172+ Perfect Pickle Stays with Nearby Pickleball Facilities |
Logan Square pickleball Stays, Resort Rentals, & Homes
Apartment
- Chicago
- ·
- Logan Square
- 1.11 mi to center
9.8Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $473/Night
7 Nights - US $3,308
House
- Chicago
- ·
- West Bucktown
- 0.54 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
12 Guests
- Balcony/Terrace
Breakfast
Pet Friendly- Kitchen
US $850/Night
7 Nights - US $5,950
House
- Chicago
- ·
- Logan Square
- 0.86 mi to center
1 Bedroom
1 Bath
Pool- Balcony/Terrace
- Pet Friendly
- Kitchen
US $238/Night
7 Nights - US $1,667
Apartment
- Chicago
- ·
- Logan Square
- 0.48 mi to center
10.0Exceptional
(97 Reviews)
2 Bedrooms
1 Bath
5 Guests
850 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $324/Night
7 Nights - US $2,268
House
- Chicago
- ·
- West Bucktown
- 0.35 mi to center
9.4Exceptional
(15 Reviews)
4 Bedrooms
3 Baths
15 Guests
2497.23 ft²
- Parking
Air Conditioner
Internet
Child Friendly
US $900/Night
7 Nights - US $6,300
Apartment
- Chicago
- ·
- Logan Square
- 0.48 mi to center
10.0Exceptional
(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $318/Night
7 Nights - US $2,223
Apartment
- Chicago
- ·
- Logan Square
- 0.48 mi to center
10.0Exceptional
(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $306/Night
7 Nights - US $2,144
Apartment
- Chicago
- ·
- Logan Square
- 0.48 mi to center
10.0Exceptional
(51 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $241/Night
7 Nights - US $1,685
Apartment
- Chicago
- ·
- Logan Square
- 0.19 mi to center
10.0Exceptional
(49 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $229/Night
7 Nights - US $1,603
Luxury Places to Stay in Logan Square
Over 163+ Luxury Places to Stay in or Near Logan Square
House
- Chicago
- ·
- Logan Square
- 0.86 mi to center
9.8Exceptional
(55 Reviews)
6 Bedrooms
2 Baths
16 Guests
5307 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $2,182/Night
7 Nights - US $15,271
House
- Chicago
- ·
- Logan Square
- 0.22 mi to center
10.0Exceptional
(3 Reviews)
6 Bedrooms
4 Baths
20 Guests
4550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,990/Night
7 Nights - US $13,928
House
- Chicago
- ·
- Logan Square
- 0.22 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
15 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,765/Night
7 Nights - US $12,355
House
- Chicago
- ·
- Logan Square
- 0.78 mi to center
9.8Exceptional
(6 Reviews)
5 Bedrooms
4 Baths
18 Guests
4500 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
US $1,536/Night
7 Nights - US $10,749
House
- Chicago
- ·
- Logan Square
- 0.99 mi to center
10.0Exceptional
(8 Reviews)
5 Bedrooms
4 Baths
12 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,358/Night
7 Nights - US $9,504
House
- Chicago
- ·
- West Bucktown
- 0.35 mi to center
9.6Exceptional
(36 Reviews)
4 Bedrooms
3 Baths
17 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,196/Night
7 Nights - US $8,375
Condo
- Chicago
- ·
- Logan Square
- 0.85 mi to center
9.8Exceptional
(27 Reviews)
7 Bedrooms
6 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,041/Night
7 Nights - US $7,290
Apartment
- Chicago
- ·
- Palmer Square
- 0.27 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $977/Night
7 Nights - US $6,841
House
- Chicago
- ·
- Logan Square
- 0.61 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
4 Baths
9 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
US $649/Night
7 Nights - US $4,540
Top-Rated Villas with a Pool in Logan Square
Over 8+ Top-Rated Private Villas with a Pool in or Near Logan Square
Apartment
- Chicago
- ·
- Logan Square
- 0.90 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $194/Night
7 Nights - US $1,358
House
- Chicago
- ·
- Logan Square
- 0.62 mi to center
8.8Fabulous
(6 Reviews)
3 Bedrooms
1 Bath
10 Guests
1350 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $596/Night
7 Nights - US $4,171
Apartment
- Chicago
- ·
- Logan Square
- 0.31 mi to center
2 Bedrooms
2 Baths
4 Guests
1135 ft²
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
US $161/Night
7 Nights - US $1,127
Apartment
- Chicago
- ·
- Logan Square
- 0.45 mi to center
1 Bedroom
1 Bath
2 Guests
742 ft²
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
US $132/Night
7 Nights - US $924
Apartment
- Chicago
- ·
- Logan Square
- 0.30 mi to center
1 Bedroom
1 Bath
2 Guests
549 ft²
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
US $118/Night
7 Nights - US $826
Apartment
- Chicago
- ·
- Logan Square
- 0.30 mi to center
1 Bedroom
1 Bath
2 Guests
538 ft²
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
US $116/Night
7 Nights - US $812
Apartment
- Chicago
- ·
- Logan Square
- 0.31 mi to center
1 Bedroom
1 Bath
2 Guests
657 ft²
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
US $85/Night
7 Nights - US $595
Apartment
- Chicago
- ·
- Logan Square
- 0.92 mi to center
1 Bedroom
1 Bath
3 Guests
- Pool
- Pet Friendly
- Kitchen
- Internet
US $50/Night
7 Nights - US $350
Pet-Friendly Villas in Logan Square
Over 65+ Pet-Friendly Private Villas in or Near Logan Square
