
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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Couples Getaway, Jacuzzi, Sauna, Pool is Open
Couples Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.
LocationFamilyHeating

Cozy Log Cabin Near Indiana Dunes & Lake Michigan!
Less than 10 minutes from Indiana Dunes National Park and Lake Michigan, our beautiful log cabin sits on 2 acres while still being in the heart of Portage! Our large front deck overlooks state land giving a beautiful, private view out of our large windows. Our cozy cabin has 3 bedrooms and 3.5 bathrooms with fun, thoughtful touches for your family including video game consoles, movies, books, a LOT of games, a pool/ping pong table, 2 fire pits, and more! Age limit: 25+ years old Sorry no pets
ValueFamilyCleanliness

Beachfront- Lake Michigan-Hot Tub-Heated Pool
Lake Michigan - Beachfront w/Heated In-Ground Pool- Hot Tub - Indiana Dunes National Park - Private Basement Guest Suite - 2 Bedroom/2 Bathrooms - Beautifully Decorated This guest suite has everything you need for a comfy and relaxing stay. Enjoy the 3-person hot tub, perfect for unwinding after a day of adventure. In the summer months, enjoy the heated, in-ground pool. Hiking, beaches and so much more await—and less than an hour’s drive to Chicago. Heated Pool Open from Mid-May to Mid-Oct.
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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!
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Charming Country Cottage
Take it easy at this unique and tranquil getaway. "Barn" turned into a guesthouse on 4 acres of owners residential property where you will enjoy peace and quiet, take a walk on trails through 2 acres of woods, take a short drive to Lake Michigan or the Indiana Dunes National Park or just sit inside at an electric fireplace. We are located 5.9 miles (approximately 12 minutes) from the Dunes National Park. Second STR available on same property that also sleeps 5 people if you have a group!
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Tiny Home on Organic Veggie Farm
Place yourself right in the beauty of the land and nature in this cozy tiny home at Perkins' Good Earth Farm. The tiny home has a loft bedroom, bathroom with shower and composting toilet, kitchen, sitting area, and deck. You'll be surrounded by organic vegetable fields, 11 acres of woods, walking trails--and within perfect view of both the sunrise and sunset. You'll also have easy access to our farm store where you'll find fresh fruits & veggies, homemade soups & salads and so much more.
ValueLocationRiver

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.
LocationFamilyBreakfast

Private Cottage in Gated Nudist Community
We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is optional . Pricing on club website. There is no running water in the cottage. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area after payment of grounds fees.
LocationFamilyView

The Loft at Virgie
You don't have to be born in a barn to vacation in one. Trade in the city for millions of stars in the night sky! As you enter thru the French doors you will be greeted by an open concept room decorated with a barn/industrial motif. Knotty pine car-siding and galvanized steel, wood floors along with a reclining leather couch and love seat fill the room A full kitchen with granite counter tops await you. There is plenty of natural lighting for the evenings.
ValueFamilyGetting around

The Ambrose Suite - Guesthouse in Valparaiso
Stay at the historic Elmer Wolf House, also known as the Wolf Manor, built in 1890. This luxe suite features pristine antique furnishings with refined elegance on 4.8 peaceful acres with gardens, birdwatching, and multiple outdoor spaces. Enjoy hammocks, fire pit, and a stone picnic area. Just 6 miles to downtown Valparaiso and 15 minutes to the Dunes National Park. Private entrance, carriage house parking, full kitchen, queen bedroom, bath, and laundry.
LocationViewOutdoor spaces

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.
LocationFamilyParks

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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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-5BD/3BR
LocationFamilyView

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking
LocationFamilyKitchen

Cozy Riverfront Cottage With Hot Tub
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The House Near The Lakes
FamilyLocationPets

Lake Life, Vacation Home in Cedar Lake, IN
LocationFamilyAccuracy

Boutique Cottage | Downtown | Outdoor Space | EV
ValueLocationWalkability

Secluded 3400sq ft home jet tub close to amenities
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Creekside Getaway
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Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Cleveland Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Lexington Holiday rentals
- Downtown Chicago Holiday rentals
- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Warren Dunes State Park
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Washington Park Zoo
- Garfield Park Conservatory
- Byline Bank Aragon Ballroom
- Oak Street Beach
- University of Illinois At Chicago





