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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, (75)
"Love the hot tub! "
House of TarTar with year long hot tub next to adorable downtown Valparaiso

Downtown 2 BR Cottage w/ King Bed

9.6 out of 10, Exceptional, (5)
"Nicely renovated house, comfortable for adults.Perfect for staying in Valpo during graduation weekend. Many thoughtful touches! Highly recommend for low maintenance travelers!"
The price is CA $215
CA $453 total
includes taxes & fees
Aug 24 - Aug 25
Downtown 2 BR Cottage w/ King Bed

Moody Modern Dunes • Hot tub + Beaches & Trails

10.0 out of 10, Exceptional, (2)
"Jessica has done a truly outstanding job in providing all the little things for making a great stay. The finishes, kitchen & equipment, towels & bedding and snacks/coffee/spices are all best I have seen through many short-term stays. The unit is in a very central location with access to Chesterton, Valpo, the dunes and all transportation. Thanks Jessica!"
The price is CA $250
CA $494 total
includes taxes & fees
Aug 25 - Aug 26
Moody Modern Dunes • Hot tub + Beaches & Trails

Miller Beach Blue Door By The Shore #2

7.0 out of 10, Good, (10)
"Perfect!"
Miller Beach Blue Door By The Shore #2

Dunes Homestead - Near Dunes + Lake + Dog Friendly

9.8 out of 10, Exceptional, (21)
"Close to a lot of restaurants and attractions, love the pet friendly atmosphere "
Dunes Homestead - Near Dunes + Lake + Dog Friendly

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 $187
CA $592 total
includes taxes & fees
Sep 2 - Sep 3
Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park

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 $340
CA $752 total
includes taxes & fees
Aug 25 - Aug 26
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

Cozy house in Schererville, IN

10.0 out of 10, Exceptional, (15)
"Perfect for the perfect couples getaway"
The price is CA $229
CA $494 total
includes taxes & fees
Sep 7 - Sep 8
Cozy house in Schererville, IN

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

10.0 out of 10, Exceptional, (23)
"Very clean and the beds were exceptionally comfortable!"
The price is CA $146
CA $256 total
includes taxes & fees
Sep 9 - Sep 10
Fully updated in the spring of 2022 and located right in the middle of town.

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

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

"The Nook"- ROOMY Home 2mi- Dunes & Chesterton, Yard, Fire Pit, Grill, Game Room

10.0 out of 10, Exceptional, (82)
"We enjoyed our stay at this exceptional property - it was outstanding in every way!"
"The Nook"- ROOMY Home 2mi- Dunes & Chesterton, Yard, Fire Pit, Grill, Game Room

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

8.8 out of 10, Excellent, (40)
"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

Mid-Century Cottage Beach Oasis

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great stay! Owner has great communication and very responsive. We loved the retro 50's decor and feel. Plenty of room for large families. Nice outdoor patio space. Plenty of parking. The only issue was a small cleaning oversight, but they more than made up for it. Would definitely recommend!"
Mid-Century Cottage Beach Oasis

Relax in style: Chic 2 bedroom haven in brickell.

5.4 out of 10, (3)
"This listing is a scam. Someone lives in the property. I was never able to check in. The host never responded. "
Relax in style: Chic 2 bedroom haven in brickell.

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

10.0 out of 10, Exceptional, (37)
"Amazing stay, and beautiful surroundings "
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

Charming 3-bedroom cottage in Valparaiso with WiFi, AC

Charming 3-bedroom cottage in Valparaiso with WiFi, AC

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
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