Best Vacation Homes in Far North Side
Fireplace/Heating
Pet Friendly
Kitchen
Air Conditioner
10.0
Private Pool
Oceanfront- Fireplace/Heating
Pool
9.2- Fireplace/Heating
- Pool
Balcony/Terrace
Breakfast
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
Internet
10.0- Fireplace/Heating
- Balcony/Terrace
View- Breakfast
10.0- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Parking
10.0- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
10.0- Oceanfront
- Fireplace/Heating
Ocean View- Balcony/Terrace
Far North Side Luxury Rentals
Hot Tub- Fireplace/Heating
- Pet Friendly
- Kitchen
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
10.0- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
9.8- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
10.0- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
10.0- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
10.0- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
Far North Side Pet Friendly Vacation Rentals
10.0- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
10.0- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
10.0- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
10.0- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
10.0- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
10.0- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
10.0- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
Far North Side Large Vacation Homes
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
10.0- Pet Friendly
- Parking
- Air Conditioner
- Internet
10.0- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
9.5- Fireplace/Heating
- View
- Pet Friendly
- Parking
10.0- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
10.0- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
10.0- Oceanfront
- Fireplace/Heating
- Ocean View
- View
![Beach Side in the City - Chicago [Near NWU] [Near Red Line]](https://imgservice.rentbyowner.co.za/640x287/beach-side-in-the-city-us-chicago-ha-3214783227-0.jpg)
10.0- Fireplace/Heating
- Ocean View
- View
- Kitchen
Why Choose Rent By Owner for your Far North Side Vacation Rental Homes?
What makes our Vacation Rentals special?
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 52+ Rentals in O'HareLakeview
This vibrant neighborhood offers a lively atmosphere with plenty of dining and entertainment options, perfect for experiencing the energetic side of the region.
View 245+ Rentals in LakeviewWrigleyville
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 52+ Rentals in WrigleyvilleRogers 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 63+ Rentals in Rogers ParkEdgewater
Bordering the lake, Edgewater provides scenic views and easy access to outdoor activities that complement your visit to this part of the city.
View 57+ Rentals in EdgewaterUptown
Uptown’s eclectic vibe offers an array of entertainment, shopping, and dining options, ideal for those seeking a lively urban atmosphere.
View 38+ Rentals in UptownAndersonville
Famous for its charming boutique shops and welcoming community, Andersonville is a cozy neighborhood perfect for exploring local culture.
View 1148+ Rentals in AndersonvilleRavenswood
Ravenswood’s historic charm and tree-lined streets create a peaceful environment, suitable for relaxing while exploring the area's unique character.
View 34+ Rentals in RavenswoodBest 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
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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for Far North Side
How to Book Your Far North 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 North 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
- 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.
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.
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
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:
- Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
- Great Location-Beautiful Friendly Andersonville Neighborhood
- The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
- Best Lincoln Square Location - Spacious 2 bedroom
- Cozy Nest in Chicago's Vibrant Lincoln Square
- Retro Apartment in Andersonville
- Relaxing Chicago Studio
- STYLISH-LOCAL-COMFY-SAFE 5 night min.
- Spacious 2-BR Condo + Free On-Site Parking
- ❤️ Spacious and Airy Apartment With Parking On Site!
2. How many vacation rentals have private pools in Far North Side?
There are 6 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 683 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?
6. Are there any additional fees I should be aware of when booking here?
7. How do I confirm my reservation for a vacation rental in this region?
8. Is there a minimum stay requirement for booking here?
9. What amenities are usually included in vacation rentals around the region?
Far North Side Top Rated Vacation Rentals
10.0- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
10.0- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
9.2- Pool
- Breakfast
- Pet Friendly
- Kitchen
9.0- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
9.0- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
8.8- Pool
- Breakfast
- Kitchen
- Parking
8.7- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
8.6- Pool
- Breakfast
- Kitchen
- Parking
