Boystown Cottage Rentals

Compare Cottages, Resorts, & Rentals in Boystown, Chicago, Illinois, USA

New Game Day Stay Steps to Wrigley + Garage
From US $317 per night
10.0 (2 Reviews)
3 Bedrooms 6 Guests
From US $154 per night
|
10.0 (482 Reviews)
1 Bedroom 2 Guests
From US $117 per night
|
10.0 (12 Reviews)
1 Bedroom 4 Guests
From US $531 per night
|
10.0 (21 Reviews)
1 Bedroom 2 Guests
New 1 Free Parking, Sleeps 10
From US $320 per night
New
3 Bedrooms 10 Guests
|
10.0 (4 Reviews)
3 Bedrooms 6 Guests
From US $190 per night
|
9.8 (381 Reviews)
1 Bedroom 2 Guests
New Private 1BR APT in the heart of Wicker Park
New
1 Bedroom 4 Guests
|
10.0 (3 Reviews)
6 Bedrooms 20 Guests
New Minutes to Wrigley - Games - Patio - Sleeps 12
New
1 Bedroom 12 Guests
|
10.0 (2 Reviews)
5 Bedrooms 10 Guests
New Lincoln Park! W/D, Central A/C, King Bed, 2 BR/1B
New
2 Bedrooms 4 Guests
|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
|
10.0 (2 Reviews)
2 Bedrooms 4 Guests
New New Built Apartment, Sleeps 12!
From US $318 per night
New
3 Bedrooms 12 Guests
|
10.0 (1 Review)
5 Bedrooms 14 Guests
10.0 (125 Reviews)
2 Bedrooms 6 Guests
|
10.0 (1 Review)
4 Bedrooms 8 Guests
10.0 (76 Reviews)
2 Bedrooms 4 Guests
From US $211 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (64 Reviews)
2 Bedrooms 4 Guests
|
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (58 Reviews)
2 Bedrooms 6 Guests
From US $1,237 per night
10.0 (1 Review)
3 Bedrooms 14 Guests
10.0 (58 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
3 Bedrooms 10 Guests
From US $156 per night
10.0 (55 Reviews)
2 Bedrooms 4 Guests
From US $155 per night
9.8 (5 Reviews)
1 Bedroom 4 Guests
From US $207 per night
10.0 (49 Reviews)
2 Bedrooms 4 Guests
|
9.7 (14 Reviews)
2 Bedrooms 6 Guests
|
9.7 (10 Reviews)
4 Bedrooms 10 Guests
10.0 (47 Reviews)
1 Bedroom 2 Guests
From US $324 per night
10.0 (46 Reviews)
2 Bedrooms 6 Guests
10.0 (42 Reviews)
2 Bedrooms 5 Guests
From US $259 per night
10.0 (35 Reviews)
2 Bedrooms 4 Guests
10.0 (4 Reviews)
1 Bedroom 2 Guests
9.7 (9 Reviews)
1 Bedroom 4 Guests
From US $242 per night
|
9.4 (110 Reviews)
1 Bedroom 2 Guests
From US $159 per night
10.0 (4 Reviews)
1 Bedroom 2 Guests
From US $360 per night
|
9.7 (8 Reviews)
3 Bedrooms 6 Guests
From US $245 per night
|
9.0 (256 Reviews)
1 Bedroom 2 Guests
9.7 (3 Reviews)
1 Bedroom 4 Guests
Bed & Breakfast
From US $86 per night
|
8.4 (93 Reviews)
1 Bedroom 2 Guests
10.0 (3 Reviews)
1 Bedroom 4 Guests
|
9.6 (5 Reviews)
4 Bedrooms 18 Guests
10.0 (3 Reviews)
1 Bedroom 4 Guests
From US $283 per night
|
9.5 (131 Reviews)
3 Bedrooms 6 Guests
From US $245 per night
10.0 (3 Reviews)
2 Bedrooms 6 Guests
|
9.5 (40 Reviews)
3 Bedrooms 6 Guests
From US $219 per night
10.0 (3 Reviews)
2 Bedrooms 2 Guests
|
9.5 (30 Reviews)
4 Bedrooms 14 Guests
From US $139 per night
10.0 (3 Reviews)
1 Bedroom 2 Guests
From US $151 per night
9.5 (23 Reviews)
2 Bedrooms 4 Guests
10.0 (2 Reviews)
2 Bedrooms 4 Guests
|
9.5 (2 Reviews)
4 Bedrooms 20 Guests
10.0 (2 Reviews)
2 Bedrooms 4 Guests
From US $294 per night
|
9.5 (2 Reviews)
2 Bedrooms 6 Guests
10.0 (2 Reviews)
2 Bedrooms 4 Guests
From US $271 per night
|
9.4 (202 Reviews)
11 Bedrooms 31 Guests
|
9.4 (11 Reviews)
4 Bedrooms 8 Guests

About Boystown Vacation Rentals

There are over 1590 amazing vacation rentals available in Boystown. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Boystown.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Boystown, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Boystown. The average size of places to stay near Boystown is approximately 831.83 ft², with prices averaging US $465 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Boystown. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Find Vacation Cottage Rentals in these Cities and Neighborhoods Boystown, IL


Frequently Asked Questions About Boystown?

What are the top cottages, summer homes, and lake houses in Boystown?

How many rentals, hotels, or resorts are available in Boystown?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1590 properties listed by Vacation Cottage in the Boystown area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Boystown.

Nearby Neighborhood (2)

Neighborhood Property Count
Lakeview Rental Cottages and Private Getaways in Chicago, Illinois 319
Lake View East Rental Cottages and Private Getaways in Chicago, Illinois 91