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New Chicago Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for New Chicago vacation rentals

Pool

1. Cozy 1-bedroom condo with AC, WiFi in charming Amador City

Cozy 1-bedroom condo with AC, WiFi in charming Amador City
Amador City
$254 nightly
The price is $254
Oct 27 - Oct 28
Total with taxes and fees
Cozy 1-bedroom condo with AC, WiFi in charming Amador City
A residential building with a beige exterior, a front door, and a small porch area with a potted plant and a lantern.

2. Cottage amongst the vines in the heart of Fair Play wine country

Cottage amongst the vines in the heart of Fair Play wine country
Somerset
10.0 out of 10, Exceptional, (64 reviews)
"Wonderful cottage in a vineyard."
United States
Alisa R.
$219 nightly
The price is $239
Oct 27 - Oct 28
Total with taxes and fees
Cottage amongst the vines in the heart of Fair Play wine country
A hot tub in a covered outdoor area with a pergola overhead and lush greenery around.

3. Farmhouse w Hot Tub, charming gardens, serenity, walk to Main Street! EV Charger

Farmhouse w Hot Tub, charming gardens, serenity, walk to Main Street! EV Charger
Jackson
9.8 out of 10, Exceptional, (79 reviews)
"What an adorable house, spacious, large bedrooms, gorgeous yard with a spa, plenty of sitting areas. Clean. Great location to explore. Wonderful!"
United States
cynthia b.
$384 nightly
The price is $425
Nov 16 - Nov 17
Total with taxes and fees
Farmhouse w Hot Tub, charming gardens, serenity, walk to Main Street! EV Charger
A grassy area with a small wooden structure, possibly a shed, surrounded by trees and a weeping willow.

4. CHUCKELLI FARM's COZY COTTAGE

CHUCKELLI FARM's COZY COTTAGE
Placerville
10.0 out of 10, Exceptional, (88 reviews)
"Sweet and peaceful place. Great location for the places I had planned to visit."
United States
Kristina S.
$158 nightly
The price is $172
Nov 1 - Nov 2
Total with taxes and fees
CHUCKELLI FARM's COZY COTTAGE
A wooden deck with a view of a forest of pine trees.

5. Relaxing cabin in the woods. Unplug. Listen to the birds. Smell the pines.

Relaxing cabin in the woods. Unplug. Listen to the birds. Smell the pines.
Pioneer
9.6 out of 10, Exceptional, (31 reviews)
"House was great for a one night stay in pioneer. Quiet and roomy."
United States
Julie
$160 nightly
The price is $177
Oct 27 - Oct 28
Total with taxes and fees
Relaxing cabin in the woods. Unplug. Listen to the birds. Smell the pines.
A hotel room with a bed, a sofa, a coffee table, and a desk.

6. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Cameron Park
10.0 out of 10, Exceptional, (54 reviews)
"Very practical accommodation near attractions like Regal Cinemas plus nearby golf course!"
United States
Anonymous traveler
$84 nightly
The price is $94
Nov 1 - Nov 2
Total with taxes and fees
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
A bedroom with a bed, a sofa, a table, and a fireplace.

7. Vintage French Farmhouse charm in the countryside

Vintage French Farmhouse charm in the countryside
Placerville
9.8 out of 10, Exceptional, (9 reviews)
"This place was so cozy and perfect for a weekend getaway!"
United States
Haley M.
$192 nightly
The price is $208
Oct 29 - Oct 30
Total with taxes and fees
Vintage French Farmhouse charm in the countryside
A two-story house with a front porch, a mailbox, and a well-maintained lawn.

8. Boho Farmhouse in Historic Gold Country: Great for Large Families or Groups!

Boho Farmhouse in Historic Gold Country: Great for Large Families or Groups!
Mokelumne Hill
$508 nightly
The price is $508
Oct 27 - Oct 28
Total with taxes and fees
Boho Farmhouse in Historic Gold Country: Great for Large Families or Groups!
A rustic cabin with a wooden exterior, a porch with seating, and string lights.

9. Luxury Private TINY HOUSE on 10 Remote Acres

Luxury Private TINY HOUSE on 10 Remote Acres
Ione
8.0 out of 10, Very good, (4 reviews)
"I requested a date change the same day that I requested to stay they still build for the dates that I did not request. Imy updated request dates are the 1st - 4th of aug"
United States
Benjamin R.
$193 nightly
The price is $206
Oct 27 - Oct 28
Total with taxes and fees
Luxury Private TINY HOUSE on 10 Remote Acres
A couple sitting on a wooden bench outside a rustic cabin with a coffee pot and mug on the table.

10. Iglunest Retreat, Sauna, Views & Nature

Iglunest Retreat, Sauna, Views & Nature
Sutter Creek
$454 nightly
The price is $479
Oct 27 - Oct 28
Total with taxes and fees
Iglunest Retreat, Sauna, Views & Nature
A bedroom with a fireplace, a bed, a window, and a door.

11. 'hidden Valley Retreat' - Outdoorsy West Point Gem

'hidden Valley Retreat' - Outdoorsy West Point Gem
3.0 star property
West Point
10.0 out of 10, Exceptional, (1 review)
"This little cabin was perfect! You can see the main house from the driveway and front door, but with the direction of the home and an umbrella, you feel like you're all by yourself in the woods. There are some pups, but they were well behaved and didn't come around often. This is a great little cabin—perfect for a 2 person get-away—with all the amenities you will need. There was a coffee maker and tea, grill on the patio, and we were able to cook breakfast and dinner each day of our stay with...
United States
Tara
$236 nightly
The price is $265
Nov 2 - Nov 3
Total with taxes and fees
'hidden Valley Retreat' - Outdoorsy West Point Gem
A patio with a table set for a meal, featuring a book, grapes, and cheese.

