Holiday Rentals in New Chicago

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Check prices for these dates

Tonight
14 Nov - 15 Nov
Tomorrow
15 Nov - 16 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 Nov

Holiday Rentals in New Chicago

Outdoor pool
The HideAway in Somerset

The HideAway in Somerset

Placerville
10.0 out of 10, Exceptional, (249)
"This was an excellent location for a retreat. It was expansive with plenty of places to gather and to be alone. There were plenty of large bedrooms and private bathrooms. The kitchen was perfect for group meal preparation. The game room was a fun space to turn off the work and enjoy some recreation."
United States
Beth H.
The HideAway in Somerset
Outdoor pool
Welcome to Sunset Hills Ranch!

Welcome to Sunset Hills Ranch!

Sutter Creek
10.0 out of 10, Exceptional, (121)
"A peaceful oasis in beautiful surroundings.Absolutely love this place "
United States
Marianne C.
Welcome to Sunset Hills Ranch!
Exterior
A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.

A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.

Shenandoah Valley
9.8 out of 10, Exceptional, (192)
"Five ladies in my family enjoyed our stay here very much. The location is ideal to easily drive to local wineries. The swimming pool was clean and so relaxing. We could easily cook together in the kitchen, which is well-stocked with quality dishes, pots and pans, and plenty of glasses. It was very nice that each of the five bedrooms has its own bathroom. I would recommend this place!"
United States
Wendy G.
A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.
Fridge, microwave, oven, stovetop
Halcyon House, make memories here!

Halcyon House, make memories here!

Amador City
10.0 out of 10, Exceptional, (96)
"We had a wonderful stay. The house is nicely decorated well appointed and very clean. "
United States
Kristen J.
Halcyon House, make memories here!
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
9.4 out of 10, Exceptional, (13)
"Great location, safe and beautiful scenery "
United States
Lauren E.
The price is €181
includes taxes & fees
16 Nov - 17 Nov
Relaxing cabin in the woods. Unplug. Listen to the birds. Smell the pines.
Fridge, microwave, oven, stovetop
Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing

Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing

Jackson
9.6 out of 10, Exceptional, (62)
"Nice place quiet and peaceful. Host is kind and generous. She was attentive to our request but gave us our privacy. Perfect for our needs. Nice location just off Hwy 88. "
United States
Craig
The price is €116
includes taxes & fees
16 Nov - 17 Nov
Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing
Property grounds
Serene and Quiet County Cottage Near HWY 50

Serene and Quiet County Cottage Near HWY 50

Shingle Springs
9.8 out of 10, Exceptional, (66)
"Beautifully furnished interior; convenient amenities; very charming. The owner spent time and attention to details was obvious. iPhone chargers, CD’s, etc. Felt completely at home, without the impersonal atmosphere of a hotel, at the same price. "
United States
Deborah
Serene and Quiet County Cottage Near HWY 50
Fridge, microwave, oven, stovetop
Peaceful pet & family friendly MotherLode Cabin - steps to historic Sutter Creek

Peaceful pet & family friendly MotherLode Cabin - steps to historic Sutter Creek

Sutter Creek
9.8 out of 10, Exceptional, (19)
"Quiet, beautiful, comfortable what else could we want?"
United States
Paul H.
Peaceful pet & family friendly MotherLode Cabin - steps to historic Sutter Creek
Smart TV, video games, toys, books
40 Minutes to Kirkwood, 2.5 Hours to the Bay, Skiing, Snow, Hot Tub, Pets Ok.

40 Minutes to Kirkwood, 2.5 Hours to the Bay, Skiing, Snow, Hot Tub, Pets Ok.

Pioneer
10.0 out of 10, Exceptional, (20)
"A perfect getaway for the guys! We enjoyed the grill, the spa, and the beautiful view from the deck. A+ all the way!!"
United States
Andrew G.
40 Minutes to Kirkwood, 2.5 Hours to the Bay, Skiing, Snow, Hot Tub, Pets Ok.
Smart TV, DVD player
Back of the Moon Cottage in the Hills

Back of the Moon Cottage in the Hills

Diamond Springs
10.0 out of 10, Exceptional, (7)
"This was the perfect little house for our trip out to see family in placerville. It was clean, convenient and communication with host was great. Love the little touches they have put into this place including the garden in the backyard. My three year old loved the books and games. Would stay here again. "
United States
Kayla L.
The price is €312
includes taxes & fees
15 Nov - 16 Nov
Back of the Moon Cottage in the Hills
Property grounds
Weekend Getaway Relax & Recharge 5 acres Nature Retreat & Dog Heaven!

Weekend Getaway Relax & Recharge 5 acres Nature Retreat & Dog Heaven!

