Boystown pickleball Stays, Resort Rentals, & Homes
Cottage
- Chicago
- ·
- Sheffield Neighbors
- 0.27 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Air Conditioner
US $157/Night
7 Nights - US $1,100
Apartment
- Chicago
- ·
- Lake View East
- 0.30 mi to center
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
Internet
Child Friendly
US $256/Night
7 Nights - US $1,792
Bed & Breakfast
10.0Exceptional
(517 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Parking- Air Conditioner
US $272/Night
7 Nights - US $1,906
Apartment
- Chicago
- ·
- Wrigleyville
- 0.23 mi to center
5 Bedrooms
2 Baths
12 Guests
23681 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $1,136/Night
7 Nights - US $7,953
Apartment
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
452.08 ft²
Private Pool
Oceanfront- Fireplace/Heating
Pool
US $117/Night
7 Nights - US $819
Apartment
- Chicago
- ·
- Roscoe Village
- 0.31 mi to center
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,003/Night
7 Nights - US $7,023
Apartment
- Chicago
- ·
- Wrigleyville
- 0.09 mi to center
2 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $627/Night
7 Nights - US $4,390
Apartment
2 Bedrooms
1 Bath
5 Guests
849 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $487/Night
7 Nights - US $3,406
Apartment
2 Bedrooms
1 Bath
4 Guests
754 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $442/Night
7 Nights - US $3,093
Luxury Places to Stay in Boystown
Over 1732+ Luxury Places to Stay in or Near Boystown
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 $3,507/Night
7 Nights - US $24,552
House
- Chicago
- ·
- Gold Coast
- 0.27 mi to center
6 Bedrooms
5 Baths
26 Guests
4294.8 ft²
Private Beach- Fireplace/Heating
Ocean View- Balcony/Terrace
US $3,466/Night
7 Nights - US $24,260
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 $3,157/Night
7 Nights - US $22,097
House
- Chicago
- ·
- Gold Coast
- 0.29 mi to center
10.0Exceptional
(33 Reviews)
5 Bedrooms
5 Baths
14 Guests
7000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $3,120/Night
7 Nights - US $21,840
Hotel
- Chicago
- ·
- Near North Side
- 0.30 mi to center
2 Baths
1575 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $2,918/Night
7 Nights - US $20,425
Apartment
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $2,457/Night
7 Nights - US $17,200
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
Top-Rated Villas with a Pool in Boystown
Over 114+ Top-Rated Private Villas with a Pool in or Near Boystown
Apartment
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $547/Night
7 Nights - US $3,826
Hotel
10.0Exceptional
(9 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Air Conditioner
US $563/Night
7 Nights - US $3,944
Hotel
- Chicago
- ·
- Near North Side
- 0.30 mi to center
10.0Exceptional
(1 Review)
1 Bath
900 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $866/Night
7 Nights - US $6,061
Hotel
- Chicago
- ·
- Near North Side
- 0.30 mi to center
10.0Exceptional
(1 Review)
1 Bath
710 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $592/Night
7 Nights - US $4,147
Hotel
- Chicago
- ·
- Near North Side
- 0.31 mi to center
10.0Exceptional
(1 Review)
4 Baths
771.41 ft²
- Hot Tub
Spa- Pool
- Balcony/Terrace
US $270/Night
7 Nights - US $1,890
Bed & Breakfast
- Chicago
- ·
- Roscoe Village
- 0.04 mi to center
9.8Exceptional
(100 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $418/Night
7 Nights - US $2,924
Hotel
9.6Exceptional
(7 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $536/Night
7 Nights - US $3,751
Hotel
- Chicago
- ·
- Rush and Division
- 0.22 mi to center
9.4Exceptional
(1229 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $388/Night
7 Nights - US $2,713
Hotel
- Chicago
- ·
- Wicker Park
- 0.14 mi to center
9.2Exceptional
(1003 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Breakfast
US $303/Night
7 Nights - US $2,124
Pet-Friendly Villas in Boystown
Over 692+ Pet-Friendly Private Villas in or Near Boystown
New
Apartment
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $199/Night
7 Nights - US $1,393
Apartment
10.0Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
914.93 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $618/Night
7 Nights - US $4,329
Bed & Breakfast
7.8Very Good
(641 Reviews)
1 Bedroom
1 Bath
- Pet Friendly
- Parking
- Internet
- Security/Safety
US $154/Night
7 Nights - US $1,075
Apartment
10.0Exceptional
(169 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $360/Night
7 Nights - US $2,519
Apartment
- Chicago
- ·
