Oswego Holiday Rentals

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Our top choices for Oswego holiday rentals

10.0 out of 10, Exceptional, (20 reviews)
"Beautiful place! Every detail was thought of for their guest!"
United States
Libby M.
The price is AU$374
includes taxes & fees
19 Jan - 20 Jan
- Beautiful Condo - King Bed - Free Waffle Breakfast -
9.6 out of 10, Exceptional, (17 reviews)
"I had a great stay over the weekend with my family it was very relaxing and peaceful "
United States
Tennika W.
The price is AU$442
includes taxes & fees
20 Jan - 21 Jan
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
10.0 out of 10, Exceptional, (56 reviews)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is AU$463
includes taxes & fees
19 Jan - 20 Jan
✽ Charming Cottage ✽ close to College/Town/Station

Holiday Home in South Elgin

Riverfront rental
9.8 out of 10, Exceptional, (35 reviews)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is AU$307
includes taxes & fees
19 Jan - 20 Jan
Riverfront rental
2.0 star property
10.0 out of 10, Exceptional, (8 reviews)
"Great property - we had a great time. Excellent location. "
United States
Aritra G.
Riverfront Luxury w/ Fire Pit & Chef's Kitchen
9.6 out of 10, Exceptional, (20 reviews)
"Had a nice time. Great location!"
United States
Jinjer M.
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
10.0 out of 10, Exceptional, (2 reviews)
"Amazing place. Our family group of 9 slept comfortably and had plenty of space to lounge for the holidays. Super clean, awesome water pressure in the shower, will definitely stay again!"
United States
Anonymous traveller
The price is AU$584
includes taxes & fees
18 Jan - 19 Jan
Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Holiday Home in Carol Stream

Family Heaven Retreat, 6 Bedroom, Sleep 16
9.6 out of 10, Exceptional, (7 reviews)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
United States
Daniella S.
The price is AU$1,019
includes taxes & fees
19 Jan - 20 Jan
Family Heaven Retreat, 6 Bedroom, Sleep 16
9.4 out of 10, Exceptional, (23 reviews)
"Great location for walking downtown and on 3rd street. Quiet, clean and nice touches. "
United States
Richard K.
The price is AU$411
includes taxes & fees
25 Jan - 26 Jan
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
9.6 out of 10, Exceptional, (20 reviews)
"Great place to stay. "
United States
Jason T.
The price is AU$799
includes taxes & fees
19 Jan - 20 Jan
Spacious Deck & Balcony, Game Area, Garage
9.8 out of 10, Exceptional, (34 reviews)
"It was a nice property and close to where we were going!"
United States
Elyse O.
The price is AU$432
includes taxes & fees
19 Jan - 20 Jan
*The Belltower Haven*Large*Family Friendly*Wi-Fi
10.0 out of 10, Exceptional, (37 reviews)
"We really enjoyed our stay here. The kitchen had everything we needed and the house was very nice. Finding the driveway was a bit tricky in the dark. Thank you for a welcoming place to call home while we were in town for a wedding. "
United States
Cathy
The price is AU$431
includes taxes & fees
25 Jan - 26 Jan
- Fully-Equipped Condo - King Bed - Massive yard -
9.8 out of 10, Exceptional, (11 reviews)
"The accommodations were great! Very comfortable beds, everything we needed in the kitchen and a very convenient location."
United States
Andrea S.
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
10.0 out of 10, Exceptional, (5 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is AU$523
includes taxes & fees
18 Jan - 19 Jan
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
9.6 out of 10, Exceptional, (4 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is AU$736
includes taxes & fees
19 Jan - 20 Jan
Beautiful House in Carol Stream near Downtown Chicago
9.6 out of 10, Exceptional, (26 reviews)
"This property was very clean, spacious and a great place to stay for my family!"
United States
Vanessa P.
The price is AU$603
includes taxes & fees
19 Jan - 20 Jan
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
10.0 out of 10, Exceptional, (30 reviews)
"Communication was quick/responsive and the house was as described. Our group had a great stay"
United States
Connie A.
The price is AU$1,593
includes taxes & fees
25 Jan - 26 Jan
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
10.0 out of 10, Exceptional, (14 reviews)
"The home is beautiful, with expert attention to detail. The bed linens seemed chosen specifically for each room. The views were especially delightful, day and night. We were lucky to have a 3/4 moon over the Fox River, a fire in the fire pit, and morning coffee on the deck. I would recommend this home for any event. Spacious, comfortable, and near fun things to do, such as kayaking on the Fox River."
United States
Paige M.
The price is AU$1,579
includes taxes & fees
19 Jan - 20 Jan
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
9.8 out of 10, Exceptional, (34 reviews)
"The kitchen was well set up, the bedrooms were a good size and the beds were comfortable. Great place to stay if you want to be near downtown Joliet or near the University of St. Francis. "
United States
Darren D.
The price is AU$422
includes taxes & fees
25 Jan - 26 Jan
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
9.4 out of 10, Exceptional, (32 reviews)
"Loved the nice touches like water purification pitcher and white noise machine. Comfy beds too!"
United States
Dan M.
The price is AU$408
includes taxes & fees
18 Jan - 19 Jan
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
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

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$160 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?

Furnished Private home in Aurora sleeps 9 guests: This holiday home rental outside of Oswego offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Oswego?

With 4 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 Skate Center 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.