Best Vacation Homes in Far Southwest Side
- Air Conditioner
- Pet Friendly
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- Bedding/Linens
- Air Conditioner
- Pet Friendly
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- Wheelchair Accessible
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- Pet Friendly
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Far Southwest Side Luxury Rentals
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- TV
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- Balcony/Terrace
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- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
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- TV
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Pet Friendly
- Security/Safety
- Pet Friendly
- TV
- Bedding/Linens
Far Southwest Side Pet Friendly Vacation Rentals
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- Wheelchair Accessible
- Pet Friendly
- Child Friendly
- Pet Friendly
- Child Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Bedding/Linens
Far Southwest Side Large Vacation Homes
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Pet Friendly
- Bedding/Linens
Why Choose Rent By Owner for your Far Southwest Side Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Far Southwest Side Vacation Rentals
Where are the best neighborhoods to stay in Far Southwest Side?
When exploring options for your stay in the Far Southwest Side of Illinois, you'll find that neighborhoods in this area offer a variety of convenient and comfortable accommodations. As you consider booking vacation rentals, you'll appreciate the ease of access to local attractions and the quiet suburban atmosphere that makes this region ideal for a relaxing getaway. Whether you're seeking a peaceful retreat or a central location for exploring nearby sights, choosing the right neighborhood within the Far Southwest Side ensures a seamless and enjoyable experience for your trip.
Beverly
In this neighborhood, you can enjoy a peaceful atmosphere combined with charming streets that reflect the area's rich history. It’s an ideal choice for those seeking a serene retreat within reach of Chicago’s vibrant city life.
View 57+ Rentals in BeverlyEnglewood
Here, you’ll find a community that offers a mix of urban charm and cultural heritage, making it a unique place to stay while exploring the broader region. The area provides convenient access to key transportation routes for easy travel around the city.
View 335+ Rentals in EnglewoodRoseland
This neighborhood features a welcoming environment with friendly neighborhoods and local amenities, perfect for travelers looking to experience authentic local living. Its strategic location allows for smooth connections to major attractions and downtown Chicago.
View 92+ Rentals in RoselandMorgan Park
Known for its historic homes and quiet residential streets, Morgan Park offers a relaxing setting where you can unwind after a day of exploring the region. It’s an excellent base for discovering the diverse attractions of the Far Southwest Side.
View 62+ Rentals in Morgan ParkAshburn
This community combines suburban comfort with accessibility, making it a practical choice for visitors seeking a balance between relaxation and convenience. Staying here places you near various local parks and shopping options.
View 109+ Rentals in AshburnChatham
Chatham presents a vibrant neighborhood known for its strong community spirit and cultural richness, offering an authentic experience within the region. It’s perfect for travelers interested in immersing themselves in local traditions and everyday life.
View 192+ Rentals in ChathamChicago Lawn
This diverse neighborhood provides a lively environment with numerous local eateries and shops, ideal for those wanting to explore the tastes and sights of the area. Its convenient location makes it easy to explore surrounding parts of the city.
View 95+ Rentals in Chicago LawnWashington Heights
Offering scenic views and peaceful streets, Washington Heights is suited for travelers seeking a quiet escape within the region. It’s also well-connected to major transportation routes for effortless exploration.
View 89+ Rentals in Washington HeightsBest Times to Visit Far Southwest Side
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination ensures you can fully enjoy its local charm and outdoor activities, making your stay in the region even more memorable.
Peak Season Highlights
Summer (June - August)
During the summer months, you can enjoy warm weather and longer days, making it an ideal time to explore outdoor activities in this region.
Fall (September - November)
Experience the vibrant fall foliage when visiting here in early autumn, perfect for outdoor adventures and scenic drives.
Off-Season Highlights
Winter (December - February)
In winter, the area takes on a quieter, more peaceful atmosphere, providing a cozy setting for relaxing at your vacation rentals.
Spring (March - May)
Spring offers milder weather and blooming landscapes, making it a pleasant time for sightseeing with fewer crowds.
Weekly Weather Forecast for Far Southwest Side
How to Book Your Far Southwest Side Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Far Southwest Side
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a spacious backyard ideal for relaxing or outdoor dining.
- Take advantage of a well-maintained patio area perfect for hosting gatherings or barbecues.
- Benefit from access to a community park or green space nearby for outdoor activities and family fun.
- Make use of outdoor seating areas designed for enjoying the fresh air and scenic views of the region.
