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Oswego Holiday Rentals

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Holiday Rentals in Oswego

Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego
9.4 out of 10, Exceptional, 3 reviews
"Came in for LIV golf tournament. This place was the perfect location to everything. It was clean and just as described."
Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego
Fox Valley Farmhouse Overlooking The Fox River!
10.0 out of 10, Exceptional, 24 reviews
"We were in town for a family wedding the same weekend as a dance/cheer competition. Since it was a small wedding, no hotel blocks had been set aside, and by the time I got around to booking, they were either full or super expensive. Then I found this place, and it was better than a hotel! We had three couples, so the three bedrooms and three bathrooms were ideal. The house was immaculate and well stocked with everything we needed. Every surface is new, and we loved the open kitchen and living...
Fox Valley Farmhouse Overlooking The Fox River!
Modern Open Concept Home with Pool Table by Train Station
8.8 out of 10, Excellent, 13 reviews
"The home was very comfortable - it was modern and the beds were good. Unfortunately the repairs to make it rentable were not high quality. The bathroom sink in the half bath was leaking when we arrived. The door frame of the basement bathroom had fallen off & was lying on the floor when we arrived. The shower door in the upstairs bathroom would not stay on the track. However , none of these problems would deter me from renting again. They were just inconveniences."
Modern Open Concept Home with Pool Table by Train Station
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Furnished Private home in Aurora
9.6 out of 10, Exceptional, 58 reviews
"This is an awesome property in a great area! We would surely stay again. Perfect for large family! All you could need for a stay!"
Furnished Private home in Aurora
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
9.6 out of 10, Exceptional, 5 reviews
"We had a ball everything was good the house was lit 🔥 thank yall so much"
The price is NZ$3,928
per night
19 Jun - 20 Jun
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
2.0 out of 10, 1 review
"Horrible"
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Lovely 2-Bdrm unit with pool. Home away from home.
9.0 out of 10, Wonderful, 13 reviews
"This apartment fit our needs perfectly. The room sizes are generous and the kitchen is appropriately set up for short term stays. The Owner was responsive and extremely easy to work with. The apartment is located in a good area with very good access to major roads, shopping, services, etc.. We really enjoyed our stay"
Lovely 2-Bdrm unit with pool. Home away from home.
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
9.8 out of 10, Exceptional, 17 reviews
"Very nice place"
The price is NZ$435
per night
28 Jun - 29 Jun
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Historic home with easy access to Chicago
9.6 out of 10, Exceptional, 154 reviews
"Very nice and unique place. Great place to stay, but not for gatherings of more than 15. Enjoyed the quiet."
Historic home with easy access to Chicago
Spacious open concept home w/ game room + firepit
9.8 out of 10, Exceptional, 40 reviews
"My family and I loved our stay. It was perfect for 6 and had everything we needed. My 4 year old loved the game room and the beds were extremely comfortable! Amanda was so easy to work with and everything went smoothly. Highly recommend!"
Spacious open concept home w/ game room + firepit
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
8.0 out of 10, Very good, 3 reviews
"This location was great for us. The room was very nice and quiet. It was great to have a full size fridge and microwave."
The price is NZ$259
per night
16 Jun - 17 Jun
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
St. Charles Riverview Retreat
10.0 out of 10, Exceptional, 8 reviews
"Close to a nice walking trail by the Fox river. Stairs are a bit steep, but one bedroom is on the main floor."
The price is NZ$738
per night
7 Jul - 8 Jul
St. Charles Riverview Retreat
Glen Ellyn Country Side Home
9.4 out of 10, Exceptional, 9 reviews
"This place was great. So much space, it was clean and super quiet area. It was close to everything we needed and our host responded within minutes of request. If you have kids tons of space with pool. We travel year round coast to coast for lacrosse tournaments using vrbo. This house by far one of the best. We will be back!"
Glen Ellyn Country Side Home
Bliss in Batavia near the Fox River
10.0 out of 10, Exceptional, 7 reviews
"We booked last minute for one night. The property manager was very responsive and helpful. The place was clean and had everything we needed. The neighborhood was quiet. Overall, a great stay."
The price is NZ$915
per night
2 Jul - 3 Jul
Bliss in Batavia near the Fox River
Spread out - Renovated 5BR+Loft, Sleeps 12+
9.0 out of 10, Wonderful, 20 reviews
"A group of dance moms and teens stayed the weekend for a competition close by. It was perfect for us. Plenty of room and supplies needed for sleeping and making meals. It was super clean and felt safe. Rachel was so pleasant and accommodating as well as easy to reach when needed through texts. Definitely would stay here again."
Spread out - Renovated 5BR+Loft, Sleeps 12+
Geneva Island Park Retreat
10.0 out of 10, Exceptional, 14 reviews
"The perfect place to host a cousins reunion. A couple of the out of towners stayed overnight while the Chicagoland cousins came for an afternoon visit. Loved the screened in porch and the outside deck. The house was well furnished, clean, comfortable and the host so accommodating. We will be back."
Geneva Island Park Retreat
Fox River Retreat
9.8 out of 10, Exceptional, 7 reviews
"Just what we needed for a wedding we had during the weekend. Beautiful property right on the river! Thank you so much for hosting!"
Fox River Retreat
Home away from home Condo comfort
10.0 out of 10, Exceptional, 3 reviews
"The house was very clean and perfect for our weekend trip. The host was very communicative and also allowed us a last minute late check out when our flight changed. I would definitely recommend and stay here again."
Home away from home Condo comfort
Riverfront rental with fun activities
10.0 out of 10, Exceptional, 18 reviews
"Cozy with lots of beds. A great pick for patio gathering and fun at the river. place was clean and had lots of little amenities on site."
The price is NZ$500
per night
16 Jun - 17 Jun
Riverfront rental with fun activities
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, 31 reviews
"Great house thank you"
The price is NZ$474
per night
25 Jun - 26 Jun
✽ Charming Cottage ✽ close to College/Town/Station
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See all available properties in Oswego
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.

Other types of properties in Oswego you may be interested in

Best Western Oswego Hotel
2.5 star property
8.8 out of 10, Excellent, 514 reviews
"Was a nice property, nothing extra special but more importantly nothing bad. Area was safe. Only issue was that their access cards to hotel and rooms would deactivate every single day. So after a day of being out doing things, you couldnt come back and go back to your room you had to go back to the front desk and get your cards reactivated. They tried saying it sometimes happens if you put the card next to your phone and then the next day it was if you put it near other cards. Didnt matter where...
The price is NZ$193
per night
16 Jun - 17 Jun
Best Western Oswego Hotel
Red Roof Inn PLUS+ Chicago - Willowbrook
2.5 star property
6.8 out of 10, 1,003 reviews
"Convenient location easy deposit"
The price is NZ$104
per night
20 Jun - 21 Jun
Red Roof Inn PLUS+ Chicago - Willowbrook
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, 1,010 reviews
"Good experience "
The price is NZ$211
per night
17 Jun - 18 Jun
The Champagne Lodge & Luxury Suites
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oswego holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oswego. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oswego. Seeing all the best attractions is bound to make you fall in love with Oswego. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oswego short-term rentals, that won’t be hard to do.

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?

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation: This holiday home rental outside of Oswego has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Oswego?

With 3 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.

Recent reviews of Oswego properties
Expedia verified reviews