A stone bridge over a calm river, surrounded by lush greenery and buildings.

Oswego Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Oswego vacation rentals

A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

1. River Access•Game room•Backyard•King•W/D•Parking

River Access•Game room•Backyard•King•W/D•Parking
Yorkville
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely loved this place. The backyard was amazing and the house was clean and had everything we needed."
United States
Daniela M.
$363 nightly
The price is $385
Oct 14 - Oct 15
Total with taxes and fees
River Access•Game room•Backyard•King•W/D•Parking
A modern living room with a sofa, coffee table, and a desk with a chair. There is a painting on the wall and a view of the outdoors through a glass door.

2. Relaxing 2BR Riverfront Townhome

Relaxing 2BR Riverfront Townhome
Yorkville
10.0 out of 10, Exceptional, (3 reviews)
"Matched the photos - was a decent place to spend a night on our road trip. Yorkville seems like a nice area too - stores and restaurants nearby"
United States
Tora U.
$295 nightly
The price is $313
Oct 13 - Oct 14
Total with taxes and fees
Relaxing 2BR Riverfront Townhome
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

3. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
9.2 out of 10, Wonderful, (15 reviews)
"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."
United States
Scott D.
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

4. Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
7.0 out of 10, Good, (2 reviews)
"Overall good I would stay there again if I was to travel to Chicago again"
United States
Avo H.
$338 nightly
The price is $358
Nov 2 - Nov 3
Total with taxes and fees
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Walk score 55: (nearby are Ridge Park, Crescent Park & Cumberland Park)

5. 65" TV|Electric Fireplace|W/D|Grill|Parking

65" TV|Electric Fireplace|W/D|Grill|Parking
Naperville
$321 nightly
The price is $340
Oct 10 - Oct 11
Total with taxes and fees
65" TV|Electric Fireplace|W/D|Grill|Parking
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

6. PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Naperville
9.4 out of 10, Exceptional, (32 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
$423 nightly
The price is $448
Oct 14 - Oct 15
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
A modern living room with a sofa set, a coffee table, and a rug.

7. Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Plainfield
10.0 out of 10, Exceptional, (3 reviews)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
$469 nightly
The price is $497
Oct 11 - Oct 12
Total with taxes and fees
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
(OUTDOOR SPACE) Where comfort and charm come together. Unwind in the outdoor lounge set under an inviting gazebo with twinkling lights. Stay fresh with a gentle breeze from the fan as you relax.

8. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Plainfield
9.4 out of 10, Exceptional, (18 reviews)
"Great place to stay."
United States
Taylor E.
$649 nightly
The price is $688
Oct 12 - Oct 13
Total with taxes and fees
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

9. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
9.6 out of 10, Exceptional, (5 reviews)
"This is a spacious house in a very nice, quiet neighborhood. The backyard is a perfect spot to relax and soak in the sun/play games. This is a great house for families. We had a nearby wedding and this was a wonderful house to get ready at. The hosts are extremely welcoming and communicate wonderfully. "
United States
Alicia F.
$603 nightly
The price is $639
Oct 21 - Oct 22
Total with taxes and fees
4BR Tudor • Wooded Lot • 10 Min to Downtown
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

10. 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, (35 reviews)
"The property was perfect for our family! There was plenty of room, indoors and out, for us, our kids, and our grandkids. The house was spotless and the kitchen was extensively stocked with dishes, cookware, etc. We also appreciated the numerous comfy places to gather."
United States
Mila M.
$1,084 nightly
The price is $1,149
Oct 11 - Oct 12
Total with taxes and fees
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Immediately feel at home when you step into the grand entryway.

11. 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
9.8 out of 10, Exceptional, (16 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.
$1,431 nightly
The price is $1,517
Oct 13 - Oct 14
Total with taxes and fees
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
A pathway flanked by stone arches, surrounded by lush green grass and trees.

12. Spacious 5-bedroom house in perfect Plano with AC for relaxing stays

Spacious 5-bedroom house in perfect Plano with AC for relaxing stays
Plano
$594 nightly
The price is $630
Oct 11 - Oct 12
Total with taxes and fees
Spacious 5-bedroom house in perfect Plano with AC for relaxing stays
A modern living room with a wooden dining table, two brown leather chairs, a green sofa, and a coffee table. A flat-screen TV is mounted on the wall, and a forest mural is visible.

13. Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Geneva
9.4 out of 10, Exceptional, (37 reviews)
"This is our second time at this property and we will be back. Cita the host is top notch and bent over backwards for every request. lovely neighborhood for walking and quiet. The space is perfect for a quiet dinner with our grown kids. Thank you Cita and the cleaning crew who made it beautiful!"
United States
Gail F.
$295 nightly
The price is $326
Oct 28 - Oct 29
Total with taxes and fees
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
A living room with a large window, a sofa, a chair, and a desk with a vase of flowers.

14. Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
Naperville
$575 nightly
The price is $609
Oct 13 - Oct 14
Total with taxes and fees
Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
A modern kitchen with a dining table, chairs, and a built-in microwave.

15. Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6

Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
Crest Hill
$351 nightly
The price is $386
Oct 13 - Oct 14
Total with taxes and fees
Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

16. River Park Paradise w/ Fire Pit & Chef's Kitchen

River Park Paradise w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (15 reviews)
"Excellent just what we were looking for"
United States
Sue B.
$908 nightly
The price is $962
Oct 12 - Oct 13
Total with taxes and fees
River Park Paradise w/ Fire Pit & Chef's Kitchen
Dining

17. 4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Naperville
5.0 out of 10, (2 reviews)
"It was a great functional atmosphere. I would definitely stay again. "
United States
colin m.
$555 nightly
The price is $588
Oct 9 - Oct 10
Total with taxes and fees
4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

18. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
$70 nightly
The price is $78
Oct 30 - Oct 31
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A covered porch with wicker furniture, a coffee table, and a potted plant.

19. - Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (47 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
$362 nightly
The price is $383
Oct 20 - Oct 21
Total with taxes and fees
- Fully-Equipped Condo - King Bed - Massive yard -
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

20. 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, (15 reviews)
"Perfect spot for our group of 6! More than enough dishes/silverware etc. the house was clean and comfortable. Would definitely stay again if in the area."
United States
Kathy L.
$479 nightly
The price is $494
Oct 12 - Oct 13
Total with taxes and fees
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
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

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

8/10 Good
"Was ok, don't think the renovations help the stay."
Christopher 2-night trip
Posted 2 hours ago
DoubleTree by Hilton Lisle Naperville

Find out more about Oswego

Everything you need to know about Oswego vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oswego vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oswego vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oswego in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oswego rentals

At Expedia, we put the best Oswego vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Oswego?

Yes, we give you a choice of vacation rentals in Oswego close to Keller's Farmstand, or you can select a more remote option if you're looking for extra privacy while you relax. Our travelers 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 vacation home rentals that Oswego has to offer?

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower: This vacation home rental outside of Oswego offers a garden, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Oswego?

With 5 Expedia vacation rentals, you're sure 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 larger area.

What are vacation rentals like in Oswego?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Oswego. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.