Owner Direct Vacation
Rentals in Roscoe Village
The Best Owner Direct Vacation Rentals in Roscoe Village. Explore thousands of vacation home rentals, large cabins, and villas near Roscoe Village
GUESTS
Explore the Best Roscoe Village Vacation Homes
Looking for the perfect place to stay in Roscoe Village? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Roscoe Village character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
- Child Friendly
- Internet
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Child Friendly
- Internet
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- View
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Parking
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Security/Safety
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
Why Travelers Love Using
Owner Direct to
Find Roscoe Village Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Roscoe Village
- Child Friendly
- Internet
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Child Friendly
- Internet
Tuesday Jan 27
Roscoe Village, Chicago
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Roscoe Village vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Roscoe Village
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
How to Reserve Your Roscoe Village Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Roscoe Village Vacation Rental FAQs
1. What are the top vacation rentals in Roscoe Village?
There are a lot of options in Roscoe Village. If you plan on staying in the Roscoe Village area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Roscoe Village:
- NEW LUXURY PENTHOUSE CONDO
- Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
- Magic Factory Loft 2West
- Great Location-Beautiful Friendly Andersonville Neighborhood
- Single Family Home! Sleeps 8 Lincoln Park/Lakeview
- NEW LUXURY CONDO WITH PATIO DECK
- 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
- Magic Factory Loft 2East 4 Bd/3 Ba Families Groups
2. How many vacation rentals have private pools in Roscoe Village?
There are 2 vacation rentals with private pools near Roscoe Village. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in Roscoe Village are best for families?
If you are looking for a family-friendly vacation home in Roscoe Village, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Roscoe Village:
4. How many vacation rentals are available in Roscoe Village?
Currently, the total number of properties listed in 2026 is over 1871 in the Roscoe Village area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Roscoe Village.