Pet-friendly holiday rentals in Berwyn

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Berwyn

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Superhost
A charming three-story building is shown with a covered front porch and steps leading to the entrance. The façade features light beige stucco and dark accents, with large windows that allow natural light to flow in. Lush greenery surrounds the entrance, contributing to a welcoming setting.
Flat in Oak Park
4.79 out of 5 average rating, 198 reviews

Cozy modern unit w/ easy access to downtown Chi

Enjoy a newly remodeled two bedroom basement unit in the historic Oak Park suburb of Chicago. This unit is within walking distance to local cafes, amazing restaurants, ice cream shops, and a grocery store to meet your needs. Explore the nearby Frank Lloyd Wright district and the birthplace of Ernest Hemingway. Walk 2 blocks to the train leading to all neighborhoods of Chicago, or simply enjoy a relaxing stay in the cozy apartment. Easy access to nearby airports. Pets welcome with additional fee.

Guest favourite
A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.
Loft in Brookfield
4.92 out of 5 average rating, 144 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Guest favourite
A cozy seating area is highlighted by a modern electric fireplace beneath a mounted television displaying streaming options. Soft cushions and a pastel throw blanket add comfort to the light-colored chair. A touch of decor is presented with wall art and a small side table.
Flat in Oak Park
4.91 out of 5 average rating, 201 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!

Guest favourite
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.
Home in Berwyn
4.97 out of 5 average rating, 184 reviews

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at 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.

Guest favourite
A comfortable sleeping area features a spacious bed adorned with a decorative pillow displaying a tree branch design in earthy tones. Soft lighting from two bedside lamps provides a warm glow, while a piece of framed art hangs above the bed against a muted green wall.
Home in Forest Park
4.9 out of 5 average rating, 311 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!

Superhost
The image displays a vibrant living space featuring a blue couch and a retro PacMan machine, adding a touch of fun. A workspace with a desk is present, and the kitchenette is visible in the corner, equipped with essentials. Soft lighting enhances the overall ambiance.
Flat in Avondale
4.82 out of 5 average rating, 122 reviews

Heart of Logan Sleeps 5 - Games - Great Area

Located in beautiful Avondale/Logan Square!!! Comfy 650 sqft 1BR 1BA with 2 beds 3rd floor apt Tub/shower, games for adults & kids 1 Large bedroom with queen bed 1 sleeping nook with twin bed 1 air mattress 1 Roku Smart TVs, free wifi (400 mpbs speed) Sleeps 4 comfortably Street parking Walking distance from bars/restaurants/stores Great for professionals and travelers Minutes from hip Logan Square and Wicker Park PermitS Street Parking - permits provided Very quiet and safe

Guest favourite
A cozy living area is furnished with a dark daybed adorned with decorative blue cushions. A bookshelf displays a collection of books, complemented by a woven basket. Two wooden chairs face a circular coffee table, creating a comfortable space bathed in natural light from large windows.
Flat in Oak Park
4.89 out of 5 average rating, 447 reviews

Restful Retreat Perfectly Located by Train+Shops

This bright and sunny apartment will be your perfect home base for exploring Oak Park or Chicago. Come home to a quiet and restful retreat with high end mattresses, multiple coffee options, and well-stocked bookcases. We are steps from the train to the city and from the best Oak Park has to offer, from shops to restaurants to world famous architecture. The unit is in a brick building, set back on a long lawn, making for a peaceful stay with all the amenities of the city!

Guest favourite
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.
Flat in Forest Park
4.88 out of 5 average rating, 334 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 favourite
An open studio layout features a spacious sleeping area with a bed dressed in soft linens. A plush couch and a rocking chair provide seating options. The concrete floor adds a modern touch, complemented by a decorative area rug. A kitchenette and dining area are visible in the background.
Flat in Chicago
4.91 out of 5 average rating, 209 reviews

Private, spacious studio close to Medical District

Fully equipped 900 sf garden apartment in owner occupied building. Private exterior entrance with smart lock. Open floor plan with large kitchen. Energy efficient, very clean and exceptionally comfortable with radiant floor heating. Free and plenty of street parking available. Easy access to Mt. Sinai (less than 1/2 mile) the Illinois Medical District (2 miles), and McCormick Place (5 miles). Ideal for medical students.

Top guest favourite
A spacious bedroom features a large bed with dark bedding and decorative pillows. A wooden bookshelf filled with books stands against one wall, while sunlight filters through a window adorned with light curtains. A vintage dresser and bedside table complete the welcoming space.
Flat in Forest Park
5 out of 5 average rating, 343 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, right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.

Top guest favourite
A spacious living area features a large television mounted above a low bookshelf filled with books and movies. A wooden coffee table sits at the center, complemented by a light-colored couch. Doorways lead to other areas, with a hint of the kitchen visible in the background.
Guest suite in Portage Park
4.96 out of 5 average rating, 144 reviews

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

Top guest favourite
A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.
Apartment in Noble Square
4.97 out of 5 average rating, 855 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Popular amenities for Berwyn pet-friendly home rentals

When is the best time to visit Berwyn?

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Avg. price$112 SGD$110 SGD$113 SGD$117 SGD$154 SGD$170 SGD$181 SGD$154 SGD$144 SGD$116 SGD$116 SGD$113 SGD
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Quick stats about holiday rentals that are pet-friendly in Berwyn

  • Total holiday rentals

    Explore 30 holiday rentals in Berwyn

  • Nightly prices starting at

    Berwyn holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Berwyn holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Berwyn rentals

  • 4.8 Average rating

    Berwyn stays are highly rated by guests – averaging 4.8 out of 5!

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