Prospect Heights Vacation Rentals

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Check prices for these dates

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Prospect Heights vacation rentals

Studio | Exterior
River West, Second Floor Chicago by 747 Lofts

Aparthotel in West Town

River West, Second Floor Chicago by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (4)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveler
$187 nightly
The price is $220
Jan 1 - Jan 2, 2026
Total with taxes and fees
River West, Second Floor Chicago by 747 Lofts
Fridge, microwave, oven, stovetop
Flexhome Ukrainian Village 2BR D1

Apartment in West Town

Flexhome Ukrainian Village 2BR D1
9.6 out of 10, Exceptional, (5)
"It was clean and ready for our arrival. A big plus is having a washer and dryer on the premises."
United States
Ray R.
$132 nightly
The price is $163
Dec 24 - Dec 25
Total with taxes and fees
Flexhome Ukrainian Village 2BR D1
Terrace/patio
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Apartment in Uptown

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
10.0 out of 10, Exceptional, (48)
"Clean and quiet, perfect for nights to rest after exploring the city"
United States
Joe T.
$203 nightly
The price is $244
Dec 24 - Dec 25
Total with taxes and fees
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
2 bedrooms, iron/ironing board, travel crib, WiFi
Prime Location! 2BR Near Wrigley

Apartment in Lakeview

Prime Location! 2BR Near Wrigley
9.6 out of 10, Exceptional, (7)
"We chose this location bsed on the proximity to Wrigley Field. It was very convenient and the place fit our needs! "
United States
Erica B.
$168 nightly
The price is $183
Dec 24 - Dec 25
Total with taxes and fees
Prime Location! 2BR Near Wrigley
2 bedrooms, iron/ironing board, travel crib, WiFi
Boystown Chic 2BR Escape

Apartment in Lakeview

Boystown Chic 2BR Escape
10.0 out of 10, Exceptional, (13)
"Very clean and amazing comfortable stay!!"
United States
Justin M.
$173 nightly
The price is $189
Jan 12 - Jan 13, 2026
Total with taxes and fees
Boystown Chic 2BR Escape
Fridge, microwave, oven, stovetop
Smart & Stylish 2-Bedroom Unit

Apartment in Lakeview

Smart & Stylish 2-Bedroom Unit
9.4 out of 10, Exceptional, (3)
"Good, walkable neighborhood. Nice room. "
United States
Dawn N.
$168 nightly
The price is $183
Dec 29 - Dec 30
Total with taxes and fees
Smart & Stylish 2-Bedroom Unit
Fridge, microwave, oven, stovetop
Spacious 2BR Near Dining & Shops

Apartment in Rogers Park

Spacious 2BR Near Dining & Shops
8.4 out of 10, Very Good, (7)
"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "
United States
Ever
$165 nightly
The price is $180
Dec 29 - Dec 30
Total with taxes and fees
Spacious 2BR Near Dining & Shops
2 bedrooms, WiFi, bed sheets
Stylish and Roomy 2BR in Chicago

Apartment in Edgewater

Stylish and Roomy 2BR in Chicago
9.2 out of 10, Wonderful, (11)
"It was a awesome location and clean and spacious for what we needed."
United States
porschea t.
$163 nightly
The price is $178
Dec 29 - Dec 30
Total with taxes and fees
Stylish and Roomy 2BR in Chicago
2 bedrooms, iron/ironing board, travel crib, WiFi
Charming 2BR in Vibrant Lakeview

Apartment in Lakeview

Charming 2BR in Vibrant Lakeview
9.2 out of 10, Wonderful, (37)
"We have stayed at this property several times. It’s a great location. The apartment is cute and comfortable. "
United States
Susie B.
$168 nightly
The price is $183
Dec 25 - Dec 26
Total with taxes and fees
Charming 2BR in Vibrant Lakeview
1 bedroom, desk, iron/ironing board, travel crib
Lovely 1BR Apt in Lakeview

Apartment in Lakeview

Lovely 1BR Apt in Lakeview
9.6 out of 10, Exceptional, (5)
"Great apartment, great location, and excellent host."
United States
Benjamin N.
$150 nightly
The price is $165
Dec 25 - Dec 26
Total with taxes and fees
Lovely 1BR Apt in Lakeview
2 bedrooms, iron/ironing board, travel crib, WiFi
2BR on N Halsted St: Lakeview Living

Apartment in Lakeview

2BR on N Halsted St: Lakeview Living
9.4 out of 10, Exceptional, (8)
"Easy check-in process, didn’t need to carry around keys, clean place, happy with the stay"
United States
Alan V.
$168 nightly
The price is $183
Dec 25 - Dec 26
Total with taxes and fees
2BR on N Halsted St: Lakeview Living
2 bedrooms, iron/ironing board, WiFi, bed sheets
Comfortable 2BR Chicago Apt

