Holiday Rentals in Oswego

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Our top choices for Oswego holiday rentals

Modern 4 Bedroom Private Vacation Home

Modern 4 Bedroom Private Vacation Home
2.5 star property
Shorewood
The price is €532
includes taxes & fees
13 Apr - 14 Apr
Modern 4 Bedroom Private Vacation Home

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 €276
includes taxes & fees
13 Apr - 14 Apr
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
10.0 out of 10, Exceptional, (1 review)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is €368
includes taxes & fees
14 Apr - 15 Apr
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10
Morris
10.0 out of 10, Exceptional, (3 reviews)
"Amazing place. Our family group of 9 slept comfortably and had plenty of space to lounge for the holidays. Super clean, awesome water pressure in the shower, will definitely stay again!"
United States
Anonymous traveller
The price is €332
includes taxes & fees
14 Apr - 15 Apr
Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (38 reviews)
"We got ready for our wedding here. It was cozy and comfortable!"
United States
Chloe W.
The price is €178
includes taxes & fees
13 Apr - 14 Apr
Riverfront rental

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (61 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is €263
includes taxes & fees
14 Apr - 15 Apr
✽ Charming Cottage ✽ close to College/Town/Station

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)
"I had a great stay here for my dog show. The host answered phone calls and everything in the house was clean and exactly as described. Check-in was smooth, the neighborhood was quiet, and and amenities worked perfectly for my trip. I’d definitely stay again."
United States
Octavio Sebastian M.
The price is €248
includes taxes & fees
13 Apr - 14 Apr
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

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

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Plano
10.0 out of 10, Exceptional, (14 reviews)
"This is our second year in a row for our annual Friendsgiving. We love the place and plan to make it our annual house for our group! "
United States
Aaron P.
The price is €934
includes taxes & fees
13 Apr - 14 Apr
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (5 reviews)
"Everything was just as expected. Enjoyed our stay."
United States
Eileen W.
The price is €319
includes taxes & fees
19 Apr - 20 Apr
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (30 reviews)
"Great place to stay! Easy to check-in and check-out. We didn't have any issues with the house or host. Would stay again."
United States
Ava B.
The price is €934
includes taxes & fees
13 Apr - 14 Apr
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

- 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 €215
includes taxes & fees
13 Apr - 14 Apr
- Fully-Equipped Condo - King Bed - Massive yard -

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, (4 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is €426
includes taxes & fees
14 Apr - 15 Apr
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Naperville cozy 3-bedroom

Naperville cozy 3-bedroom
Naperville
The price is €740
includes taxes & fees
13 Apr - 14 Apr
Naperville cozy 3-bedroom

Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
The price is €162
includes taxes & fees
3 May - 4 May
Fully-Equipped Suite | Gym Access

Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (28 reviews)
"Cute house, great yard and neighborhood, and host was very responsive."
United States
Shannon V.
The price is €425
includes taxes & fees
13 Apr - 14 Apr
Bliss in Batavia near the Fox River

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

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Downers Grove
9.6 out of 10, Exceptional, (33 reviews)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is €110
includes taxes & fees
23 Apr - 24 Apr
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Riverfront Luxury w/ Fire Pit & Chef's Kitchen

Riverfront Luxury w/ Fire Pit & Chef's Kitchen
Bolingbrook
9.8 out of 10, Exceptional, (10 reviews)
"Great property - we had a great time. Excellent location. "
United States
Aritra G.
The price is €527
includes taxes & fees
13 Apr - 14 Apr
Riverfront Luxury w/ Fire Pit & Chef's Kitchen

*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 €251
includes taxes & fees
10 May - 11 May
*The Belltower Haven*Large*Family Friendly*Wi-Fi

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (1 review)
"Home was nice and host was easy to communicate with. All beds are very firm, but are still comfortable. A great choice at a reasonable price! "
United States
Adrienne L.
The price is €435
includes taxes & fees
15 Apr - 16 Apr
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

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 €566
includes taxes & fees
15 Apr - 16 Apr
Spacious Deck & Balcony, Game Area, Garage
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

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 €110 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?

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.