Weekend Getaways - Vacation Rentals in Kenwood
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Luxury Places to Stay in Kenwood
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Top-Rated Vacation Rentals with a Pool in Kenwood
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Pet-Friendly Vacation Rentals in Kenwood
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Large Vacation Homes & Villas in Kenwood
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Wheelchair Accessible Vacation Homes in Kenwood
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Kenwood Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Kenwood
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About Kenwood Vacation Rentals
With more than 707 Kenwood vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Weekendgetaways and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kenwood.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Weekendgetaways Kenwood, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kenwood. Places to stay near Kenwood are 631.52 ft² on average, with prices averaging US $366 a night.
Weekendgetaways makes it easy and safe to find and compare vacation rentals in Kenwood with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Kenwood
| Type | Count |
|---|---|
| Holiday Apartments | 451 |
| Vacation Homes | 124 |
| B&B | 17 |
| Hotels | 13 |
| Villas | 2 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Kenwood
★ Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kenwood.
Weather in Kenwood
View the weather forecast for Kenwood before booking your Kenwood Vacation Rentals to confirm your best time to go.
Other Places to Stay Near Kenwood, IL
Kenwood Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Kenwood?
There are a lot of options in Kenwood. If you plan on staying in the Kenwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kenwood:
- Penthouse, Lux stay near Downtown, McComick & Lake
- Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- Large historic home minutes from downtown Chicago and the lakefront.
- Modern Apt Near U of Chicago!
- The Landmark; a comfy suite near McCormick Place
- Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
- Gather, relax, enjoy— in chic luxury home near Lake Michigan & McCormick Center
- Spacious 3BR on UChicago Campus & Hospitals Free Street Parking
- University of Chicago Condo-Upgraded and Spacious w/Parking
- Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
Which vacation homes in Kenwood are best for families?
If you are looking for a family-friendly vacation home in Kenwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kenwood:
How many vacation rentals are available in Kenwood?
Currently, the total number of properties listed in 2026 is over 707 in the Kenwood area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kenwood.