- Stay active with outdoor sports facilities such as tennis courts, basketball courts, or jogging paths in the vicinity.
- Relax by a private or shared pool, especially in properties offering outdoor swimming amenities within the area.
- Experience convenient parking options or drive-up access that simplifies your outdoor excursions during your stay.
Top Attractions Around Far Southwest Side
What attractions are nearby?
In this vibrant region, you can explore a variety of outdoor activities and local attractions that showcase the best of Far Southwest Side, Illinois, USA, offering an enriching experience just moments from your vacation rental.
Family Activities
- Chicago Ridge Mall: You can enjoy a fun shopping day and family-friendly dining options at this popular mall in the area.
- Laugh Out Loud Theater: Experience hilarious performances that are perfect for entertaining children and adults alike here in the region.
- Water Activities at the Local Park: Spend quality time outdoors by exploring water-based activities and playgrounds suitable for all ages in the nearby parks.
- Nature Walks and Trails: Discover scenic walking and biking trails that offer an engaging way to appreciate the natural beauty of this destination with your family.
Adult Activities
- Hiking at the Calumet Sag Trail: Explore scenic outdoor trails perfect for walking and enjoying the natural beauty of the area.
- Bird Watching in Lake Michigan's Shoreline: Experience the tranquility of the region’s shoreline while spotting diverse bird species in their natural habitat.
- Golfing at the Far Southwest Golf Course: Improve your swing and enjoy a day on well-maintained greens within the region's premier golf course.
- Exploring Local Parks and Picnic Areas: Relax and unwind by taking advantage of nearby parks with excellent picnic facilities for adults seeking leisure activities.
Other Places to Stay in Far Southwest Side, IL
Far Southwest Side Travel Tips
How Can You Make the Most of Your Stay?
- Explore local amenities and attractions: Take time to familiarize yourself with nearby shops, restaurants, and entertainment options to enhance your stay in this region and enjoy everything it has to offer.
- Plan your transportation in advance: Consider the best ways to get around, whether by car or public transit, to efficiently visit key spots in the area during your trip.
- Choose accommodations wisely: Opt for vacation rentals that offer comfort and convenience, ensuring a relaxed experience while exploring this destination.
- Create a flexible itinerary: Balance scheduled activities with leisure time to make the most of your visit without feeling rushed in this part of Illinois.
Transportation Options
- Chicago Midway International Airport: This major airport offers convenient domestic flights, making arrivals and departures straightforward for visitors staying in the area.
- Metra Electric Line: The commuter rail service provides easy transit options connecting this part of Illinois with downtown Chicago and other suburbs.
- Bus Services: Local bus routes serve the region extensively, ensuring accessible transportation within the area and to nearby attractions.
- Taxi and Rideshare Services: Taxis and ridesharing options are readily available, allowing you to travel comfortably and efficiently around this destination.
Local Customs Options
- Local Festivals and Events: Participating in regional festivals showcases the area's vibrant community spirit and cultural heritage, offering you a unique experience during your stay here.
- Traditional Food and Cuisine: Sampling local culinary specialties provides an authentic taste of the region’s history and customs, enriching your visit to this part of Illinois.
- Religious and Cultural Celebrations: Observing important religious or cultural observances offers insight into the traditions that have shaped the community here over generations.
- Respect for Local Etiquette: Embracing customary courtesies and manners ensures a respectful interaction with residents and enhances your connection to the area’s culture.
Frequently Asked Questions About Far Southwest Side?
1. What are the top vacation rentals in Far Southwest Side?
There are a lot of options in Far Southwest Side. If you plan on staying in the Far Southwest Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Far Southwest Side:
- Home Away From Home
- Maison Blanc Noir - Victorian Estate with Two King Beds
- Charming 3-bed, 3-bath house in amazing Chicago, 10 min from Midway Airport.
- Charming 3-bedroom apartment in superb Chicago with WiFi
- Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed
- Gorgeous 5 Bedroom Gem Sleeps 18 with Pool, Ping Pong, Pac Man, Tons of Games!
- Charming 4-bedroom house with WiFi and AC in amazing Chicago
- Stay near family or close to downtown, this loft in Beverly has it all!
- Suburban Feel with a City Vibe
- Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
2. Which vacation homes in Far Southwest Side are best for families?
If you are looking for a family-friendly vacation home in Far Southwest Side, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Far Southwest Side:
3. How many Rentbyowner vacation rentals are available in Far Southwest Side?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 57 in the Far Southwest Side area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Far Southwest Side.
