Find the best cottages in Near West Side - We found 528 exact matches
About Near West Side Cottage Rentals on Vacation Cottage
For travelers seeking a comfortable and luxurious retreat in Near West Side, Vacation Cottage has you covered. Opt for a cottage rental, lake house retreat, or summer home resort and enjoy the flexibility of a hotel. With over 528 options available in Near West Side on Vacation Cottage, we can assist you in finding the perfect accommodation.
Elevate your next vacation with a picturesque cottage rental in Near West Side, offering top-notch amenities such as swimming pools, fitness centers, Wi-Fi, luxury suites, and fully-equipped kitchens. Discover unbeatable deals on outdoor vacation cottages, lake houses, and summer home retreats. Start planning your trip to Near West Side today and secure your accommodation in minutes on our website.
Whether it's a short-term getaway or a long-term seasonal stay, find the perfect cottage rental, lake house, or summer home for your favorite travel destinations. Compare options with Vacation Cottage and stay close to nature.
Frequently Asked Questions About Near West Side Rental Cottages
What are the top rated Cottage Rentals in Near West Side?
There are a lot of options in Near West Side. If you plan on staying in the Near West Side area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Near West Side:
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 1F Chicago's Little italy Graystone nearDowntown
- Chic Penthouse Corner 3BR Loft In Fulton Market | Featured In Architectural Dige
- Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
- Top Floor Views + Central Comfort
- Stunning Designer Loft in Fulton Market, Sleeps 24 | Featured In Architectural D
- The Neighborhood Hotel - Little Italy Two Bedroom
- Stylish 1BR in West Loop
- Sunlit Room+Bath in Chicago Condo near United Center, West Loop, & Med District
How much does it cost to rent a cottage in Near West Side?
The average cost for a cottage rental in Near West Side is $312 per night. Vacation Cottage has a wide list of great cottages near Near West Side that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Near West Side that allow pets?
Yes, here are the top cottage rentals in Near West Side that allow you to bring your pet:
- Exclusive Fulton Market Retreat: 3BR Loft + Private Rooftop Lounge
- Freshly Minted 2BR - Elegance & Comfort in Central Chicago
- The Publishing House B&B
- Charming 2-bedroom 2-bathroom apartment near Downtown Chicago
See all pet-friendly vacation rentals in Near West Side on Vacation Cottage
Do you have any rental cottages in Near West Side that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Near West Side to find one that works for you.
Are there quality cottages in Near West Side that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are Over 528 private swimming pools or cottages with indoor pools in the Near West Side area along with other great amenities.
Do any cottages in Near West Side have hot tubs?
About 528 cottages in Near West Side boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in Near West Side on Vacation CottageAre there luxury cottages in Near West Side?
Yes, there are luxury cottages in Near West Side. Find more luxury, lakefront, winter, & last-minute cottage rentals near Near West Side.
