Title: Winslow Vacation Rentals from CA $221: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248634983507831&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248634983507831&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248634983507831&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248634983507831&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winslow vacation rentals

![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93480000/93470900/93470841/0d5e5e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93480000/93470900/93470841/6d851b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93480000/93470900/93470841/b6cc3476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93480000/93470900/93470841/eb60d436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yellow Banks Log Cabin With Waterfront Views

[](https://www.expedia.ca/Dale-Hotels-Yellow-Banks-Log-Cabin-With-Waterfront-Views.h93470841.Hotel-Information)

Dale

9.4/10

Exceptional

(21 reviews)

"Very nice cabin very clean overall really enjoyed"

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

Addy D.

CA $170

CA $327 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Dale-Hotels-Yellow-Banks-Log-Cabin-With-Waterfront-Views.h93470841.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71710000/71704900/71704847/w903h683x61y0-e9ecd15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71710000/71704900/71704847/w904h683x60y0-ee6768e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71710000/71704900/71704847/w905h683x60y0-9291b9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71710000/71704900/71704847/w905h683x60y0-bb72e324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guest House with acreage to explore.

[](https://www.expedia.ca/Rustic-Guest-House-With-Acreage-To-Explore.h71704847.Hotel-Information)

Tennyson

9.6/10

Exceptional

(61 reviews)

"The cabin was super cozy and comfortable! "

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

Kellie J.

CA $170

CA $221 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Rustic-Guest-House-With-Acreage-To-Explore.h71704847.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99620000/99610900/99610819/a3178318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99620000/99610900/99610819/w1023h768x0y1-7251ae19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99620000/99610900/99610819/ba2bc1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99620000/99610900/99610819/8cf3a044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 1450 sf 2 BR Private Suite w/Dog Fe

[](https://www.expedia.ca/Huntingburg-Hotels-Spacious-1450-Sf-2-BR-Private-Suite-WDog-Fe.h99610819.Hotel-Information)

Huntingburg

9.8/10

Exceptional

(22 reviews)

"Great place to stay for a few days if you're visiting Holiday World or the area. "

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

Brandon S.

CA $135

CA $267 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Huntingburg-Hotels-Spacious-1450-Sf-2-BR-Private-Suite-WDog-Fe.h99610819.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/94000000/93040000/93038300/93038272/6a505b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93040000/93038300/93038272/d1784dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93040000/93038300/93038272/bf0be414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/94000000/93040000/93038300/93038272/4128f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yellow Banks Log Cabin with Lake Views

[](https://www.expedia.ca/Dale-Hotels-Yellow-Banks-Log-Cabin-With-Lake-Views.h93038272.Hotel-Information)

Dale

8.8/10

Excellent

(19 reviews)

"It's a cute cabin and comfortable ! Shower was small and doors were a little tricky but overall good experience! Half hour away from holiday world! "

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

Gina P.

CA $205

CA $374 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Dale-Hotels-Yellow-Banks-Log-Cabin-With-Lake-Views.h93038272.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/28d52f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/43bd9d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/0907b195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/b52fbe32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Hideaway: Your Private Lakefront Retreat

[](https://www.expedia.ca/Dale-Hotels-Charming-2-Bedroom-Lake-House-In-Dale.h110105628.Hotel-Information)

Dale

9.4/10

Exceptional

(14 reviews)

"The property was ideal. We have family in nearby Tennyson, and this was a perfect place to stay and visit. The host was very responsive, and the stay was pleasant and relaxing. "

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

Jim E.

CA $119

CA $370 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Dale-Hotels-Charming-2-Bedroom-Lake-House-In-Dale.h110105628.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100540000/100534800/100534783/75bb8efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100534800/100534783/c060680c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100540000/100534800/100534783/3b181dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100540000/100534800/100534783/8c911cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy East Side Condo in Washington close to City Park and Hospital

[](https://www.expedia.ca/Washington-Hotels-Cozy-East-Side-Condo-In-Washington-Close-To-City-Park-And-Hospital.h100534783.Hotel-Information)

Washington

10/10

Exceptional

(23 reviews)

"Clean location, perfect for our stay"

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

chris t.

CA $196

CA $440 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Washington-Hotels-Cozy-East-Side-Condo-In-Washington-Close-To-City-Park-And-Hospital.h100534783.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w507h683x259y0-07510b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, foosball, books](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w916h683x47y0-01dd9f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w904h683x60y0-96b91e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w905h683x59y0-4612e7a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 Miles from Holiday World sleeps 11+ —Family Escape

[](https://www.expedia.ca/Dale-Hotels-10-Min-From-Holiday-World-Family-Escape.h117459315.Hotel-Information)

Dale

9.6/10

Exceptional

(16 reviews)

"Perfect place to stay when a big space is needed"

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

Joel Z.

CA $307

CA $521 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Dale-Hotels-10-Min-From-Holiday-World-Family-Escape.h117459315.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94900000/94898200/94898175/a5575522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94900000/94898200/94898175/a2fbf9fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94900000/94898200/94898175/21757e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94900000/94898200/94898175/ffb89e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yellow Banks Log Cabin With Waterfront Views

[](https://www.expedia.ca/Dale-Hotels-Yellow-Banks-Log-Cabin-With-Waterfront-Views.h94898175.Hotel-Information)

Dale

9.2/10

Wonderful

(13 reviews)

"Excellent cabins! We had so much fun!!!"

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

Leslie H.

