Holiday Rentals in Maywood

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Our top choices for Maywood holiday 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 €259
includes taxes & fees
9 Feb - 10 Feb
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 €194
includes taxes & fees
15 Feb - 16 Feb
Less is more! Pet friendly Tiny Home near Chicago!

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (680 reviews)
"Perfect location and very clean! "
United States
Latoya
Kasa Magnificent Mile Chicago

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

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 €133
includes taxes & fees
2 Feb - 3 Feb
Sentral Michigan Avenue

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 €273
includes taxes & fees
8 Feb - 9 Feb
River North Rooftop With In and Out Parking 3

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 €142
includes taxes & fees
2 Feb - 3 Feb
Chic Studio in the Heart of the Gold Coast

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 €152
includes taxes & fees
2 Feb - 3 Feb
West Loop Living – Bright 1BR

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 €167
includes taxes & fees
9 Feb - 10 Feb
Sun-Drenched 1BR Apartment

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 €152
includes taxes & fees
3 Feb - 4 Feb
Modern Comfort: 1BR Unit w/ Laundry

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 €152
includes taxes & fees
4 Feb - 5 Feb
1BR Modern Luxe Apt with In-Unit Laundry

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 traveller
The price is €152
includes taxes & fees
2 Feb - 3 Feb
Sleek 1BR Apt w/ Laundry

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

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, (57 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is €227
includes taxes & fees
2 Feb - 3 Feb
2-bedroom apartment just 2 minutes drive to Wrigley Field

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 €286
includes taxes & fees
2 Feb - 3 Feb
Spacious 3-bedroom apartment near downtown, FREE PARKING

Bridgeport Boho Chic Vibes

Bridgeport Boho Chic Vibes
Bridgeport
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful location and wonderful stay. "
United States
Betsy B.
The price is €367
includes taxes & fees
2 Feb - 3 Feb
Bridgeport Boho Chic Vibes

Beautifully Set Up 2BR Space

Beautifully Set Up 2BR Space
Lakeview
9.6 out of 10, Exceptional, (24 reviews)
"It was a very nice place to stay"
United States
Bill P.
The price is €166
includes taxes & fees
2 Feb - 3 Feb
Beautifully Set Up 2BR Space

Modern 2BR with Reliable Wi-Fi

Modern 2BR with Reliable Wi-Fi
Lakeview
9.0 out of 10, Wonderful, (6 reviews)
"Great location for seeing a Cubs game. Easy to follow "
United States
David A.
The price is €166
includes taxes & fees
2 Feb - 3 Feb
Modern 2BR with Reliable Wi-Fi

Prime Location! 2BR Near Wrigley

Prime Location! 2BR Near Wrigley
Lakeview
9.6 out of 10, Exceptional, (8 reviews)
"Everything was clean, really walkable area also"
United States
Anthony E.
The price is €166
includes taxes & fees
2 Feb - 3 Feb
Prime Location! 2BR Near Wrigley

Homey 2BR Apt w/ Parking

Homey 2BR Apt w/ Parking
Portage Park
9.4 out of 10, Exceptional, (9 reviews)
"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
The price is €165
includes taxes & fees
2 Feb - 3 Feb
Homey 2BR Apt w/ Parking
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

Everything you need to know about Maywood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Maywood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Maywood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Maywood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Maywood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Maywood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Maywood holiday rentals we have selected for you start as low as €133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Maywood rentals

At Expedia, we put the best Maywood holiday 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 Maywood 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 Maywood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Maywood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Maywood?

Yes, there are holiday rentals close to the most popular sights in Maywood, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Maywood has to offer?

A Home Away From Home!: This holiday home rental outside of 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 holiday rentals will I find in Maywood?

With 7 Expedia holiday rentals, you're guaranteed 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 holiday rental in Maywood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Maywood. Holiday rentals offer extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.