Title: Countryside Vacation Rentals from CA $132: Short-Term Rentals for 2026 | Expedia.ca

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![Farmfield rows & clouds](https://images.trvl-media.com/place/7682/cd4c1227-caac-45f0-8c9d-be27fbc471fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/7682/cd4c1227-caac-45f0-8c9d-be27fbc471fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7682&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=7682&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=7682&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=7682&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Countryside vacation rentals

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/58291697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ccaab668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ecc0a878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/f6d9d5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sentral Michigan Avenue

[](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1,114 reviews)

"Clean spacious my go to vacation spot all year around "

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

xavier

CA $151

CA $218 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information)

![Dining room](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/264e98f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/a150e313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/b5ecc9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![49-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5915e3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kasa Magnificent Mile Chicago

[](https://www.expedia.ca/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(719 reviews)

"Great place "

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

Lamees

[](https://www.expedia.ca/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/4a3a770c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Single Bed, City View | Living area](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/f7ca0ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Level Chicago – Old Town

[](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(451 reviews)

"Staff was really nice"

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

Anita

CA $226

CA $299 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/w953h720x163y0-0c76a558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/64fce148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/699e81d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/d1a40a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A quiet stay while you are away

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

Oak Park

9.8/10

Exceptional

(36 reviews)

"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"

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

Fred D.

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/e8f7392e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/32a236ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/cf7a7d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/8bacadce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern West Loop Gem-City Views & Prime Location 6

[](https://www.expedia.ca/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-6.h122181232.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(17 reviews)

"Great place"

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

Daniel L.

CA $289

CA $883 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-6.h122181232.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/2e5468d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/8d14c28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/e884edf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/30a811e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic 3bed 2bath Home with free parking close to United Center 

[](https://www.expedia.ca/Chicago-Hotels-Urban-Chic-Home-With-Free-Parking.h88074505.Hotel-Information)

Oak Park

9.8/10

Exceptional

(18 reviews)

"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"

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

Chantrice A.

CA $310

CA $945 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Chicago-Hotels-Urban-Chic-Home-With-Free-Parking.h88074505.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/d8e9b0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/6c271db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/a410264a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/7004f6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River North Rooftop With In and Out Parking 3

[](https://www.expedia.ca/Chicago-Hotels-River-North-Rooftop-With-In-Out-Parking-3.h117515137.Hotel-Information)

Downtown Chicago

9.6/10

Exceptional

(4 reviews)

"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"

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

Jennifer M.

CA $221

CA $638 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Chicago-Hotels-River-North-Rooftop-With-In-Out-Parking-3.h117515137.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88060000/88052100/88052040/ece2de18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88060000/88052100/88052040/646461c1.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/89000000/88060000/88052100/88052040/d9698aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88060000/88052100/88052040/ccf16232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious, lovely 2bed 1bath with free parking

[](https://www.expedia.ca/Chicago-Hotels-Spacious.h88052040.Hotel-Information)

Oak Park

9.6/10

Exceptional

(20 reviews)

"Very nice place and neighborhood."

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

Charles R.

CA $217

CA $507 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Chicago-Hotels-Spacious.h88052040.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/bf01096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/9849b1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/0fa7c90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/8503342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ✽ Charming Cottage ✽ close to College/Town/Station

[](https://www.expedia.ca/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.Hotel-Information)

Wheaton

10/10

Exceptional

(60 reviews)

"This is a cozy little home close to all the things we love about visiting Wheaton. "

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

Nancy F.

CA $234

CA $430 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/afe63d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8ec83200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/143f3ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/e3efb27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Comfort: 1BR Unit w/ Laundry

[](https://www.expedia.ca/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(16 reviews)

"Great host comfortable bed close to restaurants and parks"

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

Alana C.

CA $138

CA $299 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/793bb6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/cb5bf3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/e028cf83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/0900c857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oak Park Victorian by FLW Studio

[](https://www.expedia.ca/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information)

Oak Park

10/10

Exceptional

(29 reviews)

"Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. "

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

Lawrence P.

CA $323

CA $811 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/074854f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/a1935af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/d6df8cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/b2e3ba0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy, Comfortable and Convenient apartment. Close to everything!

[](https://www.expedia.ca/Chicago-Hotels-Cozy.h45886096.Hotel-Information)

Oak Park

9.8/10

Exceptional

(73 reviews)

"Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. "

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

Susan G.

