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Oswego Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Holiday Rentals in Oswego

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

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

9.6 out of 10, Exceptional, (25)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
The price is HK$421
HK$818 total
includes taxes & fees
2 Sept - 3 Sept
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (47)
"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!"
The price is HK$1,325
HK$2,437 total
includes taxes & fees
4 Sept - 5 Sept
✽ Charming Cottage ✽ close to College/Town/Station
Minutes to Downtown Saint Charles, Cozy/Chic Home
TV

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"Easy access to all St Charles "
Minutes to Downtown Saint Charles, Cozy/Chic Home
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
Fridge, microwave, oven, stovetop

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

10.0 out of 10, Exceptional, (23)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Interior

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

10.0 out of 10, Exceptional, (12)
"Great location, great place...perfect!"
The price is HK$1,941
HK$8,486 total
includes taxes & fees
2 Sept - 3 Sept
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Clarendon Hills Top Floor
Fridge, microwave, oven, stovetop

Clarendon Hills Top Floor

6.8 out of 10, (10)
"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. "
Clarendon Hills Top Floor
Spread out - Renovated 5BR+Loft, Sleeps 12+
Fridge, microwave, oven, stovetop

Spread out - Renovated 5BR+Loft, Sleeps 12+

9.2 out of 10, Wonderful, (27)
"We had a large group (11) the property had plenty of room for everyone to be comfortable. The host was very helpful and quickly responded to any inquiries we had."
Spread out - Renovated 5BR+Loft, Sleeps 12+
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Living area

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

2.0 out of 10, (1)
"Horrible"
The price is HK$366
HK$1,173 total
includes taxes & fees
2 Sept - 3 Sept
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Riverfront rental
Terrace/patio

Riverfront rental

9.8 out of 10, Exceptional, (32)
"It is a small house but it has everything you need to be comfortable and the host is very friendly."
The price is HK$1,286
HK$1,958 total
includes taxes & fees
2 Sept - 3 Sept
Riverfront rental
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds
Property grounds

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

4.0 out of 10, (2)
"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. "
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds
Townhome < 5 Mi to Naperville & Morton Arboretum
Fridge, microwave, stovetop, dishwasher

Townhome < 5 Mi to Naperville & Morton Arboretum

9.8 out of 10, Exceptional, (7)
"Excellent location for our family to be able to connect with other family members."
Townhome < 5 Mi to Naperville & Morton Arboretum
Spacious Deck & Balcony, Game Area, Garage
Private kitchen

Spacious Deck & Balcony, Game Area, Garage

9.6 out of 10, Exceptional, (14)
"We had a great stay! Thank you for hosting us!"
The price is HK$1,653
HK$4,363 total
includes taxes & fees
3 Sept - 4 Sept
Spacious Deck & Balcony, Game Area, Garage
Designer Home: Heated Pool, Hot Tub, 4 Kings, Near Chicago
Interior

Designer Home: Heated Pool, Hot Tub, 4 Kings, Near Chicago

10.0 out of 10, Exceptional, (11)
"This amazing rental worked perfectly for what I needed it for. It was well stocked, had incredible amenities, and was in a great location. I will absolutely look to this rental again in the future! "
Designer Home: Heated Pool, Hot Tub, 4 Kings, Near Chicago
WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10
Exterior

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

10.0 out of 10, Exceptional, (30)
"Great stay at this bnb; roomy and the host was super friendly!"
WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10
Feel good, live well in this cozy Wheaton 3 bedroom!
Living area

Feel good, live well in this cozy Wheaton 3 bedroom!

10.0 out of 10, Exceptional, (1)
"Very clean. Spacious, open living area, lots of storage and comfortable beds. "
Feel good, live well in this cozy Wheaton 3 bedroom!
- Beautiful Condo - King Bed - Free Waffle Breakfast -
3 bedrooms, desk, iron/ironing board, travel cot

- 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! "
The price is HK$912
HK$2,222 total
includes taxes & fees
8 Sept - 9 Sept
- Beautiful Condo - King Bed - Free Waffle Breakfast -
Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (90)
"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. "
Furnished Private home in Aurora sleeps 9 guests
*The Belltower Haven*Large*Family Friendly*Wi-Fi
Fridge, microwave, oven, stovetop

*The Belltower Haven*Large*Family Friendly*Wi-Fi

9.8 out of 10, Exceptional, (26)
"Easy to find, good parking for up to two cars, adequately furnished, modern, close to restaurants and shopping. Have enjoyed staying here! multiple"
The price is HK$974
HK$2,202 total
includes taxes & fees
23 Sept - 24 Sept
*The Belltower Haven*Large*Family Friendly*Wi-Fi
4BR Family Home w/ Great Light | LCP Collection
Interior

4BR Family Home w/ Great Light | LCP Collection

9.2 out of 10, Wonderful, (7)
"As advertised. Comfortable. Plenty of space for a family. We enjoyed walking past the pond and geese - convenient to oak brook area and Graue mill natural areas. "
The price is HK$2,339
HK$4,892 total
includes taxes & fees
30 Sept - 1 Oct
4BR Family Home w/ Great Light | LCP Collection
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center
Property grounds

"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

10.0 out of 10, Exceptional, (81)
"Our stay was for 10 nights and the property was very comfortable and the host was very accommodating. The place was clean, the heating was adequate and the laundry facilities were good. A nice place for a stay."
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center
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

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:

  • View our selection of featured holiday rentals in Oswego
  • Use the map to find apartments and other holiday homes in the Oswego neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oswego while they last

Look no further and take a look at our great range of rental properties in Oswego!

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.