Vacation rentals in Berwyn

The kitchen area features light-colored cabinets and a modern countertop with a subtle pattern. A dining table with four white chairs is positioned next to a window, providing natural light. Appliances include a microwave and refrigerator, enhancing the space's functionality.

4.84 out of 5 average rating, 214 reviews

2bdrm, WiFi, WFH, W&D, parking, central location

Chicago has been voted Best Big City in the U.S. by for a historic 6 years in a row! Our space offers things like fast wifi, a comfortable workspace, and/or is suitable for children, our cleaning lady is immaculate. This is a Spacious, LARGE 2 bedroom 1 bathroom unit with assigned parking space, in the heart of Berwyn and in a safe multicultural neighborhood. Snacks, water, soft drinks and coffee. THIS APARTMENT has been professionally painted and has newer Close to Costco, markets and takeout.

4.85 out of 5 average rating, 110 reviews

The kitchenette area includes a stainless steel refrigerator, a microwave, and a Kuerig coffee maker on a pull-out countertop. Below are white cabinets providing storage space, with the upper wall featuring light switches and an electrical outlet.

Guest suite in Berwyn

Best Place to Rest, near Chicago

Unit with private entrance, close to Berwyn's restaurants, bars, shops, and entertainment. Close to public transportation via the Metra Train Station, Pace Buses, and near the CTA Pink [1.5 miles], Blue [2.3 miles], and Green [3.4 miles] Train lines. Near Oak Park, North Riverside, and Chicago. This is an awesome location. There is parking on the street (A street pass is required and will be provided each day). The unit is 185 sq ft located in the basement with 4 stairs, ceiling height is 6' 6"

4.83 out of 5 average rating, 612 reviews

The main room features a day bed designed for versatile sleeping, accompanied by a cozy armchair. A round coffee table sits on a natural fiber rug, while a collection of decorative plates adorns the wall. Light enters through two windows covered with blackout curtains.

Apartment in Oak Park

Sunny Jumbo Studio

Bright and sunny Oak Park jumbo garden studio, steps from cute downtown, train to Chicago, and amazing local tourist destinations- like the Hemingway Home and the Wright Studio. This welcoming studio was completely rehabbed and updated. We put a lot of care into designing a relaxing apartment with all the amenities. The main room features a king-sized bed, office nook, and fully stocked entertainment area, with games, books, and a TV. The spacious kitchen and luxurious bathroom are brand new!

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

4.98 out of 5 average rating, 159 reviews

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

A bright kitchen area features a round table with a red and white checkered tablecloth and four white chairs. A small sink and a gas stove are present, along with a refrigerator. Natural light filters through a window adorned with a red gingham curtain.

4.91 out of 5 average rating, 422 reviews

Private apartment with retro vibe

Gunderson Getaway is a cosy 1 BR apartment with retro touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus brand new twin sofa bed, + 1 more twin 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, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left alone.

The living room features a spacious teal sofa paired with a simple black coffee table in front. A window with sheer curtains allows natural light to fill the area, complemented by a floor lamp and potted plants. Hardwood floors add warmth to the room.

4.9 out of 5 average rating, 330 reviews

The Green Bungalow: Charming 1-BR apt. with patio

Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.

4.97 out of 5 average rating, 139 reviews

A well-lit sleeping area is featuring two spacious beds with crisp white bedding. A dresser is positioned nearby, and a round mirror is mounted on the wall, reflecting natural light from a window. A bold blue accent wall adds a pop of color to the room.

Home in Oak Park

Cozy, Clean, Garden Unit, Kitchennet, Free Parking

Our Oak Park, recently remodeled garden unit is 3 blocks to the train with free parking in upscale, safe, walkable Oak Park. Enjoy some time in our little urban farm. Check out the gardens and visit our 6 friendly hens. This non-smoking studio with a kitchenette is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties, 4 guests max. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

4.91 out of 5 average rating, 490 reviews

A charming house is framed by a lush garden filled with various shrubs and flowering plants. The exterior features a mix of wood siding and prominent windows, while a white picket fence lines the front yard, enhancing the home's inviting presence.

Guest suite in Oak Park

Entire upstairs in Arts and Crafts Oak Park home

You have the use of the entire upstairs (with a separate, lockable private entrance). With two bedrooms, bathroom and a common area with a futon, fridge, microwave, coffee maker and kettle, it is flexible for individuals or small groups of no more than 4 people. 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.

4.89 out of 5 average rating, 167 reviews

The exterior of a two-story house is shown, featuring a dark grey facade with white trim. Large windows are adorned with flower boxes displaying colorful blooms. Steps lead to a covered porch, inviting entry into the home.

