Oswego Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oswego vacation rentals

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay near St. Charles/Geneva. Will definitely stay again next time we visit. Plenty of room, great view, super easy access to west suburbs, North Ave./Randal Rd,/25/31, but tucked away from the hustle and bustle etc. Host was great, respected our privacy. Super hot shower! "
United States
Elsa L.
$236 nightly
The price is $238
May 21 - May 22
Total with taxes and fees
Riverfront rental

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (5 reviews)
"We really enjoyed our stay. The property was nicely decorated-very modern and cute. The location was good for us-close to the friends and family we wanted to visit. We felt it was a very safe area. Stores and restaurants were close by. Definitely recommend and will stay there again!"
United States
Denise K.
$203 nightly
The price is $215
May 26 - May 27
Total with taxes and fees
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (23 reviews)
"Awesome stay, clean and enjoyable,"
United States
Anonymous traveler
$79 nightly
The price is $87
May 25 - May 26
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
9.8 out of 10, Exceptional, (68 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
$299 nightly
The price is $317
Jun 2 - Jun 3
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station

Quiet 2 Bedroom Escape Steps from Downtown Joliet

Quiet 2 Bedroom Escape Steps from Downtown Joliet
Joliet
$302 nightly
The price is $343
Jun 1 - Jun 2
Total with taxes and fees
Quiet 2 Bedroom Escape Steps from Downtown Joliet

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.4 out of 10, Exceptional, (25 reviews)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
United States
Jerilynn L.
$281 nightly
The price is $311
May 21 - May 22
Total with taxes and fees
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

- Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (39 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
$288 nightly
The price is $305
May 25 - May 26
Total with taxes and fees
- Fully-Equipped Condo - King Bed - Massive yard -

Executive Retreat - 2 Parking Spaces, Sleeps 4!

Executive Retreat - 2 Parking Spaces, Sleeps 4!
Westmont
7.4 out of 10, Good, (3 reviews)
"Easy stay"
United States
Brent T.
$306 nightly
The price is $335
Jun 1 - Jun 2
Total with taxes and fees
Executive Retreat - 2 Parking Spaces, Sleeps 4!

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Lombard
9.6 out of 10, Exceptional, (18 reviews)
"Location was easy to find and good as a base for day trips to Chicago. "
United States
Brian H.
$305 nightly
The price is $323
May 25 - May 26
Total with taxes and fees
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
$204 nightly
The price is $216
May 27 - May 28
Total with taxes and fees
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
10.0 out of 10, Exceptional, (1 review)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
$385 nightly
The price is $388
Jun 1 - Jun 2
Total with taxes and fees
Entire home in Lockport, Illinois

- Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
10.0 out of 10, Exceptional, (27 reviews)
"Host was kind, prompt with responses to inquiries, and provided all of the information needed. The property was clean, beautifully appointed, comfortable, private, and very roomy (Emerald Suite). Only stayed one night due to personal schedule, but would have enjoyed a full week in quaint Geneva, IL. Lovely town. Lots to do and see. Highly recommend this property."
United States
Ann K.
$277 nightly
The price is $294
May 25 - May 26
Total with taxes and fees
- Beautiful Condo - King Bed - Free Waffle Breakfast -

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.6 out of 10, Exceptional, (5 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
$548 nightly
The price is $581
Jun 3 - Jun 4
Total with taxes and fees
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay. "
United States
Jason T.
$540 nightly
The price is $572
May 21 - May 22
Total with taxes and fees
Spacious Deck & Balcony, Game Area, Garage

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
Geneva
9.8 out of 10, Exceptional, (35 reviews)
"Great stay. Owner very easy to work with and place was clean. Would reccomend."
United States
Jason W.
$305 nightly
The price is $336
May 27 - May 28
Total with taxes and fees
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (1 review)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
$166 nightly
The price is $185
May 24 - May 25
Total with taxes and fees
Fully-Equipped Suite | Gym Access

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

Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
Joliet
9.8 out of 10, Exceptional, (36 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.
$281 nightly
The price is $305
May 26 - May 27
Total with taxes and fees
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Geneva
9.6 out of 10, Exceptional, (9 reviews)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
$293 nightly
The price is $323
May 26 - May 27
Total with taxes and fees
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

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

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

2BR Downtown Yorkville Apt by Fox River

2BR Downtown Yorkville Apt by Fox River
Yorkville
$253 nightly
The price is $268
May 24 - May 25
Total with taxes and fees
2BR Downtown Yorkville Apt by Fox River
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.
Save an average of 15% on thousands of hotels when you're signed in

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 $87 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?

Riverfront rental: This vacation home rental outside of Oswego is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.