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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oswego vacation rentals

Smart TV, books, offices

1. 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
9.6 out of 10, Exceptional, (14 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.
The price is AED 845
AED 1,553 total
includes taxes & fees
27 Sep - 28 Sep
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Outdoor dining

2. 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.
The price is AED 1,833
AED 4,220 total
includes taxes & fees
6 Oct - 7 Oct
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Coffee/tea maker, fridge, microwave, oven

3. 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, (31 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
The price is AED 1,057
AED 2,031 total
includes taxes & fees
27 Sep - 28 Sep
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Interior

4. 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.
The price is AED 2,534
AED 5,945 total
includes taxes & fees
28 Sep - 29 Sep
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Dining

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

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
The price is AED 592
AED 1,367 total
includes taxes & fees
6 Oct - 7 Oct
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Terrace/patio

6. 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.
The price is AED 744
AED 2,319 total
includes taxes & fees
23 Sep - 24 Sep
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Smart TV, fireplace, foosball, books

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.
The price is AED 793
AED 1,826 total
includes taxes & fees
23 Sep - 24 Sep
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Interior

8. Naperville Luxury 3-bedroom

Naperville Luxury 3-bedroom
Naperville
The price is AED 1,217
AED 2,761 total
includes taxes & fees
23 Sep - 24 Sep
Naperville Luxury 3-bedroom
Property grounds

9. 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
The price is AED 1,554
AED 1,946 total
includes taxes & fees
3 Oct - 4 Oct
Spacious 5-bedroom house in perfect Plano with AC for relaxing stays
Smart TV, fireplace

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

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
10.0 out of 10, Exceptional, (3 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.
The price is AED 900
AED 2,394 total
includes taxes & fees
18 Oct - 19 Oct
4BR Tudor • Wooded Lot • 10 Min to Downtown
Smart TV, books

11. 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, (36 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.
The price is AED 485
AED 1,232 total
includes taxes & fees
23 Sep - 24 Sep
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Interior

12. 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.
The price is AED 2,149
AED 3,776 total
includes taxes & fees
27 Sep - 28 Sep
River Park Paradise w/ Fire Pit & Chef's Kitchen
Terrace/patio

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (46 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
The price is AED 393
AED 1,001 total
includes taxes & fees
23 Sep - 24 Sep
- Fully-Equipped Condo - King Bed - Massive yard -
Coffee/tea maker, fridge, microwave, oven

14. Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (33 reviews)
"it’s a very nicely, remodeled home in a very quiet neighborhood. Large kitchen, comfortable beds, there’s a walk-in shower in the finished basement, which was important to us. It’s also close to Geneva, which is a very nice town many restaurants and shops."
United States
Fred M.
The price is AED 937
AED 1,892 total
includes taxes & fees
28 Sep - 29 Sep
Bliss in Batavia near the Fox River
Smart TV

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

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.6 out of 10, Exceptional, (27 reviews)
"The location is amazing! What a cute place. Just right for two people."
United States
Shara B.
The price is AED 473
AED 1,171 total
includes taxes & fees
23 Sep - 24 Sep
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Outdoor dining

16. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (36 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is AED 605
AED 1,272 total
includes taxes & fees
23 Sep - 24 Sep
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Terrace/patio

17. - Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
9.8 out of 10, Exceptional, (28 reviews)
"Best hosts on VRBO. They were so fast to address questions, and put in so many thoughtful touches. I wish all hosts were like them!!!!!"
United States
Nikki G.
The price is AED 479
AED 1,061 total
includes taxes & fees
28 Sep - 29 Sep
- Beautiful Condo - King Bed - Free Waffle Breakfast -
Coffee/tea maker, fridge, microwave, oven

18. 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)
"Amazing property had everything we need! "
United States
Rachel
The price is AED 787
AED 1,872 total
includes taxes & fees
23 Sep - 24 Sep
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Dining

19. Travelers Retreat/King Beds/Game Room/Play House

Travelers Retreat/King Beds/Game Room/Play House
Joliet
10.0 out of 10, Exceptional, (1 review)
"Lots of space, clean, welcoming."
United States
MIke L.
The price is AED 909
AED 2,022 total
includes taxes & fees
23 Sep - 24 Sep
Travelers Retreat/King Beds/Game Room/Play House
Exterior

20. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (73 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AED 661
AED 1,156 total
includes taxes & fees
7 Oct - 8 Oct
✽ Charming Cottage ✽ close to College/Town/Station
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

Hotel Arista

Hotel Arista

10/10 Excellent
"They made my room available extremely early the day of check-in. The room was wonderful and comfortable. Ordered room service and received a delicious chicken sandwich and fries, piping hot. There was a mistake on my folio which they corrected immediately. I left my earbuds in the safe and they quickly located those and had a link for me to request the return label. All in all it was a wonderful state. The location is great with lots of restaurants in the area. There was even a farmer's market the day of check out."
Eric 1-night trip
Posted less than an hour ago
Hotel Arista

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?

Mokena Manor: Luxury Living - Your Elite Escape!: This vacation home rental outside of Oswego offers a hot tub, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.