Mokelumne Hill
10.0 out of 10, Exceptional, (72)
"Nice and quiet, relaxing and just beautiful piece of property."
United States
Amber P.
Weekend Getaway Relax & Recharge 5 acres Nature Retreat & Dog Heaven!
Smart TV, fireplace, ping pong, stereo
Quail Meadows Ranch Home, 32+ acres of land, spectacular views

Quail Meadows Ranch Home, 32+ acres of land, spectacular views

Fiddletown
10.0 out of 10, Exceptional, (59)
"An incredible place to escape with friends, room to spread out or be together. From the extra large hot tub to the fantastic showers to the spacious kitchen, every detail is top-notch! This will become a regular vacation spot for us."
United States
SHANNON R.
Quail Meadows Ranch Home, 32+ acres of land, spectacular views
Gorgeous Home on 6 Scenic & Private Acres-Close to many lakes and rivers

Gorgeous Home on 6 Scenic & Private Acres-Close to many lakes and rivers

Pioneer
9.2 out of 10, Wonderful, (116)
"Home needs some deep cleaning and rid of mold."
United States
Amy W.
Gorgeous Home on 6 Scenic & Private Acres-Close to many lakes and rivers
Fridge, microwave, oven, stovetop
Charming Amador Farmhouse! Located on the Shenandoah Valley Wine Trail.

Charming Amador Farmhouse! Located on the Shenandoah Valley Wine Trail.

Shenandoah Valley
10.0 out of 10, Exceptional, (64)
"We all loved our stay, just like last year, and many more in the future. A charming house fully equipped for our enjoyment. Host Cheryl is the best!"
United States
Frank M.
Charming Amador Farmhouse! Located on the Shenandoah Valley Wine Trail.
Terrace/patio
Family Winery Estate · Pet-Friendly Home with Vineyard Views

Family Winery Estate · Pet-Friendly Home with Vineyard Views

Shenandoah Valley
10.0 out of 10, Exceptional, (20)
"Enjoyed our weekend celebrating our friend’s 50th birthday at this beautiful property. We had to cancel north Lake Tahoe due to the hazardous smoke and chose this property last minute. The host Elizabeth was prompt in her response and was willing to accommodate our last minute reservation. Everyone in our party had great things to say about the property and the town. We had dinner at the local Taste Restaurant in Plymouth. The food was fresh and delicious! Driving into town we can see many...
United States
Yen L.
Family Winery Estate · Pet-Friendly Home with Vineyard Views
Property grounds
A rejuvenating cabin in the woods

A rejuvenating cabin in the woods

Pioneer
10.0 out of 10, Exceptional, (5)
"It is a very cute house in a peaceful, mountain location. We enjoyed our time there, relaxing & host was very nice & responsive to questions that arose."
United States
Lucy L.
The price is €245
includes taxes & fees
15 Nov - 16 Nov
A rejuvenating cabin in the woods
Property grounds
Farmhouse with Hot Tub, charming gardens, serenity, 2 blocks to Main Street!

Farmhouse with Hot Tub, charming gardens, serenity, 2 blocks to Main Street!

Jackson
9.8 out of 10, Exceptional, (72)
"Lovely stay. Exactly as advertised."
United States
Jose F.
The price is €411
includes taxes & fees
15 Nov - 16 Nov
Farmhouse with Hot Tub, charming gardens, serenity, 2 blocks to Main Street!
Outdoor spa tub
Stylish Home, Stunning Views and Private Hot Tub!

Stylish Home, Stunning Views and Private Hot Tub!

Pioneer
10.0 out of 10, Exceptional, (16)
"The home was everything we were looking for, comfortable, friendly, clean and perfect mountain location. The landscaping was beautiful, iris, roses, lilacs, and a wonderful lawn area for kids to run! "
United States
Debbie R.
Stylish Home, Stunning Views and Private Hot Tub!
Outdoor dining
Charming Mountain Cabin: 3BD + Bonus Room in Woods

Charming Mountain Cabin: 3BD + Bonus Room in Woods

Pioneer
10.0 out of 10, Exceptional, (7)
"Great location, house is very nice, checking in was easy. Host was in contact with us with all information we needed"
United States
Micheal M.
Charming Mountain Cabin: 3BD + Bonus Room in Woods
Room, 1 Queen Bed, Kitchenette, Garden View (The Bonnie Inn Unit 6) | View from room
The Bonnie Inn Unit 6

The Bonnie Inn Unit 6

3.0 star property
San Andreas
8.6 out of 10, Excellent, (9)
"This little Inn is right on the highway so traffic noise can be an issue for some. I slept through it, my husband not so much. The biggest downside is that the bathroom doesn't have an electrical outlet that can fit a hair dryer plug. The only plug in the bathroom is under the light above the sink which I was too short to reach anyway. Other than that, the room was clean and warm in the rainstorm we were in that evening. The bed was comfortable too. "
United States
Laura
The price is €166
includes taxes & fees
15 Dec - 16 Dec
The Bonnie Inn Unit 6
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

Holiday Inn Express Hotel & Suites Jackson by IHG

Holiday Inn Express Hotel & Suites Jackson by IHG

10/10 Excellent
"The room was spotless! The staff was so nice and helpful too! Hope to stay there again soon!!!"
Russell 1-night trip
Posted 5 days ago
Holiday Inn Express Hotel & Suites Jackson by IHG

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 €116 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?

The HideAway in Somerset: This holiday home rental outside of New Chicago is located in the mountains, and has an outdoor pool, a fireplace 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 balcony, a garden and a selection of games 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 Black Chasm Cavern National Landmark. Sutter Creek Wine Tasting and Sutter Creek Theater 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.