- Pulaski Park
- 0.24 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $187/Night
7 Nights - US $1,309
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 $318/Night
7 Nights - US $2,225
Apartment
10.0Exceptional
(76 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $248/Night
7 Nights - US $1,737
Apartment
10.0Exceptional
(65 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $500/Night
7 Nights - US $3,501
Apartment
10.0Exceptional
(53 Reviews)
1 Bedroom
1 Bath
2 Guests
441 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $287/Night
7 Nights - US $2,009
Large Private Villas in Boystown
Over 280+ Large Villas in or Near Boystown 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
Apartment
- Chicago
- ·
- Lake View East
- 0.18 mi to center
10.0Exceptional
(3 Reviews)
6 Bedrooms
2 Baths
20 Guests
3498.27 ft²
- Private Beach
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $645/Night
7 Nights - US $4,515
Apartment
9.6Exceptional
(4 Reviews)
1 Bedroom
1 Bath
12 Guests
1001 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $452/Night
7 Nights - US $3,163
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
Apartment
- Chicago
- ·
- Gold Coast
- 0.27 mi to center
9.2Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
14 Guests
800 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $557/Night
7 Nights - US $3,896
Apartment
9.2Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
10 Guests
969 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $341/Night
7 Nights - US $2,385
Apartment
- Chicago
- ·
- River North
- 0.64 mi to center
10.0Exceptional
(199 Reviews)
3 Bedrooms
2 Baths
10 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $647/Night
7 Nights - US $4,526
House
- Chicago
- ·
- Sheffield Neighbors
- 0.22 mi to center
10.0Exceptional
(136 Reviews)
4 Bedrooms
3 Baths
12 Guests
2700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $972/Night
7 Nights - US $6,802
Apartment
- Chicago
- ·
- River North
- 0.64 mi to center
10.0Exceptional
(120 Reviews)
4 Bedrooms
3 Baths
15 Guests
1850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $965/Night
7 Nights - US $6,756
Wheelchair Accessible Holiday Homes in Boystown
Over 341+ Wheelchair Accessible Villas and Holiday Homes in or Near Boystown
Apartment
- Chicago
- ·
- Lake View East
- 0.13 mi to center
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $393/Night
7 Nights - US $2,748
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
(120 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $336/Night
7 Nights - US $2,353
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
Apartment
- Chicago
- ·
- Ravenswood
- 0.45 mi to center
8.2Excellent
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Air Conditioner
- Internet
Wheelchair Accessible
US $57/Night
7 Nights - US $399
Apartment
- Chicago
- ·
- Near North Side
- 0.35 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $782/Night
7 Nights - US $5,477
Apartment
- Chicago
- ·
- Near North Side
- 0.35 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $705/Night
7 Nights - US $4,937
Apartment
- Chicago
- ·
- Near North Side
- 0.34 mi to center
9.2Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $770/Night
7 Nights - US $5,393
Apartment
9.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
441 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $287/Night
7 Nights - US $2,009
Boystown Villas, Airbnb and Holiday Homes Under $200
Over 493+ Boystown Private Villas, Airbnb and Holiday Homes Under $200
Apartment
10.0Exceptional
(57 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $193/Night
7 Nights - US $1,348
Apartment
- Chicago
- ·
- Roscoe Village
- 0.04 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
1399.31 ft²
- Breakfast
- Parking
- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,367
Bed & Breakfast
9.8Exceptional
(398 Reviews)
1 Bedroom
1 Bath
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $178/Night
7 Nights - US $1,246
Apartment
- Chicago
- ·
- Gold Coast
- 0.14 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
2 Guests
400 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Internet
US $199/Night
7 Nights - US $1,396
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
947.22 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $90/Night
7 Nights - US $630
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
- ·
- Roscoe Village
- 0.21 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $135/Night
7 Nights - US $945
Apartment
- Chicago
- ·
