Discover Your Perfect Far North Side Vacation Homes

Far North Side Luxury Rentals

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Why Choose Rent By Owner for your Far North Side Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Far North Side Vacation Rentals

Where are the best neighborhoods to stay in Far North Side?

When exploring the Far North Side of Illinois, selecting the right neighborhood can greatly enhance your stay. This area offers a variety of neighborhoods that cater to diverse preferences, whether you're seeking serene residential streets or vibrant community spaces. Each neighborhood provides easy access to local amenities and scenic spots, making it an ideal destination for those looking to immerse themselves in authentic Illinois experiences. Finding the perfect location within this region ensures your trip is comfortable, convenient, and memorable, whether you’re visiting for leisure or business purposes.

O'Hare

You can enjoy convenient access to the region’s major transportation hub when staying close to O’Hare, making it an ideal base for exploring the surrounding area and beyond.

View 51+ Rentals in O'Hare

Lakeview

This vibrant neighborhood offers a lively atmosphere with plenty of dining and entertainment options, perfect for experiencing the energetic side of the region.

View 266+ Rentals in Lakeview

Wrigleyville

Known for its spirited sports culture, Wrigleyville is a great choice for fans looking to immerse themselves in local traditions and enjoy nearby nightlife.

View 50+ Rentals in Wrigleyville

Rogers Park

Here, you’ll find a peaceful seaside setting combined with diverse cultural experiences, making it a distinctive spot for relaxed yet enriching stays.

View 69+ Rentals in Rogers Park

Edgewater

Bordering the lake, Edgewater provides scenic views and easy access to outdoor activities that complement your visit to this part of the city.

View 76+ Rentals in Edgewater

Uptown

Uptown’s eclectic vibe offers an array of entertainment, shopping, and dining options, ideal for those seeking a lively urban atmosphere.

View 35+ Rentals in Uptown

Andersonville

Famous for its charming boutique shops and welcoming community, Andersonville is a cozy neighborhood perfect for exploring local culture.

View 1089+ Rentals in Andersonville

Ravenswood

Ravenswood’s historic charm and tree-lined streets create a peaceful environment, suitable for relaxing while exploring the area's unique character.

View 29+ Rentals in Ravenswood

Best Times to Visit Far North Side

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can greatly enhance your experience, so consider planning your stay during the seasons when the area's natural beauty and local events are at their peak.

Peak Season Highlights

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Summer (June to August)

During the summer months, you'll enjoy warm weather ideal for outdoor activities and exploring this destination at its liveliest. The region experiences increased visitor numbers, making it a vibrant time to visit.

Average Temperature Daytime: around 80°F - Nighttime: around 65°F
autumn
Fall (September to November)

Autumn brings colorful foliage and pleasant temperatures, attracting travelers seeking scenic beauty and outdoor adventures. This is one of the most popular times to book vacation rentals here for a cozy and picturesque stay.

Average Temperature Daytime: around 70°F - Nighttime: around 50°F

Off-Season Highlights

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Winter (December to February)

During winter, the area sees fewer visitors, offering a quieter retreat with crisp air and the chance to experience the region’s tranquil side. It's an ideal time for budget-conscious travelers to find deals on vacation rentals.

Average Temperature Daytime: around 35°F - Nighttime: around 20°F
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Spring (March to May)

Spring in this part of Illinois features milder weather and blooming landscapes, perfect for those looking to avoid crowds while enjoying the area's natural beauty. It’s a shoulder season with more available vacation rental options.

Average Temperature Daytime: around 60°F - Nighttime: around 40°F

Weekly Weather Forecast for Far North Side

How to Book Your Far North Side Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Far North Side

More Top-Rated Vacation Rentals in Far North Side Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

  • Access to spacious outdoor patios or decks for relaxing and entertaining.
  • Private or shared outdoor swimming pools perfect for warm days.
  • Beautifully landscaped gardens or yards to enjoy the outdoors in comfort.
  • Outdoor grilling areas or barbecue setups for family cookouts.
  • Well-maintained walking paths or trails nearby for outdoor excursions.
  • Outdoor fire pits or fireplaces ideal for evening gatherings.
  • Ample parking spaces with easy access to outdoor amenities and the property.

Top Attractions Around Far North Side

What attractions are nearby?

Explore the area’s vibrant parks, cultural attractions, and outdoor activities nearby to make the most of your stay in this destination.

