New Chicago Holiday Rentals

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Holiday Rentals in New Chicago

Welcome to Sunset Hills Ranch!
Outdoor pool
Welcome to Sunset Hills Ranch!
10.0 out of 10, Exceptional, 88 reviews
"Words and pictures cannot describe the beauty and serenity of this home! Betsy is a fabulous hostess & although we didn’t get to meet Charlotte this time, she was very helpful and answered any questions we had. The guesthouse had all the essentials you could need and was very clean! Truly could’ve stayed our entire weekend there without going out and we would be perfectly fine! The view and lounge area were perfect and the pool/hot tub were so much fun and so beautiful! We had the pleasure of...
Welcome to Sunset Hills Ranch!
Ferrari House 1BD Hideaway Apartment
Terrace/patio
Ferrari House 1BD Hideaway Apartment
10.0 out of 10, Exceptional, 3 reviews
"Clean and quiet. Very close event we we’re attending "
The price is HK$929
per night
25 Jun - 26 Jun
Ferrari House 1BD Hideaway Apartment
CHUCKELLI FARM's COZY COTTAGE
Property grounds
CHUCKELLI FARM's COZY COTTAGE
10.0 out of 10, Exceptional, 47 reviews
"The cottage has so many personal touches. I would definitely recommend "
The price is HK$859
per night
17 Jun - 18 Jun
CHUCKELLI FARM's COZY COTTAGE
Luxury Retreat: Cabin w/ Theater, Gym & Views
4 bedrooms, desk, iron/ironing board, travel cot
Luxury Retreat: Cabin w/ Theater, Gym & Views
10.0 out of 10, Exceptional, 7 reviews
"This was a beautiful home and beautiful area; we enjoyed our stay. It was peaceful! Had no problem staying in touch with the host “Treasure”."
Luxury Retreat: Cabin w/ Theater, Gym & Views
Wine lovers retreat!
Fridge, microwave, oven, stovetop
Wine lovers retreat!
7.4 out of 10, Good, 3 reviews
"I was delighted with the place and all the amenities!"
The price is HK$1,164
per night
16 Jun - 17 Jun
Wine lovers retreat!
Halcyon House, make memories here! Welcome to your foothills wine country home.
Fridge, microwave, oven, stovetop
Halcyon House, make memories here! Welcome to your foothills wine country home.
10.0 out of 10, Exceptional, 72 reviews
"Marilee was super accommodating and easy to communicate with! Highly recommend if you’re going to be in wine tasting area. The house is very clean, well equipped and charming."
Halcyon House, make memories here! Welcome to your foothills wine country home.
Idyll Acres Charming Wine Country Farmhouse
Property grounds
Idyll Acres Charming Wine Country Farmhouse
9.8 out of 10, Exceptional, 16 reviews
"Beautiful property! We had a nice relaxing stay. Also is great proximity to so many activities and locations."
Idyll Acres Charming Wine Country Farmhouse
Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing
Fridge, microwave, oven, stovetop
Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing
9.6 out of 10, Exceptional, 37 reviews
"The place was as advertised. The kitchen was obviously a new addition. It met our needs. However, there are not a lot of pots, pans and other cooking utensils. If you are cooking for more that 2 people or preparing a meal that requires a lot of pots or pans or special utensils to prepare the dish you might want to bring what you need as there is only the bare minimum. Great location for hiking and visiting wineries. We would return."
The price is HK$742
per night
19 Jun - 20 Jun
Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing
Spacious Jackson Home w/ Grill & Mtn Views!
Property grounds
Spacious Jackson Home w/ Grill & Mtn Views!
9.8 out of 10, Exceptional, 12 reviews
"best peace and quiet I've had in a long time, only things you hear is nature"
Spacious Jackson Home w/ Grill & Mtn Views!
Spacious Placerville Escape, 5 Miles to Downtown!
Aerial view
Spacious Placerville Escape, 5 Miles to Downtown!
10.0 out of 10, Exceptional, 15 reviews
"The property was immaculate, well maintained with many extras. The host was fantastic and easy to communicate with. Beds were very Comfortable. We enjoyed our stay."
Spacious Placerville Escape, 5 Miles to Downtown!
Quail Meadows’ Ranch Home, 32+ acres of land, with spectacular views
Smart TV, fireplace, ping pong, stereo
Quail Meadows’ Ranch Home, 32+ acres of land, with spectacular views
10.0 out of 10, Exceptional, 46 reviews
"Quail Meadows Ranch exceeded our expectations! The house and property were stunning. There was so much to do and see. We especially loved cooking in the kitchen and we all took note that it was equipped with everything we needed. We also loved the big fireplace during our rainy stay. We had a few questions during our stay and the owners were fast to respond. We definitely want to come back!"
Quail Meadows’ Ranch Home, 32+ acres of land, with spectacular views
