Title: New Chicago Vacation Rentals from CA $246: Short-Term Rentals for 2026 | Expedia.ca

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# New Chicago Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975875980&startDate=2025-12-16&endDate=2025-12-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975875980&startDate=2025-12-17&endDate=2025-12-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975875980&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975875980&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for New Chicago vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/45000000/44490000/44489800/44489770/1d58d5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/45000000/44490000/44489800/44489770/aa5f016c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/45000000/44490000/44489800/44489770/90-7a04132d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/45000000/44490000/44489800/44489770/e1bb8c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Somerset

[](https://www.expedia.ca/Placerville-Hotels-Element-House-Cottage-Amongst-The-Vines-In-The-Heart-Of-Fair-Play-Wine-Country.h44489770.Hotel-Information)

10/10

Exceptional

(60)

"Cottage was nice and clean"

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

Jeff

CA $185

CA $328 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Placerville-Hotels-Element-House-Cottage-Amongst-The-Vines-In-The-Heart-Of-Fair-Play-Wine-Country.h44489770.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103730000/103727200/103727164/36348cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![TV, fireplace](https://images.trvl-media.com/lodging/104000000/103730000/103727200/103727164/b6542a12.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)

### Vacation Home in Somerset

[](https://www.expedia.ca/Somerset-Hotels-Foothill-Wine-Country-Gem.h103727164.Hotel-Information)

9.8/10

Exceptional

(7)

"Nice relaxing fun area"

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

Nancy S.

CA $205

CA $426 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Somerset-Hotels-Foothill-Wine-Country-Gem.h103727164.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122120000/122112800/122112750/3acbd53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122120000/122112800/122112750/9588a424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122120000/122112800/122112750/658cf37f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122120000/122112800/122112750/5c3a52d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cameron Park

[](https://www.expedia.ca/Shingle-Springs-Hotels-Highcrest-Farms-Bed-Breakfast-Carriage-House-Cottage-Stays-Cameron-Park.h122112750.Hotel-Information)

10/10

Exceptional

(3)

"Excellent stay! Great communication with host, very cool carriage house, homemade breakfast and tour of the property. Kids loved it and asked to come back next year!"

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

Will H.

CA $219

CA $273 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Shingle-Springs-Hotels-Highcrest-Farms-Bed-Breakfast-Carriage-House-Cottage-Stays-Cameron-Park.h122112750.Hotel-Information)

![Room, 1 Queen Bed, Kitchenette, Garden View (The Bonnie Inn Unit 6) | View from room](https://images.trvl-media.com/lodging/82000000/81740000/81732100/81732041/717cc77c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/82000000/81740000/81732100/81732041/30136342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/82000000/81740000/81732100/81732041/c9175ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed, Kitchenette, Garden View (The Bonnie Inn Unit 6) | Interior](https://images.trvl-media.com/lodging/82000000/81740000/81732100/81732041/d5e6a056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in San Andreas

[](https://www.expedia.ca/San-Andreas-Hotels-The-Bonnie-Inn-Unit-6.h81732041.Hotel-Information)

8.6/10

Excellent

(9)

"I will definitely stay there again."

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

Karyn

CA $171

CA $246 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/San-Andreas-Hotels-The-Bonnie-Inn-Unit-6.h81732041.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122320000/122311300/122311238/b281d423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122320000/122311300/122311238/93a89801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122320000/122311300/122311238/e6d3398b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122320000/122311300/122311238/b5583db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Mokelumne Hill

[](https://www.expedia.ca/Mokelumne-Hill-Hotels-Charming-2-Bedroom-House-In-Quaint-Mokelumne-Hill.h122311238.Hotel-Information)

10/10

Exceptional

(1)

"This is a beautiful place with spacious living room and 2 bedrooms. The best part was the outdoor patio with a huge table. The kitchen was well stocked. The hosts were very attentive and provided lot of useful information right from the time of check-in. They also kept checking on us throughout the stay. We had a great time and would love to come back again."

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

Rajarshi P.

CA $149

CA $315 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Mokelumne-Hill-Hotels-Charming-2-Bedroom-House-In-Quaint-Mokelumne-Hill.h122311238.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110690000/110687600/110687557/a77840b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110690000/110687600/110687557/5c27e3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, DVD player, video library](https://images.trvl-media.com/lodging/111000000/110690000/110687600/110687557/edfdaf37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110690000/110687600/110687557/ceab7424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Pioneer

[](https://www.expedia.ca/Pioneer-Hotels-Soothing-Cabin-In-Charming-Pioneer.h110687557.Hotel-Information)

9.4/10

Exceptional

(13)

"Perfect weekend getaway property especially if you like quiet, peaceful, simple, & good price! Definitely wiill be staying here again! Very cute & homey too!"

