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Condo vacation rentals in Naperville

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Top-rated condo rentals in Naperville

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious screened porch is furnished with comfortable seating for eleven, including sectional sofas and lounge chairs. A coffee table is present, accompanied by a decorative tray. An umbrella provides shade, while a grill is visible in the background, framed by greenery outside.
Condo in Geneva
4.98 out of 5 average rating, 165 reviews

- King Bed - Massive Yard - Fully-Equipped Condo -

Come and feel the peace of this spacious home that's just a couple blocks from downtown Geneva. Its clean, elegant, and surrounded by a huge yard that is more like a small park. You will experience my years of training in European high-end hotels: end-to-end excellence for your entire trip. And the longer you stay, the greater the discount, so this fully-equipped home is perfect for stays of any length. This condo is perfect for exploring the famous 3rd street shops, restaurants, and wineries!

Top guest favorite
A cozy seating area features a green sectional sofa adorned with decorative pillows in various patterns. A small wooden coffee table sits at the center, topped with a book and a small plant. Exposed brick walls complement large windows dressed with dark curtains.
Condo in Wicker Park
4.97 out of 5 average rating, 148 reviews

3-bedroom exposed brick in Chicago's Wicker Park

Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

Top guest favorite
A newly renovated kitchen features modern appliances with a spacious island at its center. Two stylish pendant lights hang above the island, while a dining area with wooden chairs is visible within the open layout. Sleek cabinetry complements the contemporary design.
Condo in Clarendon Hills
5 out of 5 average rating, 123 reviews

Apartment in Clarendon Hills.

Newly renovated Suite in multi family home in Clarendon Hills. Main level: fully equipped kitchen/island, dining area, living room & family room with fireplace. Upper level: Bedroom 1 - king size bed, walk in closet​, private bathroom/shower.​ Bedroom 2 - queen bed​, closet.​ Bedroom 3 - size bed​, closet. Living room has a pull-out sofa bed​. Family room with gas fireplace, access to deck/outdoor area.​ Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, O’Hare.

Guest favorite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Condo in North Side
4.95 out of 5 average rating, 155 reviews

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Top guest favorite
Condo in East Rogers Park
4.99 out of 5 average rating, 299 reviews

Your Chicago Retreat

Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!

Superhost
Condo in Oak Park
4.84 out of 5 average rating, 104 reviews

Lovely condo in the heart of Downtown Oak Park!

The whole group will enjoy easy access to everything from this centrally located place. 2 bedrooms, 2 baths, lots of living space. Open concept kitchen, living, dining, and extra space for work/play space. In-unit laundry. Great outdoor deck, free parking all in the heart of downtown Oak Park with restaurants, theater, street fests, parks, green line/metra for easy access to Chicago. Quiet unit with its own entrance and no shared walls. You will love it here!

Top guest favorite
A bright kitchen area is featured, showcasing wooden cabinets and a bar-height table with two stools. Light hardwood floors extend throughout the space. In the background, a doorway leads to a bathroom with a shower and bathtub, accented by tiled walls.
Condo in North Side
4.92 out of 5 average rating, 385 reviews

Susie's Space. 2BR easy parking & pet friendly

Sunny and spacious, 2 bedroom apartment in Avondale near the Green Exchange/ Greenhouse Loft Flexible, self check-in Easy street parking (with provided permits) Pet fee $80 per pet Bedroom 1 with a king sized bed Bedroom 2 with a full bed Air conditioning and ceiling fans Soft linens and towels Separate dining room Fully equipped kitchen Free WIFI Smart TV for streaming Garden in back with a fire pit and charcoal grill Laundry room in basement

Top guest favorite
Condo in Wicker Park
4.95 out of 5 average rating, 144 reviews

Modern Izakaya Studio in Wicker Park

The Izakaya Studio is a sleek, design-forward space in the heart of Wicker Park, with a secret whisky room inside. Inspired by the intimate atmosphere of a Japanese izakaya: warm, curated, a little unexpected. The kind of place where you settle in, pour something good, and stop thinking about your plans for a while. Spacious for a studio, and comfortable enough for a longer stay in Chicago.

Top guest favorite
Condo in Saint Charles
4.96 out of 5 average rating, 142 reviews

Reiser House Condo Heart of Downtown St. Charles

Welcome to Reiser House Enjoy a stylish experience at this centrally-located condo. Only 4 blocks from the Fox River walking distance from everything. This is the it location! The condo has been newly furnished and has soft lighting throughout. Giving it a very comfy cozy vibe. You can either spend the night in relaxing or hit the town. Come enjoy everything St. Charles has to offer and more!

Top guest favorite
A spacious living area features a comfortable sectional sofa, a wooden dining table with matching chairs, and a cozy reading nook with an armchair. Large windows allow natural light to fill the room, which includes a decorative fireplace and tasteful artwork on the walls.
Condo in Wicker Park
5 out of 5 average rating, 166 reviews

Stunning Wicker-Park Flat with Parking!

Enjoy a stylish experience at this centrally-located gem. Beautifully renovated 3 bedroom, 2 bath full floor flat. While quietly situated on the 3rd floor, you can walk out your front steps to all that Wicker Park and Division street has to offer. Coffee shops, bars, unlimited restaurants, green space, farmers market, gyms, grocery stores, and so much more. Easy and nearby public transit.

Guest favorite
The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.
Condo in Elk Grove Village
4.93 out of 5 average rating, 112 reviews

Just remodeled apartment close to airport and mall

This is just remodeled first floor 1 bedroom apartment that has everything you need for a comfortable stay. Conveniently located 14 min from O'hare airport and 10 min from Woodfield mall that has to offer variety of stores and huge amount of restaurants. All kitchenware for cooking your meals, board games for fun, pool to relax in summer and some snacks to get most out of your stay here.

Guest favorite
Condo in Oak Park
4.93 out of 5 average rating, 329 reviews

Picture Perfect 3Bed Steps from Train and FLW

Welcome to your beautiful 3 bedroom home-away-from-home! From the Insta-worthy forest room to the cozy fireplace reading nook to the modern ice crusher in the kitchen, we've put so much thought into this home that we're sure you won't ever want to leave. Welcoming and newly updated, this unit is close to restaurants, shopping, the best of Frank Lloyd Wright, and the train to the city.

Popular amenities for Naperville condo rentals

Quick stats about condo rentals in Naperville

  • Nightly prices starting at

    Naperville vacation rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 90 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Naperville rentals

  • 4.9 Average rating

    Naperville stays are highly rated by guests—averaging 4.9 out of 5!

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