Oswego Vacation Rentals

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Vacation Rentals in Oswego

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

Downers Grove
9.6 out of 10, Exceptional, (30)
"Nice downstairs apartment in a great neighborhood. We enjoyed our stay! Thank you Denise!"
United States
Sylvia U.
$99 nightly
The price is $105
Nov 30 - Dec 1
Total with taxes and fees
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Spacious open concept home w/ game room + firepit

Winfield
9.8 out of 10, Exceptional, (76)
"This was an excellent place to stay! "
United States
Marie
Spacious open concept home w/ game room + firepit

Clarendon Hills Top Floor

Clarendon Hills
7.6 out of 10, Good, (20)
"This property is a great choice for the price and location, however both bathrooms are in need of cleaning. "
United States
Reginald S.
Clarendon Hills Top Floor

Cozy apartment right in Downtown Downers Grove

Downers Grove
10.0 out of 10, Exceptional, (22)
"Very clean and cozy Bungalow. Nice extras waiting for us inside too. Would stay there again!"
United States
Mark H.
Cozy apartment right in Downtown Downers Grove

Modern 4 Bedroom Private Vacation Home

2.5 star property
Shorewood
$538 nightly
The price is $624
Nov 29 - Nov 30
Total with taxes and fees
Modern 4 Bedroom Private Vacation Home

Warrenville Rep 2

4.0 star property
Warrenville
10.0 out of 10, Exceptional, (1)
"This was a four bedroom townhome, fully furnished, with all linens and a full kitchen with ample supplies. It was clean and bright, and simply but pleasantly furnished. There are two large bedrooms, one mid-sized, and one smaller. The first floor is the kitchen and living room and a half bath. The second has a three bedrooms and two full baths. The third floor has another large bedroom with a balcony and a half bath (and a ping pong table!). Do note that if you are reserving through...
United States
Cheryl
Warrenville Rep 2

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Aurora
10.0 out of 10, Exceptional, (29)
"Communication was quick/responsive and the house was as described. Our group had a great stay"
United States
Connie A.
$1,014 nightly
The price is $1,075
Nov 30 - Dec 1
Total with taxes and fees
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

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

Naperville
8.6 out of 10, Excellent, (27)
"We had a great stay at Tristan’s condo. It was in a great location. We took several trips into Chicago and it was easy to get to the train station. Condo was very clean and had everything we needed for our stay. "
United States
Hallie H.
Lovely 2-Bdrm unit with pool. Home away from home.

Cozy 5-bedroom with lake views and spacious deck

Westmont
10.0 out of 10, Exceptional, (14)
"Nice big comfortable house, host is very accommodating."
United States
eden b.
Cozy 5-bedroom with lake views and spacious deck

Modern Home in Trendy Neighborhood 40 from Downtown Chicago

Plainfield
9.6 out of 10, Exceptional, (17)
"Property owner was very helpful when we had to change dates after reserving. House was very nice and perfect for our family. House is in a great location, perfect for anyone traveling to Joliet!"
United States
Anna L.
Modern Home in Trendy Neighborhood 40 from Downtown Chicago

Minutes to Downtown Saint Charles, Cozy/Chic Home

St. Charles
9.6 out of 10, Exceptional, (12)
"We had a very nice stay at this property. Farrah was easy to work with on entrance into the property, etc. "
United States
Ed S.
Minutes to Downtown Saint Charles, Cozy/Chic Home

- Beautiful Condo - King Bed - Free Waffle Breakfast -

Geneva
10.0 out of 10, Exceptional, (20)
"Beautiful place! Every detail was thought of for their guest!"
United States
Libby M.
$235 nightly
The price is $249
Nov 30 - Dec 1
Total with taxes and fees
- Beautiful Condo - King Bed - Free Waffle Breakfast -

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

Plano
10.0 out of 10, Exceptional, (13)
"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.
$1,028 nightly
The price is $1,090
Dec 1 - Dec 2
Total with taxes and fees
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

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

St. Charles
10.0 out of 10, Exceptional, (85)
"The property was wonderful. It was so clean. Michael was a great host. He was a great communicator. I would stay there again when we go back to Illinois!"
United States
Shannon H.
"St Geneva" Private With River View! 7 min to the Q Center

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

Lemont
6.8 out of 10, (5)
"Was nice and secluded. Driveway is very steep. Not all windows had curtains. Kitchen is pretty tiny. "
United States
kim h.
$224 nightly
The price is $239
Dec 1 - Dec 2
Total with taxes and fees
3-bedroom hillside property in woods with fireplace and lake view

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

Glen Ellyn
10.0 out of 10, Exceptional, (31)
"Great house, great neighborhood, host was amazing!"
United States
John B.
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

Aurora
9.6 out of 10, Exceptional, (10)
"Excellent just what we needed for our group."
United States
Christopher B.
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

Spacious 4BR Home - Perfect for Groups!

Warrenville
10.0 out of 10, Exceptional, (3)
"In town for a music festival downtown. Great place! Loved it!!"
United States
Kevin K.
Spacious 4BR Home - Perfect for Groups!

Fully-Equipped Suite | Gym Access

York Center
$127 nightly
The price is $141
Dec 7 - Dec 8
Total with taxes and fees
Fully-Equipped Suite | Gym Access

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport
10.0 out of 10, Exceptional, (4)
"Amazing property had everything we need! "
United States
Rachel
$367 nightly
The price is $380
Nov 30 - Dec 1
Total with taxes and fees
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oswego vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oswego vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oswego in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oswego rentals

At Expedia, we put the best Oswego vacation 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 vacation.

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 vacation rentals in Oswego?

Yes, we give you a choice of vacation rentals in Oswego close to Keller's Farmstand, or you can select a more remote option if you're looking for extra privacy while you relax. Our travelers 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 vacation home rentals that Oswego has to offer?

Modern 4 Bedroom Private Vacation Home : This vacation home rental outside of Oswego offers a barbecue grill and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Oswego?

With 4 Expedia vacation rentals, you're sure 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 larger area.

What are vacation rentals like in Oswego?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Oswego. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.