Vacation rentals in Maywood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Maywood

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Loft in Forest Park

4.96 out of 5 average rating, 462 reviews

Walk to Oak Park from a Bright Madison Street Loft

Crowned "The best in neighborhood dining" according to a 2008 Chicago Tribune readers poll, the variety of Forest Park restaurants offer something for everyone. The unit is a charming two bedroom, two bath loft a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 20 minute train ride away. The condo includes additional amenities such as: - Elevator in building •Secure front and back entrances. •One assigned parking spot in the back of the building. •Full kitchen with stainless steel appliances (stove, dishwasher, refrigerator), cookware, and dinnerware. •Granite countertops. •Two full bathrooms. The master bathroom includes a Jacuzzi tub. •Two full bedrooms. Both have queen sized beds. •Smart TV with cable access and access to Netflix. •Central Air conditioning •Working fireplace •Balcony with a view of downtown Chicago's skyline •Washer and dryer in unit. Just to the east lies historic Oak Park, which offers an array of attractions such as: •Brookfield Zoo •Chicago Architecture Foundation •Ernest Hemmingway Museum and Birthplace •Frank Lloyd Wright Home and Studio •Frank Llyod Wright’s Unity Temple •Oak Park Conservatory After soaking up some attractions in Oak Park, Chicago is only a short twenty minute train ride away, and it offers such noteworthy experiences as: •Shedd Aquarium •Architecture River Cruise •Skydeck Chicago •Navy Pier •The Field Museum •John Hancock Observatory •Adler Planetarium •Art Institute of Chicago •The Museum of Science and Industry The loft and both doors to our building have key-less entry pads. We will email you your personal entry code along with check in instructions a couple days before your arrival. Each guest is given their own personal code. Codes are programmed the day of check in and deleted shortly after check out. We are as available as you need. Centrally positioned in the Madison Street shopping and dining district, the loft is conveniently surrounded by local eateries and pubs within minutes of downtown Chicago and the United Center, and just blocks from the CTA blue line. We are located half a mile from the L - Blue Line. We are the Forest Park Stop on the blue line. The blue line will take you into the city. It is about an 8 to 10 minute walk from the loft. An Uber/Lyft ride into the city ranges from $15 to $25 and takes around 15 to 20 minutes. We are one mile from the Metra train line (Union Pacific - West). The Metra dead ends into Union Station. There are a number of Metra lines that take you to surrounding suburbs. We are also one mile from the Green Line - Oak Park Stop. The Green Line is another line on the L. The third bed is a queen sleeper sofa. There is a strict no smoking policy in our building. You can not smoke on the balcony - it will result in a $500 fine. The neighborhood is vibrant in the summer and sound can travel into the unit.

Dec 9 – 16

G$26,669 GYD per night

Guest favorite

Home in Berwyn

4.92 out of 5 average rating, 237 reviews

Private apartment with retro vibe

Gunderson Getaway is a cosy one BR apartment with some retro style touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus sofa & extra single bed available. EASY free street parking right by unit. Quick drive to City. Convenient to both airports, United Center and walk to Fitzgerald’s Club. Near Blue Line, restaurants, groceries, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left alone.

Sep 20 – 27

G$19,903 GYD per night

Guest favorite

Guest suite in Wood Dale

4.9 out of 5 average rating, 427 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Oct 15 – 22

G$24,984 GYD per night

Guest favorite

Guest suite in Oak Park

4.89 out of 5 average rating, 402 reviews

Entire upstairs in Arts and Crafts Oak Park home

You have the use of the entire upstairs (with a separate, lockable private entrance) and bicycles. With two bedrooms, bathroom and a common area with a futon, table, fridge, microwave, coffee maker and kettle, it is flexible for individuals, couples, families or small groups. Free overnight parking. We're a quick walk to the CTA Blue line, coffee shops and restaurants, parks, musical venues, the Oak Park Arts District, and a quick drive to downtown. Our home is cozy, in a friendly neighborhood.

Nov 2 – 9

G$24,667 GYD per night

Guest favorite

Apartment in Oak Park

4.91 out of 5 average rating, 102 reviews

Lovely, spacious 2bd, 1bath home w/free parking

Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed barn wood throughout the home and a completely remodeled kitchen with cute bistro table to enjoy your coffee. Wonder around this beautiful, quiet Frank Lloyd Wright neighborhood to see beautiful Victorian homes and architect or take a brisk walk to downtown Oak Park before taking in the sites in Downtown Chicago. Whether you stay for a while or a few days, welcome home!

Sep 25 – Oct 2

G$29,319 GYD per night

Guest favorite

Guest suite in Chicago

4.98 out of 5 average rating, 111 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Nov 28 – Dec 5

G$17,067 GYD per night

Guest favorite

Home in Forest Park

4.91 out of 5 average rating, 222 reviews

Charming dog friendly 2-Bath Bungalow Near Chicago

Steps from the cobblestone streets of Forest Park into our cheery bungalow, perfect for artistic souls and business travelers alike. Inside is a design savvy mix of mid-century furniture, comfy beds, and art from around the globe. Built in 1908, it boasts modern amenities you desire without sacrificing vintage charm. Minutes away from local shops, restaurants. Just off I-290, Blue Line CTA, 20. min drive to ORD, Midway & Downtown Chicago. Plus we’re dog-friendly-- bring up to 2 pups!

