Best Vacation Homes in Kenilworth
Apartment
10.0(55 Reviews)
2 Bedrooms
2 Baths
7 Guests
1100 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $385/Night
7 Nights - US $2,692
Apartment
9.5(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
Hotel
9.2(1060 Reviews)
1 Bath
- Fireplace/Heating
Breakfast- Kitchen
- Parking
US $182/Night
7 Nights - US $1,273
Apartment
10.0(42 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $426/Night
7 Nights - US $2,981
Apartment
9.4(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1205.56 ft²
- Spa
- Fireplace/Heating
View- Parking
US $119/Night
7 Nights - US $833
Apartment
10.0(33 Reviews)
2 Bedrooms
2 Baths
5 Guests
1250 ft²
Oceanfront- Fireplace/Heating
Pool
Ocean View
US $424/Night
7 Nights - US $2,967
House
10.0(20 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $289/Night
7 Nights - US $2,021
Apartment
10.0(17 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $462/Night
7 Nights - US $3,237
Kenilworth Luxury Rentals
House
8.6(8 Reviews)
7 Bedrooms
6 Baths
18 Guests
3000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $2,028/Night
7 Nights - US $14,196
House
10.0(6 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Oceanfront
Hot Tub- Fireplace/Heating
- Ocean View
US $1,952/Night
7 Nights - US $13,662
Villa
4 Bedrooms
5 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,588/Night
7 Nights - US $11,118
House
10.0(8 Reviews)
6 Bedrooms
5 Baths
16 Guests
4700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $825/Night
7 Nights - US $5,775
House
9.8(6 Reviews)
7 Bedrooms
3 Baths
16 Guests
2900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $809/Night
7 Nights - US $5,666
House
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $638/Night
7 Nights - US $4,463
Condo
9.6(9 Reviews)
3 Bedrooms
1 Bath
5 Guests
985 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $409/Night
7 Nights - US $2,861
Condo
9.8(57 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $405/Night
7 Nights - US $2,832
Kenilworth Pet Friendly Vacation Rentals
Apartment
10.0(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
10.0(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
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
502 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $72/Night
7 Nights - US $504
Apartment
6.0(1 Review)
1 Bedroom
1 Bath
2 Guests
502 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $89/Night
7 Nights - US $626
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
Kenilworth Large Vacation Homes
House
10.0(1 Review)
5 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $353/Night
7 Nights - US $2,473
Condo
9.2(7 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $223/Night
7 Nights - US $1,559
Villa
5 Bedrooms
5 Baths
7 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $894/Night
7 Nights - US $6,257
House
10.0(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
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
House
4 Bedrooms
3 Baths
12 Guests
Private Pool- Pool
- Kitchen
- Air Conditioner
US $1,000/Night
7 Nights - US $7,000
Why Choose Rent By Owner for your Kenilworth Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Kenilworth
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the region offers different charms and activities throughout the year that suit various preferences for your ideal getaway.
Peak Season Highlights
Late Spring to Early Summer (May to June)
This is when the region experiences warm, pleasant weather, making it ideal for exploring local scenery and enjoying outdoor activities.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September to October)
During this period, you can enjoy mild temperatures and vibrant fall foliage, perfect for sightseeing and outdoor pursuits in the area.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
The winter months bring lower temperatures and quieter streets, offering a peaceful environment for those seeking a cozy retreat in this destination.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Late Fall (November)
With cooler weather and fewer visitors, late fall offers a more relaxed experience, perfect for enjoying the tranquility of this region before winter sets in.
Average Temperature Daytime: 45-55°F - Nighttime: 35-45°F
Weekly Weather Forecast for Kenilworth
How to Book Your Kenilworth Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Kenilworth
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas perfect for relaxing or dining al fresco amidst the charming surroundings of this destination.
- Benefit from spacious yards or gardens that provide ample space for outdoor activities and family gatherings.
- Take advantage of private patios or decks designed for enjoying the region’s pleasant weather and scenic views.
- Make use of outdoor grills to cook up delicious meals while soaking in the tranquil atmosphere of this area.
- Explore nearby walking trails or pathways that offer an authentic outdoor experience in the region’s natural beauty.
- Relax in outdoor lounge chairs or hammocks, ideal for unwinding after a day of exploring here.
- Utilize shared outdoor amenities such as pools or playgrounds available in some vacation rentals for added leisure options.
Top Attractions Around Kenilworth
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and cultural experiences that highlight the charm of this destination, offering you diverse options to explore within the region.
Family Activities
- Kenilworth Community Park: Spend quality time outdoors with family-friendly playgrounds, scenic walking paths, and open spaces ideal for picnics and outdoor games.
- Kenilworth Historical Society Museum: Discover local history through engaging exhibits that provide an educational experience suited for visitors of all ages.
- Kenilworth Aquatic Center: Enjoy a refreshing day at the community pool, perfect for families seeking fun water activities in a safe environment.
- Lake Michigan Shoreline: Explore nearby beaches along the lake, offering opportunities for relaxing beach days, shoreline walks, and water sports for the whole family.
Adult Activities
- Kenilworth Golf Course: Experience a relaxing day on the lush fairways of this local golf course, perfect for enjoying the scenic views and practicing your swing in the area.
