Naperville vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Naperville

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Loft in Forest Park

4.96 out of 5 average rating, 462 reviews

Walk to Oak Park from a Bright Madison Street Loft

Crowned "The best in neighborhood dining" according to a 2008 Chicago Tribune readers poll, the variety of Forest Park restaurants offer something for everyone. The unit is a charming two bedroom, two bath loft a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 20 minute train ride away. The condo includes additional amenities such as: - Elevator in building •Secure front and back entrances. •One assigned parking spot in the back of the building. •Full kitchen with stainless steel appliances (stove, dishwasher, refrigerator), cookware, and dinnerware. •Granite countertops. •Two full bathrooms. The master bathroom includes a Jacuzzi tub. •Two full bedrooms. Both have queen sized beds. •Smart TV with cable access and access to Netflix. •Central Air conditioning •Working fireplace •Balcony with a view of downtown Chicago's skyline •Washer and dryer in unit. Just to the east lies historic Oak Park, which offers an array of attractions such as: •Brookfield Zoo •Chicago Architecture Foundation •Ernest Hemmingway Museum and Birthplace •Frank Lloyd Wright Home and Studio •Frank Llyod Wright’s Unity Temple •Oak Park Conservatory After soaking up some attractions in Oak Park, Chicago is only a short twenty minute train ride away, and it offers such noteworthy experiences as: •Shedd Aquarium •Architecture River Cruise •Skydeck Chicago •Navy Pier •The Field Museum •John Hancock Observatory •Adler Planetarium •Art Institute of Chicago •The Museum of Science and Industry The loft and both doors to our building have key-less entry pads. We will email you your personal entry code along with check in instructions a couple days before your arrival. Each guest is given their own personal code. Codes are programmed the day of check in and deleted shortly after check out. We are as available as you need. Centrally positioned in the Madison Street shopping and dining district, the loft is conveniently surrounded by local eateries and pubs within minutes of downtown Chicago and the United Center, and just blocks from the CTA blue line. We are located half a mile from the L - Blue Line. We are the Forest Park Stop on the blue line. The blue line will take you into the city. It is about an 8 to 10 minute walk from the loft. An Uber/Lyft ride into the city ranges from $15 to $25 and takes around 15 to 20 minutes. We are one mile from the Metra train line (Union Pacific - West). The Metra dead ends into Union Station. There are a number of Metra lines that take you to surrounding suburbs. We are also one mile from the Green Line - Oak Park Stop. The Green Line is another line on the L. The third bed is a queen sleeper sofa. There is a strict no smoking policy in our building. You can not smoke on the balcony - it will result in a $500 fine. The neighborhood is vibrant in the summer and sound can travel into the unit.

Dec 9 – 16

R2,455 ZAR per night

Guest favorite

Guesthouse in Batavia

4.91 out of 5 average rating, 254 reviews

Quaint Batavia Coach House

I am creating an airbnb account for my two lovely parents, who are empty nesters for the first time in thirty-two years. We, myself and my five siblings, were blessed to be raised in the quaint city of Batavia, IL, which boasts river paths, close proximity to a train station that will take you into Chicago, and historic neighborhoods such as our own. Our property consists of two homes, our own and a coach house, which we would love for you to stay in! Both are situated on a family-friendly old-fashioned alley with mature maple trees. We thank you and wish you a pleasant stay regardless of where you choose to stay the night. All our best.

Dec 7 – 14

R1,591 ZAR per night

Guest favorite

Loft in West Dundee

4.97 out of 5 average rating, 442 reviews

Hip Urban Loft - Small Town Charm - 124 LOFTS #2

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Loft 2 is our most spacious

Nov 30 – Dec 7

R2,772 ZAR per night

Guest favorite

Guest suite in Bartlett

4.96 out of 5 average rating, 184 reviews

Cozy & Spacious Suite in Quiet Neighborhood

This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

Dec 7 – 14

R2,092 ZAR per night

Guest favorite

Guest suite in St. Charles

5.0 out of 5 average rating, 250 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed, studio area includes blue ray player, reverse osmosis drinking water, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Sep 20 – 27

