Rent The Cottages - Vacation Rentals in Far North Side

Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach From US $200
         

10.0 (238 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Stylish Modern 1BR Suite Right by Loyola University - StayGia From US $125
         

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8.5 (10 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Child Friendly
House 5863 - Chicago Bed and Breakfast From US $180
         

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9.0 (494 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Walking distance to restaurants, shops and Lake Michigan, From US $246
         

9.6 (186 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort/Clean! Free Parking 15 min ORD/Downtown2 From US $142
         

8.4 (19 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Far North Side

Over 612+ Luxury Places to Stay in or Near Far North Side
Vintage Chicago Gem: The Rockwell Retreatn From US $3,482
         

Spacious family size home with indoor pool From US $2,222
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find From US $1,692
         

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9.7 (42 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Edgewater Home Steps to the Beach From US $1,172
         

9.8 (10 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG From US $1,141
         

Top-Rated Vacation Rentals with a Pool in Far North Side

Over 30+ Top-Rated Vacation Rentals with a Pool in or Near Far North Side
Uptown Gem From US $117
         

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10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Chicago O'Hare – Rosemont by IHG From US $124
         

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9.0 (2651 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Staybridge Suites Chicago O'Hare - Rosemont by IHG From US $121
         

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9.0 (1024 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG From US $112
         

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8.8 (1624 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Staybridge Suites Chicago O'Hare - Rosemont by IHG From US $279
         

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8.8 (800 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
SpringHill Suites Chicago O'Hare by Marriott From US $103
         

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8.6 (1350 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Marriott Chicago O'Hare From US $157
         

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8.6 (1199 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Far North Side

Over 253+ Pet-Friendly Vacation Rentals in or Near Far North Side
The Solar Lodge Albany Park, 2bdrm, 1 bath eclectic premium private apt From US $400
         

The Guesthouse Hotel From US $262
         

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9.8 (357 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Holiday Lake House - 2br 2bth - 50 steps from the beach! From US $317
         

10.0 (53 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake From US $160
         

10.0 (48 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
3 BR/2 BTH unit steps to the beach and close to Loyola From US $349
         

10.0 (40 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Riverhouse with private fenced in oasis From US $261
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish Chicago Retreat: Walk to Loyola University From US $361
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Northside FAMLYNEST - Lincoln Sq - 4BR/1.5BA/2P - Rare find From US $315
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Far North Side

Over 42+ Large Vacation Homes & Villas in or Near Far North Side
Family Home in Chicago-O'Hare From US $365
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Large 3 bedroom apartment in Roger’s Park! From US $245
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Beach Side in the City - Chicago From US $318
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Far North Side

Over 107+ Wheelchair Accessible Vacation Homes in or Near Far North Side
FRONTDESK Classic 1 BR Apt in Ravenswood From US $57
         

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8.2 (6 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Internet
Hampton Inn Chicago North-Loyola Station From US $131
         

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9.4 (1013 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Chic apartment in marvelous Chicago with WiFi, AC From US $187
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake From US $156
         

9.6 (12 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Majestic Modern Style|13 mins DT|4 mins Lake From US $220
         

9.4 (11 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake From US $238
         

8.8 (18 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Elegant Style Loft Montrose|13 mins DT|4 mins Lake From US $124
         

8.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
New Built Apartment, Sleeps 12! From US $322
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Far North Side Varoom and Airbnb Places to Stay Under $200

Over 300+ Far North Side Varoom and Airbnb Places to Stay Under $200
Edgewater Andersonville-area Apt Close to Loyola Lake EZ Parking From US $150
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Sheraton Suites Chicago O'Hare From US $139
         

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9.0 (1030 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Deluxe 1BR Near Shops & Cafés From US $186
         

10.0 (9 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
King Bed, Personal Parking & In-Unit Laundry! From US $184
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Great Layout – Spacious 2BR Apt From US $180
         

10.0 (5 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in Far North Side

Over 320+ Instantly Bookable Vacation Homes in or Near Far North Side
Great Location-Beautiful Friendly Andersonville Neighborhood From US $257
         

King Bed, Personal Parking & In-Unit Laundry! From US $190
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Nest in Chicago's Vibrant Lincoln Square From US $294
         

10.0 (70 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover From US $216
         

Chicago charm! Quiet and inviting ! From US $318
         

10.0 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Far North Side Vacation Rentals

With more than 621 Far North Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rentthecottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Far North Side.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Rentthecottages Far North Side, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Far North Side. Places to stay near Far North Side are 580.55 ft² on average, with prices averaging $253 a night.

Rentthecottages makes it easy and safe to find and compare vacation rentals in Far North Side with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Far North Side

Type Count
Holiday Apartments 417
Vacation Homes 86
Hotels with Suites 51
Resorts 6
B&B 3
Villas 1

Use these Quick Filters to Find a Vacation Rental in Far North Side

Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Far North Side.

Weather in Far North Side

View the weather forecast for Far North Side before booking your Far North Side Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F