Apartment
10.0(176 Reviews)
2 Bedrooms
6 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $430/Night
7 Nights - US $3,010
Boystown Holiday Rentals
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Compare Villas, Resorts, & Rentals in Boystown
10.0
Apartment
10.0(14 Reviews)
1 Bedroom
2 Guests
Internet
Child Friendly
US $256/Night
7 Nights - US $1,792
Bed & Breakfast
10.0(555 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $275/Night
7 Nights - US $1,923
Apartment
10.0(153 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $228/Night
7 Nights - US $1,598
US $117/Night
7 Nights - US $819
Apartment
10.0(103 Reviews)
2 Bedrooms
6 Guests
- Parking
Ocean View- Balcony/Terrace
View
US $344/Night
7 Nights - US $2,407
Apartment
10.0(92 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $151/Night
7 Nights - US $1,057
Condo
10.0(91 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $447/Night
7 Nights - US $3,127
Apartment
10.0(87 Reviews)
1 Bedroom
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $311/Night
7 Nights - US $2,177
Luxury Holiday Rentals in Boystown
Over 1764+ Luxury Holiday Rentals in or Near Boystown
Bed & Breakfast
8 Bedrooms
16 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $4,197/Night
7 Nights - US $29,376
House
4 Bedrooms
10 Guests
- Parking
- Internet
- Child Friendly
Security/Safety
US $3,786/Night
7 Nights - US $26,500
House
10.0(39 Reviews)
5 Bedrooms
14 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $3,749/Night
7 Nights - US $26,240
House
6 Bedrooms
26 Guests
Private Beach
Breakfast
EV Charge Station- Parking
US $3,466/Night
7 Nights - US $24,260
House
9.4(16 Reviews)
4 Bedrooms
12 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $3,382/Night
7 Nights - US $23,675
Hotel
Private Pool- Parking
Pool- Kitchen
US $3,261/Night
7 Nights - US $22,829
House
12 Bedrooms
23 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $3,043/Night
7 Nights - US $21,299
New
House
6 Bedrooms
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,783/Night
7 Nights - US $19,481
Apartment
10.0(15 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,626/Night
7 Nights - US $18,380
Top-Rated Holiday Rentals with a Pool in Boystown
Over 110+ The Best Private Villas and Holiday Rentals in Boystown with a Pool
Hotel
10.0(9 Reviews)
- Pool
- Kitchen
- Air Conditioner
- Internet
US $284/Night
7 Nights - US $1,987
Apartment
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $404/Night
7 Nights - US $2,827
Apartment
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $404/Night
7 Nights - US $2,827
Hotel
10.0(1 Review)
- Private Pool
- Parking
- Pool
- Kitchen
US $597/Night
7 Nights - US $4,177
Hotel
10.0(1 Review)
- Private Pool
- Parking
- Pool
- Kitchen
US $430/Night
7 Nights - US $3,010
US $270/Night
7 Nights - US $1,890
Bed & Breakfast
9.8(107 Reviews)
1 Bedroom
2 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $430/Night
7 Nights - US $3,011
Hotel
9.6(7 Reviews)
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $270/Night
7 Nights - US $1,892
US $600/Night
7 Nights - US $4,203
Pet-Friendly Holiday Rentals in Boystown
Over 699+ Pet-Friendly Holiday Rentals in or Near Boystown
Apartment
10.0(73 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $239/Night
7 Nights - US $1,674
Apartment
10.0(5 Reviews)
4 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $480/Night
7 Nights - US $3,361
Bed & Breakfast
8.0(675 Reviews)
1 Bedroom
- Parking
- Internet
- Pet Friendly
- Security/Safety
US $256/Night
7 Nights - US $1,794
Condo
10.0(64 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $468/Night
7 Nights - US $3,277
Apartment
10.0(4 Reviews)
6 Bedrooms
20 Guests
- Private Beach
- EV Charge Station
- Parking
- Ocean View
US $482/Night
7 Nights - US $3,371
Apartment
10.0(59 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $267/Night
7 Nights - US $1,871
Apartment
10.0(29 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $265/Night
7 Nights - US $1,853
House
10.0(13 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
Spa- Balcony/Terrace
US $634/Night
7 Nights - US $4,440
Apartment
10.0(11 Reviews)
2 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $302/Night
7 Nights - US $2,111
Large Holiday Rentals and Private Villas in Boystown
Over 280+ Large Holiday Rentals and Private Villas in or Near Boystown
Apartment
9.8(6 Reviews)
3 Bedrooms
12 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $322/Night
7 Nights - US $2,252
House
10.0(3 Reviews)
10 Bedrooms
10 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
- Child Friendly
US $307/Night
7 Nights - US $2,147
Villa
9.6(13 Reviews)
1 Bedroom
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $619/Night
7 Nights - US $4,334
Apartment
10.0(2 Reviews)
5 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $799/Night
7 Nights - US $5,594
Apartment
9.6(11 Reviews)
2 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $455/Night
7 Nights - US $3,186
Apartment
9.2(10 Reviews)
2 Bedrooms
14 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $434/Night
7 Nights - US $3,036
Apartment
2 Bedrooms
11 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $172/Night
7 Nights - US $1,202
Condo
10.0(134 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $449/Night
7 Nights - US $3,140
Apartment
10.0(126 Reviews)
4 Bedrooms
15 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $851/Night
