Kenwood Villa Rentals

Compare Villas, Resorts, & Rentals in Kenwood, Chicago, Illinois, USA

New Modern Luxury Near the Loop
From GB £234 per night
New
4 Bedrooms 8 Guests
10.0 (3 Reviews)
3 Bedrooms 6 Guests
From GB £143 per night
2.0 (1 Review)
1 Bedroom 2 Guests
New 3 Mi to Jackson Park: Cozy Couples Getaway w/Yard
New
2 Bedrooms 4 Guests
From GB £214 per night
|
10.0 (2 Reviews)
3 Bedrooms 6 Guests
From GB £178 per night
New
1 Bedroom 2 Guests
New NEW Eco Stay by UChicago, Lakefront & Hyde Park!
New
2 Bedrooms 5 Guests
|
10.0 (1 Review)
2 Bedrooms 4 Guests
6.6 (4 Reviews)
4 Bedrooms 7 Guests
From GB £148 per night
|
10.0 (1 Review)
3 Bedrooms 2 Guests
10.0 (14 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
3 Bedrooms 6 Guests
From GB £195 per night
10.0 (6 Reviews)
2 Bedrooms 6 Guests
10.0 (1 Review)
7 Bedrooms 9 Guests
10.0 (5 Reviews)
1 Bedroom 3 Guests
10.0 (1 Review)
5 Bedrooms 7 Guests
10.0 (5 Reviews)
2 Bedrooms 4 Guests
10.0 (3 Reviews)
1 Bedroom 2 Guests
|
9.5 (10 Reviews)
3 Bedrooms 6 Guests
10.0 (3 Reviews)
2 Bedrooms 5 Guests
From GB £56 per night
9.3 (13 Reviews)
1 Bedroom 2 Guests
10.0 (2 Reviews)
1 Bedroom 4 Guests
From GB £380 per night
|
9.2 (5 Reviews)
3 Bedrooms 7 Guests
10.0 (2 Reviews)
1 Bedroom 2 Guests
From GB £105 per night
|
9.1 (101 Reviews)
2 Bedrooms 8 Guests
From GB £210 per night
10.0 (2 Reviews)
2 Bedrooms 6 Guests
9.0 (10 Reviews)
1 Bedroom 2 Guests
10.0 (2 Reviews)
1 Bedroom 2 Guests
|
9.0 (6 Reviews)
6 Bedrooms 15 Guests
10.0 (2 Reviews)
1 Bedroom 2 Guests
|
9.0 (4 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
9.0 (2 Reviews)
4 Bedrooms 7 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
|
9.0 (1 Review)
1 Bedroom 6 Guests
From GB £208 per night
10.0 (1 Review)
1 Bedroom 2 Guests
9.0 (1 Review)
3 Bedrooms 6 Guests
From GB £188 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
From GB £186 per night
10.0 (1 Review)
1 Bedroom 2 Guests
From GB £179 per night
10.0 (1 Review)
1 Bedroom 4 Guests
From GB £166 per night
10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (1 Review)
2 Bedrooms 3 Guests
10.0 (1 Review)
1 Bedroom 6 Guests
New
2 Bedrooms 8 Guests
|
8.9 (25 Reviews)
3 Bedrooms 6 Guests
From GB £88 per night
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8.6 (24 Reviews)
1 Bedroom 2 Guests
New
2 Bedrooms 4 Guests
8.9 (15 Reviews)
1 Bedroom 2 Guests
From GB £105 per night
8.2 (64 Reviews)
1 Bedroom 2 Guests
New
2 Bedrooms 4 Guests
|
8.7 (8 Reviews)
3 Bedrooms 6 Guests
From GB £226 per night
|
9.6 (986 Reviews)
1 Bedroom 2 Guests
From GB £241 per night
New
1 Bedroom 2 Guests
|
8.7 (3 Reviews)
2 Bedrooms 5 Guests
8.4 (16 Reviews)
1 Bedroom 2 Guests
From GB £212 per night
New
1 Bedroom 2 Guests
From GB £67 per night
|
8.4 (8 Reviews)
3 Bedrooms 6 Guests
From GB £211 per night
New
1 Bedroom 2 Guests
|
8.2 (11 Reviews)
3 Bedrooms 6 Guests
New
2 Bedrooms 4 Guests
8.1 (30 Reviews)
1 Bedroom 2 Guests
From GB £209 per night
New
2 Bedrooms 2 Guests
From GB £56 per night
8.1 (12 Reviews)
1 Bedroom 2 Guests
From GB £206 per night
New
1 Bedroom 2 Guests
From GB £36 per night
8.0 (377 Reviews)
33 Bedrooms 13 Guests
From GB £205 per night
New
2 Bedrooms 2 Guests
|
8.0 (7 Reviews)
1 Bedroom 2 Guests
From GB £202 per night
New
1 Bedroom 2 Guests
7.9 (6 Reviews)
7 Bedrooms 11 Guests

About Kenwood Vacation Rentals

There are more than 613 incredible getaway rentals that are available in Kenwood. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Kenwood.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Kenwood, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Kenwood. Places to stay near Kenwood are 640.47 ft² on average, with prices averaging GB £269 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Kenwood. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Frequently Asked Questions About Kenwood?

What are the top hotels or resorts in Kenwood?

How many hotels, resorts, or rentals are available in Kenwood?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 613 in the Kenwood area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Kenwood. 

Nearby Neighborhood (3)

Neighborhood Property Count
East Hyde Park Rental Villas and Private Getaways in Chicago, Illinois 35
North Kenwood Rental Villas and Private Getaways in Chicago, Illinois 660
Indian Village Rental Villas and Private Getaways in Chicago, Illinois 550