Apartment in Oak Park

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. I do live in the house above so you will hear some noises including my dog - but we do try to be quiet. The space includes a bedroom, spacious living area and an updated bathroom. Please contact me with any questions

4.98 out of 5 average rating, 239 reviews

A comfortable living area is furnished with a light gray sofa and an intricately designed red chair. A wooden coffee table occupies the center, complemented by decorative art on the walls and natural light streaming in from large windows.

Apartment in Forest Park

Walk to Oak Park from this Newly Remodeled Gem

This is an open, bright and comfortable home that has been fully renovated, but still has the historic charm of an older house (early 1900s). With a completely updated kitchen you have everything you need to fix a good meal or you can choose to eat out at one of the many restaurants and bars/brew pubs within close proximity. The apartment has an office nook with a desk and chair for getting your work done, or you can kick back and relax in the living and dining spaces.

A vibrant cityscape of downtown Chicago is captured at dusk, showcasing towering buildings including the Willis Tower. The scene is highlighted by a bridge over a river, with colorful hues in the sky reflecting pink and purple tones.

4.91 out of 5 average rating, 140 reviews

Beautiful Bungalow, Near Downtown Chicago

Beautiful, cozy, vintage home in a centrally located quiet neighborhood. Close to downtown Chicago, O'Hare and Midway Airports as well as many attractions, museums and great places to eat. This home includes High Speed Wifi, Full Kitchen, Full washer/dryer, tv's with streaming and a game loft full of board games and game consoles for all guests to enjoy. Contactless check-in and check-out with keyless entry. 3 Bedrooms, 4 queen beds, 1.5 baths. Sleeps 8 guests total.

A bright living room is depicted, featuring a spacious sofa adorned with decorative pillows. A large flat-screen TV is positioned across from a glass coffee table, while natural light flows through tall windows framed by light curtains. Indoor plants add a touch of greenery to the space.

4.95 out of 5 average rating, 257 reviews

Spacious Oasis Berwyn with Free Parking

Welcome to Spacious Oasis Berwyn! Make your stay in the area easy. Take advantage of our centralized location where most destinations are only 20 minutes away by car and public transit is less than a block away. Great food, parks, nightlife, and shopping are all within walking distance. Whatever brings you to "My Kind of Town", our oasis is sure to please with ease.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Berwyn places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Berwyn

5 out of 5 average rating, 33 reviews

A welcoming living area features hardwood flooring, complemented by a stylish area rug. A dining table for two is set with elegant tableware. Two deep purple armchairs offer a cozy seating option, while natural light filters through large windows, enhancing the inviting space.

Townhouse in Oak Park

A Pleasant Stay in Oak Park

The exterior of a modern three-story bungalow is showcased, featuring a mix of brick and dark paneling. A neatly landscaped front yard includes a path leading to the entryway, flanked by lush greenery and decorative stones. The structure retains a contemporary architectural style.

5 out of 5 average rating, 19 reviews

The Architectural Haven

A modern living area features a sleek black sofa paired with two cozy white armchairs. Natural light pours in through large windows adorned with light grey curtains. Minimalist decor includes two framed artworks and a small wooden side table that complements the space.

4.87 out of 5 average rating, 91 reviews

2 bedroom• 3 beds • 1 bath Apartment in Berwyn

A bright living area features large windows allowing ample natural light. A light-colored sofa and two accent chairs provide comfortable seating. Decorative pillows in yellow complement the neutral tones. A circular area rug adds texture to the hardwood floor, while framed artwork adorns the walls.

4.85 out of 5 average rating, 20 reviews

Artful Abode: Cozy & Stylish Stay

A cozy bedroom features a vibrant orange bedspread adorned with floral patterns over a spacious bed. Natural light filters through the horizontal blinds above a wooden dresser, while a lamp and a decorative hanging planter add warmth to the space.

4.92 out of 5 average rating, 95 reviews

Renovated Berwyn Apartment with Vintage Style

A charming sitting area features a round table adorned with a lace tablecloth, surrounded by vintage dining chairs. The room is illuminated by a standing lamp and natural light streaming through a lace-covered window. Antique decor, including framed artwork and a wooden cabinet, decorates the walls.

4.94 out of 5 average rating, 32 reviews

5BR Historic Family Home: Unique & Cozy w/ Parking

The exterior of a European custom-built home is showcased, featuring a charming brick façade and a distinctive curved entryway. Elegant windows are framed with decorative stone accents. A well-maintained lawn with seasonal foliage surrounds the home, highlighting its vintage architectural details.

4.88 out of 5 average rating, 26 reviews

European Custom Built Home 2 Bedrooms

A cozy living area features a plush gray sofa accompanied by light-colored ottomans. A glass coffee table sits on a multicolored rug, adding warmth to the space. Natural light filters through sheer curtains, enhancing the modern design complemented by a mounted flat-screen television.