Stickney Vacation Rentals

Q: What are some of the best vacation rentals that Stickney has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line : This vacation home rental outside of Stickney is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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Dates

November 2026

December 2026

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Our top choices for Stickney vacation rentals

A dining area with a table set for two, a black leather sofa, and a ceiling fan.

1. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Berwyn

Cynthia M.

$165 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

2. Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park

Makenna

$181 nightly

Nov 17 - Nov 18

Total with taxes and fees

A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

3. Cozy, Comfortable and Convenient apartment. Close to everything!

Oak Park

Alicia K.

$247 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern living room with a blue sofa, a patterned rug, and a television.

4. Great Area Logan Square Apt Games Pets - Sleeps 5

Avondale

Deborah J.

$176 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern building with the name 'SENIORAL' prominently displayed on the facade.

5. Sentral Michigan Avenue

Downtown Chicago

Jeff

$186 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern building with a brick facade, large windows, and a central entrance area.

6. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Oak Park

Robin D.

$194 nightly

Nov 17 - Nov 18

Total with taxes and fees

A modern living room with a sofa, a TV, and a dining area with stools.

7. 3BR Complete and Spacious Apartment in Ideal Spot

West Town

Francis

$199 nightly

Nov 12 - Nov 13

Total with taxes and fees

A rooftop terrace with a brick wall, large windows, and a metal railing.

8. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Uptown

Michael S.

$232 nightly

Nov 14 - Nov 15

Total with taxes and fees

9. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Uptown

Paul J.

$216 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

10. Wrigleyville Suites

Lakeview

Francisco

$119 nightly

Nov 12 - Nov 13

Total with taxes and fees

A desk with a computer monitor, keyboard, mouse, a lamp, a mug, a plant, and a clock.

11. Private Workspace • Sleeps 4 • Modern and Stylish

Irving Park

Karin S.

$278 nightly

Nov 21 - Nov 22

Total with taxes and fees

A modern dining area with a white table, chairs, and a chandelier. There is a painting on the wall and a plant on the sideboard.

12. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Belmont Cragin

Jacob

$294 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

13. Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

Rachael

$415 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

14. Kasa Lake Shore Chicago

Downtown Chicago

Jair

$202 nightly

Nov 22 - Nov 23

Total with taxes and fees

A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

15. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park

rebecca

$144 nightly

Nov 16 - Nov 17

Total with taxes and fees

A living room with a flat-screen TV on a wooden cabinet, a dark sofa, a coffee table, a floor lamp, and a potted plant.

16. 1BR/1BA City Comfort

Lincoln Square

patricia r.

$145 nightly

Nov 16 - Nov 17

Total with taxes and fees

A bedroom with a bed, bedside tables, a mirror, and a door leading to another room.

17. Relaxing 3BR Getaway Close to Dining & Shopping

Portage Park

Surya B.

$202 nightly

Nov 17 - Nov 18

Total with taxes and fees

A hotel room with a large bed, a window with blinds, a projector screen displaying a castle, and a neatly made bed with towels.

18. Sleeps 7 • Huge Projector • Designated Workspace

Irving Park

Dev J.

$279 nightly

Nov 17 - Nov 18

Total with taxes and fees

A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

19. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood

Carl T.

$270 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern bedroom with a large bed, white bedding, and a view of a forest through the window.

20. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

O'Hare

Megan K.

$386 nightly

Dec 1 - Dec 2

Total with taxes and fees

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Find vacation rentals that suit your style

Top Stickney Hotel Reviews

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Griffin

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

Jennifer

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

10/10 Excellent

The staff was amazing and the room was super spacious and clean!! The best layout of a room for a family of 3 who enjoy separate beds and a little privacy. We had the room with two queen beds and a sofa. Amazing view of chicago from the sky deck and the pool was a nice temp! Breakfast had great options and was delicious! Rosemary seasoned potatoes and captain crunch caught my eye! The elevator was a bit hard to navigate at times as you need a key. But great safety feature so no complaints!...

Valia

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

10/10 Excellent

Margaret

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

10/10 Excellent

I was traveling with two 14 year olds on a business/vacation trip and we stayed here for five days. The location is great. I wanted a hotel that was convenient to the major attractions and downtown, and safe for the boys to walk around on their own. We were able to walk to Navy Pier, Millennium Park, the Loop, and the Hancock Building. It's a good 20-25 minute walk to Navy Pier, but you walk along Lakeshore Drive and it's very enjoyable. The property is very nice, although we didn't get the two...

