
Holiday houses in Lakes of the Four Seasons
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Top-rated holiday rentals in Lakes of the Four Seasons
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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.
LocationFamilyBarbecue

Cozy barn loft on organic vegetable farm
Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.
FamilyValueComfort

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!
LocationFamilyQuiet

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.
FamilyValueWalkability

Modern House, Sleeps 10, Near Downtown, 2000 sqft
Your family will enjoy this centrally-located home a mile from downtown and the new Journeyman Distillery, close to VU as well as 20 min to the beach. Our home is perfect for a large family or wedding party, it has 5 beds and can comfortably sleep to 10 guests. The home includes stainless steel appliances, a ping pong and Foosball table. With two bathrooms featuring double vanities, as well as a half bath, there's room for everyone to get ready. We hope you enjoy your journey to Valpo!
LocationValueAccuracy

Roomy Retreat–Family&Friends|2 King Beds|Game Room
🏡Welcome to Your No-Train-Noise, Pet-Friendly Stay in Chesterton! Property Highlights: 🛏️4 Bedrooms | 🛁 3 Bathrooms | 🛋️ 3 Living Areas with Smart TVs 🍸Bar in the Basement 🍽️Outdoor Dining 🚶♂️Minutes from historic Chesterton Downtown 🌲 4 miles to Indiana Dunes National Park & the beach 🍳 Fully Stocked Kitchen 👶 High Chair & Crib included Get ready for endless adventures along the sandy shores and tree-lined trails of Indiana Dunes. Enjoy every moment of your stay
ValueFamilyNearby

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.
LocationFamilyCleanliness

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.
LocationValueNearby

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.
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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!)
LocationFamilyKitchen

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).
LocationValuePets

Cozy 2 Bedroom Valparaiso Cottage
This quiet, centrally located north side home offers a perfect place to relax. Only minutes away from downtown Valparaiso and the Indiana Dunes National Park. Conveniently situated for day and evening adventures and activities. Such as, local lakes, parks, and festivals. Enjoy hiking, bird watching, swimming, fishing, fine dining, local breweries and wineries, and so much more.
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Popular amenities for Lakes of the Four Seasons holiday rentals
Other great holiday rentals in Lakes of the Four Seasons

Beachfront-Lake Michigan- Indiana Dunes
FamilyLocationLayout

Creekside Getaway
ValueLocationBarbecue

Pet Friendly, Fenced yard! Minutes from I-65!
LocationValueSolo travel

The Jefferson House
ValueFamilyLong stay

The Ambrose Suite - Guesthouse in Valparaiso
LocationLong stayOutdoor spaces

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

Fun at the Farmhouse
FamilyValueBathroom

The Cedar Lake Escape 5 Bdrms Sleeps 16 (8229)
LocationFamilyOutdoor spaces
Destinations to explore
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Warren Dunes State Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Byline Bank Aragon Ballroom
- Washington Park Zoo
- Garfield Park Conservatory
- Oak Street Beach





