Title: Historic Route 66 Vacation Rentals from CA $115: Short-Term Rentals for 2025 | Expedia.ca [Historic Route 66 Travel Guide](https://expedia.ca/Historic-Route-66.dx702654640613646336)[Hotels in Historic Route 66](https://expedia.ca/Historic-Route-66-Hotels.d702654640613646336.Travel-Guide-Hotels)[Flights to Historic Route 66](https://expedia.ca/Cheap-Flights-To-Historic-Route-66.d702654640613646336.Travel-Guide-Flights)[Historic Route 66 Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Route-66.d702654640613646336.Car-Rental-Guide)[Historic Route 66 Vacation Packages](https://expedia.ca/Historic-Route-66.d702654640613646336.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/9/17f13edc580f92fbd02b78ad30e73751.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Historic Route 66 Vacation Rentals ![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 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=702654640613646336&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Historic Route 66 ## Our top choices for Historic Route 66 vacation rentals ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a.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) ![Studio, 1 Queen Bed (Studio Apartment) | Private kitchen](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/1bf06d5d.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) ### Sentral Michigan Avenue Downtown Chicago 9.2/10 Wonderful (925) "The staff was extremely helpful and the rooms are clean with a beautiful view of downtown and the lake. I will definitely stay here again. " CA $246 CA $329 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) ![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) ![Classic Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony view](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/36558100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Living area](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/4ebb1bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City Studio, 1 Queen Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | Living area](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/1d34bb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kasa Magnificent Mile Chicago Downtown Chicago 9.2/10 Wonderful (528) "Very great place to stay!" CA $283 CA $414 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/a7a120b4.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) ![Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/cb208a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Chicago – Old Town Downtown Chicago 9.0/10 Wonderful (355) "Real nice place 5 stars ill be back." CA $263 CA $340 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94960000/94959968/bf0a1cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94960000/94959968/e7bed198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94960000/94959968/b974dd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94960000/94959968/edd9494b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bullhead City Home w/ Private Pool, Hot Tub & View Sunridge Estates [](https://www.expedia.ca/Bullhead-City-Hotels-Home-W-Pool-Spa-5-Mi-To-Laughlin-Casinos.h94959968.Hotel-Information) ![36-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/ccdc9112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/a811cd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/dc543b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/a8e87dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy South Wabash Apartments South Loop Near South Side 8.6/10 Excellent (660) "Dangerous area at times… but not always bad. And a quick walk to the safe areas for sure!!! I would definitely stay here again." CA $234 CA $274 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Chicago-Hotels-Sonder-At-South-Wabash.h44772938.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/530000/529700/529610/8fe942d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/530000/529700/529610/cec07c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch TV with satellite channels, fireplace, DVD player](https://images.trvl-media.com/lodging/1000000/530000/529700/529610/392b05d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529610/20f5c470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Junipine Resort Sedona 9.2/10 Wonderful (2193) "Great place to stay!" CA $290 CA $333 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Sedona-Hotels-Junipine-Resort.h529610.Hotel-Information) ![1 bedroom, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/e3b8d058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/a9095b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/a5314f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/ea846735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy Market Hall Apartments West Loop Downtown Chicago 8.0/10 Very good (363) "Great stay!" CA $187 CA $219 