CA $170

CA $328 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Dale-Hotels-Yellow-Banks-Log-Cabin-With-Waterfront-Views.h94898175.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/d317f7ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/0494a376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/550ccff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/5e0139ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

[](https://www.expedia.ca/Lynnville-Hotels-THE-GETAWAY-Charming-3-Bedroom-W-Large-Drive-WiFi-In-Lynnville-Right-Off-I-64.h108324575.Hotel-Information)

Lynnville

10/10

Exceptional

(8 reviews)

"Cute quiet lil house located around attractions for families. Well worth the money and host is always available "

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

Madison B.

CA $195

CA $397 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Lynnville-Hotels-THE-GETAWAY-Charming-3-Bedroom-W-Large-Drive-WiFi-In-Lynnville-Right-Off-I-64.h108324575.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/124000000/123980000/123976100/123976099/ac316688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123980000/123976100/123976099/b76348c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123980000/123976100/123976099/b15f80fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123980000/123976100/123976099/442500e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect industrial studio in charming downtown Boonville

[](https://www.expedia.ca/Boonville-Hotels-Perfect-Studio-In-Charming-Boonville.h123976099.Hotel-Information)

Boonville

CA $143

CA $191 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Boonville-Hotels-Perfect-Studio-In-Charming-Boonville.h123976099.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122350000/122343700/122343604/6b338317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122350000/122343700/122343604/6761abb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122350000/122343700/122343604/4131a847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122350000/122343700/122343604/9452707c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Friendly Lakehouse with great views!

[](https://www.expedia.ca/Jasper-Hotels-Family-Friendly-Lakehouse-With-Great-Views.h122343604.Hotel-Information)

Jasper

10/10

Exceptional

(1 review)

CA $338

CA $430 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Jasper-Hotels-Family-Friendly-Lakehouse-With-Great-Views.h122343604.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.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&regionId=553248634983507831&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Indiana%2C+United+States+of+America&regionId=553248634983507831&latLong=38.382272%2C-87.212786&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Indiana%2C+United+States+of+America&regionId=553248634983507831&latLong=38.382272%2C-87.212786&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Indiana%2C+United+States+of+America&regionId=553248634983507831&latLong=38.382272%2C-87.212786&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Indiana%2C+United+States+of+America&regionId=553248634983507831&latLong=38.382272%2C-87.212786&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Indiana%2C+United+States+of+America&regionId=553248634983507831&latLong=38.382272%2C-87.212786&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO)

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## Top Winslow Hotel Reviews

![Hampton Inn Princeton](https://images.trvl-media.com/lodging/1000000/80000/74400/74334/4178e32a_y.jpg)

### Hampton Inn Princeton

10/10 Excellent

"Clean room, no strange smells."

[](https://expedia.ca/Vincennes-Hotels-Hampton-Inn-Princeton.h74334.Hotel-Information)

![Comfort Inn](https://images.trvl-media.com/lodging/49000000/48680000/48676500/48676483/9fea90d4_y.jpg)

### Comfort Inn

10/10 Excellent

"Clean, comfortable, quiet"

[](https://expedia.ca/Jasper-Hotels-Comfort-Inn.h48676483.Hotel-Information)

![Baymont by Wyndham Evansville North/Haubstadt](https://images.trvl-media.com/lodging/5000000/4980000/4970900/4970889/38132ffb_y.jpg)

### Baymont by Wyndham Evansville North/Haubstadt

10/10 Excellent

"Nice customer service and very clean room"

[](https://expedia.ca/Evansville-Hotels-Baymont-By-Wyndham-Evansville-NorthHaubstadt.h4970889.Hotel-Information)

![Comfort Inn Ferdinand](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246041/4c4f290e_y.jpg)

### Comfort Inn Ferdinand

10/10 Excellent

"This was an amazing place, very clean and nice and the staff was absolutely amazing, we were here through the snowstorm "

[](https://expedia.ca/Jasper-Hotels-Comfort-Inn.h10246041.Hotel-Information)

![Clarion Pointe](https://images.trvl-media.com/lodging/1000000/30000/24200/24170/702635f5_y.jpg)

### Clarion Pointe

10/10 Excellent

"Staff was stellar and the place was spotless"

[](https://expedia.ca/Jasper-Hotels-Days-Inn-By-Wyndham-Jasper.h24170.Hotel-Information)

![Baymont by Wyndham Dale](https://images.trvl-media.com/lodging/1000000/210000/200900/200866/04854b68_y.jpg)

### Baymont by Wyndham Dale

10/10 Excellent

"Great stay very nice"

[](https://expedia.ca/Jasper-Hotels-Baymont-By-Wyndham-Dale.h200866.Hotel-Information)

![Holiday Inn Express & Suites Evansville North by IHG](https://images.trvl-media.com/lodging/1000000/930000/922000/921978/8b82e65b_y.jpg)

### Holiday Inn Express & Suites Evansville North by IHG

10/10 Excellent

"Place was quiet and easy to get to everything. Room was very clean. "

[](https://expedia.ca/Evansville-Hotels-Holiday-Inn-Express-Suites-Evansville-North.h921978.Hotel-Information)

![Baymont by Wyndham Washington](https://images.trvl-media.com/lodging/1000000/70000/67600/67547/330ac4ce_y.jpg)

### Baymont by Wyndham Washington

10/10 Excellent

"Clean room, nice staff and good breakfast. Close to walmart and restaurants"

[](https://expedia.ca/Vincennes-Hotels-Baymont-By-Wyndham-Washington.h67547.Hotel-Information)

![Hampton Inn Jasper](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/c975a9f6_y.jpg)

### Hampton Inn Jasper

10/10 Excellent

"Room was clean, staff was friendly"

[](https://expedia.ca/Jasper-Hotels-Hampton-Inn-Jasper.h212287.Hotel-Information)

## Find out more about Winslow

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winslow. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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