Old Town Rentals By Owner

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 COMPOUND Large Exquisite House Private Yard 'Best Location' Well Appointed
• A home away from home!
• Old Town 3bd 3ba Coach House, Garage Parking Incl
• The Picasso on Lincoln Park
• Beautiful Remodeled Penthouse Unit in Old Town
• 5 Bedroom Huge House in Best Location Parking Fireplace Back Yard
• Large Condo with Outdoor Deck in Historic Chicago District home
• Top 1 Rated 4BR Lincoln Park House - King Bed
• Old Town Chicago at it's finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need for a Perfect Windy City Getaway condo
• Charming & Bright Multilevel Townhome with Parking

There are many large, family-friendly vacation homes available in Old Town; however, here are the most popular family rentals listed on our site:

• Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! condo
• Large 4BR/3BA Safe Old Town Location Walk Everywhere
• MTM Fully Furnished Rental in Old Town - 2 beds
• Luxury House in the heart of Old Town with Parking

Yes, there are 70 self-catering vacation homes in Old Town that have hot tubs, swimming pools, & other amenities.

There are more than 70 luxury villas and vacation homes in or near Old Town. Filter by price to compare find the most expensive places to stay on Montgomerycottages.

Yes, there are 70 pet friendly vacation homes and places to stays that are available in or near Old Town that you may consider.