Maywood Vacation Rentals

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Our top choices for Maywood vacation rentals

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

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very Good, (21 reviews)
"Very nice place "
United States
Elliot H.
The price is ¥22,741
¥45,954 total
includes taxes & fees
Feb 9 - Feb 10
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Less is more! Pet friendly Tiny Home near Chicago!

Less is more! Pet friendly Tiny Home near Chicago!
Burr Ridge
9.8 out of 10, Exceptional, (37 reviews)
"We loved it! We were in for a short time and it was perfect!!"
United States
nicole l.
The price is ¥17,611
¥34,404 total
includes taxes & fees
Feb 15 - Feb 16
Less is more! Pet friendly Tiny Home near Chicago!

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,066 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is ¥16,727
¥24,112 total
includes taxes & fees
Feb 23 - Feb 24
Sentral Michigan Avenue

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is ¥10,525
¥26,772 total
includes taxes & fees
Feb 4 - Feb 5
1BR Modern Luxe Apt with In-Unit Laundry

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is ¥10,525
¥26,772 total
includes taxes & fees
Feb 4 - Feb 5
West Loop Living – Bright 1BR

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 ¥10,260
¥24,986 total
includes taxes & fees
Feb 1 - Feb 2
Chic Studio in the Heart of the Gold Coast

Complete 1BR Home Sum

Complete 1BR Home Sum
Downtown Chicago
The price is ¥10,525
¥26,772 total
includes taxes & fees
Feb 4 - Feb 5
Complete 1BR Home Sum

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (416 reviews)
"Property was clean, welcoming, pet friendly "
United States
Heather
Level Chicago – Old Town

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is ¥10,525
¥26,772 total
includes taxes & fees
Feb 4 - Feb 5
Modern Comfort: 1BR Unit w/ Laundry

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
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 ¥10,525
¥26,772 total
includes taxes & fees
Feb 4 - Feb 5
Sun-Drenched 1BR Apartment

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very Good, (5 reviews)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is ¥10,525
¥26,772 total
includes taxes & fees
Feb 4 - Feb 5
The One: A 1BR Stay That Feels Like Home

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, (4 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 ¥15,314
¥47,914 total
includes taxes & fees
Feb 8 - Feb 9
River North Rooftop With In and Out Parking 3

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

Twice as Nice: Chic 2BR Stay with Style & Space
Downtown Chicago
9.6 out of 10, Exceptional, (20 reviews)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is ¥11,441
¥30,133 total
includes taxes & fees
Feb 4 - Feb 5
Twice as Nice: Chic 2BR Stay with Style & Space

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"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 ¥10,567
¥26,878 total
includes taxes & fees
Feb 1 - Feb 2
Sleek 1BR Apt w/ Laundry

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (49 reviews)
"It was perfect for a concert at the aragon ballroom, it was only a block away!"
United States
Maria G.
The price is ¥7,351
¥35,763 total
includes taxes & fees
Feb 1 - Feb 2
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.0 out of 10, Wonderful, (19 reviews)
"Everything was great! Definitely recommend "
United States
Monica T.
The price is ¥7,351
¥35,572 total
includes taxes & fees
Feb 2 - Feb 3
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING
Near West Side
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay that was close to downtown"
United States
Michelle B.
The price is ¥8,847
¥51,195 total
includes taxes & fees
Feb 2 - Feb 3
Spacious 3-bedroom apartment near downtown, FREE PARKING

2BR Chic & Comfortable Furnished Unit

2BR Chic & Comfortable Furnished Unit
Hermosa
10.0 out of 10, Exceptional, (4 reviews)
"Comfortable beds, great location"
United States
Jason
The price is ¥10,525
¥29,437 total
includes taxes & fees
Feb 5 - Feb 6
2BR Chic & Comfortable Furnished Unit

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (33 reviews)
"great stay"
United States
matt R.
The price is ¥8,911
¥29,487 total
includes taxes & fees
Feb 3 - Feb 4
A quiet stay while you are away
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?

A Home Away From Home!: This vacation home rental near Maywood offers a fireplace, a garden, 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 7 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 Galloping Ghost, 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.