Maywood Vacation Rentals

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Vacation Rentals in Maywood

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood
7.8 out of 10, Good, (13)
"Nice house, spacious! Only cons are there aren’t convenient outlets in the rooms to charge your phone while laying down, the front door lock is annoying to lock each time you leave the house, and the lint trap for the dryer tears your clothes. I’d stay again though! P.S. it’s just a little far from downtown (30 minutes) if you’re mostly going out in that area the Ubers/lyfts are costly if you don’t have a rental!"
United States
Nijay C.
The price is ¥22,951
¥37,284 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Less is more! Pet friendly Tiny Home near Chicago!

Burr Ridge
10.0 out of 10, Exceptional, (33)
"Could not have picked a better place to stay. Location was grea,fenced in area fir the dogs was perfecy. "
United States
Christina S.
The price is ¥11,406
¥27,414 total
includes taxes & fees
Nov 18 - Nov 19
Less is more! Pet friendly Tiny Home near Chicago!

Kasa River North Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (177)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Sentral Michigan Avenue

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (983)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is ¥18,260
¥25,970 total
includes taxes & fees
Dec 7 - Dec 8
Sentral Michigan Avenue

Level Chicago – Old Town

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (379)
"Property was clean, centrally located with wonderful staff. Will definitely stay again."
United States
Michelle
Level Chicago – Old Town

Twice as Nice: Chic 2BR Stay with Style & Space

Downtown Chicago
9.6 out of 10, Exceptional, (13)
"Had a very nice time in Chicago!"
United States
Valerie S.
The price is ¥13,910
¥34,201 total
includes taxes & fees
Dec 1 - Dec 2
Twice as Nice: Chic 2BR Stay with Style & Space

Stylish 1BR in West Loop

Downtown Chicago
10.0 out of 10, Exceptional, (9)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
United States
Jacob D.
The price is ¥11,128
¥27,668 total
includes taxes & fees
Nov 19 - Nov 20
Stylish 1BR in West Loop

Gold Coast Living: Modern Studio Unit

Downtown Chicago
10.0 out of 10, Exceptional, (3)
"Perfect pet friendly pied-à-terre! This sweet studio comes highly recommended!!!!"
United States
Brandy
The price is ¥10,664
¥25,580 total
includes taxes & fees
Nov 17 - Nov 18
Gold Coast Living: Modern Studio Unit

The One: A 1BR Stay That Feels Like Home

Downtown Chicago
9.4 out of 10, Exceptional, (3)
"Convenient location and clean place"
United States
David S.
The price is ¥11,128
¥27,668 total
includes taxes & fees
Nov 17 - Nov 18
The One: A 1BR Stay That Feels Like Home

West Loop Living – Bright 1BR

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"Thorough and easy to follow parking and check in instructions. Clean apartment. "
United States
Kira V.
The price is ¥11,128
¥27,668 total
includes taxes & fees
Nov 16 - Nov 17
West Loop Living – Bright 1BR

Sun-Drenched 1BR Apartment

Downtown Chicago
10.0 out of 10, Exceptional, (2)
"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 ¥11,128
¥27,668 total
includes taxes & fees
Nov 17 - Nov 18
Sun-Drenched 1BR Apartment

River North Rooftop With In and Out Parking 5

Downtown Chicago
10.0 out of 10, Exceptional, (2)
"As advertised. Beautiful, well appointed apartment. Centrally located to restaurants, shopping and the L train. Hosts were very communicative and attentive to our needs. Highly recommend. "
United States
Mike S.
The price is ¥19,782
¥52,995 total
includes taxes & fees
Dec 11 - Dec 12
River North Rooftop With In and Out Parking 5

South Loop Rooftop With In and Out Parking 3

Downtown Chicago
8.6 out of 10, Excellent, (4)
"Modern and stylish apartment in a great location. Lots of extra thoughtful touches made it a great stay. "
Australia
Angela M.
The price is ¥17,001
¥49,388 total
includes taxes & fees
Nov 24 - Nov 25
South Loop Rooftop With In and Out Parking 3

Chicago luxury home suites

2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (1)
"This was Amazing stay I have ever had in my life. Wonderful host, super clean. Stunning views, close to everything that you would needed. "
New Zealand
Moha
The price is ¥43,850
¥51,476 total
includes taxes & fees
Nov 16 - Nov 17
Chicago luxury home suites

Your Chicago get Away

Downtown Chicago
8.4 out of 10, Very Good, (8)
"We came to Chicago to visit museums and the apartment was clean and conveniently located. It had everything we needed for our stay. One note, parking is listed as an amenity. However, it wasn’t included, though there were many secure lots within a block to pay and park."
United States
Laura D.
The price is ¥46,153
¥86,367 total
includes taxes & fees
Nov 23 - Nov 24
Your Chicago get Away

Sleek 1BR Apt w/ Laundry

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is ¥11,437
¥28,029 total
includes taxes & fees
Dec 3 - Dec 4
Sleek 1BR Apt w/ Laundry

Prime Location! 2BR Near Wrigley

Lakeview
9.4 out of 10, Exceptional, (6)
"Great location! Parking not included is a bummer."
United States
Gary
The price is ¥9,737
¥28,550 total
includes taxes & fees
Dec 1 - Dec 2
Prime Location! 2BR Near Wrigley

Spacious 3-bedroom apartment near downtown, FREE PARKING

Near West Side
9.4 out of 10, Exceptional, (8)
"Nice place to stay. Good communication with the owner."
United States
Ryan
The price is ¥8,964
¥51,870 total
includes taxes & fees
Nov 19 - Nov 20
Spacious 3-bedroom apartment near downtown, FREE PARKING

Wrigleyville Suites

2.0 star property
Lakeview
9.4 out of 10, Exceptional, (26)
"Excellent location and very clean! Would stay again!"
United States
Jacob
The price is ¥13,357
¥15,680 total
includes taxes & fees
Nov 17 - Nov 18
Wrigleyville Suites

Lakeview 2BR Apartment

Lakeview
9.4 out of 10, Exceptional, (24)
"Had a great weekend! The listing is accurate and is in a great location! We did have an issue with one room because of a storm from the night before, but I contacted the hosts and they responded immediately and fixed the problem within a few hours. I would recommend this rental to friends and family!"
United States
Jessica H.
The price is ¥9,273
¥27,813 total
includes taxes & fees
Dec 1 - Dec 2
Lakeview 2BR Apartment
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 Maywood Hotel Reviews

Find out more about Maywood

Search for holiday rentals in Maywood on Expedia! You can easily find your home rentals, villas, holiday apartments in Maywood using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Maywood?

Yes, there are vacation rentals close to top local attractions in Maywood, or you can choose a secluded option if you're looking for relaxation. Maywood is known for its shopping and restaurants. Make sure you have time to check out the festivals while you're in the area.

What's the top vacation rental that Maywood has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This highly rated vacation home rental in Maywood 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.

How many vacation rentals will I find in Maywood?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Maywood stay.

What’s there to see and do in Maywood?

While exploring the area, visit family-friendly sights like Edge Ice Arena, or get outside and enjoy nature at Millennium Park. Wrigley Field and Michigan Avenue are other popular places to visit in the area.

What’s a vacation rental in Maywood like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Maywood. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.