71+ Rental Villas and Private Getaways in Old Town |
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Old Town Vacation Rentals & Execstays Homes

About Old Town Vacation Rentals

There are more than 71 vacation rentals that are available in Old Town. These rentals, including vacation rentals, Execstays Homes (Execstays) 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 an Execstays property in Old Town.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Execstays Old Town, you have the flexibility of comparing different options of various deals with a single click. Looking for an Execstays 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 Execstays, and other popular Airbnb-style properties in Old Town. Places to stay near Old Town are 1367.75 ftยฒ on average, with prices averaging US $613 a night.

Execstays makes it easy and safe to find and compare vacation rentals in Old Town with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Old Town

Type Count
Vacation Homes 32
Holiday Apartments 22

Use these Quick Filters to Find a Vacation Rental in Old Town

โ˜… Pro Tip: Execstays makes it easy to compare the best listings on Execstays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Execstays 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 Old Town.

Weather in Old Town, IL

View the weather forecast for Old Town before booking your Old Town Vacation Rentals to confirm your best time to go.

December - February
High 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Other Places to Stay in Old Town, IL


House of Glunz 4,253 Properties
Second City 4,168 Properties
Old Town Triangle 51 Properties

Frequently Asked Questions About Old Town?

What are the top hotels and resorts Old Town?

There are a lot of options in Old Town. If you plan on staying in the Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Town:

Which vacation homes in Old Town are best for families?

If you are looking for a family-friendly vacation home in Old Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Town:

How many Execstays vacation rentals are available in Old Town?

Currently, the total number of properties listed by Execstays in 2025 is over 71 in the Old Town area, and still counting. By aggregating listings from multiple websites, Execstays offers an immense amount of choice of the best Execstays properties in Old Town.โ€ฏ

Nearby Neighborhood (10)โ€ฏ
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1697
Near North Side Vacation Rentals in Chicago, Illinois 766
River North Vacation Rentals in Chicago, Illinois 432
Lincoln Park Vacation Rentals in Chicago, Illinois 160
Rush and Division Vacation Rentals in Chicago, Illinois 71
Old Town Triangle Vacation Rentals in Chicago, Illinois 51
Gold Coast Vacation Rentals in Chicago, Illinois 43
Mid-North District Vacation Rentals in Chicago, Illinois 24
Sheffield Neighbors Vacation Rentals in Chicago, Illinois 3947
Ranch Triangle Vacation Rentals in Chicago, Illinois 4206

People Also Ask

There are 71 Old Town, IL Vacation Rentals

Recently Booked Vacation Rentals in Old Town