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sonder-Market-Hall.h91683158.Hotel-Information) ![Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/603af13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio, 1 King Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | In-room dining](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/7934883a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/5aeefd88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio, 1 King Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | City view](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/bfbcc9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kasa South Loop Chicago Downtown Chicago 9.4/10 Exceptional (352) "It was a really nice and secure property. " [](https://www.expedia.ca/Chicago-Hotels-Kasa-South-Loop-Chicago.h29433443.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/038aeb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/a33c4e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/d277fc7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with digital channels, streaming services](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/de5e0137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy The Burnham Apartments Loop Downtown Chicago 8.8/10 Excellent (229) "Great location and lovely amenities. " CA $217 CA $255 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Chicago-Hotels-Sonder-The-Burnham.h98589620.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/05d44ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/50c31ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with satellite channels](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/79c83288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with satellite channels](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/042dd182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Neighborhood Hotel-Little Italy Near West Side 9.6/10 Exceptional (202) "This place was perfect " [](https://www.expedia.ca/Chicago-Hotels-The-Neighborhood-Hotel-Little-Italy.h96299486.Hotel-Information) ![Superior Loft | Private kitchen](https://images.trvl-media.com/lodging/36000000/35120000/35110800/35110783/fdb9a797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35120000/35110800/35110783/c635885b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Canyon RV Glamping Luxury Suite](https://images.trvl-media.com/lodging/36000000/35120000/35110800/35110783/f17fc9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Loft](https://images.trvl-media.com/lodging/36000000/35120000/35110800/35110783/f2bec47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Canyon RV Glamping Williams 8.8/10 Excellent (587) "I’ve stayed here a few times and will continue to stay here every time I’m in Williams. " CA $98 CA $115 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Grand-Canyon-Hotels-Grand-Canyon-RV-Glamping.h35110783.Hotel-Information) ![1 bedroom, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/84000000/83700000/83695900/83695822/112ab7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/84000000/83700000/83695900/83695822/de34b3e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/84000000/83700000/83695900/83695822/a5b88630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/84000000/83700000/83695900/83695822/83373d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy The Opal Apartments River North Downtown Chicago 8.4/10 Very good (49) "Place was in a great location close to good restaurants " CA $234 CA $274 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Sonder-The-Opal.h83695822.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109436/9b6acb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109436/d9a7b301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ATM/banking on site](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109436/69a868f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room, 2 Double Beds | Room amenity](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109436/14f98f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All Towne Suites St. Robert 9.2/10 Wonderful (285) "Would definitely stay here again. " CA $124 CA $140 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Rolla-Hotels-All-Towne-Suites.h1109436.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5767/358e8fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1-Bedroom Condominium | Living area](https://images.trvl-media.com/lodging/1000000/10000/5800/5767/441743ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1-Bedroom Condominium | Private kitchen](https://images.trvl-media.com/lodging/1000000/10000/5800/5767/6ba8279e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5767/d48f9c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fort Marcy Hotel Suites by All Seasons Resort Lodging Northeast Santa Fe 8.8/10 Excellent (2204) "It was an incredible stay, but for some of the rooms, there are lotta stairs. We loved it, will be back!" CA $200 CA $324 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Santa-Fe-Hotels-Fort-Marcy-Hotel-Suites-By-All-Seasons-Resort-Lodging.h5767.