Evanston holiday rentals

We found 1,998 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Evanston by choosing from 30 houses, 55 apartments and other holiday rentals. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Evanston

Showing deals for:18 Dec - 25 Dec

Room
Interior
Living area
Exterior
Exceptional
(39 reviews)

Private Historical Mansion,Luxury Home in Chicago’s Gold Coast, Event-Capable.

Chicago

8% off
AU$35,956
for 7 nights, 1 home
AU$5,137 per night
includes taxes & fees
Private Historical Mansion,Luxury Home in Chicago’s Gold Coast, Event-Capable.
Dining
Our downtown Townhouse is in an amazing location
Interior
It is huge! With lots of areas for relaxing and entertaining
Exceptional
(91 reviews)

Historic luxury townhouse on Chicago's Gold Coast

Chicago

5% off
AU$10,989
for 7 nights, 1 home
AU$1,570 per night
includes taxes & fees
Historic luxury townhouse on Chicago's Gold Coast
Dining Area
Top floor kitchen and dining area
Bedroom 3 w/ Queen Bed
2 spots come with the unit- occupied by the van and SUV in this photo.
Exceptional
(34 reviews)

The Exclusive- 7 Bed, 6 Bath Retreat

Chicago

5% off
AU$10,071
for 7 nights, 1 apartment
AU$1,439 per night
includes taxes & fees
The Exclusive- 7 Bed, 6 Bath Retreat
Living Room with 60 in Smart TV
Chef kitchen with Sub-Zero refrigerator, Wolf stove, Bosch dishwasher.
Living Room with 60 in Smart TV
Bedroom 1 - King Bed
Exceptional
(92 reviews)

Stunning Lincoln Park Single-Family House with Fantastic Game Room

Chicago

11% off
AU$10,791
for 7 nights, 1 home
AU$1,542 per night
includes taxes & fees
Stunning Lincoln Park Single-Family House with Fantastic Game Room
Exterior
Living area
Dining
Private kitchen
Exceptional
(111 reviews)

Wrigley Field/Lakeview -Entire Home- Large Groups!

Chicago

11% off
AU$7,656
for 7 nights, 1 home
AU$1,094 per night
includes taxes & fees
Wrigley Field/Lakeview -Entire Home- Large Groups!
Living room area opens into dining room & kitchen
3 bedroom unit is top floor of historic greystone
Dining room area
View of Robey Hotel from back deck
Exceptional
(100 reviews)

Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.

Chicago

7% off
AU$6,394
for 7 nights, 1 home
AU$913 per night
includes taxes & fees
Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
Interior
Interior
Living area
Room
Exceptional
(38 reviews)

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

Chicago

7% off
AU$10,549
for 7 nights, 1 home
AU$1,507 per night
includes taxes & fees
Lincoln Park 3BR Townhome • Rooftop • King Suite • Sleeps 10
Dining
Living area
Terrace/patio
Private kitchen
Exceptional
(57 reviews)

Cozy two bedroom close to Wrigley Field

Chicago

15% off
AU$4,253
for 7 nights, 1 apartment
AU$608 per night
includes taxes & fees
Cozy two bedroom close to Wrigley Field
Miscellaneous
Living area
Room
Point of interest
Exceptional
(15 reviews)

1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

Chicago

11% off
AU$4,908
for 7 nights, 1 home
AU$701 per night
includes taxes & fees
1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Fun Mirror Wall Upstairs
Downstairs living area
Downstairs living room
Kitchen (upstairs)
Exceptional
(99 reviews)

Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!

Chicago

7% off
AU$12,458
for 7 nights, 1 apartment
AU$1,780 per night
includes taxes & fees
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
Living area
Interior
Private kitchen
Interior
Exceptional
(12 reviews)

Peaceful Living-2Bdrm/2Bath w/Private Parking, WiFi-Work Station-Wicker Park!

7% off
AU$3,008
for 7 nights, 1 apartment
AU$430 per night
includes taxes & fees
Peaceful Living-2Bdrm/2Bath w/Private Parking, WiFi-Work Station-Wicker Park!
Enjoy your stay in the well appointed living room with a 55" Roku Smart TV
5 minutes drive to McCormick Place (0.9 miles)
Bedroom #1 with 2 double beds and an in-suite bathroom
Upscale kitchen with an equally spacious dining room
Wonderful
(9 reviews)

23rd St - Modern 2 Bedroom with Parking - near McCormick Place, Chinatown

Chicago

7% off
AU$3,365
for 7 nights, 1 apartment
AU$481 per night
includes taxes & fees
23rd St - Modern 2 Bedroom with Parking - near McCormick Place, Chinatown
Games room
Living area
Games room
Lobby
Exceptional
(9 reviews)

Elite 4BR Art Deco suite. Garage included.

