Vacation rentals in Maywood

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Top-rated vacation rentals in Maywood

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Top guest favorite
The living area features a comfortable sofa, paired with two woven armchairs. A rustic wooden coffee table sits at the center, adorned with a vase of fresh flowers. Natural light illuminates the space through two large windows, framed by soft curtains.
Apartment in Forest Park
4.98 out of 5 average rating, 400 reviews

Walk to Oak Park from Our Sunny Turn of the Century Apt

Soak up the vintage charm of this apartment dating back to 1908. This newly remodeled space is an elegant retreat, featuring 10-foot ceilings, local art treasures, and plush linens. A relaxing outdoor lounge area awaits after a busy day exploring. Pets are welcome on a case by case basis (contact host). The space is a charming two bedroom, one bathroom first-floor unit in a two unit historic home built in 1908. The apartment combines historic details with modern conveniences such as central heat and air, a dishwasher and washing machine and dryer access. The Monroe House is a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 25 minute train ride away. The condo includes additional amenities such as: •Smart TV for watching any account may you have (Netflix, Hulu etc...) •Central Air conditioning •Front and back porches for your enjoyment •Washer and dryer on site Just to the east lies historic Oak Park, and 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 taking in the local attractions, Chicago is only a 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 You will have access to the entire unit and the basement so you can use the washing machine and dryer. We also have a back patio with a chiminea, patio table that seats 6, and a grill/smoker. You are welcome to use the backyard at anytime during your stay. We live in the top unit and are as available as you need. That being said, we very much respect your privacy and will not be checking in with you in person unless you request it. It is located in the Madison district, with acclaimed restaurants, pubs, and unique boutiques. Downtown Chicago is a 25-minute train ride away. The local brewery across the street offers delicious beers and creative meals for the whole family. We have a parking pad located behind our building. You can fit two cars on your side of the parking pad if they are parked in tandem. Some street parking is also available. We are located .4 miles from the CTA Blue Line train - Forest Park Stop. It is about a 6 - 10 minute walk from the flat. You can also take an Uber/Lyft into the city. It is about a 15 - 25 minute ride and it costs between $15 and $25. We are located about one mile from the Metra Station (Union Pacific West) and CTA Green Line - Oak Park Stop. Third bed is a queen sleeper sofa. We provide sheets and blankets for the sleeper sofa. You can smoke in the backyard. An ashtray is provided.

Guest favorite
A spacious living area features a gray sectional sofa arranged around a wooden coffee table. Soft lighting is provided by ceiling fixtures and wall-mounted sconces. The room leads to a set of stairs, while a TV is mounted on the wall for entertainment.
Apartment in Oak Park
4.87 out of 5 average rating, 188 reviews

City-Accessible Basement Retreat

Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!

Top guest favorite
A bright living room features a cozy seating arrangement with a variety of armchairs and a sofa. Original art pieces adorn the walls, and a coffee table with a decorative table runner sits on a soft area rug. Light streams in through windows creating a lively atmosphere.
Apartment in Forest Park
5 out of 5 average rating, 209 reviews

Sunny 1 bedroom apartment 1 block from restaurants

This sunny second floor apartment perched in an 1890’s farmhouse offers traditional charm with many contemporary touches. It showcases a variety of original art. Located on a quiet street but just steps away from restaurants, bars and shops, off-street parking is included. Two nearby trains provide easy access to downtown Chicago and O’Hare Airport. An enclosed porch directly off the kitchen overlooks a beautiful prairie garden. You can relax on the backyard patio with gas grill and fire pit.

Top guest favorite
The exterior of a charming brick apartment building is showcased, framed by vibrant greenery. The structure features large windows and a welcoming entryway, with a well-kept lawn and flower beds enhancing its curb appeal. The clear sky provides ample natural light.
Apartment in Forest Park
4.98 out of 5 average rating, 181 reviews

1 bedroom garden apartment in Forest Park

Unique private garden apartment in our single family residence. Approximately 8 miles directly west of downtown Chicago. Close to shopping, dining, entertainment and public transportation to the city. One bedroom & best for 2 people but could sleep 3 ($50 fee) for short stays. It's important to note that we have pets (cats/dog) in this home and also that this is a garden/ground/lower level apartment. The ceilings are relatively low at 6.5'. This would not be the best space for tall people.

Guest favorite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 868 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Guest favorite
A cozy sitting area features a blue armchair and a light gray sofa adorned with yellow accent pillows. A wooden coffee table sits in front, placed on a patterned rug. A wall art piece of a toucan against floral imagery adds a touch of color.
Apartment in Oak Park
4.85 out of 5 average rating, 215 reviews

Circle Back Modern Apartment

Sit on your leafy private patio and enjoy your coffee before heading out to the city- or wind down at the end of the day with a cold beer. Steps to coffee shops, neighborhood pubs, and the Blue Line train this beautifully updated and decorated apartment is the perfect landing pad for your Chicago adventure. FREE off-street parking, free in-unit laundry, a cute coffee station- basically every amenity we could think of! This will be the place you want to stay every time you visit Chicago.