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

Nathaniel L.

CA $158

CA $282 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Pioneer-Hotels-Soothing-Cabin-In-Charming-Pioneer.h110687557.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/106000000/105560000/105552300/105552253/5961ff06.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)

### Vacation Home in Diamond Springs

[](https://www.expedia.ca/Diamond-Springs-Hotels-Back-Of-The-Moon-Cottage-In-The-Hills.h105552253.Hotel-Information)

10/10

Exceptional

(8)

"This was the perfect little house for our trip out to see family in placerville. It was clean, convenient and communication with host was great. Love the little touches they have put into this place including the garden in the backyard. My three year old loved the books and games. Would stay here again. "

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

Kayla L.

CA $254

CA $549 total

includes taxes & fees

Dec 17 - Dec 18

[](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/107000000/106330000/106322600/106322567/2185a8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/107000000/106330000/106322600/106322567/67169891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106330000/106322600/106322567/32d674ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106330000/106322600/106322567/02af2d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Pioneer

[](https://www.expedia.ca/Pioneer-Hotels-40-Min-From-Kirkwood-Ski-Resort-Book-Your-Relaxation-With-Hot-Tub-And-Firepit.h106322567.Hotel-Information)

10/10

Exceptional

(1)

"Great house with lots of extra perks like plenty of kitchen gadgets, clearly labeled switches, and overall a well maintained and cozy home. Hosts were responsive and helpful!"

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

Crystal E.

CA $335

CA $727 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Pioneer-Hotels-40-Min-From-Kirkwood-Ski-Resort-Book-Your-Relaxation-With-Hot-Tub-And-Firepit.h106322567.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963993/923a85a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, electric kettle, toaster, paper towels](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963993/2ba32d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, foosball, computer monitors](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963993/5014c18c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, foosball, computer monitors](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963993/92b4686f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Pioneer

[](https://www.expedia.ca/Pioneer-Hotels-Charming-Mountain-Cabin-3BD-Bonus-Room-In-Woods.h95963993.Hotel-Information)

10/10

Exceptional

(7)

"Perfect place."

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

christopher w.

CA $308

CA $693 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Pioneer-Hotels-Charming-Mountain-Cabin-3BD-Bonus-Room-In-Woods.h95963993.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)

![Dining](https://images.trvl-media.com/lodging/35000000/34160000/34153400/34153315/fbe72dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/35000000/34160000/34153400/34153315/d0d21fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Jackson

[](https://www.expedia.ca/Jackson-Hotels-Victorian-Farmhouse-With-Hot-Tub.h34153315.Hotel-Information)

9.8/10

Exceptional

(72)

"Lovely stay. Exactly as advertised."

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

Jose F.

CA $366

CA $706 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Jackson-Hotels-Victorian-Farmhouse-With-Hot-Tub.h34153315.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71930000/71928400/71928348/c710b12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71930000/71928400/71928348/f050b422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71930000/71928400/71928348/7a898ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/72000000/71930000/71928400/71928348/58cb6050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Pioneer

[](https://www.expedia.ca/Pioneer-Hotels-Beautiful-Rustic-Cabin-On-5-Acres-With-Heavenly-Views.h71928348.Hotel-Information)

9.4/10

Exceptional

(16)

"Stayed there for 3 days. It’s a beautiful property, a lot of vegetation and trees. It’s a large property, thinking of going back again in the winter "

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

blablablabla h.

CA $291

CA $942 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Pioneer-Hotels-Beautiful-Rustic-Cabin-On-5-Acres-With-Heavenly-Views.h71928348.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107180000/107177500/107177433/30d68900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107180000/107177500/107177433/4ab78977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107180000/107177500/107177433/b1e262c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107180000/107177500/107177433/dc3ec3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pioneer

[](https://www.expedia.ca/Pioneer-Hotels-Cozy-1-Bedroom-Apartment-In-Welcoming-Pioneer-With-WiFi.h107177433.Hotel-Information)

9.4/10

Exceptional

(3)

"Great and convienent place to stay. "

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

Brian M.

CA $213

CA $263 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Pioneer-Hotels-Cozy-1-Bedroom-Apartment-In-Welcoming-Pioneer-With-WiFi.h107177433.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122590000/122583500/122583446/f8559973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122590000/122583500/122583446/f5c488d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/123000000/122590000/122583500/122583446/0ab0457a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122583500/122583446/16aeb5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Placerville

[](https://www.expedia.ca/Placerville-Hotels-Vintage-French-Farmhouse-Charm-In-The-Countryside.h122583446.Hotel-Information)

CA $127

CA $265 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Placerville-Hotels-Vintage-French-Farmhouse-Charm-In-The-Countryside.h122583446.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/120000000/119430000/119428000/119427955/d778205f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119430000/119428000/119427955/8a4c24c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119430000/119428000/119427955/5179f89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/120000000/119430000/119428000/119427955/6cf9274e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cameron Park

[](https://www.expedia.ca/Shingle-Springs-Hotels-3-BR-Home-Close-To-Highway-Amenities.h119427955.Hotel-Information)

10/10

Exceptional

(2)

"Sheri was a wonderful host during our stay and the home is beautifully decorated. The space is very clean and comfortable. I especially appreciated finding a pet friendly home in such a great location! "

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

Morgan M.