7 Nights - US $5,958
Wheelchair Accessible Holiday Homes in Boystown
Over 338+ Wheelchair Accessible Holiday Homes in or Near Boystown
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,199
Bed & Breakfast
9.5(161 Reviews)
11 Bedrooms
30 Guests
- Breakfast
- EV Charge Station
- Parking
- Spa
US $324/Night
7 Nights - US $2,268
Bed & Breakfast
9.4(125 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $296/Night
7 Nights - US $2,070
Apartment
9.8(17 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $330/Night
7 Nights - US $2,311
Apartment
8.2(6 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
Wheelchair Accessible
US $57/Night
7 Nights - US $399
Apartment
9.6(8 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $308/Night
7 Nights - US $2,159
Apartment
9.6(7 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $326/Night
7 Nights - US $2,280
House
9.4(3 Reviews)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $405/Night
7 Nights - US $2,833
Apartment
9.2(27 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
US $183/Night
7 Nights - US $1,281
Boystown Private Villas and Holiday Homes Under $200
Over 548+ Boystown Private Villas and Holiday Homes Under $200
Apartment
10.0(64 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $189/Night
7 Nights - US $1,321
Apartment
10.0(1 Review)
2 Bedrooms
5 Guests
- View
- Air Conditioner
- Internet
- Child Friendly
US $90/Night
7 Nights - US $630
Hotel
9.2(104 Reviews)
- Kitchen
- Air Conditioner
- Internet
Restaurant
US $156/Night
7 Nights - US $1,092
Apartment
10.0(9 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $181/Night
7 Nights - US $1,268
US $160/Night
7 Nights - US $1,118
House
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $141/Night
7 Nights - US $985
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $141/Night
7 Nights - US $986
House
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $137/Night
7 Nights - US $961
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $196/Night
7 Nights - US $1,371
Instantly Bookable Holiday Homes in Boystown
Over 1041+ Instantly Bookable Holiday Homes in or Near Boystown
Apartment
10.0(83 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $249/Night
7 Nights - US $1,740
Apartment
9.0(2 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $266/Night
7 Nights - US $1,861
Condo
10.0(63 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $210/Night
7 Nights - US $1,468
Apartment
10.0(62 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $468/Night
7 Nights - US $3,279
Apartment
10.0(57 Reviews)
2 Bedrooms
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $418/Night
7 Nights - US $2,924
Apartment
10.0(55 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $624/Night
7 Nights - US $4,367
Apartment
10.0(40 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $415/Night
7 Nights - US $2,902
Apartment
10.0(30 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $331/Night
7 Nights - US $2,319
Apartment
10.0(28 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $568/Night
7 Nights - US $3,976
Book a Last Minute Place to Stay in Boystown
About Casai's Private Villas and Holiday Rentals in Boystown
Discover more than 1773 vacation rentals available in Boystown. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Boystown.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Boystown, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Boystown. On average, places to stay near Boystown offer 800.12 ft², with nightly prices averaging US $481.
With Casai, finding and comparing holiday rentals in Boystown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Boystown, IL
There are 1773 Boystown, IL Holiday Rentals
- Prices for a holiday home in Boystown start at US $57
- Top rated vacation home in Boystown is The Sono Chicago
- Most popular short term in Boystown is Claridge House Chicago, Tapestry Collection by Hilton
- Cheapest place to stay in Boystown is FRONTDESK Classic 1 BR Apt in Ravenswood
- Most expensive holiday rental in Boystown is Your Own 8 Bedroom Private Inn and Event Space, Urban Garden Included
Frequently Asked Questions About Boystown?
What are the top holiday rentals in Boystown?
With numerous options available in Boystown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Boystown:
- The Sono Chicago
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- 4BR Old Town Chicago Loft | Walk to Wells St
- Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
- Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
- Stylish, Inviting 2-BR near Logan Square and Wrigley Field
- Best Lincoln Square Location - Spacious 2 bedroom
How many holiday rentals have private pools in Boystown?
Discover a selection of holiday rentals with private pools near Boystown with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Boystown are best for families?
If you're searching for a family-friendly holiday home in Boystown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Boystown:
How many Casai.com holiday rentals are available in Boystown?
As of 2026, Casai boasts over 1773 properties listed in the Boystown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Boystown.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Lakeview Vacation Rentals in Chicago, Illinois | 211 |
| Lake View East Vacation Rentals in Chicago, Illinois | 42 |
