Title: New Chicago Vacation Home Rentals from CA $183: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in New Chicago](https://expedia.ca/New-Chicago-Hotels.d553248635975875980.Travel-Guide-Hotels)[Vacation Rentals in New Chicago](https://expedia.ca/New-Chicago-Vacation-Rentals.d553248635975875980.Travel-Guide-VacationRentals)[New Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-New-Chicago.d553248635975875980.Car-Rental-Guide)[New Chicago Vacation Packages](https://expedia.ca/New-Chicago.d553248635975875980.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # New Chicago Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975875980&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975875980&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975875980&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975875980&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select New Chicago Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103730000/103727200/103727164/7d4c7224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103730000/103727200/103727164/61b76f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103730000/103727200/103727164/27a5a6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/104000000/103730000/103727200/103727164/88a145a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Retreat - Monarch Trails Somerset 9.8/10 Exceptional (7) "The home was a nice place for our stay while visiting our son for his graduation from UC Davis. We also wanted to visit lake tahoe while here. The home was clean and located in a quite location. Has a nice view of the hills nearby and we saw deer, rabbits, quail , and plenty of turkeys every day." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey K. CA $181 CA $402 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Somerset-Hotels-Foothill-Wine-Country-Gem.h103727164.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19100000/19096400/19096371/fdfc5ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/20000000/19100000/19096400/19096371/9def926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/20000000/19100000/19096400/19096371/84c85dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19100000/19096400/19096371/557f8cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing Jackson 9.6/10 Exceptional (61) "Nice place quiet and peaceful. Host is kind and generous. She was attentive to our request but gave us our privacy. Perfect for our needs. Nice location just off Hwy 88. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $113 CA $183 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Jackson-Hotels-Sleeps-4-Near-Plymouth-Wineries.h19096371.Hotel-Information) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/106000000/105560000/105552300/105552253/0a4dd4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105560000/105552300/105552253/0920abd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105560000/105552300/105552253/dbcfcc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105560000/105552300/105552253/0a3ecf86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Back of the Moon Cottage in the Hills Diamond Springs 10/10 Exceptional (6) "Oh my goodness we loved everything about our stay. The house is so cute and cozy. Kitchen was fully stocked and had everything we needed. We had great communication with the owners and they went above and beyond to make sure we had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meagan A. CA $208 CA $502 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Diamond-Springs-Hotels-Back-Of-The-Moon-Cottage-In-The-Hills.h105552253.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34160000/34153400/34153315/6a01a9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34160000/34153400/34153315/2a356767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34160000/34153400/34153315/d6ab017c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34160000/34153400/34153315/fbe72dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse with Hot Tub, charming gardens, serenity, 2 blocks to Main Street! Jackson 9.8/10 Exceptional (71) "Lovely Victorian with lots of historical charm. Walking distance to downtown Jackson and driving distance to all of Amador County." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathi N. CA $284 CA $613 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Jackson-Hotels-Victorian-Farmhouse-With-Hot-Tub.h34153315.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92910000/92900200/92900161/w906h683x59y0-15bfa084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/93000000/92910000/92900200/92900161/w904h683x60y0-5f40fc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92910000/92900200/92900161/w904h683x60y0-b8ae5efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92910000/92900200/92900161/w906h683x59y0-aa576fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A rejuvenating cabin in the woods Pioneer 10/10 Exceptional (4) "It is a very cute house in a peaceful, mountain location. We enjoyed our time there, relaxing & host was very nice & responsive to questions that arose." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucy L. CA $189 CA $390 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pioneer-Hotels-A-Rejuvenating-Cabin-In-The-Woods.h92900161.