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Oswego Holiday Rentals

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Holiday Rentals in Oswego

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 HK$1,681
HK$4,259 total
includes taxes & fees
6 Oct - 7 Oct
Your Unique Stay by the Tracks | LCP Collection

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

9.8 out of 10, Exceptional, (29)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
The price is HK$420
HK$816 total
includes taxes & fees
6 Oct - 7 Oct
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

La Casa Serenità: Peaceful Elegance

The price is HK$3,628
HK$10,011 total
includes taxes & fees
6 Oct - 7 Oct
La Casa Serenità: Peaceful Elegance

3-bedroom hillside property in woods with fireplace and lake view

6.6 out of 10, (4)
"Was very nice to stay owner was very nice it was a pleasant stay for me ,my family and my friends will recommend . "
The price is HK$1,727
HK$2,414 total
includes taxes & fees
6 Oct - 7 Oct
3-bedroom hillside property in woods with fireplace and lake view

Clarendon Hills Top Floor

7.4 out of 10, Good, (14)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

10.0 out of 10, Exceptional, (25)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

Lovely 2-Bdrm unit with pool. Home away from home.

8.4 out of 10, Very good, (25)
"Relaxing and wonderful"
Lovely 2-Bdrm unit with pool. Home away from home.

St. Charles Riverview Retreat

10.0 out of 10, Exceptional, (26)
"Very comfortable house and near downtown St Charles. We were only there 2 nights attending a family function. "
St. Charles Riverview Retreat

"St Geneva" Private With River View! 7 min to the Q Center

10.0 out of 10, Exceptional, (82)
"This home was very clean and comfortable. Lots of extras provided in the kitchen and bathroom. Such a nice location right on the river. And the host was very communicative which was very helpful. Would definitely stay here again!"
"St Geneva" Private With River View! 7 min to the Q Center

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (51)
"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 HK$1,323
HK$2,416 total
includes taxes & fees
6 Oct - 7 Oct
✽ Charming Cottage ✽ close to College/Town/Station

Warrenville Rep 2

4.0 star property
Warrenville Rep 2

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

10.0 out of 10, Exceptional, (12)
"Great location, great place...perfect!"
The price is HK$2,210
HK$8,802 total
includes taxes & fees
7 Oct - 8 Oct
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

6.0 out of 10, (3)
"The view was perfect for waking up to. Host communicated well. Garages are made for cars only but was able to park right outside of the garage. "
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

Spacious 4BR Warrenville Home- Rep 1

4.0 star property
2.0 out of 10, (2)
"The surrounding area was nice but This property is nothing like the unit that was advertised, and I feel completely misled. I reached out immediately after noticing the issue and asked to be switched to the correct unit, but my request was ignored. The condition of the place is absolutely unacceptable. The walls are filthy and look like they haven’t been cleaned or maintained in years. There are bugs throughout the unit, which raises serious concerns about sanitation and hygiene. To make...
Spacious 4BR Warrenville Home- Rep 1

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

9.4 out of 10, Exceptional, (29)
"Our stay was great. Had an issue with the breaker but was able to get a hold of the host and fix the issue with no problems. "
The price is HK$778
HK$2,202 total
includes taxes & fees
6 Oct - 7 Oct
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (92)
"Cozy home with ample space. "
Furnished Private home in Aurora sleeps 9 guests

Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

9.8 out of 10, Exceptional, (30)
"The host was very helpful and accommodating. They provide more than we expected and have tried to think of everything. There were extra blankets, plates, cups and utensils for children; a pack-n-play. The kitchen was well stocked. The space was well maintained. Finally, the host communicated consistently with us to make sure everything was a promised. I highly recommend this host and property"
The price is HK$1,105
HK$2,360 total
includes taxes & fees
22 Oct - 23 Oct
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

Luxury Home w/ 4Kings, Firepit

10.0 out of 10, Exceptional, (11)
"This amazing rental worked perfectly for what I needed it for. It was well stocked, had incredible amenities, and was in a great location. I will absolutely look to this rental again in the future! "
Luxury Home w/ 4Kings, Firepit

King Bed Suite, *Spacious Newly Remodeled House*

10.0 out of 10, Exceptional, (45)
"Great place to stay, and very clean"
The price is HK$1,284
HK$2,670 total
includes taxes & fees
12 Oct - 13 Oct
King Bed Suite, *Spacious Newly Remodeled House*

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (172)
"A truly memorable stay. I booked this home for a bridal party I was in and the home was perfect for all of us to connect together and relax in between wedding events. One of the best Vrbos I’ve stayed. Would love to come back "
Historic home with easy access to Chicago
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.
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Top Oswego Hotel Reviews

Find out more about Oswego

Find out more about Oswego

Search for holiday rentals in Oswego on Expedia! You can easily find your home rentals, villas, holiday apartments in Oswego using one of the methods below:

  • View our selection of featured holiday rentals in Oswego
  • Use the map to find apartments and other holiday homes in the Oswego neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oswego while they last

Look no further and take a look at our great range of rental properties in Oswego!

Frequently asked questions

Are there holiday rentals in Oswego?

Yes, there are holiday rentals in Oswego close to Keller's Farmstand, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Oswego has a good selection of restaurants. Make sure you have time to check out the art and museums during your trip.

What are some of the best holiday rentals that Oswego has to offer?

3-bedroom hillside property in woods with fireplace and lake view: This holiday home rental outside of Oswego offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchenette with a fridge, a microwave and kitchenware, so that you can cook with friends or family.

How many holiday rentals are there in Oswego?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Oswego stay.

What can I see and do in Oswego?

Family-friendly attractions include Keller's Farmstand, whereas Hudson Crossing Park is a spot to enjoy the outdoors. Fox Valley Winery and Aurora University are a couple of places you'll find in the wider area.

What are holiday rentals like in Oswego?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oswego. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.