---
title: "Palmer Square Holiday Rentals, Chicago: Private House Rentals | Vrbo"
canonical: "https://www.vrbo.com/en-gb/holiday-rentals/united-states/illinois/cook-county/chicago/palmer-square"
language: en-GB
market: GB
currency: GBP
prices_as_of: 2026-11-14T17:57:30Z
---

# Palmer Square holiday lettings
![A statue of two eagles on a pedestal, surrounded by trees and buildings, with a city skyline in the background.](https://images.trvl-media.com/place/553248635976469753/45802b9c-d471-4061-80e4-4f6409ce1a13.jpg?impolicy=resizecrop&rw=1920&ra=fit&ch=480)

We found 72 holiday rentals — enter your dates for availability

Discover a selection of 6 apartments and other holiday rentals in Palmer Square that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you expect for your stay, which might include air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

## Find spaces that suit your style

[Search for Houses](https://www.vrbo.com/search?destination=Palmer+Square%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=553248635976469753&latLong=41.920601%2C-87.700259&adults=2&startDate=2026-11-28&d1=2026-11-28&endDate=2026-11-30&d2=2026-11-30&property%5Ftype%5Fgroup=house)

House

[Search for Condos/Apartments](https://www.vrbo.com/search?destination=Palmer+Square%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=553248635976469753&latLong=41.920601%2C-87.700259&adults=2&startDate=2026-11-28&d1=2026-11-28&endDate=2026-11-30&d2=2026-11-30&property%5Ftype%5Fgroup=apartment%5For%5Fcondo)

Condo/Apartment

[search for cabins](https://www.vrbo.com/search?destination=Palmer+Square%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=553248635976469753&latLong=41.920601%2C-87.700259&adults=2&startDate=2026-11-28&d1=2026-11-28&endDate=2026-11-30&d2=2026-11-30&property%5Ftype%5Fgroup=cabin)

Cabin

[search for cottages](https://www.vrbo.com/search?destination=Palmer+Square%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=553248635976469753&latLong=41.920601%2C-87.700259&adults=2&startDate=2026-11-28&d1=2026-11-28&endDate=2026-11-30&d2=2026-11-30&property%5Ftype%5Fgroup=cottage)

Cottage

[search for villas](https://www.vrbo.com/search?destination=Palmer+Square%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=553248635976469753&latLong=41.920601%2C-87.700259&adults=2&startDate=2026-11-28&d1=2026-11-28&endDate=2026-11-30&d2=2026-11-30&property%5Ftype%5Fgroup=villa)

Villa

[search for chalets](https://www.vrbo.com/search?destination=Palmer+Square%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=553248635976469753&latLong=41.920601%2C-87.700259&adults=2&startDate=2026-11-28&d1=2026-11-28&endDate=2026-11-30&d2=2026-11-30&property%5Ftype%5Fgroup=chalet)

Chalet

## Find the best place to stay - Palmer Square

### [Family-friendly, stylish Chicago Apartment in Logan Square](https://www.vrbo.com/en-gb/p7947718?containsVideo=false)

![Image of Family-friendly, stylish Chicago Apartment in Logan Square](https://media.vrbo.com/lodging/40000000/39220000/39215900/39215875/c4cb524b.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Chicago, IL
- Guest rating: 10/10 (Exceptional, 82 reviews)

Premier Host

Sleeps 7 · 3 bedrooms · 1 bathroom

### [Large 3 bdrm / dining in the heart of Logan Square mins to DOWNTOWN](https://www.vrbo.com/en-gb/p7675578?containsVideo=false)

![Image of Large 3 bdrm / dining in the heart of Logan Square mins to DOWNTOWN](https://media.vrbo.com/lodging/36000000/35680000/35674600/35674577/8802cb61.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Chicago, IL
- Guest rating: 9.8/10 (Exceptional, 42 reviews)

Premier Host

Sleeps 8 · 3 bedrooms · 1 bathroom

### [3br with Private Entrance - Garden Unit](https://www.vrbo.com/en-gb/p4073810vb?containsVideo=false)

![Image of 3br with Private Entrance - Garden Unit](https://media.vrbo.com/lodging/107000000/106460000/106454300/106454272/a64591a1.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Chicago, IL
- Guest rating: 8.6/10 (Excellent, 17 reviews)

Sleeps 4 · 3 bedrooms · 1 bathroom

### [Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square](https://www.vrbo.com/en-gb/p2968024vb?containsVideo=false)

