Enjoy Rend Lake - Vacation Rentals in Rogers Park

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 $231
         

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9.2 (507 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach From US $555
         

10.0 (249 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Soft Palate & Warm Bricks At A Rogers Park Home From US $432
         

Great Location-Beautiful Friendly Andersonville Neighborhood From US $290
         

Retro Apartment in Andersonville From US $224
         

10.0 (80 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View

Luxury Places to Stay in Rogers Park

Over 582+ Luxury Places to Stay in or Near Rogers Park
Vintage Chicago Gem: The Rockwell Retreat From US $3,482
         

Historic Edgewater Home Steps to the Beach From US $1,172
         

9.8 (10 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
-Lovely 5BD/3BR/3Parking on premises/Sleeps 14 guests/Andersonville From US $1,061
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Rogers Park

Over 36+ Top-Rated Vacation Rentals with a Pool in or Near Rogers Park
Uptown Gem From US $117
         

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10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Chicago North Shore/Evanston From US $204
         

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8.8 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Orrington/Evanston From US $191
         

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8.6 (75 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Evanston From US $219
         

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7.6 (318 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Uptown 1BR w Gym Rooftop Pool 2 blocks to L CHI-383 From US $242
         

"Unity of Evanston" 3 BDR+2BA ModernLuxe High Rise From US $599
         

10.0 (42 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Rogers Park

Over 231+ Pet-Friendly Vacation Rentals in or Near Rogers Park
Edgewater King 1 Bd - Near Loyola, Beach &Andersonville From US $95
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Guesthouse Hotel From US $472
         

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9.8 (403 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
3 BR/2 BTH unit steps to the beach and close to Loyola From US $406
         

10.0 (47 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish Chicago Retreat: Walk to Loyola University From US $594
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Northside FAMLYNEST - Lincoln Sq - 4BR/1.5BA/2P - Rare find From US $523
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Modern 3BR Top‑Floor + Parking From US $332
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 1BR Apt in Evanston From US $245
         

10.0 (4 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety

Large Vacation Homes & Villas in Rogers Park

Over 37+ Large Vacation Homes & Villas in or Near Rogers Park
Charming 4-bedroom house with WiFi, AC in welcoming Evanston From US $1,352
         

The Greenleaf House—Whole House From US $690
         

9.6 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking From US $424
         

Cozy 4-bedroom house in adorable Evanston with WiFi, AC From US $473
         

9.4 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Walk to the Beach Private Office 5BR From US $656
         

7.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
North Chicago Home From US $501
         

7.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Wheelchair Accessible Vacation Homes in Rogers Park

Over 100+ Wheelchair Accessible Vacation Homes in or Near Rogers Park
The Guesthouse Hotel From US $252
         

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9.5 (180 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Chicago North-Loyola Station From US $210
         

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9.4 (1012 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake From US $324
         

9.0 (22 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Blueground | Edgewater, fitness center, nr Lake From US $188
         

Blueground | Edgewater, fitness center, nr Lake From US $143
         

Rogers Park Vacation Rentals and Airbnb Places to Stay Under $200

Over 214+ Rogers Park Vacation Rentals and Airbnb Places to Stay Under $200
Chicago Charm From US $162
         

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9.7 (53 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Graduate by Hilton Evanston From US $187
         

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9.0 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Bright Garden Studio From US $176
         

8.2 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Rogers Park

Over 308+ Instantly Bookable Vacation Homes in or Near Rogers Park
King Bed, Personal Parking & In-Unit Laundry! From US $190
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago charm! Quiet and inviting ! From US $349
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
2 Mi to Northwestern: Updated Home w/Game Room! From US $429
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Lincoln Square Hideaway From US $572
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Retro-Chic Urban Oasis From US $214
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Rogers Park Vacation Rentals

With more than 591 Rogers Park vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Enjoyrendlake 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 Rogers Park.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Enjoyrendlake Rogers Park, 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 Rogers Park. Places to stay near Rogers Park are 603.97 ft² on average, with prices averaging US $336 a night.

Enjoyrendlake makes it easy and safe to find and compare vacation rentals in Rogers Park 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 Rogers Park

Type Count
Holiday Apartments 413
Vacation Homes 88
Hotels 26
B&B 4
Cottages 3
Villas 1

Use these Quick Filters to Find a Vacation Rental in Rogers Park

Pro Tip: Enjoyrendlake makes it easy to compare the best listings on Enjoyrendlake homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Enjoyrendlake 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 Rogers Park.

Weather in Rogers Park

View the weather forecast for Rogers Park before booking your Rogers Park 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

Complexes around Rogers Park, IL


Rogers Park Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Rogers Park?
How many vacation rentals are available in Rogers Park?

Currently, the total number of properties listed in 2026 is over 591 in the Rogers Park area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Rogers Park.