
Pet-friendly holiday rentals in Berwyn
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Berwyn

Total holiday rentals
Explore 20 holiday rentals in Berwyn

Nightly prices starting at
Berwyn holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 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!
Top-rated pet-friendly home rentals in Berwyn
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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.
4.98 out of 5 average rating, 422 reviews
Spacious & Modern Treetop Oasis King Bed + Parking
Take a deep breath and relax in this airy and bright top floor apartment. Treetops surround the newly renovated and spacious home in a premier Oak Park location. 20 min. to downtown Chicago. Only 1/2 block to the FLW Home & Studio. Walk to dining & train. 2 bedrooms & 1 bath w/tub & shower. Open living/dining/kitchen/sunroom. Cook’s kitchen w/huge island. Primary w/king bed + deep closet. 2nd bdrm w/built-in bunk beds + desk + balcony. Private entry & deck. Shared fenced yard. Driveway parking.
4.98 out of 5 average rating, 101 reviews
Bright & Gorgeous- 5* Location- Queen Beds - Pkg
Leave your worries behind at this peaceful, secure retreat with plenty of space to relax. 2nd-FLOOR DUPLEX UP to THE 3rd FLOOR. Just a 15-minute drive to/from downtown. Easily walk to everything: -Groceries, sushi, coffee shop, brewery -Nightlife, live music, and great food - Playgrounds, parks, public pool, & tennis courts Enjoy all the comforts of home in a charming, urban-suburban mix. - Only 1.5 blocks to the Oak Park Av. CTA "L" Blue Line stop & I-290 Housebroken dogs welcome.
4.87 out of 5 average rating, 155 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.
4.8 out of 5 average rating, 208 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
4.89 out of 5 average rating, 194 reviews
retro modern bungalow | a pet friendly pad
Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to four friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a pup-friendly, fenced-in backyard. With central HVAC, speedy WiFi, a dedicated workspace, and a pack-n-play crib 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 and catch the train a few blocks away.
4.98 out of 5 average rating, 245 reviews
A Comfortable Stay While You are Away in Oak Park
Welcome to this Oak Park home, conveniently minutes from the main expressway, train station, downtown Chicago, and the Medical Center. This entire Oak Park house is ideal for travelers seeking a tranquil and welcoming space to unwind in after a long day, medical professionals, visiting patients at the Medical Center, and families needing long-term housing. The residence is minutes from downtown Oak Park and the historical landmarks of Frank Lloyd Wright's home and studio.
4.88 out of 5 average rating, 106 reviews
Bright Boho Haven free parking
Welcome to our bright, newly constructed 1-bedroom, 1-bath Airbnb in the heart of Oak Park. Enjoy a sunny, modern space with a beautiful bathroom, free parking, and all the essentials. Just steps from grocery stores, coffee shops, and the Oak Park Blue Line stop—reach downtown Chicago in under 30 minutes. Perfect for a cozy getaway or work trip, with fast Wi-Fi, smart TV, kitchenette (no oven!) and a peaceful, walkable neighborhood. We can’t wait to host you!
4.84 out of 5 average rating, 126 reviews
Burkhardt Ct. 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.
4.87 out of 5 average rating, 407 reviews
Cozy Home in Brookfield
Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).
4.99 out of 5 average rating, 108 reviews
Steps to Shops, Restaurants, Trains; 5BR, 14 Guest
Experience a spacious, pet-friendly 5-bedroom, 3-bath home in vibrant downtown Forest Park, perfect for family gatherings or group vacations. Comfortably sleeps up to 14 guests. Enjoy stylish interiors, a fully equipped kitchen, private outdoor spaces, and easy walkability to Madison Avenue's dining and shops. Convenient access to Chicago trains and private parking for 4 vehicles make this an ideal retreat.
4.89 out of 5 average rating, 141 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.
5.0 out of 5 average rating, 393 reviewsPopular amenities for Berwyn pet-friendly home rentals
Pet-friendly house rentals

Adorable house Madison Street w/ 2 car garage!
4.88 out of 5 average rating, 147 reviews
Worth It! 3 bedroom ranch home
4.94 out of 5 average rating, 122 reviews
Remodeled | Game room | Fire Pit | 5 Min to Zoo
4.93 out of 5 average rating, 117 reviews
Cozy Ranch w/ King Bed & 3 Baths – Great Location!
4.78 out of 5 average rating, 160 reviews
Charming dog friendly 2-Bath Bungalow Near Chicago
4.89 out of 5 average rating, 347 reviews
Beautiful Chicago Greystone
4.92 out of 5 average rating, 151 reviews
Dog Friendly Cozy North Naperville 3 BED/2 BA Home
4.85 out of 5 average rating, 189 reviews
The Chicago River House – GIANT wall projector!
4.96 out of 5 average rating, 213 reviewsPet-friendly home rentals with a pool

Cozy Duplex Down in Wicker Park East w/ Parking
4.93 out of 5 average rating, 131 reviews
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
4.76 out of 5 average rating, 233 reviews
Forest Park Oasis - Dog Friendly - Parks - the "L"
4.97 out of 5 average rating, 34 reviews
Level Two Bedroom Suite | Fulton Market
4.83 out of 5 average rating, 46 reviews
Paradise with Pool & Games
4.9 out of 5 average rating, 30 reviews
Luxury Designer Penthouse 3803 | Pool | Gold Coast
4.88 out of 5 average rating, 60 reviews
Cozy studio near Michigan lake
4.74 out of 5 average rating, 93 reviews
360RoofSKYview|ARTy|Garage+HotTub|EVTesla|Sleeps12
4.9 out of 5 average rating, 20 reviewsPrivate, pet-friendly home rentals

Large Renovated 1st FL Suite Forest Park/Oak Park
4.89 out of 5 average rating, 169 reviews
Stylish 2BR Chicago/suburbs home, fully equipped.
4.84 out of 5 average rating, 141 reviews
Paradise on the Boulevard!
4.99 out of 5 average rating, 111 reviews
Cozy Garden Unit with Private Entrance
4.89 out of 5 average rating, 90 reviews
3BR/1BA With Private Garage, Near Train & Shops
5.0 out of 5 average rating, 8 reviews
Spacious Designer Oasis: Game Room - Yard - Garage
4.92 out of 5 average rating, 76 reviews
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4.95 out of 5 average rating, 22 reviews
pet friendly Lavish - 2 bedroom 2 bath
4.85 out of 5 average rating, 26 reviewsWhen is the best time to visit Berwyn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £57 | £69 | £76 | £73 | £82 | £86 | £105 | £90 | £84 | £73 | £69 | £65 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Destinations to explore
- Chicago Holiday rentals
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- St. Louis Holiday rentals
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- Downtown Chicago Holiday rentals
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Washington Park Zoo





