Glencoe Vacation Rentals

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Our top choices for Glencoe vacation rentals

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is CA $251
CA $678 total
includes taxes & fees
Apr 29 - Apr 30
River North Rooftop With In and Out Parking 3

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (9 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is CA $155
CA $319 total
includes taxes & fees
Apr 19 - Apr 20
West Loop Living – Bright 1BR

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is CA $155
CA $319 total
includes taxes & fees
Apr 26 - Apr 27
Sunlit 1BR Apartment | Warm & Welcoming Space

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.0 out of 10, Wonderful, (17 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is CA $99
CA $246 total
includes taxes & fees
Apr 19 - Apr 20
Modern Comfort: 1BR Unit w/ Laundry

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,129 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is CA $197
CA $272 total
includes taxes & fees
Apr 27 - Apr 28
Sentral Michigan Avenue

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is CA $147
CA $294 total
includes taxes & fees
Apr 29 - Apr 30
Chic Studio in the Heart of the Gold Coast

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
Modern West Loop Gem-City Views & Prime Location 3

Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
The price is CA $217
CA $646 total
includes taxes & fees
May 13 - May 14
Envitae Hotel, 4BR Modern Sleek Apartment

Plymouth Studio Suite with Gym, Rooftop, and Lobby

Plymouth Studio Suite with Gym, Rooftop, and Lobby
Chicago
The price is CA $140
CA $443 total
includes taxes & fees
Apr 19 - Apr 20
Plymouth Studio Suite with Gym, Rooftop, and Lobby

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
The price is CA $185
CA $608 total
includes taxes & fees
Apr 27 - Apr 28
Premium Urban 4BR - Perfect Mix of Comfort & Location

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (465 reviews)
"Would definitely stay again. Everything was great!"
United States
Michelle
The price is CA $210
CA $281 total
includes taxes & fees
Apr 19 - Apr 20
Level Chicago – Old Town

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (73 reviews)
"Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. "
United States
Susan G.
The price is CA $148
CA $410 total
includes taxes & fees
Apr 20 - Apr 21
Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (11 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is CA $130
CA $169 total
includes taxes & fees
Apr 20 - Apr 21
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Charming Sunlit 1BR Apartment

Charming Sunlit 1BR Apartment
Irving Park
9.0 out of 10, Wonderful, (14 reviews)
"Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured."
United States
Brandon M.
The price is CA $124
CA $278 total
includes taxes & fees
Apr 27 - Apr 28
Charming Sunlit 1BR Apartment

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Everything went well"
United States
Ryan W.
The price is CA $239
CA $321 total
includes taxes & fees
Apr 19 - Apr 20
LIVN West Loop Chicago 2 BR City View

2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field
North Center
9.6 out of 10, Exceptional, (67 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is CA $184
CA $449 total
includes taxes & fees
Apr 19 - Apr 20
2-bedroom apartment just 2 minutes drive to Wrigley Field

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"It was very clean and as described/ pictured. The location was absolutely perfect being within a short walk to millennium park, restaurants and stores. The batteries were low in the remote and the host reached out to us around the same time. We received batteries within 10 minutes of letting them know."
United States
Amber W.
The price is CA $405
CA $542 total
includes taxes & fees
Apr 19 - Apr 20
LIVN Millennium Park Downtown Chicago 2BR

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
The price is CA $132
CA $334 total
includes taxes & fees
Apr 20 - Apr 21
A quiet stay while you are away

Sunlit Studio with City Charm

Sunlit Studio with City Charm
Rogers Park
8.0 out of 10, Very good, (10 reviews)
"Host was extremely welcoming and accommodating. They went out of their way to assure me that they were but a call away if there was anything we needed."
United States
Renee W.
The price is CA $93
CA $226 total
includes taxes & fees
Apr 26 - Apr 27
Sunlit Studio with City Charm

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (190 reviews)
"Great place! Would definitely stay again!"
United States
Katherine
The price is CA $222
CA $390 total
includes taxes & fees
Apr 30 - May 1
Kasa River North Chicago
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 Glencoe Hotel Reviews

Find out more about Glencoe

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Glencoe. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Glencoe?

Yes, we give you a choice of vacation rentals close to popular local attractions in Glencoe, or you can choose a secluded option if you're looking for a relaxing stay. Glencoe is known for its shopping and restaurants. Make sure you have time to check out the forests while you're in the area.

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

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: This vacation home rental outside of Glencoe is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 Glencoe?

Lake Michigan and Chicago Botanic Garden are a couple of scenic spots to enjoy the outdoors, whereas Writers Theatre is one of the cultural attractions. You’ll find favorite places to visit like Naval Base Great Lakes and Wrigley Field in the larger area.

What’s a vacation rental in Glencoe like?

Vacation rentals are privately owned properties you can book for short or long periods in Glencoe. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.