Oswego Vacation Rentals

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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.
The price is CA $241
CA $340 total
includes taxes & fees
May 25 - May 26
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.
The price is CA $149
CA $302 total
includes taxes & fees
May 26 - May 27
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, (24 reviews)
"Awesome stay, clean and enjoyable,"
United States
Anonymous traveller
The price is CA $117
CA $130 total
includes taxes & fees
Jun 18 - Jun 19
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.
The price is CA $248
CA $448 total
includes taxes & fees
Jun 9 - Jun 10
✽ Charming Cottage ✽ close to College/Town/Station

Quiet 2 Bedroom Escape Steps from Downtown Joliet

Quiet 2 Bedroom Escape Steps from Downtown Joliet
Joliet
The price is CA $175
CA $490 total
includes taxes & fees
Jun 3 - Jun 4
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.
The price is CA $198
CA $462 total
includes taxes & fees
Jun 8 - Jun 9
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
The price is CA $155
CA $386 total
includes taxes & fees
May 25 - May 26
- 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.
The price is CA $149
CA $485 total
includes taxes & fees
May 26 - May 27
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.
The price is CA $197
CA $445 total
includes taxes & fees
May 25 - May 26
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.
The price is CA $181
CA $304 total
includes taxes & fees
Jun 23 - Jun 24
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.
The price is CA $255
CA $546 total
includes taxes & fees
May 26 - May 27
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.
The price is CA $155
CA $386 total
includes taxes & fees
May 26 - May 27
- 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
9.4 out of 10, Exceptional, (6 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is CA $281
CA $843 total
includes taxes & fees
Jun 3 - Jun 4
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.
The price is CA $406
CA $910 total
includes taxes & fees
May 26 - May 27
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.
The price is CA $192
CA $461 total
includes taxes & fees
May 27 - May 28
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.
The price is CA $214
CA $268 total
includes taxes & fees
May 31 - Jun 1
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.
The price is CA $193
CA $426 total
includes taxes & fees
May 26 - May 27
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.
The price is CA $182
CA $447 total
includes taxes & fees
May 26 - May 27
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 price is CA $200
CA $436 total
includes taxes & fees
May 25 - May 26
*The Belltower Haven*Large*Family Friendly*Wi-Fi

2BR Downtown Yorkville Apt by Fox River

2BR Downtown Yorkville Apt by Fox River
Yorkville
The price is CA $136
CA $372 total
includes taxes & fees
May 26 - May 27
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.
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Top Oswego Hotel Reviews

Find out more about Oswego

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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.