Oswego Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Oswego has to offer?

Clarendon Hills Top Floor : This holiday home rental outside of Oswego is equipped with a BBQ, air conditioning and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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Holiday Rentals in Oswego

Relax in this serene bedroom with a four-poster bed, nightstand, and comfortable chair.

HK$5,075 total

includes taxes & fees

18 Aug - 19 Aug

Enjoy cooking in this well-equipped kitchen with a stainless steel range hood and a central sink.

"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "

Two single beds with white comforters and throw blankets, flanked by dark wood headboards and bedside tables with lamps.

HK$2,225 total

includes taxes & fees

31 Jul - 1 Aug

Two single beds with headboards and bedside tables, each with a lamp and decorative pillows, are situated near a large window with curtains.

"Nice and clean!!!! The staff are friendly and helpful and the breakfast was delicious "

HK$1,164 total

includes taxes & fees

31 Jul - 1 Aug

Enjoy cooking in this well-lit kitchen with a large window and stainless steel appliances.

"1. Hidden/unclear fees for "additional guests" though we never went over max amount of 10. 2. When first arrived at the house, both doors (outer door, and door access to the house) were wide open. Told host about this, she kept saying only the outer door was open. 3. One of us got locked in the only bathroom available at the house on the first night. Notified the host immediately. person had to climb out through a window. was told maintenance person was on their way. 2 hrs later, maintenance...

Escape to a serene garden retreat with a charming cabin surrounded by lush greenery and a beautifully maintained garden.

"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."

HK$961 total

includes taxes & fees

5 Aug - 6 Aug

Two single beds with white linens and decorative headboards, each with a bedside table and lamp.

HK$3,404 total

includes taxes & fees

31 Jul - 1 Aug

Relax on the patio with a sofa set, armchairs, and a small table, surrounded by a lush lawn and trees.

"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."

HK$1,873 total

includes taxes & fees

27 Jul - 28 Jul

Stunning interior with a grand staircase and arched windows, featuring a patterned rug and a welcoming entrance.

"Great location, great place...perfect!"

HK$10,352 total

includes taxes & fees

29 Jul - 30 Jul

Moored boats line the tranquil marina, offering serene waterfront views.

"We stayed with kids and everyone loved it. Husband had a blast fishing the area and the kids loved the sunshine. We'll be back for sure!"

HK$1,288 total

includes taxes & fees

28 Jul - 29 Jul

Sit and enjoy a meal in the charming outdoor seating area, surrounded by lush greenery and historic architecture.

"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"

HK$2,284 total

includes taxes & fees

4 Aug - 5 Aug

Relax in this cozy living space with a comfortable sofa, television, and a desk area.

"Horrible"

HK$1,115 total

includes taxes & fees

7 Aug - 8 Aug

"Our trip was fantastic. We had a few questions when we checked in and Dean/Team were very helpful and informative. We spent the majority of our time in the theater and it was all you could ask for. We plan on making this our annual house for our yearly guys weekend. "

Enjoy cooking in this well-equipped kitchen with a central island, microwave, gas stove, and dishwasher.

"Great yard to grill in the evening. Front room and family room both have TVs so kids can watch different things than the adults, if that's what you need or want. The couch in the family room is really comfortable to unwind on. Bedrooms all have their own TVs as well. The communication was amazing with the owner. They were incredibly responsive! I would definitely rent from them again if the option arises. "

Relax in this inviting bedroom with a large bed, comfortable seating area, and a flat-screen TV.

"This is the perfect place to stay in Chicago "

HK$2,304 total

includes taxes & fees

30 Jul - 31 Jul

Relax in a serene forest setting with a deck and comfortable seating area.

"The property has some safety issues that need to be addressed. Master bed was comfortable. Didn’t sit outside as there were too many bugs. The host was communicative prior to arrival. "

Relax in this stylish living room with a comfortable sofa, armchair, and a side table.

"Good location, close to the beautiful city center of Geneva and train to Chicago."

HK$2,530 total

includes taxes & fees

5 Aug - 6 Aug

Enjoy cooking in this kitchen with a granite countertop, wooden cabinetry, and stainless steel appliances.

"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "

HK$5,089 total

includes taxes & fees

28 Jul - 29 Jul

Relax in a stylishly designed room with a comfortable bed, bedside table, and potted plant.

"Spent three nights here. The place is absolutely immaculate and tastefully decorated. Neat and clean, everything you need, just like it states in VRBO. Owner was available for questions.Close to downtown with wonderful restaurants and shops. Easy walk and so fun! "

HK$2,252 total

includes taxes & fees

26 Aug - 27 Aug

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Top Oswego Hotel Reviews

Best Western Oswego Hotel

10/10 Excellent

"Nithing"

Find out more about Oswego

Search for holiday rentals in Oswego on Expedia! You can easily find your home rentals, villas, holiday apartments in Oswego using one of the methods below:

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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?

Clarendon Hills Top Floor: This holiday home rental outside of Oswego is equipped with a BBQ, air conditioning and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Oswego?

With 4 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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Oswego Holiday Rentals

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Holiday Rentals in Oswego

Your Unique Stay by the Tracks | LCP Collection

Clarendon Hills Top Floor

4BR Home – Well-Furnished, Garage Included

2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

Cozy Naperville Stay – Free Breakfast & Parking Near Downtown!

Entire house/4bd 1bath/GlenEllyn

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

3 Comfy Units with Easy Access to City, Shops & Restaurants - Free Breakfast!

Riverfront rental

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

Stay on Pure Pleasure.

✽ Charming Cottage ✽ close to College/Town/Station

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview

Furnished Private home in Aurora sleeps 9 guests

- Beautiful Condo - King Bed - Free Waffle Breakfast -

Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

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

Family Heaven Retreat, 6 Bedroom, Sleep 16

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

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Find out more about Oswego

Frequently asked questions