Chicago

7% off
AU$10,763
for 7 nights, 1 apartment
AU$1,538 per night
includes taxes & fees
Elite 4BR Art Deco suite. Garage included.
Private kitchen
Exterior
Dining
Room
Exceptional
(35 reviews)

Lincoln Park Charm Near Everything + On site Parking Spot Included

Chicago

7% off
AU$8,747
for 7 nights, 1 apartment
AU$1,250 per night
includes taxes & fees
Lincoln Park Charm Near Everything + On site Parking Spot Included
Convenient on-premis laundry room with coin operated washer and dryer
Spacious Living Room with Roku TV, sofa bed, smart thermostat, etc
Bedroom #1 w 2 full size beds plus a desk
Private kitchen
Wonderful
(26 reviews)

1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

Chicago

7% off
AU$2,717
for 7 nights, 1 apartment
AU$388 per night
includes taxes & fees
1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
Heritage Outpost cafe in lobby
Restored grand lobby with work tables, club seating, and stained glass ceiling
Doorman building with grand lobby
Craft cocktail bar in lobby
Exceptional
(15 reviews)

Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking

Chicago

7% off
AU$2,347
for 7 nights, 1 apartment
AU$335 per night
includes taxes & fees
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Living area
Belmont Harbor
Living area
Private kitchen
Exceptional
(192 reviews)

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

Chicago

15% off
AU$6,739
for 7 nights, 1 home
AU$963 per night
includes taxes & fees
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Interior
Dining
Private kitchen
Living area
Exceptional
(19 reviews)

Lovely 3 Bedroom condo near Wrigley!

Chicago

11% off
AU$5,773
for 7 nights, 1 apartment
AU$825 per night
includes taxes & fees
Lovely 3 Bedroom condo near Wrigley!
Private kitchen
Exterior detail
Dining
Room
Exceptional
(71 reviews)

Wicker Park near Downtown and the Salt Shed Special 125.00 Sept 21-23

Chicago

7% off
AU$2,632
for 7 nights, 1 apartment
AU$376 per night
includes taxes & fees
Wicker Park near Downtown and the Salt Shed Special 125.00 Sept 21-23
Private kitchen
Neighborhood Photo
Private Patio
Interior
Exceptional
(38 reviews)

Cozy 2-Bedroom Apartment | Close to Wrigley

Chicago

9% off
AU$3,512
for 7 nights, 1 apartment
AU$502 per night
includes taxes & fees
Cozy 2-Bedroom Apartment | Close to Wrigley
Exterior detail
Interior
Room
Private kitchen
Exceptional
(21 reviews)

Modern 2BR Near Loyola & Lake Michigan

Chicago

7% off
AU$2,453
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Modern 2BR Near Loyola & Lake Michigan
Living area
Interior
Bathroom
Private kitchen
Exceptional
(21 reviews)

Chicago Bear Den

Chicago

7% off
AU$2,459
for 7 nights, 1 apartment
AU$351 per night
includes taxes & fees
Chicago Bear Den
Living area
Interior
Exterior
Room
Very good
(21 reviews)

Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.

Chicago

7% off
AU$2,163
for 7 nights, 1 apartment
AU$309 per night
includes taxes & fees
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
Relax on the spacious balcony overlooking our quiet residential street.
Your home away from home in a beautiful garden setting
Loyola University 2 blocks
Living Room with a view, and balcony door
Exceptional
(262 reviews)

Remodeled, spacious and bright apartment — near Loyola, beach & subway

Chicago

7% off
AU$3,628
for 7 nights, 1 apartment
AU$518 per night
includes taxes & fees
Remodeled, spacious and bright apartment — near Loyola, beach & subway

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Lively Evanston will entice you

The area's live music and theatre scene are just some of the reasons to come on holiday to Evanston. Well known for its university setting, shopping and restaurants, this walkable city won't disappoint. Wrigley Field and Navy Pier are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Evanston

Are you hoping to find attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Evanston a one-of-a-kind holiday spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • The Glen Club (7.8 mi / 12.6 km)
  • Lincoln Park Zoo (9 mi / 14.5 km)
  • Northbrook Sports Complex (9.8 mi / 15.8 km)
  • Chevy Chase Country Club (14.2 mi / 22.9 km)
  • Adagio Teas (3.5 mi / 5.6 km)
  • The Dome at the Parkway Bank Sports Complex (10.5 mi / 17 km)