- Kenilworth Park & Recreation: Engage in outdoor activities and sports at this community park, offering a peaceful setting to unwind and connect with nature here.
- Illinois Beach State Park: Discover the natural beauty of the nearby lakefront state park, ideal for beach walks, birdwatching, and picnics along the shores of Lake Michigan.
- North Shore Country Club: Elevate your leisure time with a round of golf or a meal at this exclusive club, providing a refined experience in the region's upscale setting.
Other Places to Stay in Kenilworth, IL
Kenilworth Beach
Kenilworth Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take advantage of nearby cultural and outdoor activities that showcase the charm and history of this destination.
- Plan Your Transportation: Arrange reliable transportation options to easily access key spots around the area without hassle.
- Discover Dining Options: Sample local cuisine at restaurants close to your vacation rentals to get a true taste of the region.
- Book Thoughtfully: Secure your preferred accommodations early through trusted vacation rentals to ensure a comfortable and seamless stay here.
Transportation Options
- Kenilworth Metra Station: This commuter rail station provides easy access to downtown Chicago and surrounding areas, making it a convenient transportation option for exploring the region.
- Local Bus Services: The area is served by several bus routes that connect residents and visitors to key locations within Kenilworth and nearby neighborhoods.
- Taxi and Ride-Sharing Services: Reliable taxi services and ride-sharing apps like Uber and Lyft operate throughout this destination, offering flexible transportation options for your stay.
- Rental Car Agencies: Multiple car rental agencies are available in the region, giving you the freedom to explore Kenilworth and its scenic surroundings at your own pace.
Local Customs Options
- Respect for Quiet Hours: The area values tranquility, so observing local quiet hours is essential when staying in this destination to ensure a harmonious community experience.
- Community Celebrations: Participating in neighborhood events and festivals reflects the region’s friendly spirit and offers insight into its local traditions.
- Local Dining Etiquette: When dining out, it’s customary to be courteous and punctual, aligning with the area's appreciation for considerate social interactions.
- Environmental Awareness: Eco-friendly practices, such as recycling and conserving energy, are appreciated here, highlighting the community’s commitment to sustainability.
Kenilworth Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Kenilworth?
There are a lot of options in Kenilworth. If you plan on staying in the Kenilworth area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kenilworth:
- Pet-Friendly Family Apartment - Near NU Campus!
- Family Apartment w/Deck + Yard Near Northwestern
- "Bliss of Evanston" 180°view, 2BDR +2Bath UrbanLux
- Sleepy Sanctuary
- "Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
- Mid Century Elegance in Evanston: Vintage Apt 2 BR + Office/Den Guest Room
- Warm and Cheerful 3 Bedroom Winnetka Townhouse
- Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood
- Spacious 6-Bedroom Home comfortably accommodates 12 persons with 2 Kitchens, Full Workout Gym, Ninja Gym & 5.5 Bathrooms – Perfect for Groups & Families near Chicago.
- Luxury living in prime location
2. Which vacation homes in Kenilworth are best for families?
If you are looking for a family-friendly vacation home in Kenilworth, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kenilworth:
3. How many Rentbyowner vacation rentals are available in Kenilworth?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 104 in the Kenilworth area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kenilworth.
4. What is the cancellation policy for vacation rentals in Kenilworth, Illinois?
The cancellation policy varies depending on the property listing. You should review the specific cancellation terms listed for each vacation rental in Kenilworth before booking, or contact the property owner directly for clarification.
5. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning fees, service charges, or security deposits may apply to some properties. Check the listing details carefully or reach out to the host to understand all costs involved before confirming your reservation.
6. How do I ensure my reservation is confirmed and secure in Kenilworth?
Your reservation will be confirmed once you complete the booking process and receive a confirmation from the platform or property owner. Make sure to review all details and communicate with the host if needed to secure your stay.
7. What amenities are typically included in vacation rentals here?
Amenities vary by property, but many vacation rentals offer essentials such as Wi-Fi, kitchen facilities, and parking. For specific amenities, refer to the property listing or contact the owner directly to confirm what is available during your stay.
8. Is it possible to modify or cancel my booking for a vacation rental in Kenilworth?
Modifications and cancellations depend on the individual property's policies. You should review the cancellation and change policies outlined in the listing or contact the property owner directly to discuss your options.
Kenilworth Top Rated Vacation Rentals
Apartment
9.8(37 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $343/Night
7 Nights - US $2,402
Hotel
9.2(692 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $192/Night
7 Nights - US $1,346
Hotel
9.0(120 Reviews)
2 Baths
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $189/Night
7 Nights - US $1,324
Hotel
8.8(1030 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $179/Night
7 Nights - US $1,255
Hotel
8.8(1001 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Breakfast
US $210/Night
7 Nights - US $1,467
Hotel
8.8(698 Reviews)
1 Bath
425.18 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $144/Night
7 Nights - US $1,010
Hotel
8.1(500 Reviews)
1 Bath
258.33 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $162/Night
7 Nights - US $1,133
Hotel
7.6(318 Reviews)
1 Bath
355.21 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $219/Night
7 Nights - US $1,535
