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

Total vacation rentals
Explore 20 vacation rentals in Berwyn

Nightly prices starting at
Berwyn vacation rentals start at €44 per night before taxes and fees

Verified guest reviews
Over 2,080 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 Berwyn vacation rentals include wi-fi 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
Oak Park Space+Style Duplex Parking+Walk to Train
A warm, curated home with two floors of living space. Perfect for families with kids, groups of friends and multi-generational living. The main floor + finished basement total 3 bdrms + 2.5 baths. Primary suite is on the main floor. Two secondary bedrooms are on the lower w/ a full bath. 20 min to downtown Chicago. Walk to dining + train+ FLW Home. Open living/dining/kitchen/sunroom. Remote work space. Coffee bar. Private entry/deck. Driveway parking. Central AC. Upstairs apartment is separate.
5.0 out of 5 average rating, 103 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, 154 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
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!
4.89 out of 5 average rating, 346 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
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
Picture Perfect 3Bed Steps from Train and FLW
Welcome to your beautiful 3 bedroom home-away-from-home! From the Insta-worthy forest room to the cozy fireplace reading nook to the modern ice crusher in the kitchen, we've put so much thought into this home that we're sure you won't ever want to leave. Welcoming and newly updated, this unit is close to restaurants, shopping, the best of Frank Lloyd Wright, and the train to the city.
4.92 out of 5 average rating, 357 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 reviews
Gather in Spacious 3 Bedroom 2 Bath Retreat
Introducing Mohr Cottage in the heart of Forest Park. Spacious & recently updated 3 bedroom 2 full bath 2 story home is perfect for families or large groups looking space & comfort. Quiet residential neighborhood, blocks from restaurants, shops, coffee. Dogs welcome. Near public transportation, easy access to expressway to downtown Chicago. STRICT Non-smoking property.
4.97 out of 5 average rating, 186 reviewsPopular amenities for Berwyn pet-friendly home rentals
Pet-friendly house rentals

Remodeled | Game room | Fire Pit | 5 Min to Zoo
4.93 out of 5 average rating, 117 reviews
Worth It! 3 bedroom ranch home
4.94 out of 5 average rating, 122 reviews
Cozy Ranch w/ King Bed & 3 Baths – Great Location!
4.78 out of 5 average rating, 160 reviews
Beautiful Chicago Greystone
4.92 out of 5 average rating, 151 reviews
The Chicago River House – GIANT wall projector!
4.96 out of 5 average rating, 211 reviews
Dog Friendly Cozy North Naperville 3 BED/2 BA Home
4.85 out of 5 average rating, 188 reviews
Jacuzzi, King Beds, Easy Access to DT Chicago!
4.96 out of 5 average rating, 136 reviews
3BD/2BA Chicago Avondale/Logan Square House
4.88 out of 5 average rating, 112 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
Luxury Designer Penthouse 3803 | Pool | Gold Coast
4.88 out of 5 average rating, 59 reviews
Level One Bedroom Suite | Fulton Market
4.69 out of 5 average rating, 36 reviews
Paradise with Pool & Games
4.9 out of 5 average rating, 29 reviews
360RoofSKYview|ARTy|Garage+HotTub|EVTesla|Sleeps12
4.9 out of 5 average rating, 20 reviews
Cozy studio near Michigan lake
4.74 out of 5 average rating, 93 reviewsPrivate, pet-friendly home rentals

Kasa | Views from your Private Balcony | Chicago
4.81 out of 5 average rating, 1050 reviews
1920s fully updated unique open artist loft space
4.89 out of 5 average rating, 194 reviews
Cozy modern unit w/ easy access to downtown Chi
4.8 out of 5 average rating, 208 reviews
Stylish 2BR Chicago/suburbs home, fully equipped.
4.84 out of 5 average rating, 140 reviews
Contemporary NEW Entire Suite Berwyn/Riverside
4.8 out of 5 average rating, 54 reviews
3BR/1BA With Private Garage, Near Train & Shops
5.0 out of 5 average rating, 8 reviews
OakPark Gem. Family-Friendly Getaway near Downtown
4.85 out of 5 average rating, 33 reviews
Spacious Designer Oasis: Game Room - Yard - Garage
4.92 out of 5 average rating, 75 reviewsWhen is the best time to visit Berwyn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €66 | €80 | €88 | €85 | €95 | €100 | €123 | €104 | €98 | €84 | €80 | €76 |
| 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
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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
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo