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Family Activities

  • Lincoln Park Zoo: Spend a day exploring one of the oldest zoos in the country, offering free admission and engaging exhibits for the whole family to enjoy.
  • The Peggy Notebaert Nature Museum: Discover interactive exhibits and outdoor butterfly habitats that provide educational fun right in the heart of this region.
  • North Park Village Nature Center: Experience nature trails and wildlife viewing opportunities within a peaceful setting, perfect for outdoor family adventures.
  • Waveland Bowl: Enjoy a friendly game of bowling at this family-friendly venue, ideal for creating memorable moments during your stay here.
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Adult Activities

  • Sailing and Boating: Enjoy a day on the water by exploring the nearby lakes and waterways, perfect for relaxing boat rides or competitive sailing.
  • Golfing: Tee off at some of the region's top golf courses, offering scenic views and challenging holes suitable for all skill levels.
  • Nature Walks and Biking: Discover the area's natural beauty through scenic trails that are ideal for walking or biking excursions.
  • Local Dining Experiences: Indulge in diverse culinary options at local restaurants and cafes, showcasing the regional flavors and hospitality.

Other Places to Stay in Far North Side, IL

Andersonville
Andersonville Vacation Rentals
East Albany Park
East Albany Park Vacation Rentals
Edgewater
Edgewater Vacation Rentals
Rogers Park
Rogers Park Vacation Rentals
Norwood Park
Norwood Park Vacation Rentals
O'Hare
O'Hare Vacation Rentals
West Ridge
West Ridge Vacation Rentals
Magnolia Glen
Magnolia Glen Vacation Rentals
Albany Park
Albany Park Vacation Rentals
Uptown
Uptown Vacation Rentals
Ravenswood
Ravenswood Vacation Rentals
Edgewater Beach
Edgewater Beach Vacation Rentals
More Places to Stay Near Far North Side

Far North Side Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Taste the regional flavors at nearby eateries to fully immerse yourself in the area's culinary scene while staying close to your vacation rental.
  • Plan Outdoor Activities: Take advantage of the scenic parks and outdoor spaces in this destination to enjoy walking, biking, or relaxing amidst natural beauty.
  • Utilize Transportation Services: Use local transit or car rental options to conveniently access attractions and amenities across the region without hassle.
  • Discover Nearby Shopping and Entertainment: Visit the local shopping districts and entertainment venues for a well-rounded experience during your stay here.

Transportation Options

  • Chicago O'Hare International Airport: You can conveniently access this major airport from your vacation rental in the area, making travel to and from here straightforward.
  • Public Transit (CTA Trains and Buses): The region is well-connected by the Chicago Transit Authority, providing reliable bus and train services for easy navigation around here.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available, offering flexible transportation to your destination within the destination.
  • Car Rentals: Numerous car rental agencies operate nearby, giving you the freedom to explore the region at your own pace during your stay.

Local Customs Options

  • Chicago Style Dining: You can enjoy the area's unique culinary tradition of deep-dish pizza and renowned Chicago-style hot dogs, reflecting the region's rich food culture.
  • Lake Michigan Customs: Embracing the proximity to Lake Michigan, locals often partake in waterfront activities and celebrate maritime traditions throughout the year.
  • Community Festivals: Participating in seasonal festivals and neighborhood block parties is a cherished custom that highlights the area's vibrant community spirit.
  • Historical Preservation: Respect for historical architecture and local landmarks is a common practice, offering insight into the area's past and cultural heritage.

Frequently Asked Questions About Far North Side?

1. What are the top vacation rentals in Far North Side?

There are a lot of options in Far North Side. If you plan on staying in the Far North 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 North Side:

2. How many vacation rentals have private pools in Far North Side?

There are 4 vacation rentals with private pools near Far North Side. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Far North Side are best for families?

If you are looking for a family-friendly vacation home in Far North 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 North Side:

4. How many Rentbyowner vacation rentals are available in Far North Side?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 633 in the Far North 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 North Side. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the owner and specific listing. You should review the individual rental's cancellation terms prior to booking or contact the property owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or security deposits are listed within each property description. For clarity, it's best to read the listing details carefully or reach out to the host for clarification.

7. How do I confirm my reservation for a vacation rental in this region?

Reservations are typically confirmed once your booking request is accepted by the property owner. Ensure all required information is provided, and check your email for confirmation details or contact the host if needed.

8. Is there a minimum stay requirement for booking here?

Minimum stay requirements depend on the individual property and the time of year. Details about stay length are specified within each listing, so reviewing those details or contacting the owner can provide clarity.

9. What amenities are usually included in vacation rentals around the region?

Amenities vary from one property to another but often include essentials like Wi-Fi, parking, and kitchen facilities. To find out what is available, refer to the property listing or contact the owner directly for specific questions.