Default HTG hotel image

New Chicago Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for New Chicago holiday rentals

Room

1. Iglunest Retreat, Sauna, Views & Nature

Iglunest Retreat, Sauna, Views & Nature
Sutter Creek
The price is HK$1,938
HK$3,755 total
includes taxes & fees
23 Aug - 24 Aug
Iglunest Retreat, Sauna, Views & Nature
Exterior detail

2. CHUCKELLI FARM's COZY COTTAGE

CHUCKELLI FARM's COZY COTTAGE
Placerville
10.0 out of 10, Exceptional, (82 reviews)
"Sweet and peaceful place. Great location for the places I had planned to visit."
United States
Kristina S.
The price is HK$776
HK$1,269 total
includes taxes & fees
23 Aug - 24 Aug
CHUCKELLI FARM's COZY COTTAGE
Property grounds

3. 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, (26 reviews)
"A very beautiful, special cabin—it feels just like home."
United States
Gerson
The price is HK$862
HK$1,386 total
includes taxes & fees
24 Aug - 25 Aug
Relaxing cabin in the woods. Unplug. Listen to the birds. Smell the pines.
Dining

4. Charming Fair Play Cottage near local wineries

Charming Fair Play Cottage near local wineries
Somerset
9.4 out of 10, Exceptional, (16 reviews)
"Kitchen was fully equipped, very clean. It was exactly what we were hoping for. Would love to stay again. "
United States
Brent M.
The price is HK$1,192
HK$2,456 total
includes taxes & fees
23 Aug - 24 Aug
Charming Fair Play Cottage near local wineries
Interior

5. '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 HK$894
HK$2,075 total
includes taxes & fees
31 Aug - 1 Sept
'hidden Valley Retreat' - Outdoorsy West Point Gem
Exterior

6. Ione Captains Cottage With 3 separate BEDROOMS Close to Town. Centrally located.

Ione Captains Cottage With 3 separate BEDROOMS Close to Town. Centrally located.
Ione
10.0 out of 10, Exceptional, (28 reviews)
"House was super clean host was great! Perfect location for what we were there for. Definitely was worth it. "
United States
Tiffany M.
The price is HK$1,572
HK$3,269 total
includes taxes & fees
1 Sept - 2 Sept
Ione Captains Cottage With 3 separate BEDROOMS Close to Town. Centrally located.
Property grounds

7. Vintage French Farmhouse charm in the countryside

Vintage French Farmhouse charm in the countryside
Placerville
9.8 out of 10, Exceptional, (7 reviews)
"This place was so cozy and perfect for a weekend getaway!"
United States
Haley M.
The price is HK$868
HK$1,711 total
includes taxes & fees
4 Sept - 5 Sept
Vintage French Farmhouse charm in the countryside
Outdoor dining

8. Monarch Trails · Wine Country Retreat

Monarch Trails · Wine Country Retreat
Somerset
9.2 out of 10, Wonderful, (12 reviews)
"Nice relaxing fun area"
United States
Nancy S.
The price is HK$1,380
HK$2,877 total
includes taxes & fees
31 Aug - 1 Sept
Monarch Trails · Wine Country Retreat
Desk, Internet, bed sheets

9. 'Hidden Valley Retreat' - Outdoorsy West Point Gem

'Hidden Valley Retreat' - Outdoorsy West Point Gem
West Point
10.0 out of 10, Exceptional, (2 reviews)
"Amazing and secluded place!"
United States
Alessandro P.
The price is HK$651
HK$2,113 total
includes taxes & fees
31 Aug - 1 Sept
'Hidden Valley Retreat' - Outdoorsy West Point Gem
Terrace/patio

10. Modern House: 3BR, HotTub, FireTable, BBQ, Dogs OK, Games, Wine Testing!

Modern House: 3BR, HotTub, FireTable, BBQ, Dogs OK, 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 HK$1,646
HK$3,896 total
includes taxes & fees
24 Aug - 25 Aug
Modern House: 3BR, HotTub, FireTable, BBQ, Dogs OK, Games, Wine Testing!
Coffee/tea maker, fridge, microwave, oven

11. Back of the Moon Cottage in the Hills

Back of the Moon Cottage in the Hills
Diamond Springs
10.0 out of 10, Exceptional, (14 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.
The price is HK$1,926
HK$3,757 total
includes taxes & fees
3 Sept - 4 Sept
Back of the Moon Cottage in the Hills
Outdoor pool, a heated pool

12. 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 HK$7,056
HK$14,590 total
includes taxes & fees
23 Aug - 24 Aug
Rockslide Pool+Hot Tub+Fire pit | Luxury Estate
Coffee/tea maker, fridge, microwave, oven

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

🏔️ Hilltop Paradise with Pool & Hot Tub | 4BR Near Apple Hill
Diamond Springs
8.8 out of 10, Excellent, (10 reviews)
"A great location to go east to Lake Tahoe or west to wineries."
United States
David D.
The price is HK$2,493
HK$4,594 total
includes taxes & fees
24 Aug - 25 Aug
🏔️ 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top New Chicago Hotel Reviews

Red Hawk Resort & Casino

Red Hawk Resort & Casino

10/10 Excellent
"ur family had a fantastic experience. After a fun-filled day of whitewater rafting, we treated ourselves to a delicious dinner at Henry’s Steakhouse and slept wonderfully. The following morning, we enjoyed the pool and spa before heading to APEX for the day. The combination of great amenities, excellent dining, and quality family time made this a truly memorable trip. Highly recommended!"
Lulu 1-night trip
Posted 2 days ago
Red Hawk Resort & Casino

Find out more about New Chicago

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:

  • View our selection of featured holiday rentals in New Chicago
  • Use the map to find apartments and other holiday homes in the New Chicago neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in New Chicago while they last

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?

A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna. : This holiday home rental outside of 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 Kennedy Tailing Wheels Park. Sutter Creek Theater and Kennedy Gold Mine 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.