Joanna

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

Hampton Inn & Suites Chicago Downtown

Downtown Chicago

10/10 Excellent

Shatani

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

Erin

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

10/10 Excellent

This lovely hotel is nestled in a neighborhood that is quiet and very upscale. There are several restaurants in the area as well as a bar and restaurant (serving limited light fare) in the hotel lobby. For our purposes, it was located and very walkable. Our room was spacious and very well appointed. We stayed in a deluxe king room that offered a sitting area as well as a sleeping area. The decor was understated but elegant and comfortable. the bathroom featured a walk in shower which we prefer...

jolynn

A modern hotel lobby with a glass ceiling, white seating areas, and a view of the city.

The Godfrey Hotel Chicago

Downtown Chicago

10/10 Excellent

Julie

A bar area with a checkered floor, bar stools, and a well-lit sign above the bar.

ACME Hotel Chicago, Outset Collection by Hilton

Downtown Chicago

10/10 Excellent

Three day trip to Chicago. The hotel was a great central location in downtown and a 10 to 15 minute walk to most sites, Navy Pier, River walk, Michigan Avenue, all the great pizza places. The hotel was smaller compared to most which we loved. Room was updated, bathroom very nice and king sized bed very comfortable. We used the blue line to get to and from O’Hare via Clark station (a 12 minute walk from hotel.). We used the red line via Chicago station (10 min walk from hotel) to go see a Cubs...

Claudia

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

blerina

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

10/10 Excellent

Rudy

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

10/10 Excellent

We will definitely be staying here again! Great location, clean room, and great service. They even have a great complimentary breakfast which is a must have in a city like Chicago. The staff was great also. We had to switch trains for an earlier one due to weather and got into Chicago in the AM. Check in is 4pm and with two small children we were worried about what to do for hours but the staff helped us out and luckily had a room available.

Alexander

A multi-story hotel with a prominent sign reading "Crowne Plaza."

Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

10/10 Excellent

Priya

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

10/10 Excellent

Jason

A hotel room with a sofa, a small table, and a view of the cityscape through large windows.

Fairfield Inn & Suites Chicago Downtown/River North

Downtown Chicago

10/10 Excellent

Claribeth

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

Le Méridien Essex Chicago

Downtown Chicago

10/10 Excellent

Extremely easy check in, attentive and friendly staff, the attached restaurant and staff where great, we where given a credit to use at the restaurant upon check in at the hotel. The rooms are a bit small, but will do if your single or a couple, we feel the like shower design could be better as it causes water to get on the floor, the downside is parking, but it’s the cost of being in a prime location, I would stay again

Shamara

A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.

Swissotel - Chicago

Downtown Chicago

10/10 Excellent

Brian

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

10/10 Excellent

Forever one of my favorite hotels and one of my two favorite Courtyard properties I've ever stayed at! This is the 3rd year in a row we've stayed here when coming to Chicago and it never disappoints. It feels like a high-end hotel for an affordable price (considering where it is)! The staff is great super helpful, rooms are so clean and overall just is one of the nicest places! Highly recommend if you're looking for a spot in Chicago!

adriana

Find out more about Stickney

Everything you need to know about Stickney vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stickney vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stickney vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stickney vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stickney. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Stickney in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $130 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Stickney rentals

At Expedia, we put the best Stickney vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Stickney rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stickney vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stickney. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Stickney?

Yes, we offer vacation rentals near well known sights in Stickney, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Stickney has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental outside of Stickney is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Stickney?

While exploring the area, visit family-friendly sights like Galloping Ghost, or get outside and enjoy nature at Millennium Park. While in the area, you can also visit popular places like Soldier Field and Navy Pier.

What’s a vacation rental in Stickney like?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Stickney. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.

Stickney Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Stickney vacation rentals

1. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

2. Chic Suite/Mins to L Train /Laundry/Free Parking

3. Cozy, Comfortable and Convenient apartment. Close to everything!

4. Great Area Logan Square Apt Games Pets - Sleeps 5

5. Sentral Michigan Avenue

6. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

7. 3BR Complete and Spacious Apartment in Ideal Spot

8. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

9. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

10. Wrigleyville Suites

11. Private Workspace • Sleeps 4 • Modern and Stylish

12. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

13. Chic Urban Retreat Near Wrigley Field w/Parking

14. Kasa Lake Shore Chicago

15. Hyde Park Trendy Studio Apartment in Good Spot

16. 1BR/1BA City Comfort

17. Relaxing 3BR Getaway Close to Dining & Shopping

18. Sleeps 7 • Huge Projector • Designated Workspace

19. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

20. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

Find vacation rentals that suit your style

Top Stickney Hotel Reviews

Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent

Find out more about Stickney

Everything you need to know about Stickney vacation rentals

Stickney vacation rentals: An excellent choice for every season

How to find incredible deals on Stickney rentals

Frequently Asked Questions

Are there vacation rentals in Stickney?

What are some of the best vacation rentals that Stickney has to offer?

What’s there to see and do in Stickney?

What’s a vacation rental in Stickney like?