Wilmette Vacation Rentals

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Check prices for these dates

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Wilmette vacation rentals

Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1025)
"My favorite place to stay hands-down"
United States
Michele
The price is ￥18,500
￥26,311 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sentral Michigan Avenue
Front of property - evening/night
Level Chicago – Old Town

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (406)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
Business center
Kasa River North Chicago

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Front of property
Chicago luxury home suites

Chicago luxury home suites

Chicago luxury home suites
2.0 star property
Downtown Chicago
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 ￥16,486
￥19,355 total
includes taxes & fees
Dec 29 - Dec 30
Chicago luxury home suites
1 bedroom, WiFi, bed sheets
1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
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 ￥9,864
￥26,379 total
includes taxes & fees
Jan 1 - Jan 2, 2026
1BR Modern Luxe Apt with In-Unit Laundry
Fridge, microwave, oven, stovetop
Stylish 1BR in West Loop

Stylish 1BR in West Loop

Stylish 1BR in West Loop
Downtown Chicago
10.0 out of 10, Exceptional, (10)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is ￥9,864
￥26,379 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Stylish 1BR in West Loop
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space
Downtown Chicago
9.8 out of 10, Exceptional, (16)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is ￥10,803
￥29,828 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Twice as Nice: Chic 2BR Stay with Style & Space
Fridge, microwave, oven, stovetop
Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
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 ￥9,864
￥26,379 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sun-Drenched 1BR Apartment
Interior
Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit
Downtown Chicago
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 ￥10,803
￥25,914 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
West Loop Living – Bright 1BR

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (5)
"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 ￥9,864
￥26,379 total
includes taxes & fees
Jan 4 - Jan 5, 2026
West Loop Living – Bright 1BR
Business Apartment, City View | Private kitchen | Fridge, microwave, oven, stovetop
ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
Near North Side
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
The price is ￥61,219
￥104,764 total
includes taxes & fees
Dec 30 - Dec 31
ENVITAE Hotel 4 Bedroom Luxury Apartments
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very Good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is ￥9,864
￥26,379 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry
Downtown Chicago
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 traveler
The price is ￥9,864
￥26,379 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sleek 1BR Apt w/ Laundry
Studio | Exterior
Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
2.0 star property
West Town
9.8 out of 10, Exceptional, (6)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is ￥10,069
￥35,294 total
includes taxes & fees
Dec 30 - Dec 31
Chicago Third Floor Studio by 747 Lofts
TV, offices
Complete 1BR Home Sum

Complete 1BR Home Sum

Complete 1BR Home Sum
Downtown Chicago
The price is ￥9,864
￥26,379 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Complete 1BR Home Sum
Fridge, microwave, oven, stovetop
Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Lawndale
10.0 out of 10, Exceptional, (8)
"Very nice apartment close to downtown!"
United States
Dariana
The price is ￥8,924
￥31,069 total
includes taxes & fees
Dec 29 - Dec 30
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Private kitchen
Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING
Near West Side
9.4 out of 10, Exceptional, (10)
"Nice place to stay. Good communication with the owner."
United States
Ryan
The price is ￥9,081
￥52,357 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Spacious 3-bedroom apartment near downtown, FREE PARKING
Terrace/patio
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (48)
"Clean and quiet, perfect for nights to rest after exploring the city"
United States
Joe T.
The price is ￥9,958
￥40,071 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Apt Beautifully Furnished

2BR Apt Beautifully Furnished

2BR Apt Beautifully Furnished
Lakeview
10.0 out of 10, Exceptional, (9)
"We loved the place. The feeling of home away from home."
United States
Sataish
The price is ￥10,960
￥30,207 total
includes taxes & fees
Jan 5 - Jan 6, 2026
2BR Apt Beautifully Furnished
2 bedrooms, iron/ironing board, travel crib, WiFi
Prime Location! 2BR Near Wrigley

Prime Location! 2BR Near Wrigley

Prime Location! 2BR Near Wrigley
Lakeview
9.6 out of 10, Exceptional, (7)
"We chose this location bsed on the proximity to Wrigley Field. It was very convenient and the place fit our needs! "
United States
Erica B.
The price is ￥9,864
￥28,728 total
includes taxes & fees
Dec 29 - Dec 30
Prime Location! 2BR Near Wrigley
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

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
"Great location and proximity to public transportation as well as the cloud gate. The room was very nice and clean. Would stay here again in the future!"
Janet 1-night trip
Posted 11 hours ago
Silversmith Hotel 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
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  • 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 vacation rental in Wilmette?

Yes, we give you a choice of vacation rentals close to popular attractions in Wilmette, or you can go with a more secluded option if you're looking for relaxation. 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's the top vacation rental that Wilmette has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This vacation home rental outside of Wilmette offers a patio, a barbecue grill, 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 vacation rentals will I find in Wilmette?

Expedia has 3 vacation 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 larger area, you’ll find popular places like Wrigley Field and Michigan Avenue.

What’s a vacation rental in Wilmette like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Wilmette. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip.