Photo by Marc Jacobs
Palmer Square vacation rentals
We found 88 vacation rentals — enter your dates for availability
Discover a selection of 13 apartments and other vacation rentals in Palmer Square that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you need and want for your stay, which might include WiFi and a fireplace. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Palmer Square
Showing deals for:Nov 14 - Nov 21
Image gallery for Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
1010 out of 10 rating
Exceptional
(42 reviews)
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Chicago, IL
19% off
Price is CA $300
CA $300
CA $3,066 total
CA $3,066 total
includes taxes & fees
Image gallery for Bright 4 bed family home in Logan Sq w/private backyard & grill.Free parking
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Bright 4 bed family home in Logan Sq w/private backyard & grill.Free parking
Chicago, IL
19% off
Price is CA $732
CA $732
CA $7,623 total
CA $7,623 total
includes taxes & fees
Image gallery for ❤️🔥MAGNIFICENT NEW Home w/8 Beds & Free Parking❤️🔥
9.69.6 out of 10 rating
Exceptional
(35 reviews)
❤️🔥MAGNIFICENT NEW Home w/8 Beds & Free Parking❤️🔥
Chicago, IL
15% off
Price is CA $619
CA $619
CA $6,013 total
CA $6,013 total
includes taxes & fees
Image gallery for Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!
Chicago, IL
10% off
Price is CA $1,486
CA $1,486
CA $14,414 total
CA $14,414 total
includes taxes & fees
Image gallery for Single Family Home in Logan w/ 2 Car Garage
1010 out of 10 rating
Exceptional
(6 reviews)
Single Family Home in Logan w/ 2 Car Garage
Chicago, IL
15% off
Price is CA $746
CA $746
CA $7,565 total
CA $7,565 total
includes taxes & fees
Image gallery for Huge & Luxurious Logan Sq home,2 car garage,PRIVATE rooftop deck,great location!
1010 out of 10 rating
Exceptional
(6 reviews)
Huge & Luxurious Logan Sq home,2 car garage,PRIVATE rooftop deck,great location!
Chicago, IL
5% off
Price is CA $959
CA $959
CA $9,404 total
CA $9,404 total
includes taxes & fees
Image gallery for The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
1010 out of 10 rating
Exceptional
(30 reviews)
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Chicago, IL
5% off
Price is CA $368
CA $368
CA $3,668 total
CA $3,668 total
includes taxes & fees
Image gallery for Chic and Spacious Bi-level 3BD in Bucktown!
1010 out of 10 rating
Exceptional
(6 reviews)
Chic and Spacious Bi-level 3BD in Bucktown!
Chicago, IL
10% off
Price is CA $333
CA $333
CA $3,470 total
CA $3,470 total
includes taxes & fees
Image gallery for Cozy Wicker Park Home with Movie Room
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Cozy Wicker Park Home with Movie Room
Chicago, IL
40% off
Price is CA $467
CA $467
CA $5,232 total
CA $5,232 total
includes taxes & fees
Image gallery for Chic Urban Stay: Queen Beds, Near Train, EV Charge
1010 out of 10 rating
Exceptional
(5 reviews)
Chic Urban Stay: Queen Beds, Near Train, EV Charge
Chicago, IL
10% off
Price is CA $541
CA $541
CA $5,516 total
CA $5,516 total
includes taxes & fees
Image gallery for Bright 2 bed conveniently located in the heart of Logan Square with easy parking
1010 out of 10 rating
Exceptional
(24 reviews)
Bright 2 bed conveniently located in the heart of Logan Square with easy parking
Chicago, IL
10% off
Price is CA $208
CA $208
CA $2,109 total
CA $2,109 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Palmer Square
Bright 2 bed conveniently located in the heart of Logan Square with easy parking
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Cozy & Colorful garden unit in Logan Square
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
1BR City Loft With Modern Glass Views
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Mid Century Modern Penthouse-Logan Square Chicago
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
A chic second-floor plant-filled retreat in Chicago's Logan Square neighborhood.
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Bright/Cozy/Hip 2/1 Apt | Logan Square
Sleeps 5 · 2 bedrooms · 1 bathroom
7.87.8 out of 10
Goodgood
10 reviews(10 reviews)
Top rated rentals - Palmer Square
Perfect for our family
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
The apartment was perfect for our family including lots of room for our 2 teenagers to spread out and relax. It was very clean and easily accessible to the blue line transit to downtown and O”Hare. There were many great restaurants nearby and our host was super responsive. We’d love to stay again.
Melissa T.
Stayed Aug 2023
Our second time here, will stay again. Great property !
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Everything that you need in a home away from home, even small treats - pistachios and chocolate. Comfortable in a quiet neighborhood, near to lots of restaurants . Host responded to queries very quickly and kept in touch to ensure our needs were met.
Carolyn G.
Stayed Aug 2022
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental in Palmer Square?
In Palmer Square, apartments are the most popular type of vacation rental, with around 21 available in the area. These apartments are typically located in charming neighbourhoods, providing easy access to local parks and cafes. Most rooms feature fully equipped kitchens, comfortable living spaces, and some even include balconies for enjoying the view of the surrounding area.
How much does it cost to rent a vacation home in Palmer Square?
Prices for vacation rentals in Palmer Square vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Palmer Square to more spacious homes.
Are there any discounts for Palmer Square vacation house rentals?
You can find great discounts on house rentals in Palmer Square on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Palmer Square?
In Palmer Square, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals and enjoy a homely dining experience. Many properties also feature coffee and tea makers, providing a convenient way to start the day with a warm beverage. Onsite parking is commonly available, making it easy for travellers with vehicles to access their accommodations. Additionally, some rentals offer a blender for those who enjoy smoothies or cooking, and many properties are equipped with travel cribs, suiting families with young children.
Are there any family house rentals in Palmer Square?
In Palmer Square, Illinois, there are numerous family-friendly house rentals available, with around 22 options to choose from. This vibrant neighbourhood, known for its charming parks and community atmosphere, provides an excellent base for families. Many of the homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces suitable for children to play safely. Amenities such as Wi-Fi and air conditioning are typically included, ensuring a comfortable stay for all.
Can I rent a vacation home with a pool or hot tub in Palmer Square?
In Palmer Square, Illinois, there are several vacation homes available for rent that feature both pools and hot tubs. This vibrant neighbourhood, known for its beautiful park and community atmosphere, offers a variety of options for travellers seeking relaxation and comfort. Many of these properties come equipped with private pools and hot tubs, ideal for unwinding after a day of exploring the local area.
Are there any Palmer Square vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Palmer Square with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Palmer Square?
In Palmer Square, there are several pet-friendly vacation rentals available for those travelling with furry companions. This vibrant neighbourhood is known for its charming parks and community atmosphere, making it an excellent choice for pet owners. The vacation rentals in this area typically feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air.
Can I find long-stay vacation rentals in Palmer Square?
A long-stay vacation rental in Palmer Square is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work vacation rentals in Palmer Square?
In Palmer Square, Illinois, there are numerous remote work-friendly vacation rentals available—around 31 options to choose from. This vibrant neighbourhood, known for its beautiful parks and community feel, is an excellent choice for those looking to blend work and leisure. Many of the properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desks, ergonomic chairs, and even computer monitors in some cases, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Palmer Square vacation rental?
Book your Palmer Square vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Palmer Square home rental booking on Vrbo?
To find Palmer Square vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Palmer Square vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.