CA $149

CA $410 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Chicago-Hotels-Cozy.h45886096.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/88e54d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/f7e5c565_edited_04eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/825d44e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kasa River North Chicago

[](https://www.expedia.ca/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information)

Downtown Chicago

9.6/10

Exceptional

(187 reviews)

"Nice area if you are renting a car, be aware that you would have to pay for street parking or go over a few blocks and park in a parking lot."

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

Daysha

[](https://www.expedia.ca/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information)

![Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/45434900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft) | Interior](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/4c7ea681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft)](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/023c5e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/167883c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Oak Park Loft

[](https://www.expedia.ca/Chicago-Hotels-The-Oak-Park-Loft.h107622605.Hotel-Information)

Oak Park

10/10

Exceptional

(5 reviews)

"Good location, nice neighborhood, restaurants close"

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

Linda

CA $166

CA $343 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Chicago-Hotels-The-Oak-Park-Loft.h107622605.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/ca2aa0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/96d438b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/e4a26e6f.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/117000000/116800000/116793000/116792993/8da5334e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your Perfect 2BR Home

[](https://www.expedia.ca/Chicago-Hotels-Your-Perfect-2BR-Home.h116792993.Hotel-Information)

Near West Side

8.4/10

Very good

(15 reviews)

"Great location! "

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

Kourtney K.

CA $171

CA $378 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Chicago-Hotels-Your-Perfect-2BR-Home.h116792993.Hotel-Information)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/91000000/90700000/90695700/90695615/62c74d1e.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/91000000/90700000/90695700/90695615/2aac5b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/91000000/90700000/90695700/90695615/4548313d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90700000/90695700/90695615/a21ea0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### First floor of Historic Oak Park Villa, Grge:2Cars

[](https://www.expedia.ca/Chicago-Hotels-First-Floor-Of-Historic-Oak-Park-Villa-2Car-Grge.h90695615.Hotel-Information)

Oak Park

9.6/10

Exceptional

(26 reviews)

"Very clean, comfortable and nicely located!"

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

Steve P.

CA $286

CA $547 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Chicago-Hotels-First-Floor-Of-Historic-Oak-Park-Villa-2Car-Grge.h90695615.Hotel-Information)

![Smart TV, fireplace, books, video library](https://images.trvl-media.com/lodging/90000000/89740000/89733700/89733678/374225f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, video library](https://images.trvl-media.com/lodging/90000000/89740000/89733700/89733678/da6361a8.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/90000000/89740000/89733700/89733678/82099dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89733700/89733678/4834f018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

[](https://www.expedia.ca/Chicago-Hotels-Luxe-Haus-Of-LoveRenovated-1938-Cape-Cod-Heated-FLRS.h89733678.Hotel-Information)

Skokie

10/10

Exceptional

(35 reviews)

"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "

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

carlos l.

CA $494

CA $1,026 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Chicago-Hotels-Luxe-Haus-Of-LoveRenovated-1938-Cape-Cod-Heated-FLRS.h89733678.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/322fd87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/06df6711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/87e615f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/b07f764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom apartment just 2 minutes drive to Wrigley Field

[](https://www.expedia.ca/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

North Center

9.6/10

Exceptional

(65 reviews)

"Nice property, great location, super helpful host!"

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

Carin O.

CA $185

CA $455 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101450000/101444700/101444649/a3a9e42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/102000000/101450000/101444700/101444649/7f572245.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/102000000/101450000/101444700/101444649/802ced82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101450000/101444700/101444649/be938af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Train Vibes + Rare Parking x3

[](https://www.expedia.ca/Chicago-Hotels-Stylish-3BD-2BA-Apt-Near-Wrigley-W-Parking-X3.h101444649.Hotel-Information)

North Center

10/10

Exceptional

(17 reviews)

"Justin was so accommodating. He let us in early as our flight was early. The place was clean , the beds and pillows soooo comfy. The location was perfect for why we were in chicago. Loved our time there "

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

David C.

CA $246

CA $795 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Chicago-Hotels-Stylish-3BD-2BA-Apt-Near-Wrigley-W-Parking-X3.h101444649.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/7b6dc406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/c1640248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/26045e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/5569ce20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*The Comfy King Ranch\*King Bed Suite\*Fast Wi-Fi

[](https://www.expedia.ca/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information)

Worth

9.4/10

Exceptional

(57 reviews)

"Home was exactly what we were needing fir our stay. Host was responsive and timely. "

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

Stephanie H.

