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Holiday Rentals in Oswego

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Holiday Rentals in Oswego

✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (29)
"We had a great stay! The property was clean and convenient to College of DuPage where we were watching our son in the NJCAA National Championship volleyball tournament. Also, house is close to many food and recreation establishments. Would definitely recommend if you're in the Wheaton area."
The price is €280
includes taxes & fees
13 May - 14 May
✽ Charming Cottage ✽ close to College/Town/Station
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
10.0 out of 10, Exceptional, (16)
"Very nice place"
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Riverfront rental with fun activities
10.0 out of 10, Exceptional, (15)
"Lots of sleeping options. Fully furnished cute house"
The price is €239
includes taxes & fees
2 May - 3 May
Riverfront rental with fun activities
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Home away from home Condo comfort
10.0 out of 10, Exceptional, (2)
"Property was nice and spacious. Close to the Metra, stores and restaurants. Would love to stay again."
Home away from home Condo comfort
Modern Log Cabin for Luxury experience
10.0 out of 10, Exceptional, (35)
"This home could not have felt more like a home. The details made it feel luxurious and the communication was excellent! Will definitely stay again!"
Modern Log Cabin for Luxury experience
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
10.0 out of 10, Exceptional, (2)
"gorgeous view and yard. so spacious."
The price is €1,190
includes taxes & fees
2 May - 3 May
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
King Bed, DIsney+, Spacious, Family-Friendly House
10.0 out of 10, Exceptional, (15)
"Property was very clean in a nice neighborhood!"
The price is €332
includes taxes & fees
2 May - 3 May
King Bed, DIsney+, Spacious, Family-Friendly House
3bd house, Hot-tub, full-basement, pool table & big yard<br>3 full bathroom.
10.0 out of 10, Exceptional, (11)
"Very happy with everything overall."
3bd house, Hot-tub, full-basement, pool table & big yard<br>3 full bathroom.
Tudor house stay-In Town Location!
10.0 out of 10, Exceptional, (34)
"This property was so cute. The location was absolutely perfect being in a very nice neighborhood where we felt 100% safe walking our dogs or going into the town..which is just a couple blocks down the street. Tons of fun places to go and see. The unit was clean and comfortable and as expected. Communication with the owner was prompt and we had zero issues while we were there. Definitely hoping to rebook there again soon!"
Tudor house stay-In Town Location!
Beautiful Home
10.0 out of 10, Exceptional, (1)
"The host is very pleasant, responsive and easy to work with. The property is very clean and comfortable. There were some chocolates left out for us, a few bottles of water in the fridge and protein bars at the coffee bar. Very accommodating."
The price is €377
includes taxes & fees
7 May - 8 May
Beautiful Home
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!
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
10.0 out of 10, Exceptional, (15)
"This property was the perfect location to visit with family and friends for Christmas. It’s near many stores and restaurants. The house was clean and comfortable. We appreciated all the extra amenities too like the soaps, shampoos, nice bottle of wine… We loved the wood fireplace with gas and used it every chance we had. The kitchen was also well equipped. We had a wonderful time and would definitely stay again. Thank you Vic and Grace for the great experience."
The price is €470
includes taxes & fees
6 May - 7 May
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
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
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 €1,210
includes taxes & fees
6 May - 7 May
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
Furnished Private home in Aurora
9.6 out of 10, Exceptional, (55)
"We came for a short get away and were actually stunned! The Dori is great! Also, the movie room in the basement is perfect.. I am definitely giving this place a 5 star review"
Furnished Private home in Aurora
Historic home with easy access to Chicago
9.6 out of 10, Exceptional, (150)
"We loved our stay at this house! A charming old home in a great location. William was an excellent host and it was the perfect way for me to visit my hometown!"
Historic home with easy access to Chicago
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
Fox River Retreat
9.4 out of 10, Exceptional, (3)
"Nice area, covenient to things to do."
Fox River Retreat
Spread out - Renovated 5BR+Loft, Sleeps 12+
9.0 out of 10, Wonderful, (20)
"A group of dance moms and teens stayed the weekend for a competition close by. It was perfect for us. Plenty of room and supplies needed for sleeping and making meals. It was super clean and felt safe. Rachel was so pleasant and accommodating as well as easy to reach when needed through texts. Definitely would stay here again."
Spread out - Renovated 5BR+Loft, Sleeps 12+
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.
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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.

Other types of properties in Oswego you may be interested in

Best Western Oswego Hotel
2.5 star property
8.8 out of 10, Excellent, (497)
"w"
The price is €90
includes taxes & fees
5 May - 6 May
Best Western Oswego Hotel
SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
8.6 out of 10, Excellent, (1495)
"It was okay. Breakfast could be better"
The price is €84
includes taxes & fees
2 May - 3 May
SureStay Plus Hotel by Best Western Chicago Lombard
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, (1002)
"Room was amazing. Definitely recommend!"
The price is €122
includes taxes & fees
6 May - 7 May
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.

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, apart-hotels, 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 favorite 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 depends 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 €239 per night. Entering your travel dates in the search wizard you might find 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?

✽ Charming Cottage ✽ close to College/Town/Station: This holiday home rental outside 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 holiday rentals are there in Oswego?

With 3 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 University 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.

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