Apartment
- Chicago
- ·
- Logan Square
- 0.81 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $175/Night
7 Nights - US $1,223
Apartment
- Chicago
- ·
- Logan Square
- 0.48 mi to center
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $112/Night
7 Nights - US $784
Apartment
- Chicago
- ·
- West Bucktown
- 0.20 mi to center
9.6Exceptional
(75 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $242/Night
7 Nights - US $1,693
Apartment
- Chicago
- ·
- Palmer Square
- 0.17 mi to center
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
US $495/Night
7 Nights - US $3,463
Apartment
- Chicago
- ·
- Logan Square
- 0.48 mi to center
9.4Exceptional
(12 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $236/Night
7 Nights - US $1,653
Apartment
- Chicago
- ·
- Palmer Square
- 0.27 mi to center
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $314/Night
7 Nights - US $2,197
Apartment
- Chicago
- ·
- Logan Square
- 0.98 mi to center
2 Bedrooms
1 Bath
7 Guests
- Pet Friendly
- Parking
- Internet
- Child Friendly
US $233/Night
7 Nights - US $1,632
Apartment
- Chicago
- ·
- West Bucktown
- 0.22 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $220/Night
7 Nights - US $1,543
Apartment
- Chicago
- ·
- Logan Square
- 0.74 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $189/Night
7 Nights - US $1,324
Large Private Villas in Logan Square
Over 11+ Large Villas in or Near Logan Square for Groups and Families
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
House
- Chicago
- ·
- Logan Square
- 0.37 mi to center
10.0Exceptional
(10 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $572/Night
7 Nights - US $4,002
House
- Chicago
- ·
- Palmer Square
- 0.24 mi to center
9.8Exceptional
(19 Reviews)
4 Bedrooms
3 Baths
10 Guests
3750 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $779/Night
7 Nights - US $5,450
House
- Chicago
- ·
- Logan Square
- 0.37 mi to center
9.8Exceptional
(12 Reviews)
7 Bedrooms
4 Baths
24 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $1,536/Night
7 Nights - US $10,753
Apartment
- Chicago
- ·
- Logan Square
- 0.95 mi to center
8.0Excellent
(10 Reviews)
3 Bedrooms
1 Bath
10 Guests
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
US $298/Night
7 Nights - US $2,083
House
- Chicago
- ·
- Palmer Square
- 0.23 mi to center
4 Bedrooms
3 Baths
10 Guests
3500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $701/Night
7 Nights - US $4,904
Condo
- Chicago
- ·
- Logan Square
- 0.23 mi to center
5.0Average
(5 Reviews)
5 Bedrooms
4 Baths
20 Guests
5600 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,087/Night
7 Nights - US $7,609
Condo
- Chicago
- ·
- Logan Square
- 0.23 mi to center
5.0Average
(1 Review)
4 Bedrooms
3 Baths
14 Guests
4000 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $830/Night
7 Nights - US $5,810
House
- Chicago
- ·
- Logan Square
- 0.37 mi to center
4.4Average
(126 Reviews)
2 Bedrooms
1 Bath
10 Guests
1000 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
- Child Friendly
US $153/Night
7 Nights - US $1,071
Wheelchair Accessible Holiday Homes in Logan Square
Over 20+ Wheelchair Accessible Villas and Holiday Homes in or Near Logan Square
Apartment
- Chicago
- ·
- Palmer Square
- 0.27 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $402/Night
7 Nights - US $2,816
Apartment
- Chicago
- ·
- Palmer Square
- 0.27 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $446/Night
7 Nights - US $3,120
Apartment
- Chicago
- ·
- Palmer Square
- 0.27 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $404/Night
7 Nights - US $2,825
Apartment
- Chicago
- ·
- Palmer Square
- 0.27 mi to center
9.6Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
850 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $306/Night
7 Nights - US $2,141
Apartment
- Chicago
- ·
- Logan Square
- 0.50 mi to center
2 Bedrooms
2 Baths
4 Guests
899 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $221/Night
7 Nights - US $1,547
Apartment
- Chicago
- ·
- Logan Square
- 0.50 mi to center
1 Bedroom
1 Bath
2 Guests
565 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $179/Night
7 Nights - US $1,253
Apartment
- Chicago
- ·
- Logan Square
- 0.50 mi to center
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $155/Night
7 Nights - US $1,085
Apartment
- Chicago
- ·
- Logan Square
- 0.50 mi to center
1 Bedroom
1 Bath
2 Guests
595 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $129/Night
7 Nights - US $900
Apartment
- Chicago
- ·
- Logan Square
- 0.50 mi to center
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $121/Night
7 Nights - US $845
Logan Square Villas, Airbnb and Holiday Homes Under $200
Over 66+ Logan Square Private Villas, Airbnb and Holiday Homes Under $200
Apartment
- Chicago
- ·
- Logan Square
- 0.51 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
350 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $190/Night
7 Nights - US $1,330
House
- Chicago
- ·
- West Bucktown
- 0.28 mi to center
9.2Exceptional
(29 Reviews)
1 Bedroom
1 Bath
4 Guests
904.17 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Parking
