Photo by Shirley Jimenez Romero

Wilmette Holiday Rentals

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Wilmette holiday rentals

Indoor pool
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1020)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is HK$919
HK$1,307 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sentral Michigan Avenue
Exterior
Chicago luxury home suites

Aparthotel in Downtown Chicago

Chicago luxury home suites
2.0 star property
8.4 out of 10, Very good, (5)
"Amazing stay! The location is very central and close to everything. The room was spotless, and the mattress was very comfortable. I really appreciated that the property is pet friendly. I was able to bring my dog along, which made the trip even better. The view was absolutely stunning. The hosts were very responsive and helpful throughout our stay. Highly recommend!"
Canada
Alex
The price is HK$1,024
HK$1,203 total
includes taxes & fees
4 Jan - 5 Jan 2026
Chicago luxury home suites
Lounge
Kasa River North Chicago

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Desk, iron/ironing board, travel cot, WiFi
Gold Coast Living: Modern Studio Unit

Apartment in Downtown Chicago

Gold Coast Living: Modern Studio Unit
10.0 out of 10, Exceptional, (5)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is HK$537
HK$1,287 total
includes taxes & fees
4 Jan - 5 Jan 2026
Gold Coast Living: Modern Studio Unit
1 bedroom, iron/ironing board, travel cot, WiFi
West Loop Living – Bright 1BR

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (4)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is HK$490
HK$1,310 total
includes taxes & fees
4 Jan - 5 Jan 2026
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Apartment in Downtown Chicago

Sleek 1BR Apt w/ Laundry
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is HK$490
HK$1,310 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sleek 1BR Apt w/ Laundry
1 bedroom, WiFi, bed sheets
1BR Modern Luxe Apt with In-Unit Laundry

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$490
HK$1,310 total
includes taxes & fees
1 Jan - 2 Jan 2026
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, iron/ironing board, travel cot, WiFi
Stylish 1BR in West Loop

Apartment in Downtown Chicago

Stylish 1BR in West Loop
10.0 out of 10, Exceptional, (10)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$490
HK$1,310 total
includes taxes & fees
1 Jan - 2 Jan 2026
Stylish 1BR in West Loop
TV, offices
Sun-Drenched 1BR Apartment

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$490
HK$1,310 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sun-Drenched 1BR Apartment
Full-sized fridge, microwave, oven, stovetop
Level Chicago – Old Town

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (404)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
TV, offices
The One: A 1BR Stay That Feels Like Home

Apartment in Downtown Chicago

The One: A 1BR Stay That Feels Like Home
8.4 out of 10, Very good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is HK$490
HK$1,310 total
includes taxes & fees
7 Jan - 8 Jan 2026
The One: A 1BR Stay That Feels Like Home
TV, offices
Modern West Loop Gem-City Views & Prime Location 2

Apartment in Downtown Chicago

Modern West Loop Gem-City Views & Prime Location 2
2.0 star property
10.0 out of 10, Exceptional, (3)
"Apartment was clean and nice. Nice to have off street parking and the hosts were quick to respond. "
United States
Erik R.
The price is HK$1,128
HK$2,961 total
includes taxes & fees
30 Dec - 31 Dec
Modern West Loop Gem-City Views & Prime Location 2
2 bedrooms, desk, iron/ironing board, travel cot
South Loop Rooftop With In & Out Parking 1

Apartment in Downtown Chicago

South Loop Rooftop With In & Out Parking 1
9.0 out of 10, Wonderful, (2)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
The price is HK$801
HK$2,472 total
includes taxes & fees
8 Jan - 9 Jan 2026
South Loop Rooftop With In & Out Parking 1
TV, offices
River North Rooftop With In and Out Parking 1

Apartment in Downtown Chicago

River North Rooftop With In and Out Parking 1
9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
River North Rooftop With In and Out Parking 1
TV, offices
Downtown Chicago Stay with Free In & Out Parking 4

Apartment in Downtown Chicago

Downtown Chicago Stay with Free In & Out Parking 4
2.0 star property
The price is HK$957
HK$2,654 total
includes taxes & fees
5 Jan - 6 Jan 2026
Downtown Chicago Stay with Free In & Out Parking 4
Interior
Your Chicago get Away

Apartment in Downtown Chicago

Your Chicago get Away
8.4 out of 10, Very good, (8)
"Clean, simple space close to the parks at the waterfront (Millennium, Grant, etc) and several spots for coffee. A bit of an odd building location (it's in a dorm tower with a laundry space next door! Not noisy tho) but easy to access at all hours, nice view as pictured."
United States
Pip M.
The price is HK$2,018
HK$3,843 total
includes taxes & fees
25 Dec - 26 Dec
Your Chicago get Away
TV, offices
Complete 1BR Home Sum

Apartment in Downtown Chicago

Complete 1BR Home Sum
The price is HK$490
HK$1,310 total
includes taxes & fees
1 Jan - 2 Jan 2026
Complete 1BR Home Sum
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Apartment in Downtown Chicago

Twice as Nice: Chic 2BR Stay with Style & Space
9.6 out of 10, Exceptional, (15)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is HK$537
HK$1,482 total
includes taxes & fees
1 Jan - 2 Jan 2026
Twice as Nice: Chic 2BR Stay with Style & Space
Interior
Modern West Loop Gem-City Views & Prime Location 3

Apartment in Downtown Chicago

Modern West Loop Gem-City Views & Prime Location 3
2.0 star property
10.0 out of 10, Exceptional, (2)
"The host communicated everything very well. The short videos sent giving info about all the things you'd need to know were super helpful!"
United States
Laurie A.
The price is HK$1,128
HK$2,961 total
includes taxes & fees
30 Dec - 31 Dec
Modern West Loop Gem-City Views & Prime Location 3
TV, offices
Modern West Loop Gem-City Views & Prime Location 4

Apartment in Downtown Chicago

Modern West Loop Gem-City Views & Prime Location 4
2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing accommodation"
United States
Jiri N.
The price is HK$1,268
HK$3,163 total
includes taxes & fees
1 Jan - 2 Jan 2026
Modern West Loop Gem-City Views & Prime Location 4
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 Wilmette Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The lady who checked us in (the countess) was very friendly and welcoming. Even though she was the only person working the front desk, she did not get frazzled or curt. She was great! Room was beautiful and had an amazing view!"
Elise 2-night trip
Posted 3 days ago
The Royal Sonesta Chicago Downtown

Find out more about Wilmette

Search for holiday rentals in Wilmette on Expedia! You can easily find your home rentals, villas, holiday apartments in Wilmette using one of the methods below:

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

Look no further and take a look at our great range of rental properties in Wilmette!

Frequently asked questions

Can I find a holiday rental in Wilmette?

Yes, there are holiday rentals close to the most popular sights in Wilmette, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Wilmette. Make sure you have time to check out the sporting events and lake views during your trip.

What are some of the best holiday rentals that Wilmette has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Wilmette offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals will I find in Wilmette?

Expedia has 3 holiday rentals for your stay in Wilmette.

What’s there to see and do in Wilmette?

Lake Michigan and Langdon Park Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Wrigley Field and Michigan Avenue.

What’s a holiday rental in Wilmette like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wilmette. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family gatherings.