Luxury 5 Bedroom 4.5 Bath Dream Estate with Resort-like Pool In Wine Country
Exterior
Luxury 5 Bedroom 4.5 Bath Dream Estate with Resort-like Pool In Wine Country
10.0 out of 10, Exceptional, 11 reviews
"Had a fantastic stay at Il Respiro! The pool is fantastic so we spent most of our time going down the slide! Would be great if there were plastic cups and plates since you'll likely end up mostly outside taking advantage of the fresh air and watching the local wildlife."
Luxury 5 Bedroom 4.5 Bath Dream Estate with Resort-like Pool In Wine Country
Breathtaking view of the Hills with HotTub, Pool and Pool Table
Interior
Breathtaking view of the Hills with HotTub, Pool and Pool Table
9.6 out of 10, Exceptional, 10 reviews
"Excellent comfortable space with beautiful views all around. Very relaxing stay. :)"
The price is HK$1,538
per night
16 Jun - 17 Jun
Breathtaking view of the Hills with HotTub, Pool and Pool Table
Secluded Placerville Rental Cabin: Walk to River!
Outdoor dining
Secluded Placerville Rental Cabin: Walk to River!
9.4 out of 10, Exceptional, 83 reviews
"The deck and screened in porch were perfect for sitting outside relaxing. Really enjoyed our stay except for the bear encounter and the crazy roads."
Secluded Placerville Rental Cabin: Walk to River!
Serene and Quiet County Cottage Near HWY 50
Property grounds
Serene and Quiet County Cottage Near HWY 50
9.8 out of 10, Exceptional, 39 reviews
"My grown daughter and I stayed here for a peaceful weekend away. It was very quiet and easy. We saw deer in the morning and were able to go to town quickly for our a pedicure and groceries. We had a wonderful weekend in this small and peaceful home."
Serene and Quiet County Cottage Near HWY 50
Luxury Oasis Heart of Gold Country, Wineries, Pool, Dog Friendly, Tahoe Daytrip
Pool
Luxury Oasis Heart of Gold Country, Wineries, Pool, Dog Friendly, Tahoe Daytrip
10.0 out of 10, Exceptional, 18 reviews
"This house was so beautiful! It was huge! It had so many amenities from the pool, BBQ grill, ping pong table, cornhole, pool table, basketball court, pickle ball etc. Absolutely loved the decor and how spacious the house was esp the kitchen. Great for large families. So many places to sit whether it be the large dining table in the atrium or in the kitchen. We even enjoyed the media room and watched movies together there. The kids loved to see the frogs in the pond. Everything was just perfect...
Luxury Oasis Heart of Gold Country, Wineries, Pool, Dog Friendly, Tahoe Daytrip
Large Charming House in Historic Downtown Jackson: Explore Haunted Delights
Aerial view
Large Charming House in Historic Downtown Jackson: Explore Haunted Delights
10.0 out of 10, Exceptional, 17 reviews
"The property is charming and as stated in the listing. the main issue were ants throughout, which should have been sprayed for or notify us that we would need to spray. Elsie is very responsive to any needs or questions."
The price is HK$1,554
per night
25 Jun - 26 Jun
Large Charming House in Historic Downtown Jackson: Explore Haunted Delights
Charming & Pet-Friendly Pine Grove Retreat!
Property grounds
Charming & Pet-Friendly Pine Grove Retreat!
9.6 out of 10, Exceptional, 17 reviews
"Very cozy comfortable private place!👍👍"
Charming & Pet-Friendly Pine Grove Retreat!
Private hse on 25 acre vineyard with stunning views of rolling country hills.
Outdoor dining
Private hse on 25 acre vineyard with stunning views of rolling country hills.
10.0 out of 10, Exceptional, 1 review
"We stayed here as part of a wine weekend. It was close to many of the wineries that we wanted to visit. We would recommend this property to anyone. The hosts were very friendly."
Private hse on 25 acre vineyard with stunning views of rolling country hills.
Charming Amador Farmhouse! Located on the Shenandoah Valley Wine Trail.
Fridge, microwave, oven, stovetop
Charming Amador Farmhouse! Located on the Shenandoah Valley Wine Trail.
10.0 out of 10, Exceptional, 52 reviews
"We live 5 minutes up the road and were getting married on our property, This Farmhouse was the perfect place for our family to stay the night before the wedding & perfect for photos of us getting ready & then it was the perfect 2 nights for us newlyweds to stay to relax after all the wedding chaos and kick off our honeymoon! PERFECT PERFECT PERFECT! Even though we aren’t far, we are still building our home and We will be back for sure when we need a little local getaway. Cheryl was so amazing...
Charming Amador Farmhouse! Located on the Shenandoah Valley Wine Trail.
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See all available properties in New Chicago
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.

