New Chicago Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

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, (79 reviews)
"Great property to stay on. Very comfortable. "
United States
Bob H.
$149 nightly
The price is $162
Jun 1 - Jun 2
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, (21 reviews)
"Very cozy house in a great location!"
United States
Jayant B.
$172 nightly
The price is $190
May 26 - May 27
Total with taxes and fees
Relaxing cabin in the woods. Unplug. Listen to the birds. Smell the pines.
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.
$189 nightly
The price is $205
May 24 - May 25
Total with taxes and fees
Vintage French Farmhouse charm in the countryside
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 24 - May 25
Total with taxes and fees
Explore Amador & Calaveras Counties. Kirkwood 45 minutes away.
Terrace/patio

Ferrari House 1BD Hideaway Apartment

Ferrari House 1BD Hideaway Apartment
Jackson
10.0 out of 10, Exceptional, (19 reviews)
"Cute and quiet apartment with spacious living room and kitchen. "
United States
Silena S.
$107 nightly
The price is $107
May 27 - May 28
Total with taxes and fees
Ferrari House 1BD Hideaway Apartment
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.
$638 nightly
The price is $689
May 25 - May 26
Total with taxes and fees
Beautiful Rustic Cabin on 5 Acres With Heavenly Views
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.
$386 nightly
The price is $426
May 27 - May 28
Total with taxes and fees
Farmhouse w Hot Tub, charming gardens, serenity, walk to Main Street! EV Charger
Dining

Charming Fair Play Cottage near local wineries

Charming Fair Play Cottage near local wineries
Somerset
9.2 out of 10, Wonderful, (12 reviews)
$304 nightly
The price is $331
May 25 - May 26
Total with taxes and fees
Charming Fair Play Cottage near local wineries
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.
$359 nightly
The price is $359
Jun 1 - Jun 2
Total with taxes and fees
Wine Country Retreat · Rolling Hill Views · Private Trails
Terrace/patio

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, (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.
$527 nightly
The price is $527
Jun 1 - Jun 2
Total with taxes and fees
Modern House: 3BR, HotTub, FireTable, BBQ, Dogs OK, Games, Wine Testing!
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, (10 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.
$352 nightly
The price is $383
Jun 1 - Jun 2
Total with taxes and fees
Back of the Moon Cottage in the Hills
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
Jun 1 - Jun 2
Total with taxes and fees
Cozy Mountain A-Frame with Large Windows & Forest Views
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.
$556 nightly
The price is $556
Jun 2 - Jun 3
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
10.0 out of 10, Exceptional, (1 review)
"A beautiful house and surrounding property. Very peaceful! Highly recommend if you’re in the area."
United States
Erin R.
$626 nightly
The price is $716
May 25 - May 26
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.
$239 nightly
The price is $245
May 23 - May 24
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.
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Top New Chicago Hotel Reviews

Best Western Amador Inn

Best Western Amador Inn

8/10 Good
"Clean room and good parking."
Paul 1-night trip
Posted 20 hours ago
Best Western Amador Inn

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 $107 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 Black Chasm Cavern National Landmark. 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.