Logan Square Vacation Rentals & Ski-in/Ski-out Homes
Apartment
10.0Exceptional
(172 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $417/Night
7 Nights - US $2,919
Apartment
- Chicago
- ·
- Wrigleyville
- 0.22 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
1205.56 ft²
- Fireplace/Heating
- Pet Friendly
Parking
Air Conditioner
US $413/Night
7 Nights - US $2,893
Bed & Breakfast
9.8Exceptional
(404 Reviews)
1 Bedroom
1 Bath
Spa- Fireplace/Heating
- Balcony/Terrace
Breakfast
US $184/Night
7 Nights - US $1,289
Apartment
- Chicago
- ·
- Wicker Park
- 0.14 mi to center
10.0Exceptional
(11 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
Internet
US $668/Night
7 Nights - US $4,673
House
- Chicago
- ·
- Sheffield Neighbors
- 0.18 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1001.04 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $832/Night
7 Nights - US $5,827
New
House
- Chicago
- ·
- Smith Park
- 0.20 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
10 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $363/Night
7 Nights - US $2,542
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $347/Night
7 Nights - US $2,428
New
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
8 Guests
1250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $452/Night
7 Nights - US $3,165
Apartment
- Chicago
- ·
- Near West Side
- 1.05 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $375/Night
7 Nights - US $2,627
Luxury Places to Stay in Logan Square
Over 1618+ Luxury Places to Stay in or Near Logan Square
Bed & Breakfast
- Chicago
- ·
- East Village
- 0.24 mi to center
8 Bedrooms
8 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $5,106/Night
7 Nights - US $35,741
House
4 Bedrooms
2 Baths
10 Guests
2497.23 ft²
- Parking
- Internet
Child Friendly
Security/Safety
US $3,786/Night
7 Nights - US $26,500
House
9.4Exceptional
(14 Reviews)
4 Bedrooms
6 Baths
12 Guests
6000 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $3,490/Night
7 Nights - US $24,433
New
House
10 Bedrooms
7 Baths
32 Guests
3700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $2,808/Night
7 Nights - US $19,659
House
- Chicago
- ·
- Wrigleyville
- 0.22 mi to center
7.4Very Good
(3 Reviews)
9 Bedrooms
4 Baths
22 Guests
4200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $2,612/Night
7 Nights - US $18,285
Apartment
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $2,451/Night
7 Nights - US $17,155
Apartment
- Chicago
- ·
- Pulaski Park
- 0.33 mi to center
7 Bedrooms
5 Baths
16 Guests
4004.17 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $2,412/Night
7 Nights - US $16,882
House
- Chicago
- ·
- North Center
- 0.50 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
5000 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $2,283/Night
7 Nights - US $15,979
House
- Chicago
- ·
- Wicker Park
- 0.38 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
16 Guests
4004.17 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $2,234/Night
7 Nights - US $15,637
Top-Rated Vacation Rentals with a Pool in Logan Square
Over 36+ Top-Rated Vacation Rentals with a Pool in or Near Logan Square
House
10.0Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
7 Guests
1200 ft²
- Fireplace/Heating
Pool- Ocean View
- Balcony/Terrace
US $673/Night
7 Nights - US $4,713
Bed & Breakfast
- Chicago
- ·
- Roscoe Village
- 0.04 mi to center
9.8Exceptional
(103 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $430/Night
7 Nights - US $3,007
Hotel
- Chicago
- ·
- Wicker Park
- 0.14 mi to center
9.2Exceptional
(1001 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Breakfast
US $552/Night
7 Nights - US $3,866
Apartment
- Chicago
- ·
- River North
- 0.81 mi to center
9.2Exceptional
(17 Reviews)
4 Bedrooms
4 Baths
8 Guests
1103.3 ft²
- Pool
- Parking
- Air Conditioner
- Internet
US $1,691/Night
7 Nights - US $11,837
Hotel
9.0Exceptional
(879 Reviews)
1 Bath
- Hot Tub
- Spa
- Pool
- Balcony/Terrace
US $415/Night
7 Nights - US $2,903
Hotel
- Chicago
- ·
- Belmont Cragin
- 0.15 mi to center
9.0Exceptional
(2 Reviews)
1 Bath
567 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $327/Night
7 Nights - US $2,288
Resort
8.9Fabulous
(166 Reviews)
2 Baths
6 Guests
344.45 ft²
Private Pool
Oceanfront- Hot Tub
- Spa
US $440/Night
7 Nights - US $3,081
Hotel
- Chicago
- ·
- Wicker Park
- 0.14 mi to center
8.8Fabulous
(249 Reviews)
14 Baths
377.5 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $423/Night
7 Nights - US $2,963
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $415/Night
7 Nights - US $2,904
Pet-Friendly Vacation Rentals in Logan Square
Over 596+ Pet-Friendly Vacation Rentals in or Near Logan Square
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $287/Night
7 Nights - US $2,010
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
904.17 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $194/Night
7 Nights - US $1,355
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $186/Night
7 Nights - US $1,304
New
