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Oswego Holiday Rentals

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Holiday Rentals in Oswego

Our top choices for Oswego holiday rentals

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

9.6 out of 10, Exceptional, (25)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
The price is AU$168
includes taxes & fees
2 Sept - 3 Sept
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"Perfect location Very clean house and lots of rooms"
Minutes to Downtown Saint Charles, Cozy/Chic Home

Clarendon Hills Top Floor

6.8 out of 10, (10)
"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

✽ 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$487
includes taxes & fees
2 Sept - 3 Sept
✽ Charming Cottage ✽ close to College/Town/Station

Spread out - Renovated 5BR+Loft, Sleeps 12+

9.2 out of 10, Wonderful, (27)
"We had a large group (11) the property had plenty of room for everyone to be comfortable. The host was very helpful and quickly responded to any inquiries we had."
Spread out - Renovated 5BR+Loft, Sleeps 12+

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (90)
"Great yard to grill in the evening. Front room and family room both have TVs so kids can watch different things than the adults, if that's what you need or want. The couch in the family room is really comfortable to unwind on. Bedrooms all have their own TVs as well. The communication was amazing with the owner. They were incredibly responsive! I would definitely rent from them again if the option arises. "
Furnished Private home in Aurora sleeps 9 guests

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

10.0 out of 10, Exceptional, (23)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

Feel good, live well in this cozy Wheaton 3 bedroom!

10.0 out of 10, Exceptional, (1)
"Very clean. Spacious, open living area, lots of storage and comfortable beds. "
Feel good, live well in this cozy Wheaton 3 bedroom!

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

2.0 out of 10, (1)
"Horrible"
The price is AU$235
includes taxes & fees
31 Aug - 1 Sept
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

- Beautiful Condo - King Bed - Free Waffle Breakfast -

10.0 out of 10, Exceptional, (17)
"A wonderful stay!! Good location. Very clean. Well stocked with everything we needed to enjoy ourselves! So many little touches made it a really nice place to stay. Comfortable and charming! "
The price is AU$444
includes taxes & fees
8 Sept - 9 Sept
- Beautiful Condo - King Bed - Free Waffle Breakfast -

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
2 Sept - 3 Sept
Riverfront rental

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 AU$1,695
includes taxes & fees
28 Aug - 29 Aug
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

4BR Family Home w/ Great Light | LCP Collection

9.2 out of 10, Wonderful, (7)
"As advertised. Comfortable. Plenty of space for a family. We enjoyed walking past the pond and geese - convenient to oak brook area and Graue mill natural areas. "
The price is AU$1,004
includes taxes & fees
23 Sept - 24 Sept
4BR Family Home w/ Great Light | LCP Collection

Spacious 4BR Warrenville Home- Rep 1

4.0 star property
2.0 out of 10, (1)
Spacious 4BR Warrenville Home- Rep 1

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

4.0 out of 10, (2)
"The property has some safety issues that need to be addressed. Master bed was comfortable. Didn’t sit outside as there were too many bugs. The host was communicative prior to arrival. "
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (169)
"The Davis House is wonderful—large, spacious—and just as described in the listing. It really is fully equipped with just about anything one would need. Beds are comfortable, water pressure is great and the laundry room on the second floor is terrific. William is a gracious owner and answered all our questions promptly. He was a pleasure to work with and it was a pleasure to stay here. We will definitely be back."
Historic home with easy access to Chicago

Designer Home: Heated Pool, Hot Tub, 4 Kings, Near Chicago

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! "
Designer Home: Heated Pool, Hot Tub, 4 Kings, Near Chicago

Stay on Pure Pleasure.

2.0 star property
10.0 out of 10, Exceptional, (13)
"We stayed with kids and everyone loved it. Husband had a blast fishing the area and the kids loved the sunshine. We'll be back for sure!"
The price is AU$264
includes taxes & fees
2 Sept - 3 Sept
Stay on Pure Pleasure.

Clarendon Hills Garden

7.4 out of 10, Good, (12)
"Perfect for 1 night"
Clarendon Hills Garden

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

10.0 out of 10, Exceptional, (29)
"This property was perfect for our visit. Lots of space and had everything we needed for a comfortable and fun stay."
WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10
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

Everything you need to know about Oswego holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oswego holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oswego holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oswego holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oswego. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oswego holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oswego holiday rentals we have selected for you start as low as AU$168 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oswego rentals

At Expedia, we put the best Oswego holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oswego rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oswego holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oswego. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Clarendon Hills Top Floor: This holiday home rental outside of Oswego is equipped with a BBQ, air conditioning and WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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.