Winfield Vacation Rentals

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Check prices for these dates

Our top choices for Winfield vacation rentals

1. 1 King Bed | Micfridge

1 King Bed | Micfridge
MERRILLVILLE
10.0 out of 10, Exceptional, (4 reviews)
"Loved how quick check-in was!"
United States
Anonymous traveller
The price is CA $111
CA $125 total
includes taxes & fees
Nov 8 - Nov 9
1 King Bed | Micfridge

2. Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
8.6 out of 10, Excellent, (4 reviews)
"Great pet friendly home and yard. Host was responsive great communication. Excellent, easy to access location."
United States
Lynda L.
The price is CA $259
CA $588 total
includes taxes & fees
Nov 9 - Nov 10
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

3. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.4 out of 10, Very good, (35 reviews)
"It was a very nice property and was near many great places like Toast and Jam"
United States
jaco C.
The price is CA $116
CA $149 total
includes taxes & fees
Dec 5 - Dec 6
Beautiful Rustic Cabin for Two!

4. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (68 reviews)
"The place is not clean and it smells really bad. It did not look anything like the pictures."
United States
Luis
The price is CA $128
CA $159 total
includes taxes & fees
Nov 8 - Nov 9
King Bed | Non-Smoking

5. Premium King Bed|Portage

Premium King Bed|Portage
Portage
10.0 out of 10, Exceptional, (65 reviews)
"Sketchy property location, not clearly marked on the street (kind of hard to find), unnecessary poor communication regarding check-in procedures, (just like a regular front desk experience but they make it complicated) The room was ok, bed was fine, staff was very helpful, property condition was just ok."
United States
Dave
The price is CA $138
CA $172 total
includes taxes & fees
Nov 8 - Nov 9
Premium King Bed|Portage

6. Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes

Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes
Valparaiso
9.0 out of 10, Wonderful, (48 reviews)
"It was wonderful, peaceful and pet friendly"
United States
Bryan D.
The price is CA $151
CA $413 total
includes taxes & fees
Nov 11 - Nov 12
Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes

7. 1 Full Bed | ADA/RI Shower

1 Full Bed | ADA/RI Shower
MERRILLVILLE
10.0 out of 10, Exceptional, (4 reviews)
"I wanted a clean, quiet place to rest. The walk-in shower was easy to use."
United States
Anonymous traveller
The price is CA $111
CA $125 total
includes taxes & fees
Nov 9 - Nov 10
1 Full Bed | ADA/RI Shower

8. 2 Full Beds | Micfridge

2 Full Beds | Micfridge
MERRILLVILLE
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed spacious rooms where our group moved freely feeling relaxed every moment of our stay together comfortably"
United States
Anonymous traveller
The price is CA $111
CA $125 total
includes taxes & fees
Nov 9 - Nov 10
2 Full Beds | Micfridge

9. Charming 1-bedroom apt in house by creek with AC, in delightful Portage

Charming 1-bedroom apt in house by creek with AC, in delightful Portage
Portage
9.8 out of 10, Exceptional, (11 reviews)
"Nice place close to the beach."
United States
Zdenek M.
The price is CA $175
CA $357 total
includes taxes & fees
Nov 30 - Dec 1
Charming 1-bedroom apt in house by creek with AC, in delightful Portage

10. Fully updated in the spring of 2022 and located right in the middle of town.

Fully updated in the spring of 2022 and located right in the middle of town.
De Motte
10.0 out of 10, Exceptional, (49 reviews)
"Great to deal with and very accommodating. Thank you for the great stay. Beautiful area."
United States
Crystal D.
The price is CA $154
CA $254 total
includes taxes & fees
Nov 9 - Nov 10
Fully updated in the spring of 2022 and located right in the middle of town.

11. Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge

Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge
Valparaiso
9.8 out of 10, Exceptional, (6 reviews)
"The house was nice and very stocked with everything we need ."
United States
Marcia N.
The price is CA $211
CA $670 total
includes taxes & fees
Nov 17 - Nov 18
Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge

12. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Merrillville
9.8 out of 10, Exceptional, (9 reviews)
"The house was cozy and very clean. The hot tub was amazing! Check-in instructions were clear and easy to follow. The host was very helpful and responsive to messages. We would definitely stay again. Thank you!"
United States
Anonymous traveller
The price is CA $419
CA $637 total
includes taxes & fees
Nov 11 - Nov 12
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

13. Lake retreat with unique dome near Indiana Dunes

Lake retreat with unique dome near Indiana Dunes
Valparaiso
10.0 out of 10, Exceptional, (9 reviews)
"This was the perfect stay for my mom, myself, and two young children. It was very clean, nicely decorated , and still smells new. The dome is very cute, and the hot tub was awesome as well. Very quiet. Great shower. We wish we would have had more time to explore Valparaiso, but this made for an easy day trip into Chicago via the South Shore Line. Host is very friendly and quick to answer questions - no issues, just a few inquiries. Definitely take a look at the host's guidebook. We used her...
United States
Ginjer
The price is CA $403
CA $645 total
includes taxes & fees
Nov 30 - Dec 1
Lake retreat with unique dome near Indiana Dunes

14. Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Chesterton
8.8 out of 10, Excellent, (141 reviews)
"Perfect for location to walk to local winery or brewery for a little fancy and fancy-free!We’d recommend"
United States
Laura H.
The price is CA $166
CA $205 total
includes taxes & fees
Nov 12 - Nov 13
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

15. 2 Full Bed | Non-Smoking

2 Full Bed | Non-Smoking
Portage
9.6 out of 10, Exceptional, (67 reviews)
"This was one of the worst places I have stayed in! The place was in sad need of repairs and although it said no smoking the lobby smelled strongly of smoke, The whole place seemed unclean. I would not recommend it nor will i ever stay there again."
United States
Jacki
The price is CA $128
CA $159 total
includes taxes & fees
Nov 8 - Nov 9
2 Full Bed | Non-Smoking

16. ✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park

✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park
Valparaiso
9.6 out of 10, Exceptional, (14 reviews)
"We stayed for 8 nights and the location was perfect. Rooms were as described and plenty of space for our family. Eddi was very responsive for any questions that arose during the trip."
United States
Alexis U.
The price is CA $198
CA $609 total
includes taxes & fees
Nov 8 - Nov 9
✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park

17. The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
9.4 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is CA $126
CA $304 total
includes taxes & fees
Nov 12 - Nov 13
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

18. The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Porter
9.0 out of 10, Wonderful, (22 reviews)
"Awesome place to stay and plenty to do"
United States
Cody
The price is CA $278
CA $336 total
includes taxes & fees
Nov 29 - Nov 30
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

19. Coastal Home | Patio & Firepit | Backyard Games

Coastal Home | Patio & Firepit | Backyard Games
Merrillville
The price is CA $415
CA $505 total
includes taxes & fees
Nov 6 - Nov 7
Coastal Home | Patio & Firepit | Backyard Games

20. Quaint Studio Unit in fantastic Beecher with refreshing AC

Quaint Studio Unit in fantastic Beecher with refreshing AC
Beecher
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, quiet, excellent place to stay"
United States
Aaron S.
The price is CA $91
CA $265 total
includes taxes & fees
Nov 11 - Nov 12
Quaint Studio Unit in fantastic Beecher with refreshing AC
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.

Find vacation rentals that suit your style

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 $90 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

Can I find vacation rentals in Winfield?

Yes, we have vacation rentals close to top points of interest in Winfield, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Winfield?

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park: This vacation home rental outside of Winfield offers a patio, a private yard, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of books.

What’s there to see and do in Winfield?

Explore the area and family-friendly sights such as Deep River Water Park, or get out into nature at a spot like Crown Point Sports Complex. In the larger area, you’ll find Albanese Candy Factory Store and Westfield Southlake Mall.

What’s a vacation rental in Winfield like?

A vacation rental is a private property where you can stay for several days or longer in Winfield. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a small group gathering.