613+ Private Villas and Holiday Rentals in Kenwood |
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Kenwood Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Kenwood

Discover more than 613 vacation rentals available in Kenwood. 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 Kenwood.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Kenwood, 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 Kenwood. On average, places to stay near Kenwood offer 640.31 ft², with nightly prices averaging CA $502.

With Casai, finding and comparing holiday rentals in Kenwood 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 Kenwood

Type Count
Holiday Apartments 390
Vacation Homes 102
Villas 2
Cottages 1

Use these Quick Filters to Find a Holiday Rental in Kenwood

★ 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 Kenwood.

Weather in Kenwood, IL

View the weather forecast for Kenwood before booking your Kenwood 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

Other Places to Stay in Kenwood, IL


Muddy Waters’ House 913 Properties
North Kenwood 660 Properties
Kam Isaiah Israel Congregation 565 Properties
Obama's House 565 Properties
KAM Synagogue 564 Properties
4944 S Woodlawn Ave 562 Properties
Hyde Park Art Center 561 Properties
Elijah Muhammad House 560 Properties
Indian Village 550 Properties
49th Street Beach 539 Properties

Frequently Asked Questions About Kenwood?

What are the top holiday rentals in Kenwood?

With numerous options available in Kenwood, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Kenwood:

Which holiday homes in Kenwood are best for families?

If you're searching for a family-friendly holiday home in Kenwood, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Kenwood:

How many Casai.ca holiday rentals are available in Kenwood?

As of 2025, Casai boasts over 613 properties listed in the Kenwood area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Kenwood.

Nearby Neighborhood (3) 
Neighborhood Property Count
East Hyde Park Vacation Rentals in Chicago, Illinois 35
North Kenwood Vacation Rentals in Chicago, Illinois 660
Indian Village Vacation Rentals in Chicago, Illinois 550

People Also Ask

There are 613 Kenwood, IL Holiday Rentals

Recently Booked Holiday Rentals in Kenwood