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/89000000/88430000/88422900/88422887/a6da5463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88430000/88422900/88422887/fc512e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88430000/88422900/88422887/442c9abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88430000/88422900/88422887/8d099d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool-2 King Beds-Hot Tub-Fire Place-Garage Parking Diamond Springs 8.8/10 Excellent (9) "The house looks pretty in the photos but beneath the veneer, it had a lot of issues. Perhaps if we had only stayed one week instead of 6 it would not have mattered as much, but it was frustrating to deal with spending vacation time waiting for repairmen. When we advised the manager of an issue, i.e. we were not provided with enough towels for the number of people staying; it was fixed; but this should not have been something we had to point out. Likewise, there are numerous things on the house... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $416 CA $751 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Diamond-Springs-Hotels-Diamond-Springs-Pool-Quite.h88422887.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=2025-11-16&endDate=2025-11-17®ionId=553248635975875980&adults=2&lodging=VACATION_HOME&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%2FNew-Chicago-Private-Vacation-Homes.d553248635975875980-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FNew-Chicago-Private-Vacation-Homes.d553248635975875980-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top New Chicago Hotel Reviews ![National Hotel Jackson, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/28000000/27300000/27290400/27290354/w3837h2557x3y3-5599be0e_y.jpg) ### National Hotel Jackson, Tapestry Collection by Hilton 10/10 Excellent "Staff is friendly and helpful! " [](https://expedia.ca/Jackson-Hotels-National-Hotel-Jackson.h27290354.Hotel-Information) ![Best Western Amador Inn](//images.trvl-media.com/lodging/1000000/30000/23200/23186/b7d36019_y.jpg) ### Best Western Amador Inn 10/10 Excellent "They need more working lights in parking lot & there is a Dennys sign in picture and neon sign but the restraunt has been closed.The staff is very helpful." [](https://expedia.ca/Jackson-Hotels-Best-Western-Amador-Inn.h23186.Hotel-Information) ![Oak Ridge Inn](//images.trvl-media.com/lodging/12000000/11470000/11460500/11460493/f2936180_y.jpg) ### Oak Ridge Inn 10/10 Excellent "Room was clean, property very nice. Slow check in which was discouraging when we arrived. Not sure if it was training or short staffed. Once we got room very impressed. " [](https://expedia.ca/Jackson-Hotels-Shenandoah-Inn.h11460493.Hotel-Information) ![Studio 6 Suites Cameron Park, CA – Folsom](//images.trvl-media.com/lodging/1000000/190000/184900/184861/32959ca6_y.jpg) ### Studio 6 Suites Cameron Park, CA – Folsom 10/10 Excellent "Everything was clean and staff was very friendly. I just wished there was shampoo but other than that it was a good two day stay. " [](https://expedia.ca/Shingle-Springs-Hotels-Studio-6-Suites-Cameron-Park.h184861.Hotel-Information) ![Red Hawk Resort & Casino](//images.trvl-media.com/lodging/98000000/97120000/97119900/97119811/5bd98f28_y.jpg) ### Red Hawk Resort & Casino 10/10 Excellent "All of the employees and staff were courteous, friendly and very helpful. Property was extremely well kept and the rooms were clean, spacious and comfortable." [](https://expedia.ca/Placerville-Hotels-Red-Hawk-Resort-Casino.h97119811.Hotel-Information) ![Hotel Sutter](//images.trvl-media.com/lodging/7000000/6990000/6986500/6986454/b0acb68c_y.jpg) ### Hotel Sutter 10/10 Excellent "Great" [](https://expedia.ca/Jackson-Hotels-Hotel-Sutter.h6986454.Hotel-Information) ![Hanford House](//images.trvl-media.com/lodging/1000000/530000/529500/529469/83dc9ebe_y.jpg) ### Hanford House 10/10 Excellent "Great location " [](https://expedia.ca/Jackson-Hotels-Hanford-House-Inn.h529469.Hotel-Information) ![A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna. ](//images.trvl-media.com/lodging/40000000/39690000/39680200/39680166/b2347f12_y.jpg) ### A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna. 10/10 Excellent "With six private bedrooms, five with en-suite bathrooms, this property was perfect for our varied family members while attending a nearby wedding." [](https://expedia.ca/Plymouth-Hotels-A-Pet-Friendly-Oasis-Surrounded-By-Wineries-With-A-Pool.h39680166.Hotel-Information) ![The Murieta Inn & Spa](//images.trvl-media.com/lodging/23000000/22190000/22186400/22186308/769d321e_y.jpg) ### The Murieta Inn & Spa 10/10 Excellent "Clean and quiet. The restaurant served quality meals." [](https://expedia.ca/Sacramento-Hotels-The-Murieta-Inn-Spa.h22186308.Hotel-Information) ## Find out more about New Chicago ## New Chicago Vacation Homes information | Number of reviews | 149 | | --- | --- | | Accommodation | 71 Vacation Homes | | Lowest Price | CA $183 | | Highest Price | CA $765 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Historic Hotels in Amador City](https://www.expedia.ca/Amador-City-Hotels-Historic-Hotel.0-0-d182951-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Amador City Hotels](https://www.expedia.ca/Amador-City-Hotels.d182951.Travel-Guide-Hotels) - [Motels in Amador City](https://www.expedia.ca/Amador-City-Motels.d182951-aaMotels.Travel-Guide-Accommodation) - [Apartments in Angel Island](https://www.expedia.ca/Angel-Island-Apartments.d502570-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Angel Island](https://www.expedia.ca/Angel-Island-Condos.d502570-aaCondos.Travel-Guide-Accommodation) - 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[Things to do in Jackson](https://www.expedia.ca/Things-To-Do-In-Jackson.d6094971.Travel-Guide-Activities) - [Things to do in Pine Grove](https://www.expedia.ca/Things-To-Do-In-Pine-Grove.d3000428485.Travel-Guide-Activities) - [Things to do in Plymouth](https://www.expedia.ca/Things-To-Do-In-Plymouth.d177427.Travel-Guide-Activities) - [Book Vacation Homes in New Chicago on Expedia.com](https://www.expedia.com/New-Chicago-Private-Vacation-Homes.d553248635975875980-aaPrivateVacationHomes.Travel-Guide-Accommodation)