- Sheffield and DePaul
- 0.17 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $135/Night
7 Nights - US $945
Apartment
- Chicago
- ·
- Irving Park East
- 0.10 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $82/Night
7 Nights - US $576
Instantly Bookable Villa Rentals in Boystown
Over 986+ Instantly Bookable Private Villas in or Near Boystown
Apartment
- Chicago
- ·
- Ravenswood
- 0.23 mi to center
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $257/Night
7 Nights - US $1,799
Apartment
- Chicago
- ·
- River North
- 0.12 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $266/Night
7 Nights - US $1,861
Hotel
- Chicago
- ·
- Pulaski Park
- 0.35 mi to center
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $581/Night
7 Nights - US $4,068
Apartment
- Chicago
- ·
- Roscoe Village
- 0.19 mi to center
10.0Exceptional
(203 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $288/Night
7 Nights - US $2,019
Apartment
- Chicago
- ·
- North Center
- 0.68 mi to center
10.0Exceptional
(134 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $249/Night
7 Nights - US $1,740
Apartment
- Chicago
- ·
- Andersonville
- 0.33 mi to center
10.0Exceptional
(74 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $230/Night
7 Nights - US $1,612
Condo
10.0Exceptional
(53 Reviews)
2 Bedrooms
2 Baths
5 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $463/Night
7 Nights - US $3,243
Apartment
- Chicago
- ·
- Wrigleyville
- 0.16 mi to center
10.0Exceptional
(50 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,014/Night
7 Nights - US $7,095
Condo
10.0Exceptional
(36 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $390/Night
7 Nights - US $2,728
Book a Last Minute Place to Stay in Boystown
About Boystown Vacation Rentals
Discover over 1741 amazing vacation rental options in Boystown 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 Boystown.
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 867.91 ft², with prices averaging US $530 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 Boystown.
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Top Pickleball-Ready Accommodation Types in Boystown
| Type | Count |
|---|---|
| Holiday Apartments | 1152 |
| Vacation Homes | 294 |
| Cottages | 2 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Boystown
★ 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 Boystown with PickleTrip™.
Weather in Boystown, IL
View the weather forecast for Boystown before booking your Boystown 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 Boystown, IL
Frequently Asked Questions About Boystown?
What are the top vacation rentals, resorts, and hotels in Boystown 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 Boystown. 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 Boystown!
- Private Cozy Cottage House in Lincoln Park w/Porch
- The Sono Chicago
- Great Location-Beautiful Friendly Andersonville Neighborhood
- Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
- Magic Factory Loft 2West
- Single Family Home! Sleeps 8 Lincoln Park/Lakeview
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
- North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- 4BR Old Town Chicago Loft | Walk to Wells St
How many pickleball-ready properties have private pools in Boystown?
Discover 6 accommodations with private or nearby pickleball courts in Boystown. Some of the best destinations to stay and play pickleball are:
- Experience Chic Old Town Living: Spacious Suites, Top Amenities & Iconic Locale
- The Hotel & Athletic Club at Midtown
- Live the Suite Life: Historic Old Town Chicago Stays with Modern Luxury & Style
- Experience the Suite Life in Chicago’s Iconic Old Town – Spacious Stays Await
Which vacation rentals, resorts, or hotels in Boystown is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Boystown? 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.
- Best Lincoln Square Location - Spacious 2 bedroom
- Modern 3BR Apt in Boystown, 12-min walk to Wrigley - Stratford 1S
- Wrigleyville Inn
How many PickleTrip vacation rentals or resorts are available in Boystown?
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 1741 properties listed in Boystown 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 (2)
| Neighborhood | Property Count |
|---|---|
| Lakeview Vacation Rentals in Chicago, Illinois | 222 |
| Lake View East Vacation Rentals in Chicago, Illinois | 53 |
People Also Ask
Finding the best prices in Boystown
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