New Chicago Vacation Rentals

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for New Chicago vacation rentals

Apartment (0 Bedroom) | Interior

'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
$203 nightly
The price is $225
May 31 - Jun 1
Total with taxes and fees
'hidden Valley Retreat' - Outdoorsy West Point Gem
Exterior detail

CHUCKELLI FARM's COZY COTTAGE

CHUCKELLI FARM's COZY COTTAGE
Placerville
10.0 out of 10, Exceptional, (77 reviews)
"Great property to stay on. Very comfortable. "
United States
Bob H.
$149 nightly
The price is $162
May 9 - May 10
Total with taxes and fees
CHUCKELLI FARM's COZY COTTAGE
Property grounds

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, (19 reviews)
"Very cozy house in a great location!"
United States
Jayant B.
$174 nightly
The price is $192
May 11 - May 12
Total with taxes and fees
Relaxing cabin in the woods. Unplug. Listen to the birds. Smell the pines.
Outdoor dining

Explore Amador & Calaveras Counties. Kirkwood 45 minutes away.

Explore Amador & Calaveras Counties. Kirkwood 45 minutes away.
West Point
9.4 out of 10, Exceptional, (31 reviews)
"The house is very nice and convenient being in town."
United States
Patti G.
$199 nightly
The price is $220
May 10 - May 11
Total with taxes and fees
Explore Amador & Calaveras Counties. Kirkwood 45 minutes away.
Exterior

Beautiful Rustic Cabin on 5 Acres With Heavenly Views

Beautiful Rustic Cabin on 5 Acres With Heavenly Views
Pioneer
9.4 out of 10, Exceptional, (16 reviews)
"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
blablablabla h.
$633 nightly
The price is $684
May 11 - May 12
Total with taxes and fees
Beautiful Rustic Cabin on 5 Acres With Heavenly Views
Outdoor dining

Wine Country Retreat · Rolling Hill Views · Private Trails

Wine Country Retreat · Rolling Hill Views · Private Trails
Somerset
9.2 out of 10, Wonderful, (11 reviews)
"Nice relaxing fun area"
United States
Nancy S.
$323 nightly
The price is $323
May 19 - May 20
Total with taxes and fees
Wine Country Retreat · Rolling Hill Views · Private Trails
Interior

Vintage French Farmhouse charm in the countryside

Vintage French Farmhouse charm in the countryside
Placerville
10.0 out of 10, Exceptional, (4 reviews)
"This place was so cozy and perfect for a weekend getaway!"
United States
Haley M.
$191 nightly
The price is $207
May 21 - May 22
Total with taxes and fees
Vintage French Farmhouse charm in the countryside
Terrace/patio

NEW: 3BR, private HotTub, FireTable, BBQ, AC, Dogs OK, WIFI

NEW: 3BR, private HotTub, FireTable, BBQ, AC, Dogs OK, WIFI
Pioneer
10.0 out of 10, Exceptional, (4 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.
$537 nightly
The price is $537
May 13 - May 14
Total with taxes and fees
NEW: 3BR, private HotTub, FireTable, BBQ, AC, Dogs OK, WIFI
1 bedroom, WiFi, bed sheets

Cozy 1-bedroom apartment in welcoming Pioneer with WiFi, AC. Close to Kirkwood.

Cozy 1-bedroom apartment in welcoming Pioneer with WiFi, AC. Close to Kirkwood.
Pioneer
9.4 out of 10, Exceptional, (3 reviews)
"Great and convienent place to stay. "
United States
Brian M.
$190 nightly
The price is $190
May 10 - May 11
Total with taxes and fees
Cozy 1-bedroom apartment in welcoming Pioneer with WiFi, AC. Close to Kirkwood.
Dining

Charming Fair Play Cottage near local wineries

Charming Fair Play Cottage near local wineries
Somerset
9.2 out of 10, Wonderful, (12 reviews)
"Quiet area, lots of nature all around!"
United States
Stephanie M.
$284 nightly
The price is $309
May 10 - May 11
Total with taxes and fees
Charming Fair Play Cottage near local wineries
Interior

Cozy Mountain A-Frame with Large Windows & Forest Views

Cozy Mountain A-Frame with Large Windows & Forest Views
Pioneer
$350 nightly
The price is $350
May 9 - May 10
Total with taxes and fees
Cozy Mountain A-Frame with Large Windows & Forest Views
Fridge, microwave, oven, stovetop

Back of the Moon Cottage in the Hills

Back of the Moon Cottage in the Hills
Diamond Springs
10.0 out of 10, Exceptional, (9 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.
$344 nightly
The price is $374
May 11 - May 12
Total with taxes and fees
Back of the Moon Cottage in the Hills
Property grounds

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, (73 reviews)
"The home was very comfortable. Very comfortable beds. Great location. We would definitely stay again. Thank you"
United States
Innesa L.
$406 nightly
The price is $449
Jun 8 - Jun 9
Total with taxes and fees
Farmhouse w Hot Tub, charming gardens, serenity, walk to Main Street! EV Charger
Fridge, microwave, oven, stovetop

🏔️ 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.
$535 nightly
The price is $535
May 19 - May 20
Total with taxes and fees
🏔️ Hilltop Paradise with Pool & Hot Tub | 4BR Near Apple Hill
Terrace/patio

Beautiful 2 bedroom 2 bath Vineyard house located in a vineyard on 40 acres

Beautiful 2 bedroom 2 bath Vineyard house located in a vineyard on 40 acres
Shenandoah Valley
$626 nightly
The price is $716
May 9 - May 10
Total with taxes and fees
Beautiful 2 bedroom 2 bath Vineyard house located in a vineyard on 40 acres
Interior

20 acre luxury glamping grounds

20 acre luxury glamping grounds
Mokelumne Hill
2.0 out of 10, (3 reviews)
"It’s a scam. There’s nothing on the property and host does not respond."
United States
Ken B.
$237 nightly
The price is $243
May 9 - May 10
Total with taxes and fees
20 acre luxury glamping grounds
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
"We had an amazing stay, the staff were really nice and accommodating and the views were amazing! Highly recommended "
Shinia 1-night trip
Posted 12 hours ago
Red Hawk Resort & Casino

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 $162 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.

Explore a world of travel with Expedia

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 Rancheria Creek Park. Sutter Creek Wine Tasting and Sutter Creek Theater 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.