East Village holiday lettings

We found 172 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in East Village that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, including Wi-Fi and parking. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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Why visit East Village

  • Urban charm: Experience the vibrant streets and iconic skyscrapers that define East Village's unique city atmosphere.
  • Family-friendly activities: Enjoy a variety of attractions and parks that cater to families seeking outdoor fun and relaxation.
  • Cultural richness: Immerse yourself in the local charm and history that the East Village has to offer.
  • Diverse cuisine: Savor delicious local dishes at a multitude of eateries scattered throughout the neighbourhood.
  • Varied accommodation: Choose from stylish apartments and cosy holiday homes to suit every budget and taste.

Popular types of accommodation around East Village

You've chosen the vibrant East Village for your next getaway, and now it's time to find the perfect place to stay. From stylish apartments and charming private holiday homes to modern condos, the East Village offers a variety of holiday rentals to suit every taste and budget. Explore our selection of apartment holiday rentals to ensure a delightful stay in this lively neighbourhood.

  • Apartments: The most sought-after accommodation in East Village, offering a convenient and comfortable base for your stay.
  • Houses: Ideal for families or groups seeking a homely atmosphere with extra space and privacy.
  • Condos: A popular choice that combines the benefits of apartment living with communal amenities.
  • Cottages: Quaint and charming, perfect for those desiring a peaceful escape in a picturesque setting.
  • Villas: Luxurious options for travellers looking for spacious living and upscale amenities.**

Top attractions near East Village

The East Village in Chicago is an ideal destination for families and outdoor enthusiasts seeking a city-themed holiday. Visitors can explore a variety of attractions, including iconic skyscrapers, vibrant streets, and historic buildings. With a rich cultural scene, East Village caters to those looking for a family-friendly experience while immersing themselves in the local charm and history. Don't miss out on the unique points of interest that make this area a delightful place to discover.

  • Michigan Avenue: Known as the Magnificent Mile, this bustling street offers an array of shops, restaurants, and cultural attractions, embodying the vibrant city atmosphere of Chicago.
  • Chicago Riverwalk: This scenic promenade along the Chicago River is perfect for families and outdoor enthusiasts, featuring cafes, parks, and stunning views of the city’s architecture.
  • Willis Tower: Once the tallest building in the world, this iconic skyscraper boasts impressive views from its Skydeck, allowing visitors to experience the city from a remarkable vantage point.

Things to do recommended for couples

For a romantic getaway in East Village, enjoy a lively evening at the House of Blues Chicago, just 1.2km away. Savor a delightful meal at the Historic Michael Jordan Restaurant, 1.9km away, before catching a concert at the Aragon Ballroom, 3.1km away, for unforgettable memories.

Things to do recommended for families

Families visiting East Village can experience the excitement of a Chicago Cubs game at Wrigley Field, unwind at the serene Northerly Island Natural Area, or enjoy fitness and relaxation at The East Bank Club, making for an enjoyable and varied family outing.

Things to do recommended for groups

Experience the vibrant culture of Chicago by catching a show at the Cadillac Palace Theatre, enjoying some laughs at Second City, or indulging in retail therapy at the 900 North Michigan Shops. Each venue is conveniently located within 1.2km, perfect for group outings.

What do I need to keep in mind when booking a vacation around East Village

If you're travelling with a group, family, pets, or planning for an extended stay, it's important to apply the right filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to East Village with a group: Think about how many bedrooms you require, as well as any additional amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for all of these options, and many more, on Vrbo.
  • Traveling to East Village with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, as well as to look for suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to East Village: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that every family member feels completely at home.
  • Planning for a long term stay visiting East Village: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the ideal spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near East Village

The East Village in Chicago offers a delightful blend of urban charm and family-friendly activities. With its vibrant atmosphere, visitors can explore nearby attractions, enjoy scenic parks, and savour delicious local cuisine. Ideal for a family holiday, the East Village is perfect for those seeking a lively yet relaxed vacation experience. Don't miss the opportunity to discover this unique neighbourhood and its welcoming community, making it a memorable destination for all.

