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Our top choices for Ashland Station (Green Line) vacation homes

NEW to the market! Relax with family in a super Lux Custom SFH. West town.
10.0 out of 10, Exceptional, (92)
"Awesome location, plenty of space, timely communication, clean. We loved it!"
United States
Julia D.
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
9.0 out of 10, Wonderful, (24)
"The property was great and accommodated 11 people nicely "
United States
Marni S.
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
9.2 out of 10, Wonderful, (7)
"Very convenient to the Metra blue line, lots of bars and restaurants in the neighborhood. "
United States
John D.
Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover
10.0 out of 10, Exceptional, (3)
"My new go to spot to stay in Chicago. Really loved the space and location, easy to get around. "
United States
demi c.
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
8.0 out of 10, Very Good, (1)
"I live in the far west suburbs and occasionally need to visit the city for work a couple days in a row which prompts me to stay the night. This property was absolutely perfect, safe, and clean. The price was appropriate. My only 2 suggestions would be to have a hairdryer and include parking. Those are the two things that dropped my score. The location was fantastic as it sits near shopping, Whole Foods, and restaurants but in a quiet neighborhood. I plan on staying again!"
United States
Bridgett K.
Cozy Studio Suite, Steps from River North & Shops
10.0 out of 10, Exceptional, (8)
"Great Location, beautiful home and Aaron was very helpful"
United States
Pamela A.
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
9.0 out of 10, Wonderful, (19)
"Clear instructions on how to enter property. Liked there was a washer and dryer on the premise. Appreciated the Brita water in the fridge. Enjoyed my stay! Accommodated family of 8 comfortably."
United States
Joanna
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

Vacation Home in Downtown Chicago

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
9.4 out of 10, Exceptional, (59)
"Had an amazing time meeting friends in Chicago! The location of the renal is perfect!! So many great things to do in this area. The Host was amazing and available for all questions and answered in a timely manner! I would definitely stay here again! "
United States
Jessica J.
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
9.8 out of 10, Exceptional, (23)
"Great space. Great location. Walkable to restaurants, bars and shops. Nice bed linens. "
United States
Donna C.
Stunning MODERN Home Downtown/RiverWest Close to Fulton Market & United Center
9.2 out of 10, Wonderful, (10)
"We had a great stay! This was an awesome spot for a large group to stay near downtown Chicago!"
United States
Avonlea S.
Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!
10.0 out of 10, Exceptional, (2)
"Stayed in Chicago for a trade show. Great location and well kept property "
United States
Aaron E.
Last-Minute Chicago home with Rooftop Views +Private HOT TUB -Garage-Sleeps 12
10.0 out of 10, Exceptional, (62)
"We had a very nice experience and everyone was comfortable."
United States
Kirk D.
Spacious 4-Level/4-Bedroom Townhouse in West Loop

Vacation Home in West Town

Chicago West Town Row House
2.0 star property
9.8 out of 10, Exceptional, (7)
"Would use this property again, was very cute and interesting lay out. "
United States
Madolyn W.
Chicago West Town Row House
10.0 out of 10, Exceptional, (1)
The Banksy-King Bed-Firepit-Rooftop-United Center
NEW! Spacious 3-Bed West Loop Townhouse, 1 Car Garage
Wicker Park 4bd/3ba, Steps from CTA, Parking Incl by AllSet Turnover
9.8 out of 10, Exceptional, (12)
"This house is amazing and cozy! The location is perfect, with restaurants, stores, and transportation all nearby. Everything we needed was already there, and the host was very accommodating and responsive.There was an AC issue on the first day, but the host responded quickly and resolved it right away. Great communication and effort! I highly recommend this place to stay in Chicago."
United States
LEO
UP-SCALE Wicker Park 4BD/3.5BA HOME (+garage)
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay great host "
United States
Janeth G.
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
10.0 out of 10, Exceptional, (3)
"Clean, spacious, and well equipped for renters. Our group enjoyed this home immensely and its easy walk to all Fulton Market attractions. Owner is thoughtful and very responsive. I hope to stay again next time I'm in the area!"
United States
C D.
Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Station Hotel Reviews

Find out more about Ashland Station

What types of Vacation Homes can I find in Ashland Station?

At Expedia, you’ll find great Ashland Station Vacation Homes for your family vacation, business trip, romantic weekend break, and more. If you’re planning a vacation with kids, try using the traveler experience filter to select “Family-friendly” Ashland Station Vacation Homes. Or, if you’re traveling for work, you can check the “Business-friendly” box to find business-oriented places to stay in Ashland Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Ashland Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Vacation Homes in Ashland Station, use our simple search function to help you secure a great deal.

How much do Vacation Homes cost in Ashland Station?

The price per night for Ashland Station Vacation Homes in 2026 can start from as low as *. The cost of Vacation Homes varies depending on a number of factors: the dates of your stay, the exact location of the accommodation, and whether there are any special events taking place near Ashland Station, to name just three. When there’s a high demand for rooms in Ashland Station, this can cause prices to increase, whereas traveling during a quieter time of the year can mean lower prices. Booking through Expedia can help you find some of the best deals for cheap Vacation Homes in Ashland Station, so you can sleep easy without going over your budget.

How to find the best deals on Ashland Station Vacation Homes?

Expedia’s search function can help you find some of the best deals on Ashland Station Vacation Homes. You can select a minimum and maximum price per night according to your budget, and filter by guest ratings and star ratings to ensure you find the right Vacation Homes for your needs. Changing the sort order according to price can also help you to view cheap Vacation Homes in Ashland Station at a glance, and you can combine this with our own picks to highlight some of the best available offers. Don’t forget, if you’re an Expedia Rewards member, you can use the “Member Prices” filter to make extra savings on your booking.

Why should I choose Expedia to book Ashland Station Vacation Homes?

Booking with Expedia allows you to browse a wide selection of places to stay in Ashland Station, complete with search filters that make it easy to locate Vacation Homes that best meet your specific requirements. Our clear and easy-to-use search function makes it effortless to compare amenities, prices, property types, neighborhoods, and much more. At Expedia, you can also find flights, car rental, and activities, and you can combine your bookings for greater savings. Plus, Expedia Rewards members accrue points on all eligible purchases. Build your points total to gain discounts on subsequent bookings in the future. Membership is free, so go ahead and join.

What is the cancellation policy on booking Ashland Station Vacation Homes?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Ashland Station Vacation Homes with a full refund, depending on the rules and restrictions. For example, some Vacation Homes may not give refunds if you cancel your booking within 24 or 48 hours of your arrival date, and some bookings are non-refundable. Be sure to view the policies provided by the Ashland Station Vacation Homes, and confirm the exact cancellation window on your selected location’s details page. If free cancellation is important to you, you can filter for the “Fully refundable” payment type when you search for your Vacation Homes.

*Prices and availability are subject to change. Additional terms may apply 

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