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Winfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Winfield vacation rentals

A living room with a fireplace, a blue sofa, a blue armchair, and a ceiling fan.

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

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
6.0 out of 10, (1 review)
"This is not a place to stay with small children; glad mine are grown for this stay. Also, the host really needs to have people they know stay there a bit to see what guests are really looking for. This property really felt like someone is just trying to make money and they don't really care about the people using the property. One of our beds was broken, there were limited furnishings and the tv in the living room was not user friendly at all. I would not recommend this property for any long...
United States
Paula H.
$406 nightly
The price is $455
Aug 30 - Aug 31
Total with taxes and fees
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

2. 2 Full Bed | Non-Smoking

2 Full Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (62 reviews)
"Spacious rooms gave us plenty of space for our things while we were there, enjoyed that feature!"
United States
Anonymous traveler
$95 nightly
The price is $105
Aug 30 - Aug 31
Total with taxes and fees
2 Full Bed | Non-Smoking
A compact kitchen with a sink, a microwave, a refrigerator, a small table with stools, and a ceiling fan.

3. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (32 reviews)
"Easy to find little cabin in Griffith"
United States
Allison R.
$103 nightly
The price is $115
Sep 18 - Sep 19
Total with taxes and fees
Beautiful Rustic Cabin for Two!
A hot tub with water, a wooden deck, and a chair.

4. 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
9.6 out of 10, Exceptional, (10 reviews)
"Nice place close to the beach."
United States
Zdenek M.
$214 nightly
The price is $239
Aug 30 - Aug 31
Total with taxes and fees
Charming 1-bedroom apt in house by creek with AC, in delightful Portage
A compact kitchen with wooden cabinets, a dining table with chairs, a TV mounted on the wall, and a clock.

5. Premium King Bed|Portage

Premium King Bed|Portage
Portage
10.0 out of 10, Exceptional, (63 reviews)
"Three nights of hassle-free comfort with fast check-in processes. Really liked the helpful front desk staff!"
United States
Anonymous traveler
$103 nightly
The price is $113
Aug 30 - Aug 31
Total with taxes and fees
Premium King Bed|Portage
A large, two-story house with a covered patio and a well-maintained lawn.

6. Spacious 5-Bedroom Golf Course Home for Getaways

Spacious 5-Bedroom Golf Course Home for Getaways
Merrillville
10.0 out of 10, Exceptional, (7 reviews)
"Great House, and everything is brand new! Loved the sheets and the towels, and the beds were all super comfy. The outdoor fire pit was a nice touch and made our night a great experience. "
United States
Jim A.
$1,234 nightly
The price is $1,382
Aug 30 - Aug 31
Total with taxes and fees
Spacious 5-Bedroom Golf Course Home for Getaways
A single-story building with a porch, a brick facade, and a number '531' on the front.

7. 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, (3 reviews)
"Kind hosts will help out with any needs. Quiet area, nice parking space."
United States
Garth T.
$189 nightly
The price is $200
Sep 5 - Sep 6
Total with taxes and fees
Quaint Studio Unit in fantastic Beecher with refreshing AC

8. The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock

The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
Merrillville
$809 nightly
The price is $906
Aug 30 - Aug 31
Total with taxes and fees
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

9. 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, (7 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 traveler
$429 nightly
The price is $480
Sep 1 - Sep 2
Total with taxes and fees
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

10. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (67 reviews)
"Simple check-in process without hassles, which allowed us to enjoy our trip without stress."
United States
Anonymous traveler
$95 nightly
The price is $105
Aug 30 - Aug 31
Total with taxes and fees
King Bed | Non-Smoking

11. La Petite • Piano • Serene Organic • Long Stays

La Petite • Piano • Serene Organic • Long Stays
Merrillville
$369 nightly
The price is $414
Sep 1 - Sep 2
Total with taxes and fees
La Petite • Piano • Serene Organic • Long Stays
A spacious living room with a white sofa, two leather armchairs, a wooden coffee table, and a ceiling fan. Large windows offer views of a wooden deck and greenery.

12. 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)
"Quiet area. We enjoyed having a fenced in yard for our dog. Close to the State and National parks. We really enjoyed the hiking in the area."
United States
Amy H.
$349 nightly
The price is $391
Sep 21 - Sep 22
Total with taxes and fees
Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes
A beach with a parking lot and a building with a sloped roof.

13. 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, (131 reviews)
"Very cozy, comfortable, and relaxing we’ll stay there again"
United States
Vanski M.
$139 nightly
The price is $156
Aug 30 - Aug 31
Total with taxes and fees
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

14. King Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.
Schererville
8.0 out of 10, Very Good, (1 review)
$379 nightly
The price is $424
Sep 20 - Sep 21
Total with taxes and fees
King Bed Suite | Indoor Pool. Free Breakfast.
A room with a dining area, a fireplace, a computer desk, and a television mounted on the wall.

15. Full Bed Accessible|Portage

Full Bed Accessible|Portage
Portage
10.0 out of 10, Exceptional, (82 reviews)
"Impressed by how accommodating the staff were during check-in as it started things off on a positive note!"
United States
Anonymous traveler
$90 nightly
The price is $99
Sep 1 - Sep 2
Total with taxes and fees
Full Bed Accessible|Portage
A living room with a gray sofa, a black chair, a ceiling fan, a round coffee table, and a large window with blinds.

16. Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home

Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home
3.0 star property
Cedar Lake
$552 nightly
The price is $618
Sep 10 - Sep 11
Total with taxes and fees
Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home
A beach with a sunset, waves, and sparse vegetation.

17. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (34 reviews)
"This is a great setup for visiting the Dunes and also Chicago via South Shore. Host was great and place was very clean and new."
United States
Kevin J.
$383 nightly
The price is $429
Aug 30 - Aug 31
Total with taxes and fees
Tower Haus w/Private Hot Tub
A modern kitchen with dark cabinets, a wooden dining table, and a light wood floor.

18. ✨ 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, (12 reviews)
"It was a great place to stay! We would definitely stay here again. "
United States
Vanessa S.
$398 nightly
The price is $445
Sep 14 - Sep 15
Total with taxes and fees
✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park
A living room with a black leather sofa, a wooden coffee table, and a dark wooden chair. A white door with a stained glass window is visible in the background.

19. 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 had absolutely everything we needed for a fun, family vacation! "
United States
RuthAnn A.
$419 nightly
The price is $470
Aug 31 - Sep 1
Total with taxes and fees
Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.

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

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
9.2 out of 10, Wonderful, (7 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
$239 nightly
The price is $268
Sep 22 - Sep 23
Total with taxes and fees
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
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

Furness Mansion

Furness Mansion

10/10 Excellent
"I do not like the Bodet toilet seat."
Craig 3-night trip
Posted 7 hours ago
Furness Mansion

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, 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 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 low season months. For more hustle and bustle, you may prefer to visit Winfield 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 $105 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 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?

Your Home Away From Home in Sauk Village: This vacation home rental outside of Winfield comes with WiFi so you can feel at home during your trip. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

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 Indiana Dunes National Park. In the larger area, you’ll find Albanese Candy Factory Store and Crown Point Sports Complex.

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.