Maywood holiday homes

We found 1,496 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Maywood that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a pool. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Maywood

Showing deals for:13 Nov - 20 Nov

Room
Dining
Outdoor dining
Private kitchen
Exceptional
(11 reviews)

Quick Access to O'Hare and Chicago downtown

Melrose Park

8% off
NZ$4,139
for 7 nights, 1 home
NZ$591 per night
includes taxes & fees
Quick Access to O'Hare and Chicago downtown
Living area
Interior
Room
Exterior
Exceptional
(11 reviews)

NEW! Large/Beautiful Home with 6BDS/4BTH + Garage!

Chicago

7% off
NZ$9,262
for 7 nights, 1 home
NZ$1,323 per night
includes taxes & fees
NEW! Large/Beautiful Home with 6BDS/4BTH + Garage!
Interior
Interior
Living area
Interior
Exceptional
(54 reviews)

Modern Logan Square Luxury: 5 bedroom - sleeps 16!

Chicago

8% off
NZ$9,557
for 7 nights, 1 home
NZ$1,365 per night
includes taxes & fees
Modern Logan Square Luxury: 5 bedroom - sleeps 16!
Interior
Living area
Living area
Exterior
Excellent
(11 reviews)

Spacious / New - 8BD/4BTH - Sleeps 16 + Garage!

Chicago

8% off
NZ$10,729
for 7 nights, 1 home
NZ$1,533 per night
includes taxes & fees
Spacious / New - 8BD/4BTH - Sleeps 16 + Garage!
Private kitchen
Interior
Living area
Interior
Very good
(11 reviews)

Charming Home in Portage Park

Chicago

13% off
NZ$2,364
for 7 nights, 1 home
NZ$338 per night
includes taxes & fees
Charming Home in Portage Park
Interior
Dining
Exterior
Private kitchen
Exceptional
(5 reviews)

5BR/4BA Modern SFH Logan Square!

Chicago

7% off
NZ$5,600
for 7 nights, 1 home
NZ$800 per night
includes taxes & fees
5BR/4BA Modern SFH Logan Square!
Interior
Private kitchen
Interior
Property grounds
Exceptional
(74 reviews)

Private Historic Coach House Wicker Park

Chicago

6% off
NZ$4,054
for 7 nights, 1 home
NZ$579 per night
includes taxes & fees
Private Historic Coach House Wicker Park
Lobby
Interior
Interior
Private kitchen
Exceptional
(19 reviews)

Lofty Garden Retreat Artist-Music Friendly 2BR in Humboldt Park

Chicago

7% off
NZ$3,551
for 7 nights, 1 home
NZ$507 per night
includes taxes & fees
Lofty Garden Retreat Artist-Music Friendly 2BR in Humboldt Park
Living area
Dining
Living area
Private kitchen
Exceptional
(14 reviews)

Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks

Burr Ridge

8% off
NZ$6,667
for 7 nights, 1 home
NZ$952 per night
includes taxes & fees
Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks
Living room area opens into dining room & kitchen
3 bedroom unit is top floor of historic greystone
View of Robey Hotel from back deck
Dining room area
Exceptional
(95 reviews)

Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.

Chicago

7% off
NZ$7,716
for 7 nights, 1 home
NZ$1,102 per night
includes taxes & fees
Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
Dining
Interior
Living area
Room
Exceptional
(38 reviews)

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Berwyn

8% off
NZ$2,120
for 7 nights, 1 apartment
NZ$303 per night
includes taxes & fees
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Kitchen
Living Room
Front Yard View
Patio Deck 2
Exceptional
(21 reviews)

Spacious 5 BR / King Size Beds + Private Parking!

Chicago

8% off
NZ$7,406
for 7 nights, 1 home
NZ$1,058 per night
includes taxes & fees
Spacious 5 BR / King Size Beds + Private Parking!
Outdoor dining
Exterior
Private kitchen
Interior
Exceptional
(25 reviews)

Beautiful Berwyn Bungalow Close to Downtown Chicago

Berwyn

8% off
NZ$4,284
for 7 nights, 1 home
NZ$612 per night
includes taxes & fees
Beautiful Berwyn Bungalow Close to Downtown Chicago
Front Porch
Dining Room
Dining Room
Living Room
Exceptional
(18 reviews)

Steps to Shops, Restaurants, Trains; 5BR, 14 Guests, Parking

Forest Park

28% off
NZ$5,733
for 7 nights, 1 home
NZ$819 per night
includes taxes & fees
Steps to Shops, Restaurants, Trains; 5BR, 14 Guests, Parking
Room
Interior
Private kitchen
Living area
Exceptional
(10 reviews)

Peaceful Living-2Bdrm/2Bath w/Private Parking, WiFi-Work Station-Wicker Park!

Chicago

7% off
NZ$3,565
for 7 nights, 1 apartment
NZ$509 per night
includes taxes & fees
Peaceful Living-2Bdrm/2Bath w/Private Parking, WiFi-Work Station-Wicker Park!
Fun Mirror Wall Upstairs
Downstairs living area
Downstairs living room
Kitchen (upstairs)
Exceptional
(97 reviews)

Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!

