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Our top choices for Howard Station vacation homes

The Greenleaf House—Whole House

The Greenleaf House—Whole House
Rogers Park
9.6 out of 10, Exceptional, (35)
"This was a lovely place to meet up with multiple friends. It’s a large house, clean, and spacious. The host was communicative and friendly "
United States
Stephanie O.
The Greenleaf House—Whole House

The JewelBox ~ Newly Updated

The JewelBox ~ Newly Updated
Edgewater
9.2 out of 10, Wonderful, (9)
"It worked well for our two families of 4 to stay over LDW! "
United States
Camille
The JewelBox ~ Newly Updated

Spacious home w Chef’s Kitchen, Natural Light, Open Floor Plan, Ideal for Groups

Spacious home w Chef’s Kitchen, Natural Light, Open Floor Plan, Ideal for Groups
Rogers Park
10.0 out of 10, Exceptional, (10)
"The check-in process was effortless. Parking was easy and we had walkable access to so much! The kitchen was beautifully appointed and spacious. The whole house was lovely, comfortable, and accommodating. We would definitely stay here again. "
United States
Molly S.
Spacious home w Chef’s Kitchen, Natural Light, Open Floor Plan, Ideal for Groups

Holiday Haven! Spacious 3BR Rogers Park Stay • Budget-Friendly

Holiday Haven! Spacious 3BR Rogers Park Stay • Budget-Friendly
West Ridge
7.0 out of 10, Good, (2)
"Host was great about answering questions promptly. The area/neighborhood was nice and very close to where our daughter lives. The living space and kitchen were nice but the bathroom was dirty, especially the floor, and needs some major upgrades. The bedrooms were poorly lit and not the cleanest. "
United States
Shani L.
Holiday Haven! Spacious 3BR Rogers Park Stay • Budget-Friendly

Only Urban Beach House in Chicago

Only Urban Beach House in Chicago
Rogers Park
9.4 out of 10, Exceptional, (60)
"Really good beach access. Parking is tight."
United States
Rod B.
Only Urban Beach House in Chicago

Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston

Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
2.0 star property
South Evanston
10.0 out of 10, Exceptional, (2)
"Good place to hang out with friends."
United States
Brendan W.
$927 nightly
The price is $1,053
Dec 15 - Dec 16
Total with taxes and fees
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston

100 Yr. Old Chicago Brick Craftsman with yard, Near Beach and Loyola!

100 Yr. Old Chicago Brick Craftsman with yard, Near Beach and Loyola!
Rogers Park
10.0 out of 10, Exceptional, (31)
"Christi was a great host and the home was very nice "
United States
Luke D.
100 Yr. Old Chicago Brick Craftsman with yard, Near Beach and Loyola!

VintageLoversEscape|Homey|Stylish1BR|CloseToBeach

VintageLoversEscape|Homey|Stylish1BR|CloseToBeach
Rogers Park
9.4 out of 10, Exceptional, (9)
"We enjoyed I ur stay."
United States
Cynthia L.
VintageLoversEscape|Homey|Stylish1BR|CloseToBeach

✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨

✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
South Evanston
8.0 out of 10, Very Good, (9)
"It was really easy to access stores and restaurants. It was also very clean and nice."
United States
matthew z.
✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨

EVANSTON whole building, 2 units combined sleeps 12, 5 bed 5 bath

EVANSTON whole building, 2 units combined sleeps 12, 5 bed 5 bath
South Evanston
10.0 out of 10, Exceptional, (6)
"Perfect"
United States
Jonathan S.
EVANSTON whole building, 2 units combined sleeps 12, 5 bed 5 bath

PROMO 10% WEEKLY AND 15% MONTHLY Near Northwestern, Beaches Parking Fenced Yard

PROMO 10% WEEKLY AND 15% MONTHLY Near Northwestern, Beaches Parking Fenced Yard
South Evanston
9.6 out of 10, Exceptional, (10)
"The house was beautiful! Had everything we needed. Quiet location and convenient to beaches and transportation. "
United States
Julie D.
PROMO 10% WEEKLY AND 15% MONTHLY Near Northwestern, Beaches Parking Fenced Yard

NEW! Charming 3bd Bungalow in Vibrant Andersonville by AllSet Turnover

NEW! Charming 3bd Bungalow in Vibrant Andersonville by AllSet Turnover
Edgewater
6.0 out of 10, (1)
"We enjoyed our time in this classic Chicago house on a tree-lined street in Andersonville —it's full of charm and character. The house was clean, the kitchen was impressively well-stocked with equipment, linens were great and the beds were comfortable. It was a great home base for our family in town for a birthday celebration in Andersonville.There were a couple of issues during our stay that bring the experience to a 4-star level: there was conflicting communication about the checkout time,...
United States
Bradley B.
NEW! Charming 3bd Bungalow in Vibrant Andersonville by AllSet Turnover

Gracious, spacious vintage home in a terrific neighborhood near the lake

Gracious, spacious vintage home in a terrific neighborhood near the lake
Edgewater
9.0 out of 10, Wonderful, (2)
"Wonderful property. Spacious home. Convenient for our purposes. Close to WholeFoods and easy walking quiet neighborhood. "
United States
Laurie D.
Gracious, spacious vintage home in a terrific neighborhood near the lake

Charming 4-bedroom house with WiFi, AC in welcoming Evanston

Charming 4-bedroom house with WiFi, AC in welcoming Evanston
South Evanston
$1,257 nightly
The price is $1,427
Dec 14 - Dec 15
Total with taxes and fees
Charming 4-bedroom house with WiFi, AC in welcoming Evanston

Comfortable Room Convenient Area Close to Beach

Comfortable Room Convenient Area Close to Beach
Rogers Park
Comfortable Room Convenient Area Close to Beach

Comfortable place in Evanston! Close to Northwestern and Loyola University.

Comfortable place in Evanston! Close to Northwestern and Loyola University.
South Evanston
9.8 out of 10, Exceptional, (38)
"This is a great property, and wonderfully decorated with all the comforts of home. I could not have chosen a better place to stay ! Thanks for opening up your home to travellers."
United States
Pamela F.
Comfortable place in Evanston! Close to Northwestern and Loyola University.

Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach

Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach
West Ridge
Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach

Large Apartment great for families! Close to everything w Free Parking

Large Apartment great for families! Close to everything w Free Parking
South Evanston
Large Apartment great for families! Close to everything w Free Parking

Luxury 4 Bed 2 Bath House - Amazing Location! Evanston

Luxury 4 Bed 2 Bath House - Amazing Location! Evanston
South Evanston
Luxury 4 Bed 2 Bath House - Amazing Location! Evanston
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 Howard Station Hotel Reviews

Find out more about Howard Station

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

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

How much do Vacation Homes cost in Howard Station?

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

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

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

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

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