![Image of Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square](https://media.vrbo.com/lodging/84000000/83850000/83849500/83849467/46eb0951.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Chicago, IL
- Guest rating: 10/10 (Exceptional, 70 reviews)

Premier Host

Sleeps 6 · 3 bedrooms · 1 bathroom

### [Convenient, bright 2 bed in the heart of Logan Square with free street parking](https://www.vrbo.com/en-gb/p2310252vb?containsVideo=false)

![Image of Convenient, bright 2 bed in the heart of Logan Square with free street parking](https://media.vrbo.com/lodging/68000000/67560000/67559800/67559796/c874c7f4.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Chicago, IL
- Guest rating: 10/10 (Exceptional, 68 reviews)

Sleeps 4 · 2 bedrooms · 1 bathroom

### [Charming single-family home in Logan Square](https://www.vrbo.com/en-gb/p1664685vb?containsVideo=false)

![Image of Charming single-family home in Logan Square  ](https://media.vrbo.com/lodging/38000000/37660000/37659900/37659834/9a003223.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Chicago, IL
- Guest rating: 10/10 (Exceptional, 45 reviews)

Premier Host

Sleeps 6 · 3 bedrooms · 2+ bathrooms

### Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support

### More quality time
From booking to staying, the whole process is simple and enjoyable

### All the privacy of home
Enjoy full kitchens, pools, gardens and more

### More for less
More space, more privacy, more amenities — more value

## Frequently Asked Questions

### What is the most popular type of holiday rental in Palmer Square?

In Palmer Square, apartments are the most popular type of holiday rental, with around 32 available in the area. These apartments are typically situated in charming neighbourhoods, providing easy access to local parks and community events. Most units come with modern amenities, including fully equipped kitchens, comfortable living areas, and some even offer outdoor spaces like balconies or patios for enjoying the pleasant surroundings.

Additionally, there are approximately 14 holiday houses available, ideal for larger groups or families seeking more space. These homes often include multiple bedrooms, private gardens, and areas for outdoor dining, making them great for gatherings. The neighbourhood also features several condos that add to the variety of accommodation options.

### How much does it cost to rent a holiday home in Palmer Square?

Prices for holiday 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from [affordable rentals in Palmer Square](https://www.vrbo.com/en-gb/search?regionId=553248635976469753&sort=PRICE%5FLOW%5FTO%5FHIGH) to more spacious homes. To get the best value, book early and take advantage of [Vrbo’s free rewards program](https://www.vrbo.com/en-gb/welcome-one-key).

### Are there any discounts for Palmer Square holiday 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, allowing guests to prepare their own meals, and coffee and tea makers for a comforting start to the day. Many properties also offer onsite parking, which is particularly convenient for those travelling by car. Additionally, rentals often come equipped with essentials such as paper towels and desks, providing a comfortable space for work or planning daily activities.

### Can I find family house rentals in Palmer Square?

In Palmer Square, Illinois, there are numerous family-friendly house rentals available, with around 15 options for visitors to consider. This vibrant neighbourhood is known for its beautiful green spaces and community atmosphere, making it an excellent choice for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to play in.

Additionally, visitors can enjoy amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay. The locale is conveniently situated near parks and playgrounds, offering ample opportunities for outdoor activities. Families can also explore local cafes, shops, and cultural attractions, creating a memorable experience in this charming part of Chicago.

### Can I rent a holiday home with a pool or hot tub in Palmer Square?

In Palmer Square, Illinois, there are several holiday homes available for rent that feature both pools and hot tubs. This charming neighbourhood offers a mix of urban convenience and residential comfort, making it an appealing choice for travellers. Many of these properties come equipped with private pools, outdoor seating areas, and hot tubs, great for relaxation after a day of exploring the city. Additionally, you can expect amenities like fully equipped kitchens, spacious living areas, and easy access to local parks and cafes, enhancing your stay in this vibrant area.

### Are there any Palmer Square holiday rentals with parking?

Vrbo offers a wide selection of [holiday rentals in Palmer Square with parking](https://www.vrbo.com/en-gb/search?regionId=553248635976469753&amenities%5Ffacilities%5Fgroup=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.

### Can I book pet-friendly holiday rentals in Palmer Square?

In Palmer Square, there are several pet-friendly holiday rentals available, making it a great option for travellers with furry companions. These rentals often feature modern amenities such as fully equipped kitchens, comfortable living spaces, and outdoor areas where pets can enjoy some fresh air. Many properties are located close to Palmer Square Park, which offers ample green space for walks and playtime with pets. The park's walking paths and open areas provide a welcoming environment for both pets and their owners. Additionally, the neighbourhood is home to a variety of pet-friendly cafes and shops, ensuring that you and your pet have plenty of options within easy reach.