Exploring the natural features in Evanston

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Evanston is a great place to get outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (11.7 mi / 18.8 km)
  • Grant Park (12.4 mi / 19.9 km)
  • Montrose Beach (6 mi / 9.6 km)
  • Lincoln Park (7.3 mi / 11.8 km)
  • Portage Park (7.4 mi / 11.9 km)
  • Chicago Botanic Garden (8.7 mi / 14 km)

Travelling to and around Evanston

The nearest airport is in Chicago, IL (PWK-Chicago Executive), located 11.9 mi (19.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Chicago O'Hare International Airport (ORD), which is 12.1 mi (19.5 km) away.

If you prefer to travel by train, Evanston Davis Street Station, Evanston Main Street Station and Evanston Central Street Station are the main stations that serve the city. You can see more of Evanston by catching a ride on the metro at Davis Metro Station, Dempster Station or Foster Station.

Frequently asked questions

What is the best area to stay in Evanston when booking a holiday rental?
When considering a stay in Evanston, Illinois, one of the best areas to book a holiday rental is near the vibrant downtown district. This area is not only bustling with a variety of shops and restaurants but is also conveniently located close to the picturesque waterfront along Lake Michigan. Visitors can enjoy scenic views and leisurely strolls along the lakefront paths.Another appealing neighbourhood is the area surrounding Northwestern University, which infuses the surroundings with a youthful energy and offers access to beautiful campus architecture. Here, you'll find a range of cultural attractions, including the Block Museum of Art, which showcases impressive exhibitions.Evanston boasts a diverse selection of properties, including charming historic homes and modern apartments, ensuring that there is something to suit every traveller's needs.
Where are the best areas for renting a beach house in Evanston?
For renting a beach house in Evanston, Illinois, the most appealing areas are along the scenic shoreline of Lake Michigan. The neighbourhoods near the beach parks, such as Lighthouse Beach and Clark Street Beach, offer a variety of rental options that provide direct access to the sandy shores and stunning lake views. Many of these properties come equipped with amenities such as spacious decks or balconies, outdoor grills, and fully stocked kitchens, which are superb for families or groups looking to enjoy the coastal atmosphere.In addition to the waterfront, the historic district surrounding Northwestern University features charming homes with character, often equipped with modern comforts like air conditioning, Wi-Fi, and laundry facilities. Staying in this area allows easy access to local attractions, including the vibrant downtown area with its shops and restaurants.Moreover, the nearby Evanston Arts District and the picturesque Baha'i House of Worship are worth exploring, adding cultural richness to your beach retreat.
What is the most popular type of holiday rental accomodation in Evanston?
In Evanston, apartments are the most popular type of holiday rental, with around 204 available throughout the city. These rentals are typically situated in vibrant neighbourhoods close to the waterfront and the Northwestern University campus. Most apartments feature modern amenities such as fully equipped kitchens, comfortable living areas, and often include access to communal facilities like gyms or rooftop terraces for relaxation.For those seeking more space, there are about 108 holiday houses available, which cater well to families or groups. These homes usually come with multiple bedrooms, private gardens, and outdoor dining areas, superb for enjoying the pleasant outdoor atmosphere. Additionally, there are around 40 condos and several cottages that offer unique charm and amenities, enhancing the variety of options for visitors.
Are there any family house rentals in Evanston?
In Evanston, Illinois, there are numerous family-friendly house rentals available—specifically, around 44 options scattered throughout the area. Families can find homes in neighbourhoods such as the historic district and near the scenic waterfront, providing both charm and convenience. Many of these properties feature spacious living areas, fully equipped kitchens ideal for family meals, and comfortable bedrooms to accommodate larger groups.Visitors can also expect amenities like outdoor spaces for children to play, laundry facilities, and Wi-Fi to keep everyone connected. The proximity to local parks, such as the expansive Dawes Park, offers ample opportunities for outdoor activities, while the vibrant downtown area is home to shops and eateries that cater to all tastes.
Can I rent a holiday home with a pool or hot tub in Evanston?
In Evanston, there are several holiday homes available for rent that feature pools and hot tubs, with around 13 options to choose from. This charming city, located just north of Chicago along the shores of Lake Michigan, offers a mix of urban and suburban experiences. You'll find properties in various neighbourhoods, including the historic district near the Northwestern University campus, which provides a vibrant setting with nearby parks and local eateries.Travellers can expect a range of amenities in these rentals, such as private swimming pools, relaxing hot tubs, spacious outdoor areas for entertaining, and fully equipped kitchens for self-catering. Many properties also come with additional features like barbecue grills and comfortable lounge areas, making them ideal for families or groups looking to enjoy a leisurely stay.