Apartment in Albany Park

Comfortable 2BR Chicago Apt
9.6 out of 10, Exceptional, (4)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
$177 nightly
The price is $194
Dec 24 - Dec 25
Total with taxes and fees
Comfortable 2BR Chicago Apt
2 bedrooms, iron/ironing board, WiFi, bed sheets
Warm & Inviting 2BR Apt

Apartment in Hermosa

Warm & Inviting 2BR Apt
10.0 out of 10, Exceptional, (4)
"Comfortable beds, great location"
United States
Jason
$178 nightly
The price is $195
Jan 4 - Jan 5, 2026
Total with taxes and fees
Warm & Inviting 2BR Apt
Fridge, microwave, oven, stovetop
Flexhome East Village 2BR H1

Apartment in West Town

Flexhome East Village 2BR H1
9.8 out of 10, Exceptional, (7)
"great place! clean, comfortable, safe and in a great area! highly recommend. "
United States
CJ M.
Flexhome East Village 2BR H1
Fridge, microwave, oven, stovetop
1BR Fully Equipped & Central

Apartment in Lakeview

1BR Fully Equipped & Central
2.0 star property
9.0 out of 10, Wonderful, (4)
"Excellent location. Easy walkability to Whole Foods and restaurants. Shubas just down the road. A little confusion on checking in but all worked out great."
United States
David G.
$150 nightly
The price is $165
Dec 28 - Dec 29
Total with taxes and fees
1BR Fully Equipped & Central
Iron/ironing board, travel crib, WiFi, bed sheets
Chic & Stylish Studio w/ Modern Kitchen

Apartment in Lakeview

Chic & Stylish Studio w/ Modern Kitchen
9.2 out of 10, Wonderful, (5)
" Thanks - I had a great stay"
United States
Amy K.
$140 nightly
The price is $155
Dec 25 - Dec 26
Total with taxes and fees
Chic & Stylish Studio w/ Modern Kitchen
Fridge, microwave, oven, stovetop
1BR Homey Apt in Irving Park

Apartment in Irving Park

1BR Homey Apt in Irving Park
9.0 out of 10, Wonderful, (4)
"It was wonderful and wil stay agian"
United States
Crystal P.
$154 nightly
The price is $170
Dec 28 - Dec 29
Total with taxes and fees
1BR Homey Apt in Irving Park
Fridge, oven, stovetop, toaster
Homey 2BR Apt w/ Parking

Apartment in Portage Park

Homey 2BR Apt w/ Parking
9.8 out of 10, Exceptional, (7)
"It was clean and well maintained unit. It’s next to grocery store and pharmacy which was very convenient. It’s not too far from downtown. I would stay again here in future if available."
United States
Jatin
$179 nightly
The price is $196
Dec 28 - Dec 29
Total with taxes and fees
Homey 2BR Apt w/ Parking
1 bedroom, iron/ironing board, WiFi, bed sheets
Homey 1BR Space Apartment

Apartment in Lincoln Square

Homey 1BR Space Apartment
9.8 out of 10, Exceptional, (12)
"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "
United States
Kayla K.
$153 nightly
The price is $168
Jan 11 - Jan 12, 2026
Total with taxes and fees
Homey 1BR Space Apartment
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Apt Beautifully Furnished

Apartment in Lakeview

2BR Apt Beautifully Furnished
10.0 out of 10, Exceptional, (9)
"We loved the place. The feeling of home away from home."
United States
Sataish
$168 nightly
The price is $183
Dec 29 - Dec 30
Total with taxes and fees
2BR Apt Beautifully Furnished
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 Prospect Heights Hotel Reviews

Eaglewood Resort and Spa

Eaglewood Resort and Spa

10/10 Excellent
"The front desk staff is wonderful as well as the cafe. They make my stays extra lovely. "
Amy 1-night trip
Posted 16 hours ago
Eaglewood Resort and Spa

Find out more about Prospect Heights

Everything you need to know about Prospect Heights 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 Prospect Heights 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 Prospect Heights vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Prospect Heights vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Prospect Heights. 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 Prospect Heights 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 $116 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 Prospect Heights rentals

At Expedia, we put the best Prospect Heights 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 Prospect Heights 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 Prospect Heights 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 Prospect Heights. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Prospect Heights?

Yes, we have vacation rentals near top attractions in Prospect Heights, or you can select a secluded option if you're looking for a relaxing stay. Our travelers say Prospect Heights has a good selection of restaurants. Make sure you have time to check out the lake views and shopping during your trip.

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

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This vacation home rental near Prospect Heights offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in Prospect Heights?

While exploring the area, visit family-friendly sights like Northbrook Sports Complex, or get outside and enjoy nature at Isaak Walton Park. Other places in town to visit include Prospect Heights City Hall and Rob Roy Golf Course.

What are vacation rentals like in Prospect Heights?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Prospect Heights. Vacation rentals offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.