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Oswego Holiday Rentals

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Holiday Rentals in Oswego

Rustic Studio Apt. 2 min drive to Downtown Oswego
9.6 out of 10, Exceptional, (4)
"The only place I could have my 4 cats close to me and comfortable. Laura should be given a raise for her help with anything I needed. Very charming and friendly person. I have recommended your place to many friends and I would love to come back again and possibly rent monthly. Even the neighbors in the building were wonderful"
Robert C.
The price is AU$277
includes taxes & fees
20 Oct - 21 Oct
Rustic Studio Apt. 2 min drive to Downtown Oswego
Your Unique Stay by the Tracks | LCP Collection
8.0 out of 10, Very good, (1)
"Difficulty in accessing the site with house rules, che in, and checkout instructions. Kitchen was adequately stocked, nice decor and clean. Accurate description of by the tracks- train does blow the whistle late night and early morning but oddly got used to it. Location was close to wedding venue, so that was helpful"
Janice S.
The price is AU$837
includes taxes & fees
20 Oct - 21 Oct
Your Unique Stay by the Tracks | LCP Collection
Stay on Pure Pleasure.
2.0 star property
10.0 out of 10, Exceptional, (13)
"Everything was neat and clean. Owner was very helpful and accommodating "
tim d.
The price is AU$264
includes taxes & fees
22 Oct - 23 Oct
Stay on Pure Pleasure.
Riverfront Townhome in Downtown Yorkville
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great short stay place . Quaint and comfortable. Easy.to stay at . Laura our was amazing ! "
Pamela
The price is AU$431
includes taxes & fees
20 Oct - 21 Oct
Riverfront Townhome in Downtown Yorkville
Relaxing 2BR Riverfront Townhome
2.0 star property
10.0 out of 10, Exceptional, (1)
"We needed to book at trip at the last minute (2 days before, with dogs) and was very happy to find this available! The unit was just as expected and very clean. Beds were very comfortable. The location is walking distance to downtown Yorkeville (great food/bars, walking, etc) but also a park 2 blocks in the other direction so the dogs were very happy. Although we didn't use it, there was a garage we could have parked in. Check in went smoothly and communication with the Owner was easy. Check...
Cat S.
The price is AU$386
includes taxes & fees
19 Oct - 20 Oct
Relaxing 2BR Riverfront Townhome
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.8 out of 10, Exceptional, (29)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
Rene M.
The price is AU$165
includes taxes & fees
21 Oct - 22 Oct
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Modern 4 Bedroom Private Vacation Home
2.5 star property
The price is AU$960
includes taxes & fees
1 Nov - 2 Nov
Modern 4 Bedroom Private Vacation Home
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
10.0 out of 10, Exceptional, (1)
"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!"
Denise K.
The price is AU$314
includes taxes & fees
19 Oct - 20 Oct
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
9.4 out of 10, Exceptional, (30)
"Our stay was great. Had an issue with the breaker but was able to get a hold of the host and fix the issue with no problems. "
Sarah J.
The price is AU$441
includes taxes & fees
19 Oct - 20 Oct
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Basement Lounge & Games | LCP Collection
2.0 star property
8.0 out of 10, Very good, (1)
"The place is very quaint but a bit tight for our group. For example, you could not open the basement door and the back door at the same time. This made unpacking and reloading a challenge. The downstairs "lounge" was somewhat finished with painted walls floor and overhead. Very low ceilings down there as well. My 6'4" husband banged his head more than a few times. Not sure the basement bath and bedroom addition would considered code as there was no egress from the basement. But our stay was...
Carla W.
The price is AU$821
includes taxes & fees
11 Nov - 12 Nov
Basement Lounge & Games | LCP Collection
Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
8.4 out of 10, Very good, (5)
"My friends and I enjoyed our stay very much. Everything was very clean and the location was very safe. There are a lot of restaurants and cafes within walking distance. Great place for visiting our friend who lived close by. "
Mandy H.
The price is AU$520
includes taxes & fees
27 Oct - 28 Oct
Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
10.0 out of 10, Exceptional, (3)
"Amazing property had everything we need! "
Rachel
The price is AU$578
includes taxes & fees
19 Oct - 20 Oct
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
King Bed + Wifi | LCP Collection
2.0 star property
10.0 out of 10, Exceptional, (1)
"Had a great stay, very clean and comfortable. Dawn was wonderful."
Erin O.
The price is AU$633
includes taxes & fees
20 Oct - 21 Oct
King Bed + Wifi | LCP Collection
2 BR Stay MINS to Aurora Premium Outlets
8.0 out of 10, Very good, (4)
"Close to the highway. Place was clean. Owner was great. Lighting was not great and there was a small plumbing issue with the shower."
Steven T.
The price is AU$382
includes taxes & fees
19 Oct - 20 Oct
2 BR Stay MINS to Aurora Premium Outlets
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
9.6 out of 10, Exceptional, (21)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
Jerilynn L.
The price is AU$418
includes taxes & fees
2 Nov - 3 Nov
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
9.6 out of 10, Exceptional, (7)
"The place was just like it was described and it’s pictures. Clean, cozy, and in a nice quiet area. Would stay again! "
Heidi R.
The price is AU$423
includes taxes & fees
19 Oct - 20 Oct
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
- Beautiful Condo - King Bed - Free Waffle Breakfast -
10.0 out of 10, Exceptional, (17)
"A wonderful stay!! Good location. Very clean. Well stocked with everything we needed to enjoy ourselves! So many little touches made it a really nice place to stay. Comfortable and charming! "
Melinda
The price is AU$388
includes taxes & fees
20 Oct - 21 Oct
- Beautiful Condo - King Bed - Free Waffle Breakfast -
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
9.4 out of 10, Exceptional, (16)
"Convenient location to family that lives in the area"
Andrea G.
The price is AU$429
includes taxes & fees
22 Oct - 23 Oct
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
- Fully-Equipped Condo - King Bed - Massive yard -
10.0 out of 10, Exceptional, (34)
"Nice place. Just close enough to walk to 3rd Street. Comfortable beds. Would stay again."
Emmet F.
The price is AU$388
includes taxes & fees
22 Oct - 23 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
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, 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 favourite 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 depend 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 AU$165 per night. Entering your travel dates in the search wizard might find you 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 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 5 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.