Are there pet-friendly house rentals in Evanston?
In Evanston, there are numerous pet-friendly house rentals available, making it an excellent choice for travellers with pets. The area offers a variety of accommodations, ranging from charming bungalows to spacious family homes, many of which come equipped with modern amenities such as fully stocked kitchens, outdoor spaces, and comfortable living areas.Evanston's proximity to the picturesque shores of Lake Michigan is a significant advantage, with several parks and beachfronts that are welcoming to pets. The spacious Dawes Park and the scenic Lighthouse Park offer ample opportunities for walks and playtime with furry companions. Furthermore, the recently revitalised Central Street area features pet-friendly cafes and shops, adding to the pleasant experience for pet owners.
Are there any remote work holiday rentals in Evanston?
In Evanston, Illinois, there are numerous remote work-friendly holiday rentals available—around 312 options to choose from. The area is well-suited for those looking to balance work and leisure, with amenities designed to support remote work. Many properties feature high-speed Wi-Fi, dedicated workspaces, and comfortable seating areas, ensuring that guests can remain productive while enjoying their stay.Evanston itself is a vibrant community with easy access to local attractions. The picturesque lakeshore along Lake Michigan offers scenic views and opportunities for outdoor activities, while the city's cultural spots, such as museums and theatres, provide enriching experiences during downtime. Additionally, the proximity to Northwestern University gives the area a lively option, with cafes and shops suiting both students and visitors. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Evanston?
In Evanston, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also provide onsite parking, which is particularly convenient for those travelling by car. Additionally, rentals often feature a coffee and tea maker for those who enjoy a warm beverage in the morning, as well as desks for business travellers or anyone needing to catch up on work. Some units come with blenders, great for making smoothies or other drinks.
When is the best time to visit Evanston for a holiday rental?
The most popular time to visit Evanston for a holiday rental is during the peak season from May to July. This bustling period is superb for those who enjoy vibrant outdoor activities, as the warm weather invites visitors to explore the beautiful Lake Michigan shoreline, indulge in local festivals, and take part in the lively community events that define summer in the area.July stands out as the height of tourist activity, bringing together families and friends who flock to Evanston for its charming beaches, scenic parks, and cultural offerings. The temperatures typically range from 20 to 30 degrees Celsius, creating an inviting climate for activities such as biking, kayaking, and leisurely strolls along the waterfront.For travellers looking for a more budget-friendly option, consider visiting in December. While the weather can be cooler, with temperatures often hovering around freezing, this month offers a great experience with festive decorations, holiday markets, and fewer crowds. It's a lovely time to enjoy the city's cosy atmosphere, perhaps by visiting local cafés or attending seasonal events.Ultimately, your choice of when to visit Evanston will depend on your preferences for lively summer activities or a quieter, more intimate winter experience.
What are the top attractions in Evanston?
In Evanston, visitors can explore a variety of attractions that highlight the city's rich cultural and historical heritage. The waterfront area along Lake Michigan offers scenic views and opportunities for outdoor activities, with parks like Dawes Park providing lovely green spaces for picnics and leisurely strolls.The Northwestern University campus is a significant landmark, featuring beautiful architecture and the Block Museum of Art, which hosts a diverse range of exhibitions. The vibrant downtown area is home to an array of shops, cafes, and restaurants, making it an excellent spot for dining and shopping.Evanston also boasts a number of historic buildings, such as the Church of the Covenant and the Francis Willard House Museum, which offer a glimpse into the city's past.
Are all fees included in the Evanston holiday homes prices shown on Stayz?
Stayz 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.
Are there any Evanston holiday homes with parking?
Stayz offers a wide selection of holiday homes in Evanston 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 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 any discounts for Evanston holiday homes?
You can find great discounts on holiday homes in Evanston on Stayz, 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.
Can I change or cancel my Evanston holiday home booking on Stayz?
To find Evanston holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Evanston?
A long-stay holiday home in Evanston 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Evanston holiday home?
Book your Evanston holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Evanston?
Prices for holiday homes in Evanston 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. Stayz offers something for every taste and budget, from affordable homes in Evanston to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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