Chicago

7% off
NZ$15,452
for 7 nights, 1 apartment
NZ$2,207 per night
includes taxes & fees
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
Private kitchen
Interior
Dining
Interior
Exceptional
(13 reviews)

Modern + Cozy Chicago stay w/garage parking & 20min to downtown

Chicago

7% off
NZ$2,189
for 7 nights, 1 apartment
NZ$313 per night
includes taxes & fees
Modern + Cozy Chicago stay w/garage parking & 20min to downtown
Interior
Living area
Private kitchen
Room
Exceptional
(19 reviews)

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Berwyn

8% off
NZ$1,843
for 7 nights, 1 apartment
NZ$263 per night
includes taxes & fees
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Living area
Interior
Room
Dining
Exceptional
(22 reviews)

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Berwyn

8% off
NZ$1,794
for 7 nights, 1 apartment
NZ$256 per night
includes taxes & fees
Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
Private kitchen
Patio
Relax in the living room
Enjoy a meal in the dining room
Exceptional
(9 reviews)

Modern 2BR with Free Parking in Avondale

Chicago

7% off
NZ$2,867
for 7 nights, 1 apartment
NZ$410 per night
includes taxes & fees
Modern 2BR with Free Parking in Avondale
Living area
Dining
Private kitchen
Living area
Wonderful
(18 reviews)

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Berwyn

8% off
NZ$1,877
for 7 nights, 1 apartment
NZ$268 per night
includes taxes & fees
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Dining
Private kitchen
Interior
Interior
Wonderful
(49 reviews)

Gorgeous 5 BDR/ 4BA in Logan Square w/Parking!

Chicago

7% off
NZ$7,527
for 7 nights, 1 home
NZ$1,075 per night
includes taxes & fees
Gorgeous 5 BDR/ 4BA in Logan Square w/Parking!
Living area
Interior
Room
Private kitchen
Wonderful
(84 reviews)

Chic, Cozy home, by Blue Line Train Stop + Free parking

Chicago

5% off
NZ$1,583
for 7 nights, 1 apartment
NZ$226 per night
includes taxes & fees
Chic, Cozy home, by Blue Line Train Stop + Free parking
Dining
Living area
Interior detail
Room
Exceptional
(11 reviews)

Ridgeland Retreat/ Street level Apt easy access

Berwyn

8% off
NZ$2,299
for 7 nights, 1 apartment
NZ$328 per night
includes taxes & fees
Ridgeland Retreat/ Street level Apt easy access
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Maywood getaway

Enjoy the festivals and other features of Maywood. This city is well-known for its shopping and restaurants. United Center and Wrigley Field are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Maywood

Are you looking for things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Maywood a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Galloping Ghost (4.3 mi / 7 km)
  • Oak Brook Golf Course (5.2 mi / 8.3 km)
  • The Dome at the Parkway Bank Sports Complex (7.2 mi / 11.6 km)
  • Lincoln Park Zoo (11.2 mi / 18 km)
  • Rainbow Falls Waterpark (11.9 mi / 19.1 km)
  • Pirates Cove Childrens Theme Park (12.2 mi / 19.6 km)

Exploring the natural features in Maywood

Whether you're an active traveller or just want to spend some time taking in the scenery, Maywood is a great place to spend some time outside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (11.4 mi / 18.3 km)
  • Grant Park (11.5 mi / 18.4 km)
  • Garfield Park (6.5 mi / 10.4 km)
  • Garfield Park Conservatory (6.5 mi / 10.5 km)
  • Portage Park (6.6 mi / 10.6 km)
  • Humboldt Park (7.5 mi / 12 km)

Transport options to and around Maywood

The closest airport is in Chicago O'Hare International Airport (ORD), located 7.5 mi (12 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Chicago Midway Airport (MDW), which is 8.2 mi (13.2 km) away.

If you'd rather travel by train, the main station is Maywood Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Maywood?
Bungalows are the most popular type of holiday home in Maywood, according to our data. Even if you have a different idea about what you'd like, Bookabach has holiday homes in a variety of shapes and sizes. Look over our options to find your perfect fit.
How much does it cost to rent a holiday home in Maywood?
A number of factors affect how much you'll pay for a holiday home in Maywood, such as the season, length of stay and type of property. But, all Bookabach homes have something in common — excellent value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Maywood?
Prices for beach houses in Maywood may differ depending on the size and style of the property and time of year you're travelling. All you have to do is enter your travel dates into Bookabach and the number of guests to view available options and prices. From there you can use the filters to refine your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday homes in Maywood?
With two properties that host four-legged guests, your furry little friend can join you on your Maywood getaway. Use the filter tool to search our pet-friendly holiday homes and find the pawfect pad on Bookabach.
What are popular home amenities in Maywood?
When it comes to home amenities that people look for in Maywood, a garden, a firepit and a barbecue grill are at the top of the list. With Bookabach holiday homes, you'll find options to suit your style and taste, whether you're on a trip with your partner, your friends or even pets.
Are there holiday homes in Maywood that welcome kids?
Bring the whole group together for an epic adventure in Maywood at one of our two family-friendly holiday homes. These stays provide amenities that are just perfect for getaways with the kids, like dining rooms, bunk beds and entertainment areas. Just check the "Properties good for families" filter box and pick your favourite.
What are the top attractions for families in Maywood?
Keeping the kids entertained during your Maywood holiday is a snap with these cool family-friendly attractions:
  • Brookfield Zoo
  • Parkway Bank Park Entertainment District
  • Galloping Ghost
How can I find holiday homes with air conditioning in Maywood?
Maywood has two holiday homes where you can unwind in air-conditioned comfort. To book a stay on Bookabach offering this amenity, choose your travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Maywood?
The minimum required age is typically 16, 18 or 21. It can vary from property to property on Bookabach, so look at the rules of your chosen Maywood holiday home before making a booking.
How long can I rent a holiday home in Maywood for?
It all depends on the Maywood property. To look at a list of options offering extended stays, simply enter your travel dates and number of people into the Bookabach search page. You can look forward to having the entire place to yourself, along with home comforts such as air conditioning, a kitchen and an outdoor space where the kids can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.