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Sheffield and DePaul holiday lettings

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August 2025

September 2025

Discover a selection of 8 homes and other holiday rentals in Sheffield and DePaul that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a hot tub. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Sheffield and DePaul

Showing deals for:7 Nov - 14 Nov

Exceptional

(16 reviews)

New Garden Studio near Wrigley/DePaul/Dwtn

Chicago, IL

7% off

£172 per night

includes taxes & fees

Chef kitchen with Sub-Zero refrigerator, Wolf stove, Bosch dishwasher.

Exceptional

(64 reviews)

Stunning Lincoln Park Single-Family House with Fantastic Game Room

Chicago, IL

11% off

£687 per night

includes taxes & fees

Exceptional

(152 reviews)

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

Chicago, IL

21% off

£202 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Sheffield and DePaul

Lincoln Hall

Find the best place to stay - Sheffield and DePaul

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

Sleeps 7 · 4 bedrooms · 1 bathroom

Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!

Sleeps 12 · 4 bedrooms · 3+ bathrooms

Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!

Sleeps 6 · 3 bedrooms · 2 bathrooms

Top rated rentals - Sheffield and DePaul

Living Room with new West Elm/CB2 Furniture

Premier Host

Great stay

Great stay & lovely neighborhood. Everything listed was accurate & we didn’t have any issues at all. The host was very flexible & accommodative too. Highly recommended

Priyanka N.

Stayed Aug 2023

Outstanding condo in great location, beautifully furnished and equipped.

A wonderful place to stay in Chicago, close to public transport, shops and restaurants and just a few minutes walk from the lake shore. Our generous hosts provided wine, coffee, tea, fruit, chocolates and fresh flowers and were readily available to answer questions. There was also a well stocked larder. The condo is extremely comfortable and spotlessly clean and in a quiet and very smart avenue. We could not fault the accommodation and were very sorry to leave after 8 nights.

David L.

Stayed Sept 2018

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

Find out more about Sheffield and DePaul

Why visit Sheffield and DePaul

Family-friendly attractions: Sheffield and DePaul offer a variety of activities suitable for all ages, making it perfect for family outings.
Scenic neighbourhoods: Explore the charming streets of DePaul, known for its welcoming atmosphere and beautiful surroundings.
Urban parks and beaches: Enjoy relaxing moments in urban parks or nearby beaches, ideal for unwinding amidst the city bustle.
Cultural experiences: Engage in city tours that highlight the rich cultural tapestry of Sheffield and DePaul.
Diverse accommodation: Choose from stylish apartments, cosy homes, and modern condos to ensure a comfortable stay.

Popular types of accommodation around Sheffield and DePaul

If you're contemplating a getaway to Sheffield and DePaul, you'll find a delightful range of accommodation options to suit your needs. From stylish apartments and cosy houses to modern condos, there's something for everyone. Whether you're searching for DePaul apartments, properties, or spacious house rentals, or a comfortable bedroom apartment near Sheffield, we are here to help you find the perfect place for your stay.

Apartments: The most sought-after lodging option in Sheffield and DePaul, offering a range of amenities for a comfortable stay.
Houses: A popular choice for families and groups, these homes provide the privacy and space needed for a relaxing getaway.
Condos: Ideal for those seeking a blend of community and privacy, condos are a convenient option for your stay.
Cottages: Quaint and charming, cottages offer a homely atmosphere perfect for a peaceful retreat.
Villas: Luxurious and spacious, villas provide an upscale experience for those looking to indulge during their holiday.**

Top attractions near Sheffield and DePaul

Sheffield and DePaul in Chicago is perfect for family outings and city-themed adventures. Explore iconic skyscrapers, enjoy the serenity of urban parks, or relax at nearby beaches. This vibrant area offers rich cultural experiences and fun for all ages. Don’t miss the opportunity to join city tours that showcase the best of Sheffield and DePaul, ensuring a memorable visit for everyone.

Michigan Avenue: A vibrant street known for its bustling atmosphere, lined with high-end shops, dining options, and cultural landmarks, making it a must-visit for a true taste of city life.
Chicago Riverwalk: A picturesque promenade offering scenic views along the river, perfect for leisurely strolls, family outings, and outdoor dining, creating a relaxed yet engaging environment.
Water Tower Place: An iconic skyscraper featuring a shopping mall and observation deck, providing stunning views of the city while immersing visitors in Chicago's urban energy.

Things to do recommended for couples

Planning a romantic getaway in Sheffield and DePaul? Enjoy a lively evening at Lincoln Hall, just 124m away, or indulge in a delightful meal at the Historic Michael Jordan Restaurant, only 1.9km from your location. Don't miss the vibrant atmosphere of the Aragon Ballroom, also 1.9km away.

Things to do recommended for families

During your family vacation near Sheffield and DePaul, enjoy the exciting atmosphere at Wrigley Field, just 1.6km away. For relaxation, visit the Northerly Island Natural Area and The East Bank Club, both offering serene vibes within a short distance for a perfect family outing.