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $271/Night
7 Nights - US $1,895
Apartment
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
14 Guests
1797.57 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $1,134/Night
7 Nights - US $7,938
Apartment
- Chicago
- ·
- Smith Park
- 0.11 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
8 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,141/Night
7 Nights - US $7,989
House
- Chicago
- ·
- East Village
- 0.26 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $597/Night
7 Nights - US $4,182
New
Apartment
9.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
14 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $658/Night
7 Nights - US $4,606
Apartment
8.8Fabulous
(70 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $230/Night
7 Nights - US $1,607
Large Vacation Homes & Villas in Logan Square
Over 263+ Large Vacation Homes & Villas in or Near Logan Square
New
Apartment
- Chicago
- ·
- Ukrainian Village
- 0.36 mi to center
4 Bedrooms
4 Baths
10 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,128/Night
7 Nights - US $7,897
Apartment
- Chicago
- ·
- Wrigleyville
- 0.20 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2497.23 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $1,867/Night
7 Nights - US $13,067
House
- Chicago
- ·
- Wicker Park
- 0.38 mi to center
5 Bedrooms
3 Baths
16 Guests
4000 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $719/Night
7 Nights - US $5,036
House
- Chicago
- ·
- Wrightwood Neighbors
- 0.25 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
5 Baths
16 Guests
3003.13 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $1,501/Night
7 Nights - US $10,505
House
- Chicago
- ·
- Wicker Park
- 0.46 mi to center
4 Bedrooms
3 Baths
15 Guests
3100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $635/Night
7 Nights - US $4,446
New
House
- Chicago
- ·
- Wicker Park
- 0.10 mi to center
3 Bedrooms
3 Baths
14 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $457/Night
7 Nights - US $3,196
Apartment
- Chicago
- ·
- West Bucktown
- 0.32 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $596/Night
7 Nights - US $4,172
Condo
10.0Exceptional
(121 Reviews)
3 Bedrooms
3 Baths
10 Guests
2200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $546/Night
7 Nights - US $3,822
Apartment
10.0Exceptional
(109 Reviews)
4 Bedrooms
3 Baths
16 Guests
2300 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,024/Night
7 Nights - US $7,169
Wheelchair Accessible Vacation Homes in Logan Square
Over 121+ Wheelchair Accessible Vacation Homes in or Near Logan Square
Condo
- Chicago
- ·
- Roscoe Village
- 0.44 mi to center
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $168/Night
7 Nights - US $1,173
Bed & Breakfast
9.5Exceptional
(161 Reviews)
11 Bedrooms
11 Baths
30 Guests
190.81 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- View
US $271/Night
7 Nights - US $1,897
Bed & Breakfast
- Chicago
- ·
- Lincoln Park
- 0.23 mi to center
9.4Exceptional
(121 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $269/Night
7 Nights - US $1,881
Apartment
- Chicago
- ·
- River North
- 0.83 mi to center
1 Bedroom
1 Bath
2 Guests
438 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $152/Night
7 Nights - US $1,064
Apartment
- Chicago
- ·
- Ukrainian Village
- 0.41 mi to center
7.7Very Good
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
1001.04 ft²
- Air Conditioner
- Internet
Wheelchair Accessible
US $70/Night
7 Nights - US $490
Apartment
- Chicago
- ·
- River North
- 0.83 mi to center
1 Bedroom
1 Bath
2 Guests
438 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $132/Night
7 Nights - US $924
Apartment
- Chicago
- ·
- River North
- 0.83 mi to center
1 Bedroom
1 Bath
2 Guests
438 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $88/Night
7 Nights - US $613
Apartment
- Chicago
- ·
- River North
- 0.83 mi to center
1 Bedroom
1 Bath
2 Guests
438 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $82/Night
7 Nights - US $574
Apartment
- Chicago
- ·
- River North
- 0.83 mi to center
1 Bedroom
1 Bath
2 Guests
366 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $80/Night
7 Nights - US $557
Logan Square Resorts and Airbnb Homes Under $200
Over 513+ Logan Square Resorts and Airbnb Homes Under $200
Condo
- Chicago
- ·
- Wrightwood Neighbors
- 0.16 mi to center
9.6Exceptional
(135 Reviews)
3 Bedrooms
1 Bath
5 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $188/Night
7 Nights - US $1,316
Apartment
- Chicago
- ·
- East Garfield Park
- 0.40 mi to center
9.9Exceptional
(19 Reviews)
4 Bedrooms
2 Baths
12 Guests
1302.43 ft²
- Fireplace/Heating
- Pet Friendly
- Child Friendly
Sports/Activities
US $178/Night
7 Nights - US $1,246
House
7.0Very Good
(102 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $135/Night
7 Nights - US $943
Apartment
- Chicago
- ·
- Irving Park
- 0.22 mi to center
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $143/Night
7 Nights - US $1,001
House
9.9Exceptional
