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Oswego Vacation Rentals

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Vacation Rentals in Oswego

Fridge, microwave, oven, stovetop
Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego
9.4 out of 10, Exceptional, (3)
"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
Smart TV
Fox Valley Farmhouse Overlooking The Fox River!
10.0 out of 10, Exceptional, (23)
"We had a wonderful stay! Beautiful home and extremely clean. Close location to both downtown St. Charles and Geneva shopping and restaurants. The host was very friendly and helpful with suggestions and the check in/check out process was beyond easy. Would recommend 100% and hope to be back again someday!"
Fox Valley Farmhouse Overlooking The Fox River!
Fridge, microwave, oven, stovetop
Fox River Retreat
9.6 out of 10, Exceptional, (5)
"Very understanding owner "
Fox River Retreat
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Exterior
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
9.6 out of 10, Exceptional, (5)
"We had a ball everything was good the house was lit 🔥 thank yall so much"
The price is CA $1,274
CA $2,576 total
includes taxes & fees
May 28 - May 29
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
Living area
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
2.0 out of 10, (1)
"Horrible"
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Property grounds
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (31)
"Great house thank you"
The price is CA $232
CA $395 total
includes taxes & fees
Jun 25 - Jun 26
✽ Charming Cottage ✽ close to College/Town/Station
Fridge, microwave, oven, stovetop
Lovely 2-Bdrm unit with pool. Home away from home.
9.0 out of 10, Wonderful, (12)
"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.
Exterior
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
10.0 out of 10, Exceptional, (1)
"It was a nice place. It did look like a condo or apartment complex which was very nice. I received lots of compliments about that and I, myself, also felt it looked like a nice condo complex. The only draw was the washers didn’t work well. Not only did they seem to skip a cycle (clothes were still soapy) but, they were still soaked. They had to be washed out when I got home."
The price is CA $167
CA $213 total
includes taxes & fees
May 27 - May 28
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
Fridge, microwave, oven, stovetop
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
10.0 out of 10, Exceptional, (16)
"Very nice place"
The price is CA $184
CA $362 total
includes taxes & fees
Jun 25 - Jun 26
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Microwave, oven, stovetop, dishwasher
Furnished Private home in Aurora
9.4 out of 10, Exceptional, (56)
"We stayed over Mother's Day weekend. It was a lovely house with two large family areas and TVs in every room and access to our streaming apps. We were disappointed the yard was not mowed w/tall weeds. Some of the deck is starting to fall apart. It wasn't suitable for the 3-year-old to run around in. However, the neighbors did say that the landscaping had been kept up last year. But knowing we were coming, it would have been nice to have at least sprayed for the weeds. The sump pump hose has...
Furnished Private home in Aurora
A heated pool
Glen Ellyn Country Side Home
9.4 out of 10, Exceptional, (9)
"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
Exterior
Historic home with easy access to Chicago
9.6 out of 10, Exceptional, (152)
"Lots of space"
Historic home with easy access to Chicago
Interior
Modern Open Concept Home with Pool Table by Train Station
9.4 out of 10, Exceptional, (11)
"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
Exterior
Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping
9.8 out of 10, Exceptional, (29)
"Our stay at this VRBO rental was nothing short of exceptional! The location was perfect – safe, quiet, and conveniently situated. Syed was incredibly friendly and attentive, going above and beyond to ensure our needs were met. His proactive reminders helped us navigate the rental smoothly, avoiding any unnecessary charges. We felt well taken care of throughout our stay. The 8 of us (in town for a hockey tournament) had more than enough space. Without a doubt, this rental and Syed's hospitality...
Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping
Microwave, dishwasher, coffee/tea maker, toaster
Spacious open concept home w/ game room + firepit
9.8 out of 10, Exceptional, (36)
"Four of us decided to do a "Girlfriends Getaway" here after our high school reunion. It was a very nice venue for us. The beds were very comfortable and the home had everything we needed for our three days together. We enjoyed morning coffee on the deck and long chats around the firepit in the yard. Amanda was very responsive to all communication."
Spacious open concept home w/ game room + firepit
Pool
Riverfront rental with fun activities
10.0 out of 10, Exceptional, (17)
"What a great trip! Nice cute location with all that was needed to enjoy our stay. Will look forward to staying here again next time we visit!"
The price is CA $239
CA $345 total
includes taxes & fees
May 27 - May 28
Riverfront rental with fun activities
Private kitchen
Home away from home Condo comfort
10.0 out of 10, Exceptional, (3)
"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
Fridge, microwave, oven, stovetop
St. Charles Riverview Retreat
10.0 out of 10, Exceptional, (8)
"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 CA $340
CA $625 total
includes taxes & fees
Jun 5 - Jun 6
St. Charles Riverview Retreat
Fridge, microwave, oven, stovetop
Cozy Home Sleeps 10 Lombard Chicago Suburb
9.8 out of 10, Exceptional, (6)
"The place was lovely and had everything you need! The management company was fantastic with quick response to any of our questions. We will definitely stay here again when in the area."
Cozy Home Sleeps 10 Lombard Chicago Suburb
Terrace/patio
Geneva Island Park Retreat
10.0 out of 10, Exceptional, (12)
"Our five day stay was excellent. Description and pictures of the property are accurate and appropriately inviting. Location is very convenient to Geneva and the other fine Fox River towns. Hosts were gracious, responsive and helpful. Bikes in the garage were nice and the screened in porch and backyard sitting area very inviting. We hope to be back next time in town visiting extended family."
Geneva Island Park Retreat
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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.

Oswego Vacation Rental Travel Info

Other types of properties in Oswego you may be interested in

Desk, laptop workspace, iron/ironing board, free WiFi
Best Western Oswego Hotel
2.5 star property
8.8 out of 10, Excellent, (504)
"This was the first time I stayed at this hotel. With the exception of the door at the rear entrance needing maintenance this two day stay was pretty much perfect. The location is perfect for my needs. Everything as far as restaurants and shopping is within minutes. Felt safe in the hotel and parking area. Front desk personnel were awesome. I’ll definitely stay here again."
The price is CA $143
CA $156 total
includes taxes & fees
May 27 - May 28
Best Western Oswego Hotel
Front of property
DoubleTree by Hilton Lisle Naperville
4.0 star property
8.0 out of 10, Very good, (1004)
"No fridge or micro No breakfast unless pay"
The price is CA $121
CA $134 total
includes taxes & fees
Jun 2 - Jun 3
DoubleTree by Hilton Lisle Naperville
Room, 1 King Bed
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, (1003)
"It was a wonderful experience "
The price is CA $135
CA $178 total
includes taxes & fees
May 28 - May 29
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 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?

✽ Charming Cottage ✽ close to College/Town/Station: This vacation home rental outside of Oswego offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Oswego?

With 3 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.

Recent reviews of Oswego properties
Expedia verified reviews