Wilmette Vacation Rentals & Ski-in/Ski-out Homes
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 Places to Stay in Wilmette
Over 167+ Luxury Places to Stay 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 Vacation Rentals with a Pool in Wilmette
Over 31+ Top-Rated Vacation Rentals with a Pool in or Near Wilmette
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 $166/Night
7 Nights - US $1,163
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 Vacation Rentals in Wilmette
Over 74+ Pet-Friendly Vacation 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 Vacation Homes & Villas in Wilmette
Over 10+ Large Vacation Homes & 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 Vacation Homes in Wilmette
Over 21+ Wheelchair Accessible Vacation 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 Resorts and Airbnb Homes Under $200
Over 62+ Wilmette Resorts and Airbnb 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
Apartment
- Chicago
- ·
- North Evanston
- 0.21 mi to center
9.8Exceptional
(75 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $172/Night
7 Nights - US $1,206
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
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
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
Instantly Bookable Vacation Homes in Wilmette
Over 65+ Instantly Bookable Vacation 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 Wilmette Vacation Rentals
Explore over 176 vacation rentals in Wilmette with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Wilmette for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Wilmette. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Wilmette tailored to your preferences. On average, these rentals offer 608.37 ft² of space, and are priced at an average of US $320 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Wilmette at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Wilmette
| Type | Count |
|---|---|
| Holiday Apartments | 84 |
| Vacation Homes | 58 |
| Cottages | 2 |
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Wilmette
★ Pro Tip: Discover Your Ideal Vacation Rental in Wilmette with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
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
Sunski 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 vacation rentals in Wilmette?
When organizing your trip to Wilmette, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Wilmette. Peruse our collection of highly-rated properties and secure your reservation today.
- 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 vacation rentals have private pools in Wilmette?
Uncover 1 vacation rentals boasting private pools near Wilmette. Explore top-rated RBO homes offering access to a swimming pool:
Which vacation homes or resorts in Wilmette are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Wilmette. Enjoy great views, locations and save money with SunSki Resorts.™
- 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 SunSkiResorts vacation rentals or resorts are available in Wilmette?
Discover the ideal vacation rental in Wilmette with SunSki Resorts™. We provide an extensive selection of over 176 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Wilmette.
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