### Can I find long-stay holiday rentals in Palmer Square?

A long-stay holiday 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.

### When is the best time to visit Palmer Square for a holiday rental?

The most popular time to visit Palmer Square is during the peak season from May to July. This vibrant period attracts families and holidaymakers looking to enjoy the lush greenery and various outdoor events that the area has to offer. With temperatures often ranging between 20 to 30 degrees Celsius, the pleasant climate makes it ideal for exploring the local parks, enjoying community festivals, or simply unwinding at a café while soaking in the atmosphere.

July stands out as the busiest month, bringing a lively buzz to the square with numerous summer activities and gatherings. Visitors can revel in the warm evenings filled with live music and outdoor dining, creating a truly memorable experience.

For those seeking a more budget-friendly option, consider planning your visit in December. While this month may be quieter, it offers a unique charm with festive decorations and holiday markets, providing a chance to experience Palmer Square in a different light. The cooler temperatures (around 0 to 5 degrees Celsius) encourage cosy gatherings and indoor activities, making it a delightful time for a winter retreat.

Ultimately, your best time to book a holiday rental in Palmer Square will depend on whether you prefer the lively summer atmosphere or the enchanting tranquillity of the winter season.

### Are there any remote work holiday rentals in Palmer Square?

In Palmer Square, Illinois, there are numerous remote work-friendly holiday rentals available, with around 44 options to choose from. This vibrant neighbourhood offers a blend of urban convenience and community charm, making it an ideal spot for those looking to work remotely. Many of the holiday rentals here come equipped with essential amenities such as high-speed Wi-Fi and dedicated workspaces, including desks and comfortable chairs, ensuring a productive environment.

The area is also well-situated for leisure, with nearby parks and local cafes that provide superb spots for breaks or casual meetings. Palmer Square is close to interesting attractions, including the historic buildings and lively streets that characterise the neighbourhood, offering a wealth of dining and entertainment options just a short walk away. To help narrow your search, insert your dates and apply the "[WiFi](https://www.vrbo.com/en-gb/search?regionId=553248635976469753&amenities%5Ffacilities%5Fgroup=internet%5Favailable)" filter on Vrbo.

### How early should I book a Palmer Square holiday rental?

Book your Palmer Square holiday 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 holiday rental, the better the price.

 \*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

### What are the top attractions in Palmer Square, Illinois, United States of America?

In Palmer Square, visitors can enjoy a variety of attractions that showcase the area's charm. The square itself is a lovely green space, great for picnics or leisurely strolls, surrounded by picturesque tree-lined streets and historic architecture. Close by, the vibrant neighbourhood of Logan Square offers a range of trendy cafes, bars, and restaurants, making it a popular spot for food enthusiasts. The Logan Theatre, a historic cinema, is a great place to catch a film in a charming setting.

Additionally, the nearby Boulevards, known for their beautiful residential homes and gardens, provide a delightful backdrop for walking or cycling. The area is also well-connected to public transport, making it easy to explore further afield in Chicago, where attractions like the Art Institute or Millennium Park are just a short ride away.

### Can I change or cancel my Palmer Square home rental booking on Vrbo?

To find Palmer Square holiday rentals with free cancellation, just use Vrbo's handy "[Free cancellation](https://www.vrbo.com/en-gb/search?regionId=553248635976469753&free%5Fcancellation%5Fgroup=free%5Fcancellation)" 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 cabin or a beach house, you can turn your space into a standout destination, [become a host](https://www.vrbo.com/en-gb/list) and let Vrbo handle the heavy lifting to help you thrive.

 Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

### Are all fees included in the Palmer Square holiday 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.

### What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With [VrboCare™](https://www.vrbo.com/en-gb/tlp/trust-and-safety/care-guarantee), you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.

 If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

### What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

 Vrbo also offers support via live chat through our [Help Centre](https://www.vrbo.com/en-gb/helpcenter/?articleId=40104), where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

### Can I plan a group trip on Vrbo?

Vrbo's [Trip Planner](https://www.vrbo.com/en-gb/why/trip-planning) makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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## Other language versions

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  en-CA: https://www.vrbo.com/en-ca/vacation-rentals/united-states/illinois/cook-county/chicago/palmer-square
  en-US: https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/northwest/logan-square/palmer-square
  pt-BR: https://www.vrbo.com/pt-br/alugue-temporada/estados-unidos/illinois/cook-county/chicago/palmer-square
```