Wilmette Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Wilmette vacation rentals

A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

1. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (308 reviews)
"The rooms were clean, and the staff was courteous and the Breakfast was excellent."
United States
Ernest
The price is CA $241
CA $276 total
includes taxes & fees
Nov 14 - Nov 15
The Gem Museum Suites
An outdoor patio area with a wooden fence, outdoor seating with chairs and a table, and multiple ground lamps.

2. Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola

Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
South Evanston
10.0 out of 10, Exceptional, (10 reviews)
"Everything was as described. I would stay here again."
United States
Brent S.
The price is CA $174
CA $381 total
includes taxes & fees
Nov 13 - Nov 14
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
A patio area with outdoor seating and solar-powered lights.

3. Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (61 reviews)
"Great apt, excellent host"
United States
Colleen B.
The price is CA $174
CA $382 total
includes taxes & fees
Nov 29 - Nov 30
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
A bedroom with a bed, a ceiling fan, a radiator, a window with blinds, and a potted plant.

4. Spacious 2BR Close to it All - Chic Apt in Skokie

Spacious 2BR Close to it All - Chic Apt in Skokie
West Dempster
9.0 out of 10, Wonderful, (4 reviews)
"Excellent communication with the host. Easy and secure access to the unit. Well furnished and perfect for my trip. So clean! "
United States
Jean W.
The price is CA $157
CA $326 total
includes taxes & fees
Nov 16 - Nov 17
Spacious 2BR Close to it All - Chic Apt in Skokie
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

5. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Downtown Evanston
10.0 out of 10, Exceptional, (40 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
The price is CA $314
CA $572 total
includes taxes & fees
Nov 14 - Nov 15
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
A rooftop terrace with a brick wall, large windows, and a metal railing.

6. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (32 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
The price is CA $106
CA $368 total
includes taxes & fees
Nov 12 - Nov 13
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

7. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (42 reviews)
"This is by far the best experience I’ve had with Abnbs! The place was as advertised, the host was very friendly, prompt and accommodating. "
United States
Brian W.
The price is CA $280
CA $522 total
includes taxes & fees
Dec 5 - Dec 6
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
A modern bedroom with a bed, a sofa, and a hanging plant.

8. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (110 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
The price is CA $102
CA $186 total
includes taxes & fees
Dec 10 - Dec 11
Cozy studio in Andersonville Chicago
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

9. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (51 reviews)
"The area was nice! Many restaurants and stores are at walking distance Room was very nice and clean"
United States
Francisco
The price is CA $167
CA $196 total
includes taxes & fees
Nov 12 - Nov 13
Wrigleyville Suites
A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

10. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (289 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is CA $88
CA $107 total
includes taxes & fees
Dec 1 - Dec 2
King Bed Non-Smoking
A modern living room with a blue sofa, a round dining table, and a white desk.

11. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
South Evanston
9.4 out of 10, Exceptional, (29 reviews)
"Parking was convenient and accommodations were comfortable."
United States
Evan Q.
The price is CA $230
CA $589 total
includes taxes & fees
Nov 16 - Nov 17
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
A modern dining area with a round table, black chairs, and a hanging light fixture.

12. Haus Of Hues: MDRN Bright Peaceful Private Apt

Haus Of Hues: MDRN Bright Peaceful Private Apt
South Evanston
9.6 out of 10, Exceptional, (25 reviews)
"This stay was exactly as listed. Very cute apartment and great location!"
United States
Bradie R.
The price is CA $264
CA $587 total
includes taxes & fees
Nov 15 - Nov 16
Haus Of Hues: MDRN Bright Peaceful Private Apt
A desk with a computer monitor, keyboard, mouse, a lamp, a mug, a plant, and a clock.

