Information)

![Sleep Inn Henderson-Evansville South](https://images.trvl-media.com/lodging/1000000/110000/105600/105545/d0c3f4bd_y.jpg)

### Sleep Inn Henderson-Evansville South

6/10 Okay

"Front desk messed up reservation and gave our room to two groups. We were already in the room when the others entered. A little awkward but front desk fixed after we both went down to them. "

[](https://expedia.ca/Owensboro-Hotels-Sleep-Inn-Henderson-Evansville-South.h105545.Hotel-Information)

![Charming Treehouse with Lake View and Access](https://images.trvl-media.com/lodging/94000000/93840000/93830800/93830767/b1232868_y.jpg)

### Charming Treehouse with Lake View and Access

10/10 Excellent

"My wife and I love the treehouse. It is a perfect place to getaway and relax. This was are third trip with many more planned. "

[](https://expedia.ca/Charming-Treehouse-With-Lake-View-And-Access.h93830767.Hotel-Information)

![Comfort Suites Owensboro South](https://images.trvl-media.com/lodging/1000000/910000/909800/909708/fdf59030_y.jpg)

### Comfort Suites Owensboro South

8/10 Good

"This hotel has everything we needed. The bed was comfortable and clean. The carpet is due for updating or hardwood. The breakfast was great. Staff were very kind. "

[](https://expedia.ca/Owensboro-Hotels-Comfort-Suites.h909708.Hotel-Information)

![Super 8 by Wyndham Owensboro](https://images.trvl-media.com/lodging/1000000/50000/49900/49863/bda5e2e0_y.jpg)

### Super 8 by Wyndham Owensboro

10/10 Excellent

"Very clean and the staff was amazing "

[](https://expedia.ca/Owensboro-Hotels-Super-8-By-Wyndham-Owensboro.h49863.Hotel-Information)

## Find out more about Webster County

## Webster County Cottages information

| Number of reviews | 26         |
| ----------------- | ---------- |
| Accommodation     | 8 Cottages |
| Lowest Price      |            |
| Highest Price     |            |

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