R1,775 ZAR per night

Guest favorite

Home in Montgomery

4.84 out of 5 average rating, 108 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Jul 10 – 17

R2,795 ZAR per night

Guest favorite

Guest suite in St. Charles

4.99 out of 5 average rating, 109 reviews

The Cozy Den

Welcome to our cozy little corner of the world! We are located just a few blocks east of downtown St. Charles & the gorgeous Fox River and about an hour's drive/train ride to downtown Chicago. You’ll be staying in a renovated studio basement space (which doesn’t feel like a basement at all). It’s a completely separate space with its own entrance & electronic keypad. It is our priority to create an experience for you that is cozy, comfortable, and relaxing! Hope to see you soon!

Sep 30 – Oct 7

R1,417 ZAR per night

Guest favorite

Home in West Chicago

4.91 out of 5 average rating, 104 reviews

The Train Conductor's Cottage

Enjoy your stay at the Train Conductor’s Cottage! Welcome to our charming home in a family neighborhood, just a couple of blocks away from the Metra train to Chicago & from West Chicago's authentic Mexican restaurants. We are close to Wheaton College, North Central College, Dupage Airport, and Central Dupage Hospital. Rest and relax in a queen bed, full bed, two twin beds, two full bathrooms, spacious children's play area. Amazon Fire stick, WiFi, TV. “All aboard!”

Jan 9 – 16

R2,508 ZAR per night

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 292 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Nov 27 – Dec 4

R1,865 ZAR per night

Guest favorite

Tiny home in Burr Ridge

4.92 out of 5 average rating, 239 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Sep 29 – Oct 6

R2,130 ZAR per night

Guest favorite

Apartment in Naperville

4.87 out of 5 average rating, 145 reviews

Comforts of home in downtown Naperville

Cozy 1 bedroom garden level apartment located in downtown Naperville. Short walking distance to great shopping and many fine restaurants. Also short walking distance to train which goes directly to Chicago. Parking is available for 1 car in driveway. Professionally cleaned after every guest visit, as well as free cleaning offered for stays of two weeks or longer.

Jul 10 – 17

R2,539 ZAR per night

Superhost

Home in Aurora

4.83 out of 5 average rating, 255 reviews

Albor Homes #1

We welcome you to our recently renovated home! Our house features 3 bedrooms w/ all new queen beds, master bedroom includes a half bath, a cozy living room and small work desk. You'll enjoy the natural light that comes in through the kitchen and dining room. Our home is your home, we look forward to hosting you!

Nov 21 – 28

R2,981 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Naperville vacation rentals

Laptop-friendly workspace

Stay near Naperville's top sights

Fox Valley Mall6 locals recommend

Topgolf17 locals recommend

Whole Foods Market3 locals recommend

Downtown Naperville9 locals recommend

Maggiano's Little Italy3 locals recommend

Pelican Harbor Indoor/Outdoor Aquatic Park4 locals recommend

Other great vacation rentals in Naperville

Guest favorite

Treehouse in Schaumburg

4.93 out of 5 average rating, 713 reviews

Enchanted Garden Treehouse (Amenity*)

Jun 25 – Jul 2

R5,217 ZAR per night

Guest favorite

Guest suite in Chicago

4.98 out of 5 average rating, 111 reviews

Gorgeous Studio 15 Minutes From Ohare!

Nov 28 – Dec 5

R1,571 ZAR per night

Guest favorite

Guest suite in Wood Dale

4.9 out of 5 average rating, 427 reviews

The Deer Suite

Oct 15 – 22

R2,300 ZAR per night

Guest favorite

Condo in Lisle

4.95 out of 5 average rating, 41 reviews

Peaceful Condo in Lisle, Illinois

Oct 8 – 15

R1,514 ZAR per night

Guest favorite

Guest suite in Naperville

5.0 out of 5 average rating, 60 reviews

Beautiful, quiet, private, spacious, guest suite.