US $186/Night
7 Nights - US $1,302
House
- Chicago
- ·
- Logan Square
- 0.42 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
2 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $162/Night
7 Nights - US $1,136
Apartment
- Chicago
- ·
- Logan Square
- 0.61 mi to center
9.1Exceptional
(30 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $149/Night
7 Nights - US $1,040
Apartment
- Chicago
- ·
- Palmer Square
- 0.17 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $81/Night
7 Nights - US $569
Hotel
- Chicago
- ·
- Palmer Square
- 0.41 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $72/Night
7 Nights - US $501
Hotel
- Chicago
- ·
- Palmer Square
- 0.17 mi to center
1 Bath
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $72/Night
7 Nights - US $503
Hotel
- Chicago
- ·
- Palmer Square
- 0.18 mi to center
1 Bath
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $67/Night
7 Nights - US $470
Apartment
- Chicago
- ·
- Logan Square
- 0.95 mi to center
10.0Exceptional
(12 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $188/Night
7 Nights - US $1,316
Instantly Bookable Villa Rentals in Logan Square
Over 69+ Instantly Bookable Private Villas in or Near Logan Square
Apartment
- Chicago
- ·
- West Bucktown
- 0.14 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $272/Night
7 Nights - US $1,903
Apartment
- Chicago
- ·
- Logan Square
- 0.23 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $293/Night
7 Nights - US $2,051
Apartment
- Chicago
- ·
- Logan Square
- 0.43 mi to center
9.8Exceptional
(37 Reviews)
2 Bedrooms
1 Bath
5 Guests
750 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $362/Night
7 Nights - US $2,531
Apartment
- Chicago
- ·
- Logan Square
- 0.44 mi to center
9.8Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
6 Guests
1363 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $226/Night
7 Nights - US $1,583
Apartment
- Chicago
- ·
- Logan Square
- 0.28 mi to center
9.6Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $465/Night
7 Nights - US $3,252
New
Condo
- Chicago
- ·
- Logan Square
- 0.55 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $379/Night
7 Nights - US $2,652
Apartment
- Chicago
- ·
- Logan Square
- 0.76 mi to center
10.0Exceptional
(69 Reviews)
3 Bedrooms
1 Bath
7 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $345/Night
7 Nights - US $2,416
House
- Chicago
- ·
- Logan Square
- 0.47 mi to center
10.0Exceptional
(50 Reviews)
3 Bedrooms
1 Bath
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $396/Night
7 Nights - US $2,771
Apartment
- Chicago
- ·
- Logan Square
- 0.54 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $410/Night
7 Nights - US $2,868
Book a Last Minute Place to Stay in Logan Square
About Logan Square Vacation Rentals
Discover over 172 amazing vacation rental options in Logan Square with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Logan Square.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 634.43 ft², with prices averaging US $328 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Logan Square.
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Top Pickleball-Ready Accommodation Types in Logan Square
| Type | Count |
|---|---|
| Holiday Apartments | 121 |
| Vacation Homes | 34 |
Use these Quick Filters to Find a Vacation Rental in Logan Square
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Logan Square with PickleTrip™.
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, resorts, and hotels in Logan Square with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Logan Square. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Logan Square!
- Modern 3-Bed Stay w/Patio, Firepit, & Garage Parking Spot
- 1F - ❤️ Trendy 2BR Apartment in Logan Square!
- Family-friendly, stylish Chicago Apartment in Logan Square
- 2R- ❤️ Stylish and Cozy 2BR in Logan Square!
- 1R - ❤️ Low Prices! Stylish 2BR Apartment in Logan Square!
- BF - Bright and Cozy 1BR Apartment in Logan Square!
- Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
- Convenient, bright 2 bed in the heart of Logan Square with free street parking
- ❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square
- Adorable single family home in Logan Square
Which vacation rentals, resorts, or hotels in Logan Square is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Logan Square? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Modern + Cozy Chicago stay w/garage parking & 20min to downtown
- Garage Parking - Vintage Charm - and a Fabulous Location! Easily Enjoy the Best of Chicago!
- Bright & Lofty Bucktown 1BR by AllSet Turnover
How many PickleTrip vacation rentals or resorts are available in Logan Square?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 172 properties listed in Logan Square in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Avondale Vacation Rentals in Chicago, Illinois | 46 |
| West Bucktown Vacation Rentals in Chicago, Illinois | 31 |
| Bucktown Vacation Rentals in Chicago, Illinois | 3141 |
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