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Oswego Holiday Rentals

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Holiday Rentals in Oswego

Our top choices for Oswego holiday rentals

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.

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

9.8 out of 10, Exceptional, (26)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
The price is NZ$176
includes taxes & fees
17 Sept - 18 Sept
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (49)
"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 NZ$508
includes taxes & fees
29 Sept - 30 Sept
✽ Charming Cottage ✽ close to College/Town/Station

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 NZ$1,864
includes taxes & fees
17 Sept - 18 Sept
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Riverfront rental

9.8 out of 10, Exceptional, (32)
"We absolutely loved our stay at this cozy lakeside house! The neighborhood is nice and quiet, the river is very tranquil, perfect for relaxing mornings. Lots to do in the area, perfect for big groups. Host was so helpful and very kind. We would definitely stay here again!!"
The price is NZ$414
includes taxes & fees
14 Oct - 15 Oct
Riverfront rental

Warrenville Rep 2

4.0 star property
Warrenville Rep 2

*The Belltower Haven*Large*Family Friendly*Wi-Fi

9.8 out of 10, Exceptional, (26)
"Easy to find, good parking for up to two cars, adequately furnished, modern, close to restaurants and shopping. Have enjoyed staying here! multiple"
The price is NZ$471
includes taxes & fees
17 Sept - 18 Sept
*The Belltower Haven*Large*Family Friendly*Wi-Fi

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+

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

2.0 out of 10, (1)
"Horrible"
The price is NZ$252
includes taxes & fees
17 Sept - 18 Sept
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (90)
"Cozy home with ample space. "
Furnished Private home in Aurora sleeps 9 guests

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

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

Clarendon Hills Top Floor

7.0 out of 10, Good, (12)
"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

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

Cozy Home | King Bed | 10P | Metra | Chicago Suburb

9.6 out of 10, Exceptional, (11)
"The house worked perfectly for our stay. Lots of seating options and a beautiful kitchen for home prepped meals. The house also gets amazing natural light with the abundance of windows."
Cozy Home | King Bed | 10P | Metra | Chicago Suburb

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"We had a very nice stay at this property. Farrah was easy to work with on entrance into the property, etc. "
Minutes to Downtown Saint Charles, Cozy/Chic Home

"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

10.0 out of 10, Exceptional, (82)
"We thoroughly enjoyed our stay at St. Geneva. Host was friendly and accommodating. Everything was clean and neat. Grounds and views were beautiful. Hope to stay there again when visiting family."
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

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

9.8 out of 10, Exceptional, (30)
"We had a great few days close to all of our friends for Thanksgiving. Spent a lot of time in Joliet and Chicago. Best of both worlds "
The price is NZ$471
includes taxes & fees
24 Sept - 25 Sept
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

Spacious Deck & Balcony, Game Area, Garage

9.6 out of 10, Exceptional, (15)
"We had a great stay! Thank you for hosting us!"
The price is NZ$981
includes taxes & fees
17 Sept - 18 Sept
Spacious Deck & Balcony, Game Area, Garage

Stay on Pure Pleasure.

2.0 star property
10.0 out of 10, Exceptional, (13)
"Everything was neat and clean. Owner was very helpful and accommodating "
The price is NZ$284
includes taxes & fees
17 Sept - 18 Sept
Stay on Pure Pleasure.
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 favorite 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 depends 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 NZ$176 per night. Entering your travel dates in the search wizard you might find 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?

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.: This holiday home rental outside of Oswego offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. 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. You can relax into your holiday with a selection of games and 1 hot tub.

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.