Owner Direct Vacation
Rentals in Palmer Square
The Best Owner Direct Vacation Rentals in Palmer Square. Explore thousands of vacation home rentals, large cabins, and villas near Palmer Square
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Explore the Best Palmer Square Vacation Homes
Looking for the perfect place to stay in Palmer Square? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Palmer Square character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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- luxury villas
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- condos
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Why Travelers Love Using
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Find Palmer Square Vacation Rentals
What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Palmer Square
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Popular Neighborhoods for Palmer Square Vacation Rentals
What are the best areas to stay in Palmer Square
Discover the top neighborhoods in Palmer Square and choose a place that suits your stay.
Logan Square Night Market
Logan Square Night Market VACATION RENTALSWednesday Feb 18
Palmer Square, Chicago







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Palmer Square vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Palmer Square
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How to Reserve Your Palmer Square Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
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Palmer Square Vacation Rental FAQs
1. What are the top vacation rentals in Palmer Square?
There are a lot of options in Palmer Square. If you plan on staying in the Palmer Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Palmer Square:
- NEW LUXURY PENTHOUSE CONDO
- Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
- Magic Factory Loft 2West
- NEW LUXURY CONDO WITH PATIO DECK
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
- North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Magic Factory Loft 2East 4 Bd/3 Ba Families Groups
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- Magic Factory Loft 3East 4 Bd/4 Ba Families Groups
2. How many vacation rentals have private pools in Palmer Square?
There are 2 vacation rentals with private pools near Palmer Square. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in Palmer Square are best for families?
If you are looking for a family-friendly vacation home in Palmer Square, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Palmer Square:
4. How many vacation rentals are available in Palmer Square?
Currently, the total number of properties listed in 2026 is over 1900 in the Palmer Square area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Palmer Square.