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/825d44e9.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) ![Cafe](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/715d8399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kasa River North Chicago Downtown Chicago 9.6/10 Exceptional (169) "This place has everything for a multi-night stay." CA $272 CA $450 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information) ![Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/acb706d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Bedroom, Kitchen (Penthouse, Washer/Dryer) | Living area](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/124718c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchen (Washer/Dryer) | Private kitchen](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/38d26f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/a77496eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gem Museum Suites Downtown Evanston 9.4/10 Exceptional (89) "Super nice hotel and staff " CA $290 CA $333 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/06060406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/5dcfd7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/c25a1316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e6dada5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigleyville Suites Lakeview 9.6/10 Exceptional (19) "Excellent location and very clean! Would stay again!" [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information) ![Comfort Double Room](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/22fe051f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/11a11fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/7a3c031a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/d6f1cd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Chicago Southland I-80 & I-294 Near Casino Harvey 3.8/10 (61) "Good " CA $117 CA $132 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.Hotel-Information) ![50-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/d10a452f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/e0b5e4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/dac97393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/36238ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park Downtown Chicago 8.2/10 Very good (180) "Great location!!!" CA $247 CA $290 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Chicago-Hotels-Sonder-At-Jewelers-Row.h64871080.Hotel-Information) ![Premium bedding, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/24500/24472/5a3a50ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24500/24472/a11daaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24500/24472/080df649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/24500/24472/a26189fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MainStay Suites Springfield South - Battlefield Rd Bradford Park 8.8/10 Excellent (71) "The rooms were very clean. " CA $140 CA $159 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Springfield-Hotels-Arbor-Suites-At-The-Mall.h24472.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=2025-10-07&endDate=2025-10-08®ionId=702654640613646336&adults=2&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%2FHistoric-Route-66-Vacation-Rentals.d702654640613646336.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHistoric-Route-66-Vacation-Rentals.d702654640613646336.Travel-Guide-VacationRentals) ## Top Historic Route 66 Hotel Reviews ![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 "We really enjoyed staying at the Whitehall during our Chicago visit. From the moment we stepped in, we were warmly welcomed by the staff. The room was large,clean,and the air conditioning worked great. The breakfast area was lovely and had plenty of great varieties to choose from. The location was top notch and on a quieter street. My only complaint is that the wifi connection is poor. We will likely stay again." [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "This is my third time at this hotel . Staff are so nice . Front of house, Jordan’s attention to detail in assisting me with a special request while i was here was next level . I will be back . " [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![The Aquarius Casino Resort, BW Premier Collection](//images.trvl-media.com/lodging/1000000/10000/5100/5073/095f8970_y.jpg) ### The Aquarius Casino Resort, BW Premier Collection 10/10 Excellent "Fun place to visit " [](https://expedia.ca/Laughlin-Hotels-The-Aquarius-Casino-Resort.h5073.Hotel-Information) ![Hilton Chicago](//images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "I thoroughly enjoyed my stay at the Chicago Hilton. Loved the ambiance and the inspiring