Things to do recommended for groups

Experience a delightful evening at the Vic Theatre, just 559m from Sheffield and DePaul, offering a mix of entertainment and culture. For laughs, head to Second City, 621m away, perfect for families. Don't miss the 900 North Michigan Shops, 1.2km distant, ideal for shopping and leisure.

What do I need to keep in mind when booking a vacation around Sheffield and DePaul

If you're travelling with a group, family, pets, or seeking extended stays, it's important to filter your options according to your specific needs. Here are some helpful Vrbo booking tips for you.

Traveling to Sheffield and DePaul with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
Traveling to Sheffield and DePaul with young kids: Journeying with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
Taking your pets with you to Sheffield and DePaul: For many, a family holiday just isn't the same without their four-legged companion. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Sheffield and DePaul: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By utilising the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to consider including features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Sheffield and DePaul

Sheffield and DePaul in Chicago offers a delightful blend of urban charm and family-friendly attractions. Visitors can explore the vibrant DePaul neighbourhood, known for its welcoming atmosphere and scenic streets. Enjoy the rooftop decks with stunning views, and take advantage of accessible accommodations. Just a stone's throw away, South Yorkshire's influence adds a unique touch, making it an ideal spot for outdoor adventures and cultural experiences.

Chicago: Chicago is a vibrant metropolis located 1.9km from Sheffield and DePaul. Renowned for its family-friendly atmosphere, the city offers a blend of outdoor and urban experiences. Visitors can enjoy a variety of activities, from shopping in the bustling districts to catching a live performance at an arena entertainment venue. Highlights include iconic landmarks such as sports stadiums and the lively tourist precinct, where you can soak in the city's dynamic culture and history.
Downtown Chicago: Also situated 1.9km from Sheffield and DePaul, Downtown Chicago is a bustling neighbourhood that perfectly encapsulates the essence of city life. It's an ideal destination for families and outdoor enthusiasts alike, with numerous activities such as shopping and theatre performances. The area boasts numerous attractions, including prominent stadiums and a vibrant tourist precinct, ensuring a memorable experience filled with entertainment and exploration.
Lincoln Park: Just 373m away from Sheffield and DePaul, Lincoln Park is a charming neighbourhood that offers a fantastic mix of family-friendly activities and outdoor experiences. This area is particularly known for its educational venues and shopping opportunities. Attractions include sports stadiums and the expansive urban park, providing ample opportunities for recreation and relaxation amidst the bustling city atmosphere.

Best time to go to Sheffield and DePaul

If you're planning a trip to Sheffield and DePaul, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Average	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Average
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Average
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Moderately Low	Average

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new adventures, pick up where you last paused, or review and organise your travel arrangements. You can easily locate any properties you've saved or booked within the Potential, Upcoming, or Current Trips sections. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Sheffield And Depaul?

Prices for holiday rentals in Sheffield And Depaul 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 Sheffield And Depaul to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.

Are there any discounts for Sheffield And Depaul holiday house rentals?

You can find great discounts on house rentals in Sheffield And Depaul 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.

Are there any Sheffield And Depaul holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Sheffield And Depaul 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.

Can I find long-stay holiday rentals in Sheffield And Depaul?

A long-stay holiday rental in Sheffield And Depaul 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 Sheffield And Depaul for a holiday rental?

The best time to visit Sheffield and DePaul is during the peak season from May to July, with July being particularly popular among holidaymakers. This vibrant period attracts those looking to immerse themselves in various outdoor activities, local festivals, and cultural events, all set against the warm and inviting summer climate.

During these months, temperatures typically range from the mid-teens to low twenties Celsius, providing superb conditions for exploring the beautiful parks, engaging in outdoor sports, or simply enjoying leisurely strolls through the neighbourhood. With so much to see and do, from visiting the historic Lincoln Park Zoo to indulging in local cuisine at charming cafes, it's an ideal time for travellers.

For travellers who prefer a quieter experience and want to maximise their budget, consider visiting in December. While it's the low season, the holiday spirit fills the air, with festive decorations and events providing a unique charm to the city. This month also allows for a more relaxed pace, superb for those who enjoy exploring at their leisure without the hustle and bustle of peak tourist crowds.

How early should I book a Sheffield And Depaul holiday rental?

Book your Sheffield And Depaul 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 Sheffield And Depaul?

In Sheffield and DePaul, visitors can explore a variety of attractions that showcase the charm of these vibrant neighbourhoods. DePaul is home to the iconic DePaul University, where the beautiful campus includes landmarks such as the Vincentian Monument and the historic St. Vincent de Paul Church. This area is also known for its lively dining scene, featuring a range of restaurants and cafes that cater to diverse tastes.

Can I change or cancel my Sheffield And Depaul home rental booking on Vrbo?

To find Sheffield And Depaul holiday 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 Sheffield And Depaul 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.