Jun 24 – Jul 1

G$32,696 GYD per night

Guest favorite

Apartment in Cicero

4.98 out of 5 average rating, 200 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.

May 4 – 11

G$26,050 GYD per night

Guest favorite

Apartment in Forest Park

5.0 out of 5 average rating, 217 reviews

Like a Treehouse!

If you're coming to Illinois for any medical procedure that's no longer available in your home state, reach out to us about discounts. You'll feel like you're in a tree house in our 850 sq ft coach house, above our workshop/garage, behind our home in historic Forest Park (with "The Mayberriest Downtown!"- Chicago Magazine), right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.

Jul 22 – 29

G$27,446 GYD per night

Guest favorite

Apartment in Forest Park

4.84 out of 5 average rating, 109 reviews

Home away from home downstairs

Enjoy a stylish experience at this centrally-located, easy access , ground floor apartment. You will have a fully equipped kitchen, laundry facility outside your back door and super fast internet. Forest Park is located about 20 minutes from downtown Chicago and about 30 minutes from O’Hara international airport. You are within walking distance of many boutiques, restaurants, parks and also public transportation.

Oct 1 – 8

G$25,933 GYD per night

Guest favorite

Apartment in Oak Park

4.88 out of 5 average rating, 128 reviews

A Little Slice of Heaven in Oak Park, IL

A private space with a fun vintage vibe. Located several blocks from the El and the Eisenhower, it’s really easy to access the city. It also includes free off-street parking which is a must. The space is located in my basement and has a private entrance. The space includes a bedroom, living area and a bathroom. Space is great if you are in town to work or for fun! Please contact me with any questions.

Oct 28 – Nov 4

G$20,326 GYD per night

Guest favorite

Apartment in Oak Park

4.86 out of 5 average rating, 247 reviews

Cosmopolitan Nest in Oak Park North Side

Whether visiting Oak Park's historic district or exploring the Windy City for the renowned museums and its nightlife, we welcome you into our home. You are guaranteed a peaceful stay in your own apartment with private entrance on the first floor in our single family home. We are a professional family who maintain a quiet residence. CTA public transportation just steps away.

Sep 4 – 11

G$15,376 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Maywood vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Maywood's top sights

Poor Boy4 locals recommend

JJ Fish & Chicken3 locals recommend

Burger King34 locals recommend

Beggars Pizza23 locals recommend

Thatcher Woods Pavilion7 locals recommend

Submarine Brothers3 locals recommend

Other great vacation rentals in Maywood

Guest favorite

Apartment in Forest Park

4.85 out of 5 average rating, 599 reviews

Train ride to Chicago, welcome home

Jul 8 – 15

G$28,816 GYD per night

Guest favorite

Apartment in Forest Park

4.95 out of 5 average rating, 237 reviews

Mid-Century Charm. Near Chicago. Low Cleaning Fee!

Sep 23 – 30

G$27,262 GYD per night

Superhost

Apartment in Berwyn

4.87 out of 5 average rating, 386 reviews

Berwyn Musical Apartment

Dec 30 – Jan 6

G$20,652 GYD per night

Superhost

Apartment in Maywood

4.93 out of 5 average rating, 86 reviews

Beautiful apartment close to O’Hare

Oct 10 – 17

G$36,471 GYD per night

Superhost

Home in Maywood

4.83 out of 5 average rating, 60 reviews

Maywood Relaxation

Jun 12 – 19

G$38,129 GYD per night

Guest favorite

Apartment in Forest Park

4.86 out of 5 average rating, 14 reviews

City-Accessible Basement Retreat

Nov 10 – 17

G$18,448 GYD per night

Guest favorite

Apartment in Forest Park

4.99 out of 5 average rating, 88 reviews

Sunny 1 bedroom apartment 1 block from restaurants

Feb 8 – 15

G$24,717 GYD per night

Guest favorite

Apartment in Chicago

4.97 out of 5 average rating, 31 reviews

Serene Escape with King Sleep Number Bed, No Fees!

Dec 13 – 20

G$22,722 GYD per night

Show all

Quick stats about vacation rentals in Maywood

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
660 reviews
Nightly prices starting at
G$6,253 GYD before taxes and fees

Frequently Asked Questions

Do house rentals in Maywood have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Maywood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Maywood have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Maywood. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Maywood?
Maywood has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Maywood?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Maywood?
Yes! Work meets play with ease at over 10 vacation rentals in Maywood featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Maywood have wifi?
Absolutely! We offer over 10 house rentals with wifi in Maywood. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Maywood?
Experience the best of Maywood with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Maywood have free parking?
Absolutely! We offer over 10 house rentals with free parking in Maywood. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Maywood

Top-rated vacation rentals in Maywood

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Maywood vacation rentals

Stay near Maywood's top sights

Other great vacation rentals in Maywood

Apartment in Forest Park

Apartment in Forest Park

Apartment in Berwyn

Apartment in Maywood

Home in Maywood

Apartment in Forest Park

Apartment in Forest Park

Apartment in Chicago

Quick stats about vacation rentals in Maywood

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Maywood have a kitchen?

Do house rentals in Maywood have air conditioning?

Are there family-friendly vacation rentals in Maywood?

What are the most popular amenities for House Rentals in Maywood?

Are there vacation rentals with a dedicated workspace in Maywood?

Do house rentals in Maywood have wifi?

How much does it cost to stay in house rentals in Maywood?

Do house rentals in Maywood have free parking?

Destinations to explore