Townhome holiday rentals in Illinois

Spring Bloom and Game Room! Close to all amenities

Many amenities just steps from our home! Including pickleball, a spa and golf. Escape to our bright modern townhome in Galena. Enjoy 3 levels of space for the whole family. Experience outdoor fun at local attractions, enjoy the pools at The Owners Club. Unwind with movies in the game room or relax to records in the living room. This retreat offers the perfect blend of comfort and convenience. Book your stay and create cherished memories. Pet friendly if you would like to bring your fur baby.

Luxe|Chic|Instaworthy|Fireplace|Cable|Near Ski

Are you seeking a stylish and tranquil escape in the countryside? Our fully renovated and modernized townhome is the epitome of luxury and comfort, ensuring a memorable stay. Situated in the picturesque, resort-like Galena Territory, surrounded by lush hills, and with access to a plethora of amenities (e.g., pools, tennis/pickleball courts, gym, game room), our home offers a peaceful retreat while being conveniently close to downtown, golfing, wineries, dining, shopping, and ski (Chestnut).

Groovy 3BR/2BA Lincoln Park - Rooftop+King Suite!

3-Story Townhome in Lincoln Park with Private Rooftop Step into style and comfort in the heart of Lincoln Park, where vibrant city life meets serene, tree-lined streets. Perfect for business, leisure, or family stays. Offering the perfect base to explore Chicago from one of its most sought-after neighborhoods. The Ultimate Bachelorette Getaway! Celebrate in style at this chic, spacious townhome—ideal for unforgettable bachelorette weekends. Parking pass available for added convenience.

Cheerful 3- Bedroom Townhouse close to everything

Bring the whole family and enjoy this spacious, serene townhouse in Belleville! Just minutes from Scott Air Force Base and under 20 minutes from St. Louis, this 3-bedroom, 1.5-bath home is perfect for military relocations, traveling nurses, or out-of-town visitors. The updated open floor plan offers plenty of room to relax, unwind, and make lasting memories. Whether you’re here for work or play, this inviting space has everything you need for a comfortable and stress-free stay.

Old Town/Lincoln Park Luxury Home Garage & Rooftop

Old town luxurious townhouse with rooftop, patio and attached garage (with Level 2 electric car charger for any type of electric car). The extra wide floor plan allows for 4 large bedrooms and 2.5 bathrooms spread over 4 levels of living. One block away from Brown Line station and 4 blocks away from Red Line station and best of Lincoln Park shopping. 10 minutes walk to North Avenue Beach or Lincoln Park Zoo. 5 minute walk to Second City, Zanies and Old Town dining & nightlife.

Upscale 4-Bedroom Townhouse w/Garage - LOCATION

In the heart of Chicago's River West, this professionally-designed 4BR/2.5BA townhouse is right in the middle of it all! You can easily walk to West Loop, River North, and the Loop - all home to some of the best restaurants and attractions Chicago has to offer. Your travel to/from the city will be extra convenient with access to a private one-car garage spot and street parking. With 4 bedrooms and 5 beds across 3 floors, your group will have plenty of space to enjoy Chicago!

Location! 5 beds house with Parking and Patio!

Gorgeous 3 bedrooms with 2 king beds and 1 queen bed, plus 1 open room with 3 twin beds and 2 bathrooms townhouse with a big outside patio with furniture and BBQ to enjoy the good weather : ) This is a bright, townhouse in a location hard to beat! Located on the middle of Lincoln Park, you are able to walk to some of the hottest and most popular attractions in town, plus you have two supermarkets just a block from the property and plenty of restaurants around.

131 Plum Cove - 3 Beds, 3 Baths, Sleeps 8

If you're looking for a relaxing retreat with a seasonal water view and unlimited bird watching, look no further! This 3 bedroom (upstairs is a loft), 3 full bathroom, pet friendly townhouse can sleep 8+! Located in the Galena Territories, just 15 minutes from town. *Owner’s Club Access (pool, fitness center, bball courts, tennis courts, and more!) *Lake lookout site *Paved walking paths *2 decks *3 king beds *1 bed & bath per floor *PET FRIENDLY

The Nancy’s gorgeous , Spacious Urban Getaway

This conveniently located and newly renovated townhouse in Edgewater features tons of sunlight and plenty of room for large families or groups. Near the lakefront, Loyola University, Andersonville, and tons of great restaurants and bars. In close proximity to the Red line "El" train, the city bus (22 Clark) and just four (4) miles from Evanston and Northwestern University.