CA $268

CA $583 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Shingle-Springs-Hotels-3-BR-Home-Close-To-Highway-Amenities.h119427955.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88430000/88422900/88422887/5659669a.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/d5da4e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/89000000/88430000/88422900/88422887/51460944.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/cc1de1d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Diamond Springs

[](https://www.expedia.ca/Diamond-Springs-Hotels-Diamond-Springs-Pool-Quite.h88422887.Hotel-Information)

8.8/10

Excellent

(10)

"A great location to go east to Lake Tahoe or west to wineries."

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

David D.

CA $386

CA $707 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Diamond-Springs-Hotels-Diamond-Springs-Pool-Quite.h88422887.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105500000/105490700/105490604/c8d86fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105500000/105490700/105490604/1235ffc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/106000000/105500000/105490700/105490604/da5de7d9.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/106000000/105500000/105490700/105490604/2feb5d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Shenandoah Valley

[](https://www.expedia.ca/Plymouth-Hotels-Beautiful-2-Bedroom-2-Bath-Vineyard-House-Located-In-A-Vineyard-On-40-Acres.h105490604.Hotel-Information)

CA $558

CA $975 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Plymouth-Hotels-Beautiful-2-Bedroom-2-Bath-Vineyard-House-Located-In-A-Vineyard-On-40-Acres.h105490604.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70130000/70129800/70129729/b000cc97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/71000000/70130000/70129800/70129729/8076c1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/71000000/70130000/70129800/70129729/12cbcac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/71000000/70130000/70129800/70129729/2d6314cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shenandoah Valley

[](https://www.expedia.ca/Jackson-Hotels-Vineyard-Estate-Among-Amador-Top-Wineries.h70129729.Hotel-Information)

10/10

Exceptional

(21)

"This beautiful house was exactly as listed. Ideally located for wine tasting in the Shenandoah Valley, fully equipped with all our needs. A large chef's kitchen with everything we needed. Beautiful views from the patio overlooking the vineyards behind the house. We will be back!"

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

Richard R.

CA $592

CA $1,126 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Jackson-Hotels-Vineyard-Estate-Among-Amador-Top-Wineries.h70129729.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111470000/111464100/111464064/cee1c7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/112000000/111470000/111464100/111464064/82c0dd4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111470000/111464100/111464064/5132c37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111470000/111464100/111464064/a1e5c946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Pioneer

[](https://www.expedia.ca/Pioneer-Hotels-Cozy-Cabin-40-Mins-To-Kirkwood.h111464064.Hotel-Information)

9.4/10

Exceptional

(3)

"We all enjoyed our time at this home. Beds were comfortable and kitchen well stocked. Great market and pizza place nearby. We also enjoyed a snow park that's only 30 mins away. Definitely enjoyed our stay"

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

Jessie G.

CA $523

CA $947 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Pioneer-Hotels-Cozy-Cabin-40-Mins-To-Kirkwood.h111464064.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/87000000/86270000/86264700/86264679/fb5c5229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/87000000/86270000/86264700/86264679/fa4cbcce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/87000000/86270000/86264700/86264679/cd9a5df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/87000000/86270000/86264700/86264679/39d63e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in Mokelumne Hill

[](https://www.expedia.ca/Mokelumne-Hill-Hotels-20-Acre-Luxury-Glamping-Grounds.h86264679.Hotel-Information)

2.0/10

(3)

"It’s a scam. There’s nothing on the property and host does not respond."

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

Ken B.

CA $275

CA $335 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Mokelumne-Hill-Hotels-20-Acre-Luxury-Glamping-Grounds.h86264679.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=2025-12-30&endDate=2025-12-31&regionId=553248635975875980&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

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Cabins

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Cottages

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Villas

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Private vacation homes

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## Top New Chicago Hotel Reviews

![Hanford House](https://images.trvl-media.com/lodging/1000000/530000/529500/529469/83dc9ebe_y.jpg)

### Hanford House

10/10 Excellent

"Great location within walking distance of all the shops and wineries in Sutter Creek. Really nice room, nice hotel and good restaurant attached. "

[](https://expedia.ca/Jackson-Hotels-Hanford-House-Inn.h529469.Hotel-Information)

![Inn at 161](https://images.trvl-media.com/lodging/12000000/11020000/11013700/11013674/f45806f4_y.jpg)

### Inn at 161

10/10 Excellent

"Room is spotless, staff is so friendly, and grounds are lovely. We will definitely be back!"

