Vacation rentals in Winfield

Newly Renovated with Finished Basement

This beautiful house is located near Lake Michigan in Northwest Indiana, less than 10 minutes from the expressway and toll road. There is a stainless steel kitchen, spa bathroom, finished basement and bar with sleeping capacity to accommodate two families. This is a smart home with Ring db, lights and thermostat controlled by your voice. We are less than an hour drive from downtown Chicago, and there are many great beaches nearby. Shopping and great dining options are also within a close drive.

Quiet Farmhouse Retreat

Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

Country vibe at Pomme Place - 3 bedroom apartment

Wind down and enjoy the country. Pomme Place, our private three bedroom apartment at Apple Blossom Trails, has a private entrance and the amenities of home. We have an apple orchard to roam, animals to watch, an adjacent playground and a great spot for bird watching. A large private deck extends from the apartment providing the perfect place to enjoy an evening. We live on site, adjacent to the apartment. We also have Paul, our musical security person, on site living in a mobile home.

Lakeside Loft

Escape the noise and unwind at our cozy lakeside getaway, just a 40 minute drive from downtown Chicago. Nestled in a peaceful, rural area, this charming property is perfect for families seeking a refreshing retreat. With five spacious bedrooms, three indoor lounges, three outdoor seating areas including a fire pit, and a fully equipped kitchen, our home comfortably accommodates the whole family. Featuring direct access to the beautiful Cedar Lake right in your backyard.

Lovely 2 bedroom just a few blocks from the square

6 Minute's walk from The Square! Shopping, dining, and sightseeing in the historical Crown Point Courthouse Square. Your family will be close to everything when you stay at this centrally-located place. Welcome to this amazing Century old freshly redone duplex home. You will be so very relaxed as you walk through the large shared front porch with 2 cozy reading nooks and upstairs into your private snug spot to lay your head while you're in Crown Point.

Home of 1888

Conveniently located 6 1/2 miles from I-65 between the Lowell and Roselawn exits and 6 miles from Sandy Pines Golf course & The Pavilion. This fully updated place has everything to feel right at home. The kitchen is provided with everything you need to prepare a meal. Plenty of places to eat out are just down the street. A 43" Samsung smart TV with Sling TV and Paramount Plus. When it's time to rest you'll do so on a brand new Nectar memory foam beds.

New! Cedar Lake 4br Home for 8 W/ Lake Views

Welcome to your Cedar Lake getaway! Located within walking distance of Cedar Lake, one of the largest natural lakes in Northwest Indiana, this spacious 4-bedroom home offers the perfect blend of comfort, convenience, and lakeside adventure. Whether you're planning a family vacation, fishing trip, boating weekend, or relaxing getaway with friends, you'll enjoy easy access to the lake while having plenty of space to unwind after a day of exploring.

IT'S THE WRIGHT PLACE

Private guest house newly remodeled. One bedroom queen bed, bath w/shower, full kitchen stocked, including microwave and Keurig coffee maker pods included, family room TV, and WIFI. No matter if you are in town for work, sport competition, family or just vacationing we offer all the comforts of home. Air Mattress available upon request. Please treat as your own home, follow all house rules. No party or gatherings. This is a no smoking home.

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking the channel that leads to Flint Lake. - Pet free -May not be appropriate for people with mobility issues. - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Wood fireplaces (winter only!)

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Cozy up under the twinkling lights of your own geodesic dome, then soak away the day in the hot tub just steps away. This lakeside retreat is made for couples craving a slow, quiet escape: private dome, hot tub, fire pit, kayaks, and a 20 minute drive to Indiana Dunes National Park. Your private backyard opens onto Long Lake, with public access for kayaking and swimming a short walk away (the dock next door belongs to our neighbors).

The Good Farm: Barn BnB on 44 acres near Lake Mich

Escape to BarnBnB, a charming barn apartment on 44 acres just 15 minutes from Lake Michigan beaches and Indiana Dunes National Park. 🐓🌳 Perfect for families or groups (up to 6 guests), this peaceful retreat blends modern comforts with farm life—free-range chickens, firepit evenings, and trails included. Relax in nature or explore nearby Valparaiso, Chesterton, and Michigan City for the perfect mix of adventure and tranquility.

Secluded Lakefront A-frame House.

Take it easy at this unique and tranquil private getaway. Enjoy a full kitchen, grilling out, sitting on the deck taking in lake views, relaxing in the hot tub, napping in a queen or king bed, or warming up around a camp fire with a cup of hot chocolate. At the same time take advantage of this new house build modern amenities.