Dec 3 – 10

R2,388 ZAR per night

Guest favorite

Condo in Lisle

5.0 out of 5 average rating, 36 reviews

Family Friendly Near Benedictine University

Aug 21 – 28

R2,232 ZAR per night

Guest favorite

Apartment in Aurora

4.98 out of 5 average rating, 57 reviews

Penthouse In The Historic Hobbs

Sep 26 – Oct 3

R3,851 ZAR per night

Guest favorite

Guest suite in Oswego

4.97 out of 5 average rating, 34 reviews

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Jan 15 – 22

R1,336 ZAR per night

Show all

Other great vacation rentals in Naperville

Guest favorite

Apartment in St. Charles

4.89 out of 5 average rating, 90 reviews

Cozy, Comfy, Close to downtown

Sep 20 – 27

R2,071 ZAR per night

Guest favorite

Apartment in Elgin

4.97 out of 5 average rating, 36 reviews

Peaceful Elgin APT King Bed

Oct 11 – 18

R2,487 ZAR per night

Guest favorite

Home in Yorkville

5.0 out of 5 average rating, 20 reviews

Patriotic Cottage on the Hill

Nov 22 – 29

R2,699 ZAR per night

Guest favorite

Guesthouse in Villa Park

4.93 out of 5 average rating, 71 reviews

Eclectic Coach House Apartment

Feb 17 – 24

R2,794 ZAR per night

Guest favorite

Apartment in Forest Park

4.99 out of 5 average rating, 88 reviews

Sunny 1 bedroom apartment 1 block from restaurants

Feb 8 – 15

R2,276 ZAR per night

Guest favorite

Guesthouse in Yorkville

5.0 out of 5 average rating, 10 reviews

Deer Run Lodge Guest Quarters

Sep 13 – 20

R2,598 ZAR per night

Guest favorite

Apartment in Lemont

4.96 out of 5 average rating, 23 reviews

Burr Oak

Aug 9 – 16

R1,470 ZAR per night

Guest favorite

Camper/RV in Willow Springs

4.98 out of 5 average rating, 42 reviews

Wander Willow Springs Glamping Retreat

Jun 4 – 11

R1,822 ZAR per night

Show all

Quick stats about vacation rentals in Naperville

Total rentals
190 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
3.8K reviews

Frequently Asked Questions

Where should I stay in Naperville?
Make yourself at home in Naperville by choosing from our most frequently booked neighborhoods. We have over 110 vacation rentals in Downtown Naperville, over 70 vacation rentals in Steeple Run, and over 70 vacation rentals in Naperville Riverwalk.
Are there vacation rentals with a dedicated workspace in Naperville?
Yes! Work meets play with ease at over 100 vacation rentals in Naperville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Naperville?
Four-legged friends are welcome in Naperville. Choose from more than 80 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Naperville?
Experience the best of Naperville with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Naperville have a gym?
Absolutely! We offer over 10 hotel rentals with a gym in Naperville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Naperville have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Naperville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Naperville have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Naperville. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Naperville?
Naperville has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Naperville vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Naperville, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for House Rentals in Naperville?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with self check-in, over 20 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Naperville vacation rentals

Top-rated vacation rentals in Naperville

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Naperville vacation rentals

Stay near Naperville's top sights

Other great vacation rentals in Naperville

Treehouse in Schaumburg

Guest suite in Chicago

Guest suite in Wood Dale

Condo in Lisle

Guest suite in Naperville

Condo in Lisle

Apartment in Aurora

Guest suite in Oswego

Other great vacation rentals in Naperville

Apartment in St. Charles

Apartment in Elgin

Home in Yorkville

Guesthouse in Villa Park

Apartment in Forest Park

Guesthouse in Yorkville

Apartment in Lemont

Camper/RV in Willow Springs

Quick stats about vacation rentals in Naperville

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Naperville?

Are there vacation rentals with a dedicated workspace in Naperville?

Are there pet-friendly vacation rentals in Naperville?

How much does it cost to stay in apartment rentals in Naperville?

Do hotel rentals in Naperville have a gym?

Do house rentals in Naperville have self check-in?

Do house rentals in Naperville have a bbq area?

Are there family-friendly house rentals in Naperville?

Are there Naperville vacation rentals on Airbnb with pools?

What are the most popular amenities for House Rentals in Naperville?

Destinations to explore