[](https://expedia.ca/Jackson-Hotels-Inn-At-161.h11013674.Hotel-Information)

![Red Hawk Resort & Casino](https://images.trvl-media.com/lodging/98000000/97120000/97119900/97119811/5bd98f28_y.jpg)

### Red Hawk Resort & Casino

10/10 Excellent

"It was a very nice room with a beautiful view. Breakfast wasn’t provided but there was a cafe in the casino and it was fine,"

[](https://expedia.ca/Placerville-Hotels-Red-Hawk-Resort-Casino.h97119811.Hotel-Information)

![Hotel Sutter](https://images.trvl-media.com/lodging/7000000/6990000/6986500/6986454/b0acb68c_y.jpg)

### Hotel Sutter

10/10 Excellent

"Location was fantastic, right in the heart of town. The rooms were clean. The restaurant downstairs had amazing prime rib, desserts and service. We stayed for Christmas festivities in town and will definitely return."

[](https://expedia.ca/Jackson-Hotels-Hotel-Sutter.h6986454.Hotel-Information)

![Studio 6 Suites Cameron Park, CA – Folsom](https://images.trvl-media.com/lodging/1000000/190000/184900/184861/32959ca6_y.jpg)

### Studio 6 Suites Cameron Park, CA – Folsom

10/10 Excellent

"Very clean room and as I needed to trade in dirty towels, there was usually a cart in the hall to do so, along with getting other supplies I had used."

[](https://expedia.ca/Shingle-Springs-Hotels-Studio-6-Suites-Cameron-Park.h184861.Hotel-Information)

![National Hotel Jackson, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/28000000/27300000/27290400/27290354/w3837h2557x3y3-5599be0e_y.jpg)

### National Hotel Jackson, Tapestry Collection by Hilton

10/10 Excellent

"Staff was very kind and room was very nice."

[](https://expedia.ca/Jackson-Hotels-National-Hotel-Jackson.h27290354.Hotel-Information)

![Kiota Inn & Event Center Sutter Creek, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/2000000/1180000/1171100/1171026/8f42f1bd_y.jpg)

### Kiota Inn & Event Center Sutter Creek, an Ascend Collection Hotel

10/10 Excellent

"Staff at this hotel is always happy, helpful and pleasant. We have stayed at this location twice now and really enjoy it. Rooms are comfortable and clean and the beds are perfect. "

[](https://expedia.ca/Jackson-Hotels-Kiota-Inn.h1171026.Hotel-Information)

![Oak Ridge Inn](https://images.trvl-media.com/lodging/12000000/11470000/11460500/11460493/f2936180_y.jpg)

### Oak Ridge Inn

10/10 Excellent

"Couldn’t access Tv which was only downside to our stay"

[](https://expedia.ca/Jackson-Hotels-Shenandoah-Inn.h11460493.Hotel-Information)

![The Murieta Inn & Spa](https://images.trvl-media.com/lodging/23000000/22190000/22186400/22186308/769d321e_y.jpg)

### The Murieta Inn & Spa

10/10 Excellent

"This place is incredible!"

[](https://expedia.ca/Sacramento-Hotels-The-Murieta-Inn-Spa.h22186308.Hotel-Information)

## Find out more about New Chicago

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 New Chicago. 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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- [Vacation Homes in New Chicago ](https://expedia.ca/New-Chicago-Private-Vacation-Homes.d553248635975875980-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in New Chicago ](https://expedia.ca/New-Chicago-Cottages.d553248635975875980-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in New Chicago ](https://expedia.ca/New-Chicago-Cabins.d553248635975875980-aaCabins.Travel-Guide-Accommodation)
- [Apartments in New Chicago ](https://expedia.ca/New-Chicago-Apartments.d553248635975875980-aaApartments.Travel-Guide-Accommodation)
- [B&B in New Chicago ](https://expedia.ca/New-Chicago-Bed-And-Breakfast.d553248635975875980-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in New Chicago ](https://expedia.ca/New-Chicago-Agritourism.d553248635975875980-aaAgritourism.Travel-Guide-Accommodation)
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- [Motels in New Chicago ](https://expedia.ca/New-Chicago-Motels.d553248635975875980-aaMotels.Travel-Guide-Accommodation)
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- [Inns in New Chicago ](https://expedia.ca/New-Chicago-Inns.d553248635975875980-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

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