13. Private Workspace • Sleeps 4 • Modern and Stylish

Private Workspace • Sleeps 4 • Modern and Stylish
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay here. The communication was great. Check-in was flawless. We were able to find free parking close by. The listing is accurate, and the location was perfect for our visit to Chicago. We would definitely stay again. Well-equipped kitchen, in-unit laundry, plug strips and extra bedding all were appreciated."
United States
Karin S.
The price is CA $136
CA $468 total
includes taxes & fees
Nov 21 - Nov 22
Private Workspace • Sleeps 4 • Modern and Stylish
A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

14. Half a mile from everything in the heart of Evanston, Illinois

Half a mile from everything in the heart of Evanston, Illinois
Downtown Evanston
10.0 out of 10, Exceptional, (14 reviews)
"Great place overall! The coffee machine on the 3rd floor was great to have. Beds comfortable."
United States
Lisa m.
The price is CA $314
CA $572 total
includes taxes & fees
Nov 14 - Nov 15
Half a mile from everything in the heart of Evanston, Illinois
A living room with a flat-screen TV on a wooden cabinet, a dark sofa, a coffee table, a floor lamp, and a potted plant.

15. 1BR/1BA City Comfort

1BR/1BA City Comfort
Lincoln Square
8.6 out of 10, Excellent, (13 reviews)
"good place to stay clean and comfortable!"
United States
patricia r.
The price is CA $89
CA $225 total
includes taxes & fees
Nov 16 - Nov 17
1BR/1BA City Comfort
A hotel room with a bed, two pillows, a nightstand with a lamp, and two abstract paintings on the wall.

16. Chic Studio - In Downtown Highland Park, by Metra

Chic Studio - In Downtown Highland Park, by Metra
Highland Park
8.4 out of 10, Very good, (16 reviews)
"I enjoyed my stay at this property. It is in a great location, very unique and super clean! The host is really kind and helpful. "
United States
Deborah
The price is CA $109
CA $216 total
includes taxes & fees
Dec 8 - Dec 9
Chic Studio - In Downtown Highland Park, by Metra
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

17. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (79 reviews)
"We had a very nice stay, the place was comfortable and clean, beautifully decorated. We only wish we would’ve had more time! And bonus it came with a parking spot. We hope to come back again!"
United States
Rachael
The price is CA $144
CA $615 total
includes taxes & fees
Nov 30 - Dec 1
Chic Urban Retreat Near Wrigley Field w/Parking
A compact kitchen with white cabinets, a black stove, a blue countertop, and a white refrigerator.

18. Cozy apartment with AC and WiFi in awesome Chicago

Cozy apartment with AC and WiFi in awesome Chicago
Rogers Park
7.6 out of 10, Good, (18 reviews)
"Great location and clean room! Host was very responsive and helpful!"
United States
Andrew O.
The price is CA $160
CA $439 total
includes taxes & fees
Nov 12 - Nov 13
Cozy apartment with AC and WiFi in awesome Chicago
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

19. "Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Downtown Evanston
10.0 out of 10, Exceptional, (18 reviews)
"Great spot to stay in Evanston, definitely recommend!"
United States
Surath G.
The price is CA $323
CA $591 total
includes taxes & fees
Nov 30 - Dec 1
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
A modern living room with a blue sofa, a patterned rug, and a television.

20. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is CA $88
CA $275 total
includes taxes & fees
Nov 16 - Nov 17
Great Area Logan Square Apt Games Pets - Sleeps 5
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

A multi-story hotel with a flat facade, multiple windows, and a sign indicating it is a Marriott Residence Inn.
Residence Inn by Marriott Chicago Wilmette/Skokie

Residence Inn by Marriott Chicago Wilmette/Skokie

Residence Inn by Marriott Chicago Wilmette/Skokie
Wilmette

10/10 Excellent

Overall, we had a pleasant stay at this hotel. The property was clean and well maintained. The hallways and elevators were consistently clean, and it was clear that the staff took good care of the common areas. We stayed in a suite, which was spacious, comfortable, and well suited for our family. The bed was also excellent—very comfortable and provided a great night’s sleep. There are, however, a few small improvements that could make the guest experience even better. The breakfast hours were...
Canada
Reza
Reviewed August 2, 2026
Residence Inn by Marriott Chicago Wilmette/Skokie

Find out more about Wilmette

Everything you need to know about Wilmette 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 Wilmette vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 Wilmette vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wilmette vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wilmette. 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 Wilmette vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wilmette vacation rentals we have selected for you start as low as CA $88 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wilmette rentals

At Expedia, we put the best Wilmette 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 Wilmette 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 Wilmette 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 Wilmette. 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 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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental outside of Wilmette is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Wilmette Park District Swimming 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 Navy Pier.

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.