Winfield Holiday Rentals

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Our top choices for Winfield holiday rentals

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

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
2.0 star property
Merrilville
The price is AU$562
includes taxes & fees
16 Dec - 17 Dec
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
9.0 out of 10, Wonderful, (12)
"Hosts are easy to communicate with and very nice. The pool barn is not part of the package. You will be able to swim and use the hot tub, however. We enjoyed the hot tub after a day of hiking! Cute town with interesting places to visit. "
United States
Sherri K.
The price is AU$135
includes taxes & fees
16 Dec - 17 Dec
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

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, (44)
"It was peaceful and we all had a great experience."
United States
Bala G.
The price is AU$370
includes taxes & fees
16 Dec - 17 Dec
Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Chesterton
9.8 out of 10, Exceptional, (63)
"This place was great. It was very spacious, clean, and close to restaurants and grocery stores. The host was very communicative and answered any questions we had very quickly. The house was easy to find and parking was right in front of the house. The neighborhood was quiet and safe."
United States
Christine C.
The price is AU$480
includes taxes & fees
16 Dec - 17 Dec
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

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, (29)
"Very clean and the beds were exceptionally comfortable!"
United States
Shane
The price is AU$281
includes taxes & fees
16 Dec - 17 Dec
Fully updated in the spring of 2022 and located right in the middle of town.

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
9.6 out of 10, Exceptional, (17)
"Nice and cozy place to stay. We enjoyed our secluded area during our time here."
United States
Allison A.
The price is AU$158
includes taxes & fees
30 Dec - 31 Dec
Beautiful Rustic Cabin for Two!

Cozy Home Near 231 with Open Living & Full Kitchen

Cozy Home Near 231 with Open Living & Full Kitchen
Wheatfield
9.6 out of 10, Exceptional, (10)
"Fantastic home, everything was clean and as described in the listing. Owner is easy to communicate with, check in/out was simple. Location is great. I recommend this Cozy Home near 231."
United States
Jason B.
The price is AU$235
includes taxes & fees
28 Dec - 29 Dec
Cozy Home Near 231 with Open Living & Full Kitchen

Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park

Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park
Valparaiso
9.6 out of 10, Exceptional, (9)
"It was a great place to stay! We would definitely stay here again. "
United States
Vanessa S.
The price is AU$554
includes taxes & fees
16 Dec - 17 Dec
Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Chesterton
8.6 out of 10, Excellent, (7)
"Excellent spot for several people to stay and enjoy the Dunes. Clean, quiet, centrally located to lots of Dunes hotspots. Thanks for the great stay!"
United States
Nick R.
The price is AU$487
includes taxes & fees
16 Dec - 17 Dec
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Your Home Away From Home in Sauk Village

Your Home Away From Home in Sauk Village
2.0 star property
Sauk Village
10.0 out of 10, Exceptional, (1)
"My Experience Was (NOTHING) Short Of Perfect! The Place Is Nice & The Host Was Even Better! I’ll Forsure Be Booking Again! "
United States
Aaron K.
The price is AU$223
includes taxes & fees
30 Dec - 31 Dec
Your Home Away From Home in Sauk Village

Downtown 2 BR Cottage w/ King Bed

Downtown 2 BR Cottage w/ King Bed
Valparaiso
9.8 out of 10, Exceptional, (9)
"Great stay"
United States
Bernie H.
The price is AU$432
includes taxes & fees
16 Dec - 17 Dec
Downtown 2 BR Cottage w/ King Bed

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
8.8 out of 10, Excellent, (16)
"Great place to stay with kids."
United States
Jane H.
The price is AU$232
includes taxes & fees
16 Dec - 17 Dec
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

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, (90)
"Great location for visiting the Dunes. Having a gas grill available was a nice perk. Was what we needed at a great value. "
United States
Brian L.
The price is AU$172
includes taxes & fees
16 Dec - 17 Dec
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Dunes Escape - Minutes from Indiana Dunes National Park

Dunes Escape - Minutes from Indiana Dunes National Park
Miller Beach
9.8 out of 10, Exceptional, (36)
"We loved our stay and had a relaxing time in the area. Buying groceries to cook was great with a full kitchen to cook with. Rooms were super nice and also had every accommodation we could need. Definitely will be looking to stay again!"
United States
Braden S.
The price is AU$474
includes taxes & fees
22 Dec - 23 Dec
Dunes Escape - Minutes from Indiana Dunes National Park

Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago

Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago
Chesterton
9.4 out of 10, Exceptional, (3)
"I enjoyed my short stay and visit to The Indiana National Dunes. The Host was friendly and she put special effort into setting the place up for my stay. I 100% would rent again from this host and would recommend "
United States
T J.
The price is AU$599
includes taxes & fees
16 Dec - 17 Dec
Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago

That 70’s Loft- Peace, Love and a Funky Stay!

That 70’s Loft- Peace, Love and a Funky Stay!
2.0 star property
Chesterton
10.0 out of 10, Exceptional, (6)
"Perfect location! The loft had everything we needed and Reina is an exceptional host. "
United States
Melissa H.
The price is AU$491
includes taxes & fees
18 Dec - 19 Dec
That 70’s Loft- Peace, Love and a Funky Stay!

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
9.6 out of 10, Exceptional, (5)
"The house had absolutely everything we needed for a fun, family vacation! "
United States
RuthAnn A.
The price is AU$617
includes taxes & fees
5 Jan - 6 Jan 2026
Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge

Cozy Retreat w/Hot tub Indiana dunes Beaches Trails

Cozy Retreat w/Hot tub Indiana dunes Beaches Trails
Chesterton
10.0 out of 10, Exceptional, (12)
"This rental was amazing!!! So very clean, amazingly comfortable bed, and every amenity thought off. You will not be sorry that you stayed here. We hope to stay again. "
United States
Leiann N.
The price is AU$417
includes taxes & fees
16 Dec - 17 Dec
Cozy Retreat w/Hot tub Indiana dunes Beaches Trails

Honeycomb Hideout w/ 2 bedrooms

Honeycomb Hideout w/ 2 bedrooms
Gary
The price is AU$641
includes taxes & fees
16 Dec - 17 Dec
Honeycomb Hideout w/ 2 bedrooms

NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
8.0 out of 10, Very good, (9)
"Very tranquil and private stay. The house was clean and comfortable, the fire pit was very nice,. CLose to town, and close to the beach. We loved it."
United States
Jeff S.
The price is AU$592
includes taxes & fees
28 Dec - 29 Dec
NEW! Beautiful Riverfront Home on 10 Acres!
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winfield holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winfield holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield holiday rentals we have selected for you start as low as AU$135 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield holiday 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 holiday.

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 holiday rentals in Winfield?

Yes, there are holiday rentals close to the most popular sights in Winfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winfield has to offer?

Cozy Retreat w/Hot tub Indiana dunes Beaches Trails: This holiday home rental outside of Winfield offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

What’s there to see and do in Winfield?

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

What’s a holiday rental in Winfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winfield. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.