Holiday rentals in Naperville

4.96 out of 5 average rating, 71 reviews

Flat in Lockport

Full Kitchen, Near Hwy, Parking Nearby, Work Desk

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

4.88 out of 5 average rating, 132 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

Our 3bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet neighborhood. Built w/ cathedral ceilings, there is plenty of space for 10 people to sleep comfortably (6 beds & several comfy couches), as well as 3 smart TVs (w/ complimentary Hulu & Disney+), an indoor fireplace, a gas grill & large yard (including outdoor games), a desk space, & more. Enjoy close access to main roads & large stores (Costco, Walmart, hardware stores, etc.)!

4.93 out of 5 average rating, 42 reviews

Home in Aurora

Spacious family friendly home away from home

This spacious suburban home offers 2 bedrooms with 2.5 bathrooms and a loft with a dedicated workspace. Front living room also has a sleeper couch. There is a full kitchen for your daily meals. The property can host up to 8 people, making it a great option for families. Ample parking space with a 2 car garage. Bring the whole family to this great place with lots of room for fun; additionally there is park close by for the kids. Close to shopping options, outlet malls, restaurants and casino.

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.85 out of 5 average rating, 124 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

4.97 out of 5 average rating, 34 reviews

Home in Bolingbrook

Dupage River Retreat w/Chef's Kitchen & Fire Pit!

This luxurious 5 bedroom, 2-story single family home features a main-level bedroom, smart tv, fast wifi, well-equipped chef's kitchen with a Forno gas range, private patio with a view and fire pit! Perfect for your home away from home! Located on a culdesac 36.1 miles west of Chicago, it is convenient to shopping, parks, restaurants and everything in the Naperville/Bolingbrook area. Enjoy the fully fenced backyard with a gate leading to the Dupage River Park! Bring your kayaks and bikes!

4.99 out of 5 average rating, 152 reviews

Flat in Aurora

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

4.91 out of 5 average rating, 45 reviews

Flat in Warrenville

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

5 out of 5 average rating, 12 reviews

Naperville Nest

Welcome to the Naperville Nest! Located just a 5-minute drive from downtown, our cozy retreat provides easy access to the vibrant dining scene and array of activities in downtown Naperville. With the train station and convenient highway access only 5 minutes away, exploring Chicago's attractions is within easy reach. Experience the tranquility of suburban life while staying connected to all the excitement Naperville has to offer!

5 out of 5 average rating, 82 reviews

Flat in Naperville

Beautiful, quiet, private, spacious, guest suite.

We offer a private entrance with ramp, private deck, shared screened-in porch, gas fireplace, cable with two T.V.’s, kitchenette, washer/dryer, and beautiful views. Our suite is also a wonderful work from home location. We offer fast reliable WiFi, with office supply and copy centers within five minutes of our suite. The suite is on a single level, with all doors being 36 inches wide for accessibility.

Guest suite in Naperville

4.95 out of 5 average rating, 429 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

4.91 out of 5 average rating, 101 reviews

4 Bedroom House - Close to Everything - Naperville

Enjoy all Naperville has to offer with this spacious 4 bedroom 2.5 bathroom home. Minutes from shopping, dining, and entertainment, this home is situated in a quiet and cozy neighborhood just a 10 minute drive to Downtown Naperville. Fully stocked kitchen and bathrooms, comfortable beds, fast wifi, Smart TVs, 2 car garage, spacious fenced back yard - everything you need to feel right at home!

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Popular amenities for Naperville holiday rentals

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Free parking on premises

Air conditioning

Other great holiday rentals in Naperville

Private room in Willow Springs

4.93 out of 5 average rating, 276 reviews

Private bedroom A in a quiet Chicago suburb.

ClementeRating, 5 stars1 week ago

His house was really nice in a quiet area didn’t get to see him but he would respond to my messages fast.

4.89 out of 5 average rating, 18 reviews

Private room in Aurora

Wonderers Rest

YoonRating, 5 stars4 weeks ago

Just as described. Quiet, clean, private area. Would use again.

Private room in Naperville

4.98 out of 5 average rating, 64 reviews

Private spacious room w/dresser in a nice home

OliviaRating, 5 stars2 weeks ago

We loved our stay, felt very welcomed in their beautiful home. Clean & comfortable, we would definitely stay again!

4.75 out of 5 average rating, 156 reviews

Private room in Aurora

Cozy Room

WaleedRating, 5 stars5 days ago

Very nice guy and very nice family. I really enjoyed it and even though you’re renting a room, they completely stay out of the way you don’t even know anyone else is in the house. It’s great for privacy as well to do work or whatever you need.

4.86 out of 5 average rating, 169 reviews

Hotel room in Itasca

Guest room with 2 Double Beds + PET Friendly

LeanneRating, 5 stars2 weeks ago

Great place to stay! Close to airport and easy access to restaurants, stores, sights. I have booked twice and am sure I will use this Airbnb multiple more times.

Private room in Richton Park

4.85 out of 5 average rating, 239 reviews

Urbal retreat

ShirleyRating, 5 stars6 days ago

Harvest was such a sweetheart, and very helpful whenever I had a question about something. She made me and my daughter feel very welcome and comfortable in her home. I was a little nervous at first but it turned out to be a great experience for my first time using Airbnb.

4.98 out of 5 average rating, 122 reviews

Private room in Wheaton

Close To Downtown For Business & Family visits!

JessicaRating, 5 stars1 week ago

We had a great visit to Wheaton for a friend's wedding weekend. Nancy was a friendly and helpful host, and we are grateful for her hospitality. Her home is a very short walk to Wheaton College. It's also not too far to downtown Wheaton, with lots of restaurants. I recommend Sassy Biscuits because it was the best breakfast sandwich I have ever eaten (bacon, egg, and pepperjack with hot honey). Nancy has a guidebook in a three ring binder with other local restaurant recommendations. Nancy's backyard is peaceful and serene, with comfortable chairs and flower gardens and lots of birds singing.