Other types of properties in New Chicago you may be interested in

Red Hawk Resort & Casino
Lobby
Red Hawk Resort & Casino
4.0 star property
9.6 out of 10, Exceptional, 100 reviews
"WOW, this hotel was great. I don't like having to stay in hotels cause they are usually not clean or rude people work there. But not this hotel. Everything was clean, friendly people. This hotel is definitely a good stay. Thank you "
The price is HK$1,217
per night
18 Jun - 19 Jun
Red Hawk Resort & Casino
The National Hotel Jackson
Exterior
The National Hotel Jackson
2.5 star property
9.4 out of 10, Exceptional, 726 reviews
"disappointed the bar and restrant are no longer open. But plenty of options around. "
The price is HK$775
per night
16 Jun - 17 Jun
The National Hotel Jackson
Best Western Amador Inn
Lobby
Best Western Amador Inn
2.5 star property
7.6 out of 10, Good, 1,002 reviews
"Everything was fine."
The price is HK$703
per night
16 Jun - 17 Jun
Best Western Amador Inn
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.

Search for holiday rentals in New Chicago on Expedia! You can easily find your home rentals, villas, holiday apartments in New Chicago using one of the methods below:

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Look no further and take a look at our great range of rental properties in New Chicago!

Frequently asked questions

Can I find holiday rentals in New Chicago?

Yes, there are holiday rentals close to the most popular sights in New Chicago, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that New Chicago has to offer?

Wine lovers retreat! : This holiday home rental outside of New Chicago has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in New Chicago?

While exploring the area, visit family-friendly sights like Sutter Creek Cheese Shoppe, or get outside and enjoy nature at Indian Grinding Rock State Historic Park. Sutter Creek Wine Tasting and Scott Harvey Wines are a couple of places you'll find in the wider area.

What are holiday rentals like in New Chicago?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Chicago. Holiday rentals feature extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.

Recent reviews of New Chicago properties
Expedia verified reviews

Kiota Inn Ascend Hotel Collection

Kiota Inn Ascend Hotel Collection

5/5 Excellent
"Sutter Creek is a cute little town in the foothills of Northern California. This hotel was very clean, very friendly and very convenient"
A verified traveller stayed at Kiota Inn Ascend Hotel Collection
Posted 3 days ago
Kiota Inn Ascend Hotel Collection