  • Chicago: Chicago is a vibrant metropolis located a mere 1.9km from East Village, offering an array of experiences for families and outdoor enthusiasts. Visitors can indulge in shopping at renowned retail districts and enjoy arena entertainment at the United Center. The city is also home to several educational attractions. Notable landmarks include the iconic Wrigley Field and the bustling tourist precinct, making it an essential stop on your itinerary.
  • Downtown Chicago: Downtown Chicago, also situated 1.9km away from East Village, is the city’s dynamic core, attracting families and urban explorers alike. This area is perfect for shopping, with a variety of boutiques and department stores, as well as theatre venues showcasing top performances. Key attractions include the vibrant tourist precinct and several sports facilities, including the historic Soldier Field, where you can catch a game or concert.
  • West Town: Just 124m from East Village, West Town is a lively neighbourhood known for its eclectic mix of activities. Families will enjoy the local theatres and music concerts, while shoppers can explore charming boutiques and artisan shops. The area features beautiful urban parks, making it ideal for outdoor relaxation. Key attractions such as the United Center and various sports facilities ensure there’s never a dull moment in this vibrant locale.

Best time to go to East Village

If you're planning a trip to East Village, 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 a breeze

Are you hoping to cut costs on your upcoming getaway? Being flexible with your travel dates could be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to 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 convenient area to plan new trips, pick up where you last stopped, or arrange and review your travel plans. You can easily access the properties you've saved or booked, now organised under Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in East Village?
In East Village, a variety of holiday rentals are available, with condos, holiday houses, and apartments all being popular choices. Numerous condos can be found throughout the neighbourhood, often featuring modern amenities such as fully equipped kitchens, open-plan living spaces, and sometimes access to communal facilities like pools or fitness centres.
Are there any beach house rentals in East Village?
In East Village, Illinois, there are indeed beach house rentals available, primarily suiting those seeking a relaxing getaway near the water. These properties are typically situated in charming neighbourhoods that offer easy access to local parks and lakeside activities. Travellers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor decks or patios for enjoying the fresh air. Many rentals also feature multiple bedrooms, making them suitable for families or groups.
How much does it cost to rent a holiday home in East Village?
Prices for holiday rentals in East Village 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 East Village 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 East Village holiday house rentals?
You can find great discounts on house rentals in East Village 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 East Village?
In East Village, popular rental amenities include fully equipped kitchens, which often feature modern appliances such as blenders and coffee or tea makers, making it easy for guests to prepare their own meals. Many rentals also offer kitchen islands for additional workspace and dining. Balconies are another sought-after feature, providing a lovely spot for relaxation and enjoying views of the vibrant neighbourhood.
Are there any family house rentals in East Village?
In East Village, Illinois, there are several family-friendly house rentals available. This vibrant neighbourhood is known for its vibrant charm and close-knit community atmosphere, making it an excellent choice for families. Many of the homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for children to play or for family gatherings.
Can I rent a holiday home with a pool or hot tub in East Village?
In East Village, Illinois, there are several holiday homes available for rent that feature both pools and hot tubs. This vibrant neighbourhood offers a mix of modern amenities and artistic charm, making it an appealing destination for travellers. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas for relaxation and entertainment. Inside, you can expect well-appointed kitchens, comfortable living spaces, and amenities like Wi-Fi and air conditioning to ensure a pleasant stay.
Are there any East Village holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in East Village 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 holiday rentals in East Village?
In East Village, travellers will find several pet-friendly holiday rentals that cater to those looking to enjoy this vibrant neighbourhood. Many of these accommodations come equipped with amenities such as open-plan living spaces, modern kitchens, and outdoor areas, which can be particularly appealing for guests with pets.
Can I find long-stay holiday rentals in East Village?
A long-stay holiday rental in East Village 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 East Village for a holiday rental?
The most popular time to visit East Village is during the peak season from May to July when the area comes alive with vibrant energy and a number of activities. This period is particularly favoured by travellers, as the warmer weather, with average temperatures in the mid to high 20s Celsius, creates ideal conditions for outdoor excursions, local festivals, and exploring the charming neighbourhood.

July stands out as the busiest month, drawing in tourists eager to soak up the sun and participate in community events. This lively atmosphere is superb for those who thrive on socializings and wish to immerse themselves in the local culture.

If you're looking for a more budget-friendly option, consider visiting in December. While this month marks the low season, it offers a unique charm, with holiday festivities illuminating the streets and a chance to experience East Village in a more peaceful setting. You'll find that holiday rentals often come at more attractive rates, allowing you to enjoy a cozy getaway without stretching your budget.
Are there any remote work holiday rentals in East Village?
In East Village, Illinois, there are several remote work-friendly holiday rentals available, making it a great choice for those looking to blend work and leisure. Many of these properties are equipped with essential amenities for remote work, including high-speed Wi-Fi, desks, computer monitors, and comfortable desk chairs, 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 East Village holiday rental?
Book your East Village 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.
Can I change or cancel my East Village home rental booking on Vrbo?
To find East Village 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 East Village 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.

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