architecture on entering and the old fashioned elevator lobby was a treat itself. The Irish Pub was outstanding with a nice atmosphere and not overly sports oriented like some. I was there during some kind of trade event but the place never felt crowded or had long waits for anything. My room on the 18th floor was a little spartan for my liking, though quite large, however for the amount spent I expected more. Had a nice view and was quiet enough so I’m not taking points away, but yes - a room update is past due if other rooms were like mine. " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Hotel Felix River North/Magnificent Mile](//images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg) ### Hotel Felix River North/Magnificent Mile 10/10 Excellent "The hotel was clean, staff was friendly and helpful and great location to get to everything. I would definitely stay there again. This my 7th time ive been to" [](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Central Loop Hotel](//images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/43ee742c_y.jpg) ### Central Loop Hotel 10/10 Excellent "Terrific location" [](https://expedia.ca/Chicago-Hotels-Central-Loop-Hotel.h2151878.Hotel-Information) ![The Wade](//images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "It was a great hotel!! The room was awesome and the view from our floor was beautiful. We were so close to Navy Pier which was definitely a plus. " [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Great location, close to different restaurants and coffee shops. Sadly the pool was closed when I was there but it looked like the property was very well maintained. Staff was so nice upon check in. Our room was nice and comfortable! Enjoyed my stay and will be back!!" [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](//images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 10/10 Excellent "Everything was great. Downtown location was awesome. Close to everything. We walked to a restaurant. Would definitely stay here again." [](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ## Find out more about Historic Route 66 **Everything you need to know about** **Historic Route 66** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Historic Route 66 vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Historic Route 66 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Historic Route 66 vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Historic Route 66. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Historic Route 66 vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Historic Route 66 vacation rentals we have selected for you start as low as CA $115 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Historic Route 66 rentals** At Expedia, we put the best Historic Route 66 vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Historic Route 66 rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Historic Route 66 vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Historic Route 66. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Historic Route 66 ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Motels in Historic Route 66](https://expedia.ca/Historic-Route-66-Motels.d702654640613646336-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Historic Route 66](https://expedia.ca/Historic-Route-66-Private-Vacation-Homes.d702654640613646336-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Historic Route 66](https://expedia.ca/Historic-Route-66-Apartments.d702654640613646336-aaApartments.Travel-Guide-Accommodation) - [Cottages in Historic Route 66](https://expedia.ca/Historic-Route-66-Cottages.d702654640613646336-aaCottages.Travel-Guide-Accommodation) - [Aparthotels in Historic Route 66](https://expedia.ca/Historic-Route-66-Apart-Hotels.d702654640613646336-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Historic Route 66](https://expedia.ca/Historic-Route-66-Bed-And-Breakfast.d702654640613646336-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Historic Route 66](https://expedia.ca/Historic-Route-66-Resort-Hotels.d702654640613646336-aaResortHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Historic Route 66](https://expedia.ca/Historic-Route-66-Cabins.d702654640613646336-aaCabins.Travel-Guide-Accommodation) - [Guest Houses in Historic Route 66](https://expedia.ca/Historic-Route-66-Guest-Houses.d702654640613646336-aaGuestHouses.Travel-Guide-Accommodation) - [Condo Rentals in Historic Route 66](https://expedia.ca/Historic-Route-66-Condos.d702654640613646336-aaCondos.Travel-Guide-Accommodation) - [Hostels in Historic Route 66](https://expedia.ca/Historic-Route-66-Hostels.d702654640613646336-aaHostels.Travel-Guide-Accommodation) - [RV Parks in Historic Route 66](https://expedia.ca/Historic-Route-66-RV-Parks.d702654640613646336-aaRVParks.Travel-Guide-Accommodation) - [Inns in Historic Route 