Photo by Anthony Martinez

Holiday Homes in Oswego

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Oswego

Our top choices for Oswego holiday homes

Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed

9.0 out of 10, Wonderful, (2)
"It was nice and everyone was very friendly!!"
The price is AU$223
includes taxes & fees
4 Sept - 5 Sept
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed

2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

The price is AU$454
includes taxes & fees
1 Sept - 2 Sept
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

Your Unique Stay by the Tracks | LCP Collection

8.0 out of 10, Very good, (1)
"Difficulty in accessing the site with house rules, che in, and checkout instructions. Kitchen was adequately stocked, nice decor and clean. Accurate description of by the tracks- train does blow the whistle late night and early morning but oddly got used to it. Location was close to wedding venue, so that was helpful"
The price is AU$978
includes taxes & fees
16 Sept - 17 Sept
Your Unique Stay by the Tracks | LCP Collection

Riverfront Townhome in Downtown Yorkville

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great short stay place . Quaint and comfortable. Easy.to stay at . Laura our was amazing ! "
The price is AU$386
includes taxes & fees
16 Sept - 17 Sept
Riverfront Townhome in Downtown Yorkville

- Fully-Equipped Condo - King Bed - Massive yard -

10.0 out of 10, Exceptional, (31)
"It was a perfect weekend stay, exactly as listed. Plenty of room for Groom/Groomsmen to get ready prior to the ceremony. Highly recommended!"
The price is AU$390
includes taxes & fees
2 Sept - 3 Sept
- Fully-Equipped Condo - King Bed - Massive yard -

Basement Lounge & Games | LCP Collection

2.0 star property
8.0 out of 10, Very good, (1)
"The place is very quaint but a bit tight for our group. For example, you could not open the basement door and the back door at the same time. This made unpacking and reloading a challenge. The downstairs "lounge" was somewhat finished with painted walls floor and overhead. Very low ceilings down there as well. My 6'4" husband banged his head more than a few times. Not sure the basement bath and bedroom addition would considered code as there was no egress from the basement. But our stay was...
The price is AU$807
includes taxes & fees
17 Sept - 18 Sept
Basement Lounge & Games | LCP Collection

Riverfront rental

9.8 out of 10, Exceptional, (32)
"It is a small house but it has everything you need to be comfortable and the host is very friendly."
The price is AU$391
includes taxes & fees
3 Sept - 4 Sept
Riverfront rental

Luxury Suite in Glen Ellyn, IL USA

9.6 out of 10, Exceptional, (10)
"We had our small Christmas gathering here. This suite was a perfect size and the pictures were accurate. The host was very accommodating and quick to respond with any questions I had. Overall my family enjoyed the suite. "
The price is AU$588
includes taxes & fees
1 Sept - 2 Sept
Luxury Suite in Glen Ellyn, IL USA

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

9.6 out of 10, Exceptional, (26)
"Really positive experience and great communication!"
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

Spacious Deck & Balcony, Game Area, Garage

9.6 out of 10, Exceptional, (14)
"We had a great stay! Thank you for hosting us!"
Spacious Deck & Balcony, Game Area, Garage

Townhome with Game Zone, Big Beds, & Smart TVs

The price is AU$747
includes taxes & fees
28 Aug - 29 Aug
Townhome with Game Zone, Big Beds, & Smart TVs

Great Location! Beautiful Home Near Downtown Westmont

9.8 out of 10, Exceptional, (11)
"The house was nicely furnished, decorated and appointed. Communication with the host was timely and friendly."
The price is AU$287
includes taxes & fees
1 Sept - 2 Sept
Great Location! Beautiful Home Near Downtown Westmont

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (47)
"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"
The price is AU$478
includes taxes & fees
4 Sept - 5 Sept
✽ Charming Cottage ✽ close to College/Town/Station

King Bed Suite, *Spacious Newly Remodeled House*

10.0 out of 10, Exceptional, (40)
"Good size plenty of sleep space nice location"
The price is AU$511
includes taxes & fees
3 Sept - 4 Sept
King Bed Suite, *Spacious Newly Remodeled House*

Beautiful House in Carol Stream near Downtown Chicago

10.0 out of 10, Exceptional, (3)
"The property was nice. Perfect for our guys trip. "
Beautiful House in Carol Stream near Downtown Chicago

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

10.0 out of 10, Exceptional, (1)
"This was the perfect place for our family of 6 to spend a long baseball weekend. We were close to the ball fields my grandson was playing on. Lockport is a cute little town. We felt safe in this location. We commuted about 45 min to downtown Chicago to visit several tourist attractions. The house has a full kitchen, nice dining room and living room. Everything in the house was clean and in good shape. We definitely will be staying here again for future tournaments or Chicago visits!"
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Pool Table and Fireplace by LCP Collection

10.0 out of 10, Exceptional, (2)
"Very nice home. Host was very responsive!!"
The price is AU$880
includes taxes & fees
17 Sept - 18 Sept
Pool Table and Fireplace by LCP Collection

3BR w/ Large Yard + Near Mall | LCP Collection

8.8 out of 10, Excellent, (8)
"Everything was clean and in good shape and the beds were very comfortable "
The price is AU$853
includes taxes & fees
16 Sept - 17 Sept
3BR w/ Large Yard + Near Mall | LCP Collection

3BR + Near Mall + Fast WiFi | LCP Collection

7.0 out of 10, Good, (4)
"I stayed there to celebrate Christmas and one of my kid's birthdays. I raised my kids in this area and they still live there so we knew the area well. It was a very nice time. The only thing I personally would change is that the mattresses are too firm. I have hip problems and I wasnt able to sleep. Two of my kids went home to sleep the second night because of the mattresses but one of my children loved the firm mattress. It would be nice if there was an option for a softer mattress on at least...
The price is AU$866
includes taxes & fees
16 Sept - 17 Sept
3BR + Near Mall + Fast WiFi | LCP Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Oswego Hotel Reviews

Find out more about Oswego

Find out more about Oswego

Oswego Holiday Homes information

Number of reviews
467
Accommodation
190 Holiday Homes
Lowest Price
AU$223
Highest Price
AU$1,062