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Browse Select Winfield Vacation Homes

House of TarTar with year long hot tub next to adorable downtown Valparaiso

10.0 out of 10, Exceptional, (73)
"Great place to stay, easy check in and check out. Very nice place we will be back to visit."
House of TarTar with year long hot tub next to adorable downtown Valparaiso

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

10.0 out of 10, Exceptional, (4)
"Easy check in and wonderful host. Great place to stay near Indiana Dunes and train station to Chicago. "
Charming 1-bedroom apt in house by creek with AC, in delightful Portage

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

8.4 out of 10, Very good, (37)
"The yard is awesome, of course the hot tub at the top of the hill was the best, and we enjoyed the firepit as well. The house was a tidy little cottage at which we enjoyed our stay. It’s within a short walk to the National Park and downtown Miller Beach. The neighborhood is fine, pretty secluded, and still close to most attractions."
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

Spacious 4-bedroom Getaway in Portage, Perfect for family get togethers

8.8 out of 10, Excellent, (3)
"Spacious. Good outdoor area"
Spacious 4-bedroom Getaway in Portage, Perfect for family get togethers

Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails

8.8 out of 10, Excellent, (39)
"We had a great stay! The property was perfect- hot tub, plenty of beds, comfortable beds, walking distance to Lake Michigan! Home was comfortable and clean and the managers were easy to reach with questions-just a text away. Would definitely stay here again"
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails

15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

8.6 out of 10, Excellent, (13)
"Great place, nice location and the Hosts are extremely good to work with. Highly recommend this just out of the city stay!"
The price is CA $246
CA $646 total
includes taxes & fees
Aug 11 - Aug 12
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

13mins from Beach/jet tubs/projector screen/fire place/game rm/exercise rm/

2.0 star property
7.4 out of 10, Good, (3)
"The property was beautiful and very modern. There was plenty of space. It had all the amenities to make you feel right at home. It was close to restaurants and casino in Gary. I would definitely stay again!!!!"
The price is CA $400
CA $909 total
includes taxes & fees
Aug 18 - Aug 19
13mins from Beach/jet tubs/projector screen/fire place/game rm/exercise rm/

Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

2.0 star property
10.0 out of 10, Exceptional, (13)
"This was a central location for us to meet with friends, nice accommodations, and a little bit of everything nearby.Hostess was so kind and helpful; house was great and fun for a relaxing weekend from space, to a large fenced backyard to the fire pit. Great place!"
The price is CA $385
CA $806 total
includes taxes & fees
Aug 10 - Aug 11
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

The Family Retreat, The Family Retreat Oasis

2.0 out of 10, (1)
The Family Retreat, The Family Retreat Oasis

Pet-Friendly Lake Getaway: 1 Block to Beach!

10.0 out of 10, Exceptional, (40)
"The property was perfect for our family! It was such a quick walk to the beach that I was able to take multiple beach walks between short rain showers. It was also close enough that we walked to grab pizza for the kids. The host was super communicative and accommodating. I would definitely stay here again! "
Pet-Friendly Lake Getaway: 1 Block to Beach!

Moody Modern Dunes • Hot tub + Beaches & Trails

10.0 out of 10, Exceptional, (1)
"This was one of the nicest, cleanest VRBO we have stated in. Don’t let the neighborhood detour you from staying. We felt safe and slept amazing in the VERY comfy king bed !! The master shower drain wasn’t working during our stay but the owner was very responsive and apologized for the inconvenience. "
Moody Modern Dunes • Hot tub + Beaches & Trails

Cozy Cabin w/ Loft, Grill and Fire Pit

The price is CA $260
CA $541 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Cabin w/ Loft, Grill and Fire Pit

(2 Nt Min!) Beautiful Home Close To Lake Beach and National Park!

9.4 out of 10, Exceptional, (41)
"We loved our stay here!! Place was clean, cozy, a super close to the beach/Indiana Dunes National Park. Would highly recommend! "
(2 Nt Min!) Beautiful Home Close To Lake Beach and National Park!

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

10.0 out of 10, Exceptional, (3)
"It was a great place to stay! We would definitely stay here again. "
The price is CA $146
CA $535 total
includes taxes & fees
Aug 11 - Aug 12
Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park

Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

10.0 out of 10, Exceptional, (36)
"Amazing stay, and beautiful surroundings "
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

Cozy house in Schererville, IN

10.0 out of 10, Exceptional, (15)
"Perfect for the perfect couples getaway"
The price is CA $227
CA $490 total
includes taxes & fees
Sep 7 - Sep 8
Cozy house in Schererville, IN

Ravine Retreat: Next to Ogden Gardens, Downtown Valparaiso & Close to the Dunes!

10.0 out of 10, Exceptional, (2)
"Beautiful house in a quiet neighborhood. John has been great to work with over our stay. A great main floor for gathering with 5 bedrooms on the upper floors. The enclosed back patio would be great for small family gatherings. A good size back yard with a nice fire pit. I would highly recommend this space. "
Ravine Retreat: Next to Ogden Gardens, Downtown Valparaiso & Close to the Dunes!

Dreamsville Gateway to Indiana Dunes National Park

6.0 out of 10, (1)
"Listed as private home , once you get there and read the house rules it states shared refrigerator with owner. Owner comes in while you are gone and turns off all lights and the Ac, even goes into your locked room to turn off ac."
Dreamsville Gateway to Indiana Dunes National Park

Spacious home overlooking Indiana National Dunes. Five minute drive to beach.

9.2 out of 10, Wonderful, (5)
Spacious home overlooking Indiana National Dunes. Five minute drive to beach.

Spacious 5-Bedroom Golf Course Home Perfect for Getaways & Special Occasions

10.0 out of 10, Exceptional, (1)
"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. "
The price is CA $2,747
CA $3,452 total
includes taxes & fees
Aug 10 - Aug 11
Spacious 5-Bedroom Golf Course Home Perfect for Getaways & Special Occasions
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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