Business Hotels & Serviced Apartments in Old Town
Stay Productive & Comfortable – The Best Corporate Housing & Executive Rentals in Old Town
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
Luxury Places to Stay in Old Town
- Air Conditioner
- Pet Friendly
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Bedding/Linens
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- Parking
- Pet Friendly
Pet-Friendly Vacation Rentals in Old Town
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Large Vacation Homes & Villas in Old Town
- Air Conditioner
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Pet Friendly
- TV
- Bedding/Linens
- Air Conditioner
- Pet Friendly
- Bedding/Linens
Wheelchair Accessible Vacation Homes in Old Town
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
Old Town Varoom and Airbnb Places to Stay Under $200
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Security/Safety
- Bedding/Linens
Instantly Bookable Vacation Homes in Old Town
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
About Old Town Vacation Rentals
With more than 86 Old Town vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, 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 a rental 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 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 Old Town. Places to stay near Old Town are 1141.83 ft² on average, with prices averaging $505 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.
Top Rental Accommodation Types in Old Town
| Type | Count |
|---|---|
| Holiday Apartments | 38 |
| Vacation Homes | 31 |
| Hotels with Suites | 4 |
| B&B | 2 |
Use these Quick Filters to Find a Vacation Rental in Old Town
★ 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
View the weather forecast for Old Town before booking your Old Town Vacation Rentals to confirm your best time to go.
Other Places to Stay Near Old Town, IL
Old Town Vacation Rental Frequently Asked Questions
What are the top vacation rentals in 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:
- The Sono Chicago
- Large 4BR/3BA Safe Old Town Location Walk Everywhere
- Luxury House in the heart of Old Town with Parking
- Lovely 4 Bedroom Spot located in Charming Old Town
- Luxury SOHO Styled Two-Level Townhouse - Old Town
- THE COMPOUND Large Exquisite House Private Yard 'Best Location' Well Appointed
- GROUP LUX in Old Town/Gold Coast (+private roof)
- Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
- Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking
- Chicago’s BEST location… Lincoln Park, Lake Michigan, Wrigley Field, and more!
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 vacation rentals are available in Old Town?
Currently, the total number of properties listed in 2026 is over 86 in the Old Town area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Old Town.
