Title: Far Southeast Side Villas from CA $2,005 | Expedia.ca [Far Southeast Side Travel Guide](https://expedia.ca/Far-Southeast-Side.dx553248635976475411)[Hotels in Far Southeast Side](https://expedia.ca/Far-Southeast-Side-Hotels.d553248635976475411.Travel-Guide-Hotels)[Vacation Rentals in Far Southeast Side](https://expedia.ca/Far-Southeast-Side-Vacation-Rentals.d553248635976475411.Travel-Guide-VacationRentals)[Flights to Far Southeast Side](https://expedia.ca/Cheap-Flights-To-Far-Southeast-Side.d553248635976475411.Travel-Guide-Flights)[Far Southeast Side Car Rentals](https://expedia.ca/Car-Rentals-In-Far-Southeast-Side.d553248635976475411.Car-Rental-Guide)[Far Southeast Side Vacation Packages](https://expedia.ca/Far-Southeast-Side.d553248635976475411.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/d93b447f37a36e50b478586a31b1c368.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marc Jacobs # Search Far Southeast Side Villa Rentals from CA $2,005 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Far Southeast Side Villas ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24730000/24724800/24724733/e2d336ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/25000000/24730000/24724800/24724733/73254522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![10 bedrooms, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/25000000/24730000/24724800/24724733/19f69f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, DVD player](https://images.trvl-media.com/lodging/25000000/24730000/24724800/24724733/0064fefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home Miller Beach 9.0/10 Wonderful (36) "Had a great time with our family for the weekend. " [](https://www.expedia.ca/Portage-Hotels-Beachfront-Villa-Addition.h24724733.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111760000/111752500/111752427/9c42ffe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111760000/111752500/111752427/7c603a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111760000/111752500/111752427/552f9a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111760000/111752500/111752427/f93d8f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12 West Town 9.8/10 Exceptional (10) "Great location and the house looked as good as the pics. Hot tub was a great addition." CA $1,115 CA $2,005 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Chicago-Hotels-AlfaOmega-King-Queen-Rooftop-3-Bedroom25-Bath-Dwntwn-Car-Garage-Pets-Sleeps-10.h111752427.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/4e886588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/6038b4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/db85b7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/4873ff66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Cozy 4BR 4-Story Gold Coast Villa with Free Parking Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-Luxurious-Cozy-4BR-4-Story-Gold-Coast-Villa-With-Free-Parking.h118971954.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18768000/18767915/68bd479f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18768000/18767915/3890ed18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18768000/18767915/fdeab1a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18770000/18768000/18767915/d6be0d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa Miller Beach 9.2/10 Wonderful (49) "Our family had a very good time enjoying house beach and national park " [](https://www.expedia.ca/Gary-Hotels-Skyline-Views.h18767915.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=2025-10-15&endDate=2025-10-16®ionId=553248635976475411&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southeast-Side-Villas.d553248635976475411-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southeast-Side-Villas.d553248635976475411-aaVillas.Travel-Guide-Accommodation) ## Top Far Southeast Side Hotel Reviews ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Very Clean Hotel, me and my friend enjoyed our stay here. It is an older hotel but the room was really nice " [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "Rooms were clean and staff were always happy to help " [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](//images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "We had a fantastic stay at the Embassy Suites by Hilton Chicago Downtown River North. Our suite was impressively clean and offered plenty of space to spread out, which made it especially comfortable for a multi-day visit. Everything felt well maintained and tidy, which gave us peace of mind right from the start. The location was another highlight. Being in River North meant we were close to great restaurants, shopping, and attractions, and having the subway nearby made getting around the city easy and convenient. It was the perfect base for exploring Chicago. Breakfast was outstanding and far above the standard hotel fare. There were lots of options to choose from, including fresh fruit, pastries, hot items, and the standout feature—a station for custom-made omelets. It was a great way to start each day, and the variety meant there was something for everyone. Overall, Embassy Suites River North checked all the boxes: clean, spacious, well-located, and with excellent breakfast to top it off. We would happily stay here again on our next trip to Chicago." [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![The Chicago Hotel Collection - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21700/21619/ca00b143_y.jpg) ### The Chicago Hotel Collection - Magnificent Mile 10/10 Excellent "Room was a little run down, but everything was amazing!" [](https://expedia.ca/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "It was great. Juat wish there was a fridge and microwave in the room." [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Hyatt Regency Chicago](//images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Everything was on point" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Great" [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg) ### The Allegro Royal Sonesta Hotel Chicago Loop 10/10 Excellent "Clean room, free wine bottle and water bottles were provided daily. Great location! Everything within 15-20 minute walk. Omar, the bartender was excellent and super friendly! Had great suggestions on where to go to eat and entertainment and made great drinks! I would stay there again and great price too! " [](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information) ![The Wade](//images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "View was fantastic. All staff were friendly. Good location; walking distance Navy Pier." [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ## Find out more about Far Southeast Side ## Far Southeast Side Villas information | Number of reviews | 75 | | --- | --- | | Accommodation | 4 Villas | | Lowest Price | CA $2,005 | | Highest Price | CA $2,005 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [1 Star Hotels in Gano](https://www.expedia.ca/1Star-Gano-Chicago-Hotels.s10-n6132380-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chatham](https://www.expedia.ca/3Star-Chatham-Chicago-Hotels.s30-n6132318-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cookes Subdivision](https://www.expedia.ca/5Star-Cookes-Subdivision-Chicago-Hotels.s50-n6132361-0.Travel-Guide-Filter-Hotels) - [Hotels near 95th-Dan Ryan Station](https://www.expedia.ca/95th-Dan-Ryan-Station-Hotels.d6210986.Travel-Guide-Hotels) - [Cottages in 95th Street - Longwood Station](https://www.expedia.ca/95th-Street-Longwood-Station-Cottages.d553248635996309246-aaCottages.Travel-Guide-Accommodation) - 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