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Our top choices for New Chicago holiday rentals

1. 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, (80 reviews)
"This was one of the most charming rental homes we’ve stayed in. Easy walk to the cute downtown which happened to have a great restaurant for gluten-free/celiac eating. The garden and hot tub under the wisteria were just magical. Well stocked, comfortable and a real “piece of Jackson history”. Will absolutely be renting again."
United States
Annie R.
The price is £323
includes taxes & fees
16 Nov - 17 Nov
Farmhouse w Hot Tub, charming gardens, serenity, walk to Main Street! EV Charger

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

Cozy 1-bedroom condo with AC, WiFi in charming Amador City
Amador City
The price is £190
includes taxes & fees
19 Nov - 20 Nov
Cozy 1-bedroom condo with AC, WiFi in charming Amador City

3. 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.
The price is £1,289
includes taxes & fees
8 Nov - 9 Nov
Rockslide Pool+Hot Tub+Fire pit | Luxury Estate

4. Iglunest Retreat, Sauna, Views & Nature

Iglunest Retreat, Sauna, Views & Nature
Sutter Creek
The price is £340
includes taxes & fees
10 Nov - 11 Nov
Iglunest Retreat, Sauna, Views & Nature

5. Lakefront with 4 Ensuites by 10 wineries

Lakefront with 4 Ensuites by 10 wineries
Shenandoah Valley
The price is £765
includes taxes & fees
9 Nov - 10 Nov
Lakefront with 4 Ensuites by 10 wineries

6. 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
The price is £356
includes taxes & fees
9 Nov - 10 Nov
Boho Farmhouse in Historic Gold Country: Great for Large Families or Groups!

7. Monarch Trails · Wine Country Retreat

Monarch Trails · Wine Country Retreat
Somerset
9.4 out of 10, Exceptional, (14 reviews)
"Great stay."
United States
Susan M.
The price is £253
includes taxes & fees
10 Nov - 11 Nov
Monarch Trails · Wine Country Retreat

8. 1 Queen Bed | N-S, Kitchen, SB

1 Queen Bed | N-S, Kitchen, SB
Cameron Park
10.0 out of 10, Exceptional, (54 reviews)
"Really appreciated how relaxed the whole place felt!"
United States
Anonymous traveller
The price is £94
includes taxes & fees
14 Nov - 15 Nov
1 Queen Bed | N-S, Kitchen, SB

9. 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, (32 reviews)
"House was great for a one night stay in pioneer. Quiet and roomy."
United States
Julie
The price is £127
includes taxes & fees
9 Nov - 10 Nov
Relaxing cabin in the woods. Unplug. Listen to the birds. Smell the pines.

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

Luxury Cabin on 10 acre Ranch (Pet Friendly)
Ione
The price is £196
includes taxes & fees
12 Nov - 13 Nov
Luxury Cabin on 10 acre Ranch (Pet Friendly)

11. Charming Fair Play Cottage near local wineries

Charming Fair Play Cottage near local wineries
Somerset
9.4 out of 10, Exceptional, (19 reviews)
"Perfect getaway"
United States
Matthew L.
The price is £239
includes taxes & fees
9 Nov - 10 Nov
Charming Fair Play Cottage near local wineries

12. 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.
The price is £153
includes taxes & fees
9 Nov - 10 Nov
Luxury Private TINY HOUSE on 10 Remote Acres

13. 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.
The price is £123
includes taxes & fees
9 Nov - 10 Nov
CHUCKELLI FARM's COZY COTTAGE

14. '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
The price is £181
includes taxes & fees
9 Nov - 10 Nov
'hidden Valley Retreat' - Outdoorsy West Point Gem

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
The price is £154
includes taxes & fees
9 Nov - 10 Nov
Explore Amador & Calaveras Counties. Kirkwood 45 minutes away.

16. Modern House: w/ HotTub, FireTable, BBQ, Games, Wine Testing!

Modern House: w/ HotTub, FireTable, BBQ, Games, Wine Testing!
Pioneer
10.0 out of 10, Exceptional, (5 reviews)
"The home was very clean, with plenty of seating, and the hot tub was an especially a big hit! The welcome basket was so nice and we enjoyed the extra decorations and holiday lighting which gave a nice cozy vibe."
United States
Jason R.
The price is £340
includes taxes & fees
30 Nov - 1 Dec
Modern House: w/ HotTub, FireTable, BBQ, Games, Wine Testing!

17. 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.
The price is £151
includes taxes & fees
8 Nov - 9 Nov
Vintage French Farmhouse charm in the countryside

18. Luxury Forest Couple Retreat with Hot Tub, Cold Plunge, Outdoor Movie, Firepit

Luxury Forest Couple Retreat with Hot Tub, Cold Plunge, Outdoor Movie, Firepit
West Point
The price is £359
includes taxes & fees
18 Nov - 19 Nov
Luxury Forest Couple Retreat with Hot Tub, Cold Plunge, Outdoor Movie, Firepit

19. 🏔️ Hilltop Paradise with Pool & Hot Tub | 4BR Near Apple Hill

🏔️ Hilltop Paradise with Pool & Hot Tub | 4BR Near Apple Hill
Diamond Springs
9.0 out of 10, Wonderful, (12 reviews)
"A great location to go east to Lake Tahoe or west to wineries."
United States
David D.
The price is £409
includes taxes & fees
9 Nov - 10 Nov
🏔️ Hilltop Paradise with Pool & Hot Tub | 4BR Near Apple Hill
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.

Find holiday rentals that suit your style

Top New Chicago Hotel Reviews

Find out more about New Chicago

Everything you need to know about New Chicago holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the New Chicago holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 New Chicago holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Chicago holiday 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 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 New Chicago holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of New Chicago holiday rentals we have selected for you start as low as £69 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on New Chicago rentals

At Expedia, we put the best New Chicago holiday 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 holiday.

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 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?

A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna. : This holiday home rental outside New Chicago is located in a rural location, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 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.