Wilmette Holiday Rentals
Apartment
10.0Exceptional
(53 Reviews)
2 Bedrooms
2 Baths
7 Guests
1100 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $315/Night
7 Nights - US $2,204
House
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
8 Guests
2002.09 ft²
Spa- Fireplace/Heating
Parking
Internet
US $394/Night
7 Nights - US $2,756
Apartment
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
Child Friendly
Laundry
Guest Services
US $159/Night
7 Nights - US $1,114
Apartment
10.0Exceptional
(42 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $315/Night
7 Nights - US $2,204
Apartment
9.5Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
7 Guests
1097.92 ft²
- Spa
- Fireplace/Heating
- Pet Friendly
- Parking
US $282/Night
7 Nights - US $1,974
Apartment
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
Pool
Ocean View- Balcony/Terrace
US $575/Night
7 Nights - US $4,026
Apartment
10.0Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $514/Night
7 Nights - US $3,598
House
10.0Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $299/Night
7 Nights - US $2,092
House
10.0Exceptional
(15 Reviews)
2 Bedrooms
1 Bath
6 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $219/Night
7 Nights - US $1,530
Luxury Holiday Rentals in Wilmette
Over 167+ Luxury Holiday Rentals in or Near Wilmette
House
8.6Fabulous
(8 Reviews)
7 Bedrooms
6 Baths
18 Guests
3000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $1,775/Night
7 Nights - US $12,424
House
10.0Exceptional
(6 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Oceanfront
Hot Tub- Fireplace/Heating
- Ocean View
US $1,727/Night
7 Nights - US $12,087
House
10.0Exceptional
(8 Reviews)
6 Bedrooms
5 Baths
16 Guests
4700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,306/Night
7 Nights - US $9,144
House
9.8Exceptional
(6 Reviews)
7 Bedrooms
3 Baths
16 Guests
2900 ft²
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Pet Friendly
US $1,176/Night
7 Nights - US $8,229
Villa
4 Bedrooms
5 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,161/Night
7 Nights - US $8,126
Condo
10.0Exceptional
(20 Reviews)
3 Bedrooms
2 Baths
8 Guests
1535 ft²
- Fireplace/Heating
Air Conditioner- Internet
- Child Friendly
US $691/Night
7 Nights - US $4,840
House
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $638/Night
7 Nights - US $4,463
House
10.0Exceptional
(37 Reviews)
3 Bedrooms
3 Baths
6 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $594/Night
7 Nights - US $4,156
New
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $583/Night
7 Nights - US $4,083
Top-Rated Holiday Rentals with a Pool in Wilmette
Over 31+ The Best Private Villas and Holiday Rentals in Wilmette with a Pool
Condo
9.8Exceptional
(56 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $500/Night
7 Nights - US $3,502
Hotel
9.0Exceptional
(120 Reviews)
2 Baths
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
US $189/Night
7 Nights - US $1,324
Hotel
8.8Fabulous
(698 Reviews)
1 Bath
425.18 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $144/Night
7 Nights - US $1,010
Hotel
8.1Excellent
(500 Reviews)
1 Bath
258.33 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $162/Night
7 Nights - US $1,133
Hotel
7.6Very Good
(318 Reviews)
1 Bath
355.21 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $219/Night
7 Nights - US $1,535
Apartment
10.0Exceptional
(42 Reviews)
3 Bedrooms
2 Baths
7 Guests
1400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $599/Night
7 Nights - US $4,191
Condo
10.0Exceptional
(35 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $403/Night
7 Nights - US $2,822
Apartment
10.0Exceptional
(33 Reviews)
2 Bedrooms
2 Baths
5 Guests
1250 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $553/Night
7 Nights - US $3,871
Apartment
10.0Exceptional
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $366/Night
7 Nights - US $2,559
Pet-Friendly Holiday Rentals in Wilmette
Over 74+ Pet-Friendly Holiday Rentals in or Near Wilmette
Apartment
- Chicago
- ·
- North Evanston
- 0.06 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Internet
US $287/Night
7 Nights - US $2,009
Apartment
2 Bedrooms
1 Bath
4 Guests
1614.59 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $237/Night
7 Nights - US $1,660
Apartment
9.4Exceptional
(132 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $206/Night
7 Nights - US $1,442
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
750 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $155/Night
7 Nights - US $1,082
Apartment
1 Bedroom
1 Bath
2 Guests
753.47 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $165/Night
7 Nights - US $1,155
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
550 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $245/Night
7 Nights - US $1,716
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $166/Night
7 Nights - US $1,161
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
502 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $88/Night
7 Nights - US $616
Apartment
6.0Good
(1 Review)
1 Bedroom
1 Bath
2 Guests
502 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $128/Night
7 Nights - US $896
Large Holiday Rentals and Private Villas in Wilmette
Over 10+ Large Holiday Rentals and Private Villas in or Near Wilmette
House
10.0Exceptional
(13 Reviews)
4 Bedrooms
2 Baths
10 Guests
1500 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $567/Night
7 Nights - US $3,967
House
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $253/Night
7 Nights - US $1,770
House
9.4Exceptional
(27 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $473/Night
7 Nights - US $3,309
Condo
9.2Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $562/Night
7 Nights - US $3,935
Villa
5 Bedrooms
5 Baths
7 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $894/Night
7 Nights - US $6,257
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
12 Guests
1250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $267/Night
7 Nights - US $1,866
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
1 Bath
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $508/Night
7 Nights - US $3,557
House
5 Bedrooms
2 Baths
14 Guests
3500 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $1,343/Night
7 Nights - US $9,398
House