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
850.35 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $160/Night
7 Nights - US $1,118
House
- Chicago
- ·
- North Austin
- 0.77 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $148/Night
7 Nights - US $1,036
Apartment
- Chicago
- ·
- Albany Park
- 0.67 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $128/Night
7 Nights - US $898
Apartment
- Chicago
- ·
- Irving Park
- 0.63 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $169/Night
7 Nights - US $1,186
House
- Chicago
- ·
- Irving Park East
- 0.29 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $179/Night
7 Nights - US $1,253
Instantly Bookable Vacation Homes in Logan Square
Over 885+ Instantly Bookable Vacation Homes in or Near Logan Square
New
Apartment
9.6Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
US $230/Night
7 Nights - US $1,607
House
- Chicago
- ·
- Belmont Cragin
- 1.07 mi to center
4 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $653/Night
7 Nights - US $4,569
New
Apartment
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $218/Night
7 Nights - US $1,524
Hotel
2 Baths
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $353/Night
7 Nights - US $2,472
Condo
- Chicago
- ·
- Ukrainian Village
- 0.23 mi to center
10.0Exceptional
(217 Reviews)
2 Bedrooms
2 Baths
9 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $628/Night
7 Nights - US $4,396
Apartment
- Chicago
- ·
- Roscoe Village
- 0.17 mi to center
10.0Exceptional
(97 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $350/Night
7 Nights - US $2,447
Apartment
10.0Exceptional
(80 Reviews)
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $263/Night
7 Nights - US $1,840
House
10.0Exceptional
(71 Reviews)
2 Bedrooms
1 Bath
5 Guests
880 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $432/Night
7 Nights - US $3,021
Apartment
- Chicago
- ·
- North Center
- 0.08 mi to center
10.0Exceptional
(53 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $511/Night
7 Nights - US $3,579
Book a Last Minute Place to Stay in Logan Square
About Logan Square Vacation Rentals
Explore over 1627 vacation rentals in Logan Square with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Logan Square for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Logan Square. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Logan Square tailored to your preferences. On average, these rentals offer 752.28 ft² of space, and are priced at an average of US $467 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Logan Square at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
Show more
Show less
Top Types of Ski Accommodations in Logan Square
| Type | Count |
|---|---|
| Holiday Apartments | 1101 |
| Vacation Homes | 330 |
| B&B | 13 |
| Cottages | 2 |
| Others | 1 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Logan Square
★ Pro Tip: Discover Your Ideal Vacation Rental in Logan Square with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Logan Square, IL
View the weather forecast for Logan Square before booking your Logan Square 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
Other Places to Stay in Logan Square, IL
Frequently Asked Questions About Logan Square?
What are the top vacation rentals in Logan Square?
When organizing your trip to Logan Square, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Logan Square. Peruse our collection of highly-rated properties and secure your reservation today.
- NEW LUXURY PENTHOUSE CONDO
- Single Family Home! Sleeps 8 Lincoln Park/Lakeview
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
- 1F - ❤️ Trendy 2BR Apartment in Logan Square!
- Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- Wrigley Field/Lakeview -Entire Home- Large Groups!
- Entire Below Level Studio w/Private Sauna
- Private Historic Coach House Wicker Park
How many vacation rentals have private pools in Logan Square?
Uncover 1 vacation rentals boasting private pools near Logan Square. Explore top-rated RBO homes offering access to a swimming pool:
Which vacation homes or resorts in Logan Square are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Logan Square. Enjoy great views, locations and save money with SunSki Resorts.™
- West Town Gem: 3-Bedroom Spacious Apartment
- North Center Chicago - Walkable - Transit Accessible - King & Queen Beds
- Wicker Park Inn
How many SunSkiResorts vacation rentals or resorts are available in Logan Square?
Discover the ideal vacation rental in Logan Square with SunSki Resorts™. We provide an extensive selection of over 1627 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Logan Square.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| West Bucktown Vacation Rentals in Chicago, Illinois | 2380 |
| Avondale Vacation Rentals in Chicago, Illinois | 1495 |
| Bucktown Vacation Rentals in Chicago, Illinois | 3118 |
| Palmer Square Vacation Rentals in Chicago, Illinois | 2024 |
| Hermosa Vacation Rentals in Chicago, Illinois | 876 |
People Also Ask
Map
