A gravel path winding through a grassy field with trees and wildflowers.

Winfield Vacation Rentals

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Our top choices for Winfield vacation rentals

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (75 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is CA $252
CA $432 total
includes taxes & fees
Nov 12 - Nov 13
✽ Charming Cottage ✽ close to College/Town/Station

2. 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
6.0 out of 10, (2 reviews)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is CA $247
CA $601 total
includes taxes & fees
Nov 8 - Nov 9
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

3. 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 traveller
The price is CA $105
CA $117 total
includes taxes & fees
Dec 6 - Dec 7
2 Full Beds | Non-Smoking, Kitchen

4. Cozy condo

Cozy condo
Aurora
6.0 out of 10, (2 reviews)
"Good for short term stays."
United States
Lindsey H.
The price is CA $117
CA $239 total
includes taxes & fees
Nov 10 - Nov 11
Cozy condo

5. 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, (29 reviews)
"The location is amazing! What a cute place. Just right for two people."
United States
Shara B.
The price is CA $184
CA $412 total
includes taxes & fees
Nov 9 - Nov 10
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

6. The Orchard House/King Bed/Privacy/Walking Trail

The Orchard House/King Bed/Privacy/Walking Trail
West Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Everything was clean and tidy. The host was responsive and friendly. Our dogs and 6 year old loved the yard and the playground in the yard. 10/10 will stay again!"
United States
Jess B.
The price is CA $402
CA $819 total
includes taxes & fees
Nov 29 - Nov 30
The Orchard House/King Bed/Privacy/Walking Trail

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (49 reviews)
"We had everything we needed, the host was very responsive and we would stay there again."
United States
Mike A.
The price is CA $159
CA $359 total
includes taxes & fees
Nov 9 - Nov 10
- Fully-Equipped Condo - King Bed - Massive yard -

8. 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)
"This was a perfect spot for our trip, good location, clean and quiet."
United States
Emily W.
The price is CA $183
CA $414 total
includes taxes & fees
Nov 9 - Nov 10
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

9. 2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
Geneva
9.8 out of 10, Exceptional, (40 reviews)
"Property was very clean and well-kept. The neighborhood was quiet and felt safe. In a great location too, about a mile from the Metra/downtown Geneva"
United States
Ethan D.
The price is CA $202
CA $453 total
includes taxes & fees
Nov 8 - Nov 9
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

10. Tranquil 3-bedroom house with AC in charming Wheaton, Illinois

Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
Wheaton
The price is CA $946
CA $1,245 total
includes taxes & fees
Nov 8 - Nov 9
Tranquil 3-bedroom house with AC in charming Wheaton, Illinois

11. 1 Free Parking, Workdesk with Monitor, Sleeps 4!

1 Free Parking, Workdesk with Monitor, Sleeps 4!
Lombard
10.0 out of 10, Exceptional, (1 review)
"The apartment was located well for our stay."
United States
Bonita W.
The price is CA $116
CA $337 total
includes taxes & fees
Nov 10 - Nov 11
1 Free Parking, Workdesk with Monitor, Sleeps 4!

12. Serenity & Style, With Parking

Serenity & Style, With Parking
Lombard
The price is CA $98
CA $422 total
includes taxes & fees
Nov 11 - Nov 12
Serenity & Style, With Parking

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

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
Naperville
The price is CA $241
CA $680 total
includes taxes & fees
Nov 9 - Nov 10
Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

14. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
8.8 out of 10, Excellent, (33 reviews)
"Clean, secure, good parking. Mattress side closest to the bathroom had a sag and woke up with a sore back."
United States
Sharon R.
The price is CA $100
CA $111 total
includes taxes & fees
Dec 6 - Dec 7
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

15. French Country Cottage in lovely Glen Ellyn!

French Country Cottage in lovely Glen Ellyn!
Glen Ellyn
9.2 out of 10, Wonderful, (17 reviews)
"Would definitely stay again"
United States
Joseph B.
The price is CA $666
CA $1,160 total
includes taxes & fees
Nov 8 - Nov 9
French Country Cottage in lovely Glen Ellyn!

16. Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Chicago
9.8 out of 10, Exceptional, (28 reviews)
"Great staff clean rooms"
United States
Anonymous traveller
The price is CA $125
CA $139 total
includes taxes & fees
Nov 11 - Nov 12
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago

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
6.8 out of 10, (3 reviews)
"My God the host was extremely helpful and responsive when reaching out, place was super clean, place and area was super peaceful and quiet. She over delivered guys"
United States
Marquis M.
The price is CA $732
CA $1,076 total
includes taxes & fees
Nov 8 - Nov 9
4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

18. Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (3 reviews)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
The price is CA $222
CA $257 total
includes taxes & fees
Nov 22 - Nov 23
Fully-Equipped Suite | Gym Access

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

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
9.8 out of 10, Exceptional, (32 reviews)
"This is the perfect place to stay in Chicago "
United States
Cool boss 3.
The price is CA $170
CA $371 total
includes taxes & fees
Nov 9 - Nov 10
- Beautiful Condo - King Bed - Free Waffle Breakfast -

20. 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.
The price is CA $177
CA $422 total
includes taxes & fees
Nov 8 - Nov 9
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced 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 Winfield Hotel Reviews

Find out more about Winfield

Everything you need to know about Winfield 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 Winfield vacation rental for you. At Expedia, you can take your pick from private vacation 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 Winfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winfield. 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 Winfield vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield vacation rentals we have selected for you start as low as CA $106 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield 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 Winfield 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 Winfield 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 Winfield. 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 vacation rentals in Winfield?

Yes, we give you a choice of vacation rentals close to well known points of interest in Winfield, or you can choose a secluded option if you'd like a relaxing place to stay. Winfield is known for its shopping and restaurants.

What are some of the best vacation rentals in Winfield?

Cozy 3-bedroom house in family-oriented Melrose Park.: Visitors like this Winfield vacation home rental. It offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Winfield?

Choose from 3 Expedia vacation rentals in Winfield for a memorable vacation.

What can I see and do in Winfield?

While exploring the area, visit family-friendly sights like Addison Ice Arena, or get outside and enjoy nature at Blackwell Forest Preserve. In the larger area, you’ll find Royal Golf Club at Klein Creek and Cantigny Golf Club.

What’s a vacation rental in Winfield like?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Winfield. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.