Title: Pleasantville Vacation Rentals from CA $199: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975849112&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975849112&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635975849112&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635975849112&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pleasantville vacation rentals

![Cottage, Ensuite (Storybook House) | Exterior](https://images.trvl-media.com/lodging/9000000/8320000/8317600/8317582/483b6dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/9000000/8320000/8317600/8317582/f13351e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Ensuite (Goose Pond Cottage) | Lounge](https://images.trvl-media.com/lodging/9000000/8320000/8317600/8317582/9c1bfa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Ensuite (Storybook House) | Interior](https://images.trvl-media.com/lodging/9000000/8320000/8317600/8317582/48887ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pleasant Grove Farm LLC

[](https://www.expedia.ca/Lyons-Hotels-Pleasant-Grove-Farm-LLC.h8317582.Hotel-Information)

Linton

9.4/10

Exceptional

(101 reviews)

"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"

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

Craig

CA $178

CA $199 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Lyons-Hotels-Pleasant-Grove-Farm-LLC.h8317582.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74640000/74639700/74639658/4af671dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74640000/74639700/74639658/29d55670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74640000/74639700/74639658/0835d338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74640000/74639700/74639658/66fdd4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cottage 4 minutes from Lake Sullivan!

[](https://www.expedia.ca/Sullivan-Hotels-Cozy-Cottage-4-Minutes-From-Lake-Sullivan.h74639658.Hotel-Information)

Sullivan

10/10

Exceptional

(17 reviews)

"Cute place, exceptionally clean. Close to several restaurants. Rate is reasonable. Good for couple or close family stay."

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

Lana D.

CA $158

CA $304 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sullivan-Hotels-Cozy-Cottage-4-Minutes-From-Lake-Sullivan.h74639658.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103040000/103033300/103033298/fdbc324e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/104000000/103040000/103033300/103033298/97348baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103040000/103033300/103033298/5fa0dff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103040000/103033300/103033298/125cf64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy and relaxing

[](https://www.expedia.ca/Linton-Hotels-Cozy-And-Relaxing.h103033298.Hotel-Information)

Linton

9.4/10

Exceptional

(9 reviews)

"The property was very clean and as advertised. We had a wonderful stay!"

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

Jason L.

CA $181

CA $317 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Linton-Hotels-Cozy-And-Relaxing.h103033298.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100180000/100177100/100177008/386c2342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100180000/100177100/100177008/f36069d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100180000/100177100/100177008/e0531e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100180000/100177100/100177008/ba8647c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LakeWay II- 4 min from US-41 and Lake Sullivan

[](https://www.expedia.ca/Sullivan-Hotels-LakeWay-II-4-Min-From-US-41-And-Lake-Sullivan.h100177008.Hotel-Information)

Sullivan

10/10

Exceptional

(6 reviews)

"Super cute, great location, would definitely stay here again "

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

Melinda S.

CA $148

CA $318 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sullivan-Hotels-LakeWay-II-4-Min-From-US-41-And-Lake-Sullivan.h100177008.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117160000/117154400/117154355/d18113d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117160000/117154400/117154355/a46567b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117160000/117154400/117154355/89aaa153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117160000/117154400/117154355/8c2f0eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large Private Studio with Garage Washer Dryer AC WiFi Pet Friendly Sleeps 4

[](https://www.expedia.ca/Sullivan-Hotels-Large-Private-Studio-Attached-Garage-Washer-Dryer-AC-WiFi-Pet-Friendly-Sleeps-4.h117154355.Hotel-Information)

Sullivan

10/10

Exceptional

(2 reviews)

"This is the perfect place to stay! Communication was great and such an easy check-in/check-out. We will definitely stay here again!!! Thank you Lisa!"

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

Jamie H.

CA $184

CA $384 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sullivan-Hotels-Large-Private-Studio-Attached-Garage-Washer-Dryer-AC-WiFi-Pet-Friendly-Sleeps-4.h117154355.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122980000/122979900/122979872/1dfa4743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/123000000/122980000/122979900/122979872/c4f8059d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122980000/122979900/122979872/209bfdfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/123000000/122980000/122979900/122979872/f9dba5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.

[](https://www.expedia.ca/Linton-Hotels-Pine-Oaks-Cabin-And-Guest-Pole-Barn-Modern-Comfort-Meets-County-Living.h122979872.Hotel-Information)

Linton

10/10

Exceptional

(6 reviews)

CA $234

CA $298 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Linton-Hotels-Pine-Oaks-Cabin-And-Guest-Pole-Barn-Modern-Comfort-Meets-County-Living.h122979872.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=2026-02-20&endDate=2026-02-21&regionId=553248635975849112&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Pleasantville%2C+Indiana%2C+United+States+of+America&regionId=553248635975849112&latLong=38.966989%2C-87.250292&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pleasantville%2C+Indiana%2C+United+States+of+America&regionId=553248635975849112&latLong=38.966989%2C-87.250292&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Pleasantville%2C+Indiana%2C+United+States+of+America&regionId=553248635975849112&latLong=38.966989%2C-87.250292&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

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## Top Pleasantville Hotel Reviews

![Days Inn by Wyndham Sullivan](https://images.trvl-media.com/lodging/1000000/20000/14700/14662/b088a58c_y.jpg)

### Days Inn by Wyndham Sullivan

10/10 Excellent

"Yes"

[](https://expedia.ca/Terre-Haute-Hotels-Days-Inn-By-Wyndham-Sullivan.h14662.Hotel-Information)

![Pleasant Grove Inn](https://images.trvl-media.com/lodging/25000000/24960000/24950500/24950483/a126e36b_y.jpg)

### Pleasant Grove Inn

10/10 Excellent

"A quaint inn with very spacious units. New carpeting, beautiful showers and bathrooms. Great get away."