Superhost
A modern kitchen features light gray cabinetry with ample storage space. Stainless steel appliances, including a refrigerator and oven, complement the design. A window allows natural light to brighten the counter area, set against a backdrop of polished hardwood flooring.
Apartment in Maywood
4.83 out of 5 average rating, 221 reviews

Beautiful apartment close to O’Hare

Keep it simple at this peaceful and centrally-located place. Eighteen min away from the airport and twenty min away from Downtown Chicago. This second floor apartment have everything you need in a quiet location. Just 5 Minutes from I 290 expressway. Great Neighborhood and friendly Neighbors, You will love it! Please keep in mind that this is a snail apartment and that there is an incline set of stairs on the front and a more confortable second set of stairs on the back porch.

Top guest favorite
A lush garden surrounds a charming historic home, with greenery and flowers creating a vibrant landscape. A shaded seating area is provided under an umbrella, offering a space for relaxation amidst the natural beauty. The home is partially covered in climbing vines, enhancing its character.
Apartment in Oak Park
4.94 out of 5 average rating, 107 reviews

Studio Apartment in Oak Park

Nestled in Oak Park's historic district, this charming studio apartment is within walking distance of cafes, shops, restaurants, a movie theater, and the CTA/Metra for city and suburban excursions. Featuring a comfortable queen-sized bed, a newly updated full bathroom, and a kitchenette, it sits mere steps from Ernest Hemingway's childhood home and a few blocks from Frank Lloyd Wright's residence and studio. Enjoy the serenity of this historic home and its hidden garden oasis.

Guest favorite
Apartment in Maywood
4.93 out of 5 average rating, 217 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Superhost
A spacious living area features a modern sectional sofa in neutral tones. A sleek television is mounted on the wall opposite a minimalist coffee table. The adjoining dining area, visible through an archway, includes a round table with four chairs.
Apartment in Forest Park
4.86 out of 5 average rating, 381 reviews

Home in Forest Park Upstairs.

In this cozy apartment you will have a functional kitchen, in unit laundry, fast WiFi connection and access to a back yard.. The property is located 30 minutes from O'Hara International Airport, 20 minutes from Downtown Chicago via I-290, and 40 minutes away from Midway Airport. Forest Park is a very safe, vibrant and diverse suburb of Chicago. You will be within walking distance of many different restaurants, boutiques, bars, parks, and public transit.

Guest favorite
The living area is furnished with a comfortable gray sofa and a glass coffee table, complemented by decorative pillows. A large wall art piece depicting a city skyline adds a modern touch. Natural light fills the space, enhanced by nearby windows and an indoor plant.
Apartment in Forest Park
4.87 out of 5 average rating, 235 reviews

2 Bed Apartment | Convenient Access to Downtown

Enjoy your stay in Forest Park in this modern, newly remodeled two-bedroom apartment on the first level of a three-unit building! It is conveniently located just off the highway, depending on traffic, and only a 20-minute drive to downtown Chicago. O’Hare and Midway Airports are about 30 minutes away. The apartment comfortably accommodates up to 4 people, with two private bedrooms featuring queen beds and a pull-out sofa in the living room.

Guest favorite
A modern living area features a gray sofa adorned with orange and gold throw pillows. An open kitchen with white cabinetry is visible in the background, complemented by a dining area with four chairs. A vibrant abstract painting adds a splash of color on the wall.
Apartment in Forest Park
4.86 out of 5 average rating, 697 reviews

Train ride to Chicago, welcome home

The garden apartment is small but mighty! It features a full kitchen and bathroom and a laundry facility onsite. You can walk 10 minutes to the blue line to Chicago. Large yard with an outdoor cabana and seating areas. Close to park and grocery store. Please make sure you are accurate on your guest count, do not put one guest when there will be 3 (for example). Welcome to my slice of heaven in Forest Park!

Popular amenities for Maywood vacation rentals

When is the best time to visit Maywood?

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Frequently Asked Questions

  • 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.

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

    Experience the best of Maywood with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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 air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Maywood. Enjoy a tailored experience with all the comforts you desire.

  • 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 wifi?

    Absolutely! We offer over 10 house rentals with wifi in Maywood. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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 air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Maywood

  • Total vacation rentals

    Explore 20 vacation rentals in Maywood

  • Nightly prices starting at

    Maywood vacation rentals start at €43 per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Maywood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maywood rentals

  • 4.6 Average rating

    Maywood stays receive an average rating of 4.6 out of 5 from guests

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