CA $220

CA $471 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.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=2026-04-09&endDate=2026-04-10&regionId=7682&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Countryside%2C+Illinois%2C+United+States+of+America&regionId=7682&latLong=41.766022%2C-87.879524&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Countryside%2C+Illinois%2C+United+States+of+America&regionId=7682&latLong=41.766022%2C-87.879524&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Countryside%2C+Illinois%2C+United+States+of+America&regionId=7682&latLong=41.766022%2C-87.879524&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Countryside%2C+Illinois%2C+United+States+of+America&regionId=7682&latLong=41.766022%2C-87.879524&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Countryside%2C+Illinois%2C+United+States+of+America&regionId=7682&latLong=41.766022%2C-87.879524&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CONDO)

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## Top Countryside Hotel Reviews

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

8/10 Good

"Everything was good except for not having access to the outdoor space. When we were booking the hotel the outdoor area was one of the reasons the pulled us to stay there. It was not stated that it was unavailable for the season. The pool being closed i get it, but the rest that was featured in the photos was also off limits, the outdoor tents and the grass area. "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg)

### River Hotel

10/10 Excellent

"I enjoyed the stay. My room was in 15th floor and the view is great. "

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

8/10 Good

"My only complaint was the sheets were rough and made my skin and my daughter's skin itchy.... maybe the detergent? Otherwise the room was very clean, breakfast was great, bag check was easy and valet was quick and not too pricey! All the staff were pleasant and professional! "

[](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"The hotel staff was the best, I always love my stay here! My only complaint is there are no microwaves in the rooms :( "

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/2c5e0afa_y.jpg)

### Hyatt Regency O'Hare Chicago

8/10 Good

"Clean great shuttle service "

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

8/10 Good

"The pillows in the rooms were very hard and so was the bed. In the pool area there where not enough towels for people and it seemed very cold for a indoor pool. "

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg)

### Congress Plaza Hotel

8/10 Good

"The rooms are very outdated and the bathroom was a mess when I arrived. (Like hair in the shower) The hotel is very conveniently located so that is a huge plus and not super expensive. I felt safe the whole time, and staff was helpful when I arrived. "

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a_y.jpg)

### Aloft Chicago Mag Mile

6/10 Okay

"Bedsheets were definitely not clean "

[](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"This place is amazing, great amenities and staff, coffee bar is great, bartender girl NOT very nice of friendly, I would stay again, stores and museums very near by, room was super clean and comfortable definitely recommend it and I would stay there again."

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

## Find out more about Countryside

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 Countryside. 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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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Apartments in Countryside ](https://expedia.ca/Countryside-Apartments.d7682-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Countryside ](https://expedia.ca/Countryside-Private-Vacation-Homes.d7682-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Countryside ](https://expedia.ca/Countryside-Condos.d7682-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Countryside ](https://expedia.ca/Countryside-Apart-Hotels.d7682-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Countryside ](https://expedia.ca/Countryside-Motels.d7682-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Countryside ](https://expedia.ca/Countryside-Cottages.d7682-aaCottages.Travel-Guide-Accommodation)
- [B&B in Countryside ](https://expedia.ca/Countryside-Bed-And-Breakfast.d7682-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Countryside ](https://expedia.ca/Countryside-Guest-Houses.d7682-aaGuestHouses.Travel-Guide-Accommodation)
- [Hostels in Countryside ](https://expedia.ca/Countryside-Hostels.d7682-aaHostels.Travel-Guide-Accommodation)
- [Villas in Countryside ](https://expedia.ca/Countryside-Villas.d7682-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Countryside ](https://expedia.ca/Countryside-Resort-Hotels.d7682-aaResortHotels.Travel-Guide-Accommodation)
- [Houseboats in Countryside ](https://expedia.ca/Countryside-Houseboats.d7682-aaHouseboats.Travel-Guide-Accommodation)
- [Residences in Countryside ](https://expedia.ca/Countryside-Residences.d7682-aaResidences.Travel-Guide-Accommodation)
- [Farmstay in Countryside ](https://expedia.ca/Countryside-Agritourism.d7682-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Countryside ](https://expedia.ca/Countryside-Cabins.d7682-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Countryside?

### What are some of the best vacation rentals that Countryside has to offer?

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### What are vacation rentals like in Countryside?

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