Sheffield and DePaul holiday lettings

We found 124 holiday rentals — enter your dates for availability
Discover a selection of 7 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:25 Dec - 1 Jan

Living Room with 60 in Smart TV
Chef kitchen with Sub-Zero refrigerator, Wolf stove, Bosch dishwasher.
Bedroom 1 - King Bed
Living Room with 60 in Smart TV
Exceptional
(92 reviews)

Stunning Lincoln Park Single-Family House with Fantastic Game Room

Chicago

11% off
£5,764
for 7 nights, 1 home
£823 per night
includes taxes & fees
Stunning Lincoln Park Single-Family House with Fantastic Game Room
Living area
Living area
Private kitchen
Dining
Exceptional
(57 reviews)

Cozy two bedroom close to Wrigley Field

Chicago

15% off
£2,595
for 7 nights, 1 apartment
£371 per night
includes taxes & fees
Cozy two bedroom close to Wrigley Field
Dining
Living area
Room
Exterior
Exceptional
(114 reviews)

Wrigley Field/Lakeview -Entire Home- Large Groups!

Chicago

11% off
£4,138
for 7 nights, 1 home
£591 per night
includes taxes & fees
Wrigley Field/Lakeview -Entire Home- Large Groups!
Room
Interior
Dining
Living area
Exceptional
(38 reviews)

Lincoln Park 3BR Townhome • Rooftop • King Suite • Sleeps 10

Chicago

7% off
£6,151
for 7 nights, 1 home
£879 per night
includes taxes & fees
Lincoln Park 3BR Townhome • Rooftop • King Suite • Sleeps 10
Private kitchen
Belmont Harbor
Living area
Exterior
Exceptional
(192 reviews)

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Chicago

14% off
£4,683
for 7 nights, 1 home
£669 per night
includes taxes & fees
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Private kitchen
Neighborhood Photo
Room
Interior
Exceptional
(39 reviews)

Cozy 2-Bedroom Apartment | Close to Wrigley

Chicago

8% off
£2,166
for 7 nights, 1 apartment
£309 per night
includes taxes & fees
Cozy 2-Bedroom Apartment | Close to Wrigley
Private kitchen
Exterior
Dining
Room
Exceptional
(36 reviews)

Lincoln Park Charm Near Everything + On site Parking Spot Included

Chicago

7% off
£4,891
for 7 nights, 1 apartment
£699 per night
includes taxes & fees
Lincoln Park Charm Near Everything + On site Parking Spot Included
Room
Living area
Exterior
Private kitchen
Exceptional
(14 reviews)

Cozy apartment near zoo, DePaul, Oz Park and much more!

Chicago

7% off
£2,331
for 7 nights, 1 apartment
£333 per night
includes taxes & fees
Cozy apartment near zoo, DePaul, Oz Park and much more!

  • 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

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudyModerately LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyModerately LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyModerately HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyModerately LowAverage

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?
July is the most popular time to visit Sheffield and DePaul, Illinois, as the peak season runs from May through July. This lively period draws visitors eager to soak up the summer atmosphere, explore the vibrant local culture, and partake in a variety of outdoor activities. With temperatures typically ranging from around 20 to 30 degrees Celsius, you can comfortably enjoy sightseeing in the area, whether it's strolling through local parks or indulging in al fresco dining at charming restaurants.During these warmer months, Sheffield and DePaul come alive with festivals and events, making it an ideal time for those seeking a dynamic holiday experience. From music festivals to farmers' markets, there's always something happening that enhances the local charm.If you're looking for a more budget-friendly option, consider visiting in December. While this month falls outside the peak season, it offers a unique charm with holiday decorations and events, creating a festive atmosphere. Plus, the quieter streets provide a more relaxed experience for those interested in exploring the area's attractions without the crowds.In summary, your choice of when to visit Sheffield and DePaul can shape your holiday experience, whether you crave the bustling energy of summer or the serene vibe of winter festivities.
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, Illinois, United States of America?
In Sheffield and DePaul, visitors can explore an array of attractions that showcase the vibrant culture and history of the area. Sheffield, known for its beautiful tree-lined streets and historic architecture, is home to several charming parks, including the picturesque Oz Park, which features lovely walking paths and a playground.DePaul University adds a lively academic atmosphere to the neighbourhood, with its beautiful campus and cultural events open to the public. The nearby Lincoln Park Zoo offers a fantastic day out with free admission and a variety of animals, making it a great spot for families.Additionally, the area boasts a variety of independent shops, cafes, and restaurants, particularly along Lincoln Avenue and Armitage Avenue, where visitors can enjoy local dining experiences. For those interested in art and culture, the DePaul Art Museum showcases contemporary art exhibitions and is a wonderful resource for both locals and tourists.
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 cabin or a beach house, you can turn your space into a standout destination, become a host 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 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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, 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 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.

More holiday ideas