66](https://expedia.ca/Historic-Route-66-Inns.d702654640613646336-aaInns.Travel-Guide-Accommodation) - [Farmstay in Historic Route 66](https://expedia.ca/Historic-Route-66-Agritourism.d702654640613646336-aaAgritourism.Travel-Guide-Accommodation) - [Castles in Historic Route 66](https://expedia.ca/Historic-Route-66-Castles.d702654640613646336-aaCastles.Travel-Guide-Accommodation) ### Expedia's Latest Trends Hotels - [Hotels in Las Vegas](https://expedia.ca/Las-Vegas-Hotels.d178276.Travel-Guide-Hotels) - [Hotels in Los Angeles](https://expedia.ca/Los-Angeles-Hotels.d178280.Travel-Guide-Hotels) - [Hotels in Honolulu](https://expedia.ca/Honolulu-Hotels.d1488.Travel-Guide-Hotels) - [Hotels in Boston](https://expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels in Orlando](https://expedia.ca/Orlando-Hotels.d178294.Travel-Guide-Hotels) - [Hotels in New York](https://expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels in Chicago](https://expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels in Buffalo](https://expedia.ca/Buffalo-Hotels.d602674.Travel-Guide-Hotels) - [Hotels in Seattle](https://expedia.ca/Seattle-Hotels.d178307.Travel-Guide-Hotels) - [Hotels in Fort Lauderdale](https://expedia.ca/Fort-Lauderdale-Hotels.d601750.Travel-Guide-Hotels) - [Hotels in Miami](https://expedia.ca/Miami-Hotels.d178286.Travel-Guide-Hotels) - [Hotels in Nashville](https://expedia.ca/Nashville-Hotels.d178291.Travel-Guide-Hotels) Flights - [Cheap Flights to Fort Lauderdale](https://expedia.ca/Cheap-Flights-To-Fort-Lauderdale.d601750.Travel-Guide-Flights) - [Cheap Flights to New York](https://expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Cheap Flights to Las Vegas](https://expedia.ca/Cheap-Flights-To-Las-Vegas.d178276.Travel-Guide-Flights) - [Cheap Flights to Miami](https://expedia.ca/Cheap-Flights-To-Miami.d178286.Travel-Guide-Flights) - [Cheap Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights) - [Cheap Flights to Los Angeles](https://expedia.ca/Cheap-Flights-To-Los-Angeles.d178280.Travel-Guide-Flights) - [Cheap Flights to Hawaii Island](https://expedia.ca/Cheap-Flights-To-Hawaii-Island.d180074.Travel-Guide-Flights) Cars - [Car rentals in Los Angeles](https://expedia.ca/Car-Rentals-In-Los-Angeles.d178280.Car-Rental-Guide) - [Car rentals in Las Vegas](https://expedia.ca/Car-Rentals-In-Las-Vegas.d178276.Car-Rental-Guide) - [Car rentals in Orlando](https://expedia.ca/Car-Rentals-In-Orlando.d178294.Car-Rental-Guide) Activities - [Things to do in Las Vegas](https://expedia.ca/Things-To-Do-In-Las-Vegas.d178276.Travel-Guide-Activities) Packages - [Disney Vacations](https://expedia.ca/Disney.d3000453867.Destination-Travel-Guides) - [Miami Vacations](https://expedia.ca/Miami.d178286.Destination-Travel-Guides) - [Las Vegas All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/178276/Las-Vegas) - [Central Vacations](https://expedia.ca/Central.d10503.Destination-Travel-Guides) - [Nashville Vacations](https://expedia.ca/Nashville.d178291.Destination-Travel-Guides) - [Las Vegas Vacations](https://expedia.ca/Las-Vegas.d178276.Destination-Travel-Guides) - [New York Vacations](https://expedia.ca/New-York.d178293.Destination-Travel-Guides) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFMklEQVR4Xu3bQXLjOAxAUaa88LKPoKPkaPTRfJQcoZdZpIIxQJCgFEkZVHX3wvl/MwpM8nnHKDNT5B9UtoO/EUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSTchH2bToqLYP7+Wq/3jTeZXfbcFj5EvHKPKNGogFMgfSRyMQC2QOpI9Gz4rU+EkUeXR7rH9R5JEjpfxqS97b6KLPv3XVaH0WiAUSgVggIAIC4h/Mt/ei0xmZ6if6j7oxVi0gbT4CAdFAQAoISF8UjztIjF7bhf4l/yoCAgIC0hfFI0h7AAFJIqJ3/C/5VMTy92lpI3PnV2wQEBABAQEBySPRhMTIs9G9fRVLv93LWLc9C0RAQEAExAOxEcjoY5zhLW2tbfcTz0abapwMsjPaVONkkJ3Rphong+yMNtU4GWRntKnGySA7o001TgbZGW2qcfKEfJO9T/tX8bfud3125CwQkG8CERCQbwORZ0b89rZsu59YyvWx+FH8OXvkq6z4KjUWgIBYICAgPqqxAATEP/j029tHvt1cX3jT5/WqOrn+7ar/qJN4BAEBsUBA+iQeQX4u4ie2T/pa374+sSO6Spr7ol/lqhutOk4CAQFZdAoCAgIyjorH0+66z59vxd+6fWTuWSAgp4FYICCngVhPiWzW+h2v2R1vvemPfseXfqH7H72LXvvzqhGIBRKBxKoRiAUSgcSq0VMiore3d20/G2IXur1P6/ZLu+NFr/15lTVWFRAQEBDr1leDgIBUP1NWSJxoiO/TC93ueNtuq7Yjr28E0Y9BBAQEJAIBOUa8zVrtRS90a5lWvSqiXXQwv2JvAwHxQPTptX+8DgTEA9Gn1/7xumdFbqsTPXufFj1RXT/xi+vX/iMd2W8CIxAQAbFAPBD/USfxKCDWT0Q0u+OLnii6VpF+7fv2tWvdin07G3nVPxIQkBEICIhV/SMBAbET6+aqlrH93nYacrzKRyAgbRKPp9tB2iQeT7eDtEk8nm4HaZN4PN0O0ibxeLr9DyLb29tHn/6363GirTK3LY/RVf/hL+IjEAEBmUcgIBGIgAzE1upPF93u2WjRVVXiRXy4fsfbtwMBsUBAQHSHrgIBOUZE1/qFPq+d/8uteftd5zoqzbXeux0jEAsEBAQEBGQ0Ifu3tyL99tYu01d5NK59WzV+OQAB0UXxCAICAgJygIhutzfluy4SeZtOLG37Mq0arhWubiwgICAglm+/6yIQAdGfQWSFfLmql/7JjPhvAuKrfOOcf7spEAEBAQEBEZBoQnbyEzui28vhSNSNfKSB7IwE5PDEnZGAHJ64MxKQwxN3RgJyeOLOSEAOT9wZyf9BPqYV1qJTfcUW364n2u1t/87ZGoj/chDVOBmkBzJadAoCAgIy1vxopMZP/X26NMT/nG0jXfU5/pw9b7yX63akgYCAgGggm5EGAmIf+O19XSF24vu40H1kq3zjyEb+m8AIBAQEBAQEZO4ckd1X7PXIN1r3jpQx0kBiBAICAgIC8h3i2+2Ot3x7rJpcu/atsdED6atAfDtIAQHxQPqqH45EulZ0u/8PT+Za86q1O17EL6slIBGIBQIC0gOJfjCybmlz3269tU/sFVv0RK+K/SZgDXcEYoHMLW0O0tZoIBbI3NLmIG2N9pTI3wskFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqZ4H+Q99fBh94Lr0OQAAAABJRU5ErkJggg==)