12. Monarch Trails · Wine Country Retreat

Monarch Trails · Wine Country Retreat
Somerset
9.4 out of 10, Exceptional, (14 reviews)
"Nice relaxing fun area"
United States
Nancy S.
$352 nightly
The price is $352
Nov 1 - Nov 2
Total with taxes and fees
Monarch Trails · Wine Country Retreat
Pool- Yes! We love our guests to use it!

13. Luxury Cabin on 10 acre Ranch (Pet Friendly)

Luxury Cabin on 10 acre Ranch (Pet Friendly)
Ione
$214 nightly
The price is $229
Oct 28 - Oct 29
Total with taxes and fees
Luxury Cabin on 10 acre Ranch (Pet Friendly)
A modern kitchen with a central island, white cabinets, and a wooden countertop.

14. Charming Fair Play Cottage near local wineries

Charming Fair Play Cottage near local wineries
Somerset
9.4 out of 10, Exceptional, (18 reviews)
"This cozy cottage was ideal for our family of 4 while staying in Playfair. So many thoughtful touches made the stay pleasant and comfortable. Great location for visiting area wineries."
United States
Martha M.
$305 nightly
The price is $332
Oct 27 - Oct 28
Total with taxes and fees
Charming Fair Play Cottage near local wineries
An outdoor patio with a grill, chairs, and a shaded area.

15. Explore Amador & Calaveras Counties. Kirkwood 45 minutes away.

Explore Amador & Calaveras Counties. Kirkwood 45 minutes away.
West Point
9.6 out of 10, Exceptional, (34 reviews)
"The property was clean, everything was easy to find, the beds were really comfortable and we really enjoyed our stay there. Thank you so much!"
United States
Britt
$202 nightly
The price is $223
Oct 27 - Oct 28
Total with taxes and fees
Explore Amador & Calaveras Counties. Kirkwood 45 minutes away.
A two-story house with a steep roof, a garage, and a stone pathway leading to the entrance.

16. Architect-Designed Japanese Courtyard House Spa & EV Charger

Architect-Designed Japanese Courtyard House Spa & EV Charger
Volcano
10.0 out of 10, Exceptional, (4 reviews)
"The house is absolutely lovely, nestled in amongst the trees with beautiful space both outdoors and inside. The kitchen has all of the equipment one might need, as well as a good collection of spices and seasonings. Communications with the host were clear and straightforward. The hot tub was clean, large, adjustable, easily accessible, and reasonably private. Everything here feels very new and beautifully appointed. A great place to come for peace and relaxation. Top recommendation."
United States
Oliver C.
Architect-Designed Japanese Courtyard House Spa & EV Charger
A residential property with a backyard waterfall, a swimming pool, and a house with a balcony.

17. Rockslide Pool+Hot Tub+Fire pit | Luxury Estate

Rockslide Pool+Hot Tub+Fire pit | Luxury Estate
Sutter Creek
9.6 out of 10, Exceptional, (21 reviews)
"We had the best time! The host was on top of responses and made our stay worry free! I highly recommend staying here!"
United States
Taylor S.
$1,771 nightly
The price is $1,861
Oct 27 - Oct 28
Total with taxes and fees
Rockslide Pool+Hot Tub+Fire pit | Luxury Estate
A hotel room with a bed, a sofa, a coffee table, and a desk.

18. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Cameron Park
10.0 out of 10, Exceptional, (53 reviews)
"Spacious accommodation for our group with convenient parking close by."
United States
Anonymous traveler
$94 nightly
The price is $105
Oct 27 - Oct 28
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A hotel room with a bed, a sofa, a coffee table, and a TV stand.

19. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Cameron Park
10.0 out of 10, Exceptional, (44 reviews)
"It was great to have free private parking close to our room!"
United States
Anonymous traveler
$84 nightly
The price is $94
Oct 27 - Oct 28
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
A modern kitchen with a central island, wooden chairs, pendant lighting, and a view of the outside.

20. Back of the Moon Cottage in the Hills

Back of the Moon Cottage in the Hills
Diamond Springs
10.0 out of 10, Exceptional, (15 reviews)
"This was the second time we stayed at the house we love everything about it; the location, its clean, cozy, and quiet. "
United States
Patrice K.
$392 nightly
The price is $427
Nov 21 - Nov 22
Total with taxes and fees
Back of the Moon Cottage in the Hills
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.
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Top New Chicago Hotel Reviews

Hanford House

Hanford House

10/10 Excellent
"Highly recommend! So cool."
Dalton 1-night trip
Posted 6 hours ago
Hanford House

Find out more about New Chicago

Everything you need to know about New Chicago 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 New Chicago vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 New Chicago vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Chicago vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Chicago. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit New Chicago in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $172 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on New Chicago rentals

At Expedia, we put the best New Chicago 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 New Chicago 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 New Chicago 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 New Chicago. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in New Chicago?

Yes, we give you a choice of vacation rentals close to well known sights in New Chicago, or you can go with a secluded option if you're looking for relaxation.

What's the top vacation rental in New Chicago?

A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna. : You might want to consider this vacation home rental near New Chicago, which is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Bryson Park. Sutter Creek Theater and Sutter Creek City Hall are a couple of places you'll find in the larger area.

What are vacation rentals like in New Chicago?

Vacation rentals are private properties you can book for a short or long stay in New Chicago. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.