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $541/Night
7 Nights - US $3,787
Wheelchair Accessible Holiday Homes in Wilmette
Over 21+ Wheelchair Accessible Holiday Homes in or Near Wilmette
Apartment
9.8Exceptional
(37 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $305/Night
7 Nights - US $2,134
Hotel
8.1Excellent
(54 Reviews)
13 Baths
384.81 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $424/Night
7 Nights - US $2,966
Hotel
9.2Exceptional
(1056 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $159/Night
7 Nights - US $1,111
Condo
9.8Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
985 ft²
- Fireplace/Heating
- Pool
- Ocean View
- View
US $400/Night
7 Nights - US $2,797
Hotel
6.0Good
(251 Reviews)
3 Baths
301.39 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $123/Night
7 Nights - US $862
Condo
9.6Exceptional
(8 Reviews)
3 Bedrooms
1 Bath
5 Guests
985 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $400/Night
7 Nights - US $2,797
Apartment
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $95/Night
7 Nights - US $665
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $211/Night
7 Nights - US $1,479
Apartment
6.0Good
(1 Review)
4 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $365/Night
7 Nights - US $2,558
Wilmette Private Villas and Holiday Homes Under $200
Over 62+ Wilmette Private Villas and Holiday Homes Under $200
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $116/Night
7 Nights - US $809
Apartment
9.4Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1205.56 ft²
- Spa
- Fireplace/Heating
- View
- Parking
US $119/Night
7 Nights - US $833
Hotel
9.2Exceptional
(687 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $192/Night
7 Nights - US $1,346
Condo
8.6Fabulous
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $170/Night
7 Nights - US $1,189
House
5.0Average
(1 Review)
1 Bedroom
1 Bath
4 Guests
796.53 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $192/Night
7 Nights - US $1,344
Apartment
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $162/Night
7 Nights - US $1,134
Apartment
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $137/Night
7 Nights - US $959
Apartment
1 Bedroom
1 Bath
2 Guests
502 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $104/Night
7 Nights - US $728
House
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
8 Guests
2300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $191/Night
7 Nights - US $1,334
Instantly Bookable Holiday Homes in Wilmette
Over 65+ Instantly Bookable Holiday Homes in or Near Wilmette
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $288/Night
7 Nights - US $2,017
Apartment
8.6Fabulous
(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
974 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $299/Night
7 Nights - US $2,095
House
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $397/Night
7 Nights - US $2,782
House
2.0Average
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $297/Night
7 Nights - US $2,081
House
10.0Exceptional
(23 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $429/Night
7 Nights - US $3,002
Apartment
- Chicago
- ·
- Gross Point
- 0.32 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $209/Night
7 Nights - US $1,464
House
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $389/Night
7 Nights - US $2,724
House
4 Bedrooms
3 Baths
5 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $317/Night
7 Nights - US $2,217
House
4 Bedrooms
3 Baths
5 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $267/Night
7 Nights - US $1,867
Book a Last Minute Place to Stay in Wilmette
About Casai's Private Villas and Holiday Rentals in Wilmette
Discover more than 176 vacation rentals available in Wilmette. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Wilmette.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Wilmette, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Wilmette. On average, places to stay near Wilmette offer 608.37 ft², with nightly prices averaging US $320.
With Casai, finding and comparing holiday rentals in Wilmette is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Wilmette
| Type | Count |
|---|---|
| Holiday Apartments | 84 |
| Vacation Homes | 58 |
| Cottages | 2 |
| Villas | 2 |
Use these Quick Filters to Find a Holiday Rental in Wilmette
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Wilmette.
Weather in Wilmette, IL
View the weather forecast for Wilmette before booking your Wilmette Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Wilmette, IL
Casai offers a large selection of top attractions around Wilmette . Research things to do on your vacation before you visit Wilmette.
Other Places to Stay in Wilmette, IL
Frequently Asked Questions About Wilmette?
What are the top holiday rentals in Wilmette?
With numerous options available in Wilmette, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Wilmette:
- Pet-Friendly Family Apartment - Near NU Campus!
- Family Apartment w/Deck + Yard Near Northwestern
- Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
- 2 Mi to Northwestern: Updated Home w/Game Room!
- "Hope of Evanston" 180°view, 2BDR +2Bath Urban luxury
- "Melody of Evanston" 3BD, 2BA UrbanLux Condo
- "Faith of Evanston" 180°view, 2BDR +2Bath Urban luxury
- Sleepy Sanctuary
- Mid Century Elegance in Evanston: Vintage Apt 2 BR + Office/Den Guest Room
- Warm and Cheerful 3 Bedroom Winnetka Townhouse
How many holiday rentals have private pools in Wilmette?
Discover a selection of holiday rentals with private pools near Wilmette with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Wilmette are best for families?
If you're searching for a family-friendly holiday home in Wilmette, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Wilmette:
- Light-filled 1bdrm garden apartment on golf course near Northwestern U.
- Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation apts
- Prime 2BR Chicago Apartment
How many Casai.com holiday rentals are available in Wilmette?
As of 2026, Casai boasts over 176 properties listed in the Wilmette area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Wilmette.
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Finding the best prices in Wilmette
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