[](https://expedia.ca/Lyons-Hotels-Pleasant-Grove-Inn-LLC.h24950483.Hotel-Information)

![Cozy cottage 4 minutes from Lake Sullivan!](https://images.trvl-media.com/lodging/75000000/74640000/74639700/74639658/a82a4110_y.jpg)

### Cozy cottage 4 minutes from Lake Sullivan!

10/10 Excellent

"The host was great, location was close to restaurants and just the right size for what we needed. Would definitely stay there again!"

[](https://expedia.ca/Sullivan-Hotels-Cozy-Cottage-4-Minutes-From-Lake-Sullivan.h74639658.Hotel-Information)

![Park Inn Motel](https://images.trvl-media.com/lodging/112000000/111010000/111002400/111002346/0dce3947_y.jpg)

### Park Inn Motel

10/10 Excellent

"Clean room, fast and friendly check in, spacious room and close to food and gas station"

[](https://expedia.ca/Linton-Hotels-PARK-INN-MOTEL.h111002346.Hotel-Information)

![Sleep Inn Newberry - Crane](https://images.trvl-media.com/lodging/40000000/39520000/39519200/39519115/30ca30a7_y.jpg)

### Sleep Inn Newberry - Crane

10/10 Excellent

"Very clean hotel "

[](https://expedia.ca/Odon-Hotels-Sleep-Inn-Newberry-Crane.h39519115.Hotel-Information)

![Hillenbrand Hideaway](https://images.trvl-media.com/lodging/115000000/114830000/114820600/114820560/w2028h1610x0y26-1d238dd1_y.jpg)

### Hillenbrand Hideaway

10/10 Excellent

"great placehad a great time"

[](https://expedia.ca/Jasonville-Hotels-Hillenbrand-Hideaway.h114820560.Hotel-Information)

![Lake View Cabin](https://images.trvl-media.com/lodging/61000000/60060000/60060000/60059986/e55b14a3_y.jpg)

### Lake View Cabin

10/10 Excellent

"Beautiful Cabin. It was very clean and well maintained and had everything we needed for a nice weekend get away. The host were very nice and helpful. The property was very pretty and peaceful. We hiked around the lake a few times and enjoyed the scenery. We saw a beaver in the lake, some deer and two Bald Eagles while we were there. Definitely recommend this location to others. We will be back!"

[](https://expedia.ca/Jasonville-Hotels-Lake-View-Cabin.h60059986.Hotel-Information)

![Quiet Country Cabin • Near Trails & State Parks](https://images.trvl-media.com/lodging/119000000/118130000/118128800/118128743/6da0b2a1_y.jpg)

### Quiet Country Cabin • Near Trails & State Parks

10/10 Excellent

"Very cozy, great place to stay with family or friends. Excellent view of the stars with a fire pit in the yard! "

[](https://expedia.ca/Sullivan-Hotels-Quiet-Country-Cabin-Near-Trails-State-Parks.h118128743.Hotel-Information)

![Private, cozy cabin on 13 acres with two ponds](https://images.trvl-media.com/lodging/97000000/96470000/96468400/96468306/61204859_y.jpg)

### Private, cozy cabin on 13 acres with two ponds

10/10 Excellent

"They provided a quiet and welcoming stay and we enjoyed our time spent there! "

[](https://expedia.ca/Bloomfield-Hotels-Private.h96468306.Hotel-Information)

## Find out more about Pleasantville

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 Pleasantville. 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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- [Cottages in Pleasantville ](https://expedia.ca/Pleasantville-Cottages.d553248635975849112-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Pleasantville ](https://expedia.ca/Pleasantville-Cabins.d553248635975849112-aaCabins.Travel-Guide-Accommodation)
- [Vacation Homes in Pleasantville ](https://expedia.ca/Pleasantville-Private-Vacation-Homes.d553248635975849112-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Pleasantville ](https://expedia.ca/Pleasantville-Apartments.d553248635975849112-aaApartments.Travel-Guide-Accommodation)
- [Motels in Pleasantville ](https://expedia.ca/Pleasantville-Motels.d553248635975849112-aaMotels.Travel-Guide-Accommodation)
- [B&B in Pleasantville ](https://expedia.ca/Pleasantville-Bed-And-Breakfast.d553248635975849112-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Pleasantville ](https://expedia.ca/Pleasantville-Guest-Houses.d553248635975849112-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

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