Search Vacation Homes in Monroe Station

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Monroe Station

Our top choices for Monroe Station (Red Line) vacation homes

Walk to the Beach! Theater-Coffee Bar-Games-Gym

2.0 star property
9.8 out of 10, Exceptional, (14)
"This duplex in Old Town was very tastefully refurbished and decorated. The kitchen is outfitted with the best appliances, including an electric kettle. (Note to hosts: ALWAYS provide a tea kettle of some kind and you'll get an automatic five-star rating from me!) The house is quite roomy and comfortable and the four of us settled in nicely. It's a bit of a walk to the train, but the neighborhood is nice, so you don't mind. I highly recommend."
Walk to the Beach! Theater-Coffee Bar-Games-Gym

Luxury House in the heart of Old Town with Parking

10.0 out of 10, Exceptional, (50)
"We stayed for a number of weeks at the property - it was an excellent stay! The property is exactly as advertised and the owner was extremely helpful, communicative, and responsive throughout. The house is modern, in good condition, and is an excellent location."
Luxury House in the heart of Old Town with Parking

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.2 out of 10, Wonderful, (17)
"Very quiet and close to CTA , Old Town easy access to the city"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

10.0 out of 10, Exceptional, (90)
"Awesome location, plenty of space, timely communication, clean. We loved it!"
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (58)
"Super convenient for Old Town and train station, will stay there again."
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

9.8 out of 10, Exceptional, (99)
"Great choice for a weekend with friends in Chicago. We were relatively close to Wrigley, Second City, and the bars up and down Wells in Old Town. Plus we could easily take the L to downtown for museums and a boat tour on the river.The house had great bedrooms, beds were comfy and bathrooms were modern and well-appointed.Would stay here again if I ever had a big enough group.Host was very communicative and helped us throughout our stay with making things easier. Felt very welcome. "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (98)
"Good for our get together."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Historic luxury townhouse on Chicago's Gold Coast

9.4 out of 10, Exceptional, (72)
"All good"
Historic luxury townhouse on Chicago's Gold Coast

2 Luxury Queen with Rooftop Lounge & City Views Near Attractions

$520 nightly
The price is $606
Sep 1 - Sep 2
Total with taxes and fees
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions

2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago

$382 nightly
The price is $443
Sep 1 - Sep 2
Total with taxes and fees
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago

Beautiful, Remodeled Penthouse Unit in Old Town!

9.4 out of 10, Exceptional, (26)
"Super nice property, and the host was so helpful and kind. Super happy with the house overall, would recommend! "
Beautiful, Remodeled Penthouse Unit in Old Town!

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

10.0 out of 10, Exceptional, (2)
"We had a great stay! Inna provided us all the info we needed to check in smoothly when we arrived and the garage spot made it easy for us to park and unload luggage straight into the house. Everything was super clean! The house is big enough that even with so many guests everyone felt spread out and had their own space. We were able to take a 5ish min walk to the beach which was such a bonus! "
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Cozy Room with Rooftop Lounge & City Views in River North

10.0 out of 10, Exceptional, (1)
"The hotel was very nice and the location was excellent. Was able to walk to many locations. Noise wasn't bad for a city experience. Hotel restaurant was very good."
$217 nightly
The price is $252
Sep 1 - Sep 2
Total with taxes and fees
Cozy Room with Rooftop Lounge & City Views in River North

Spacious Room with Rooftop Lounge & Scenic Views of Chicago

$227 nightly
The price is $264
Sep 1 - Sep 2
Total with taxes and fees
Spacious Room with Rooftop Lounge & Scenic Views of Chicago

Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1

10.0 out of 10, Exceptional, (30)
"Such a great place!!!! Would 100% stay her again!"
Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1

Luxury SOHO Styled Two-Level Townhouse - Old Town

10.0 out of 10, Exceptional, (16)
"Very convenient to the EL and the zoo. Large clean space. Perfect for a family trip"
Luxury SOHO Styled Two-Level Townhouse - Old Town

GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)

9.8 out of 10, Exceptional, (23)
"My coworkers and I had a wonderful time at this perfectly located property. The property had plenty of privacy, charming At CB textural character, and was perfectly located for shopping and dining. Would definitely stay here again!"
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)

Spacious 4-Level/4-Bedroom Townhouse in West Loop

10.0 out of 10, Exceptional, (57)
"Excellent property, excellent location, excellent host!"
Spacious 4-Level/4-Bedroom Townhouse in West Loop

Clean & Modern • Central Location • Free Coffee!

Clean & Modern • Central Location • Free Coffee!

Chic ART+1700sqf +3BR Home360° Roof+HotTub+CarGarage+12Guests

10.0 out of 10, Exceptional, (1)
Chic ART+1700sqf +3BR Home360° Roof+HotTub+CarGarage+12Guests
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Monroe Station Hotel Reviews

Find out more about Monroe Station

Find out more about Monroe Station

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

At Expedia, you’ll find great Monroe 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” Monroe 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 Monroe Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Monroe Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Vacation Homes in Monroe Station, use our simple search function to help you secure a great deal.

How much do Vacation Homes cost in Monroe Station?

The price per night for Monroe Station Vacation Homes in 2025 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 Monroe Station, to name just three. When there’s a high demand for rooms in Monroe 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 Monroe Station, so you can sleep easy without going over your budget.

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

Expedia’s search function can help you find some of the best deals on Monroe 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 Monroe 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 Monroe Station Vacation Homes?

Booking with Expedia allows you to browse a wide selection of places to stay in Monroe 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 Monroe Station Vacation Homes?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Monroe 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 Monroe 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 

Explore a world of travel with Expedia

Explore a world of travel with Expedia