Holiday houses in Oswego

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Top-rated holiday rentals in Oswego

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

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Guest favourite

Guesthouse in Batavia

4.91 out of 5 average rating, 253 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.

25 Aug – 1 Sept

$1,054 AUD total

Guest favourite

Guest suite in St. Charles

5.0 out of 5 average rating, 249 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.

13 – 20 Aug

$1,102 AUD total

Guest favourite

Home in Montgomery

4.84 out of 5 average rating, 107 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.

18 – 25 Aug

$1,307 AUD total

Guest favourite

Apartment in St. Charles

4.97 out of 5 average rating, 154 reviews

Peaceful apartment close to everything

Spacious 1 bedroom, living room, kitchen and laundry. Separate entrance. Sit out and enjoy nature on your private patio. Light and airy basement apartment. Super clean. Suitable for remote workers - office desk, chair and great wifi. A full kitchen or enjoy a long list of local places to eat out. Enjoy your own laundry in apartment. All space listed is just for Guests Pet free property, includes service/emotional support animals. Host has condition & lives at the property upstairs.

13 – 20 Aug

$1,679 AUD total

Guest favourite

Guest suite in St. Charles

4.99 out of 5 average rating, 108 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!

15 – 22 Sept

$888 AUD total

Guest favourite

Home in Joliet

4.83 out of 5 average rating, 157 reviews

Cozy Private Cottage in the Cathedral District

Our cozy, 1920's home is located in the Cathedral district in Joliet. 3 minutes away from the Haley Mansion and 6 minutes away from the Jacob Henry Mansion. You get the whole main floor for yourself and your guest(s) with your own entrance through the front door that has a keypad door lock. I along with my two mini dachshund puppies stay in the basement. We have our own entrance through the back. You can park right outside on the street. So there is plenty of parking.

3 – 10 Sept

$1,684 AUD total

Guest favourite

Apartment in Batavia

4.88 out of 5 average rating, 124 reviews

Downtown Batavia Musician's Escape

Coming into town to visit family, friends, or just looking for a place to escape to (or possibly quarantine at) in charming Batavia? Welcome to our brand new 2 bedroom apartment with 2 King size beds, a Queen futon bed, and 2 full bathrooms located in the heart of Downtown Batavia on popular River Street! Located just steps away from several shops, bars, restaurants, and farmers market this is the perfect getaway for any musician or music enthusiast or nightlife lover.

20 – 27 Dec

$1,941 AUD total

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 291 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.

19 – 26 Dec

$1,183 AUD total

Guest favourite

Tiny home in Burr Ridge

4.92 out of 5 average rating, 238 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

2 – 9 Nov

$1,402 AUD total

Guest favourite

Guest suite in Oswego

4.97 out of 5 average rating, 34 reviews

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

30 Jan – 6 Feb

$938 AUD total

Guest favourite

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.

30 June – 7 July

$1,474 AUD total

Superhost

Home in Aurora

4.83 out of 5 average rating, 254 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!

25 Mar – 1 Apr

$1,921 AUD total