Holiday rentals in Lakes of the Four Seasons

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Top-rated holiday rentals in Lakes of the Four Seasons

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming, rustic cabin is nestled among vibrant autumn foliage, showcasing a wooden exterior and a sloped metal roof. The cabin is partially obscured by trees, with golden leaves creating a warm frame around the structure, signaling a serene woodland retreat.
Farm stay in La Porte
4.99 out of 5 average rating, 533 reviews

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

Top guest favourite
A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.
Guest house in Valparaiso
4.99 out of 5 average rating, 160 reviews

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

Superhost
A spacious dining area is visible, featuring a round table with four black chairs. Natural light floods the space through large windows, illuminating the warm wooden flooring. A spiral staircase is seen in the background, leading to an upper level, while plant life adds a touch of greenery.
Home in Crown Point
4.76 out of 5 average rating, 33 reviews

Cozy home with a hot tub

This quaint and welcoming home offers a comfortable living space with thoughtful amenities throughout. Enjoy a private hot tub, a fenced-in backyard with a fire pit, and an inviting living room featuring a cozy fireplace. The home boasts exceptionally comfortable beds and a fully equipped kitchen, making it ideal for both short- and long-term stays. Pet-friendly accommodations are available upon approval. Franciscan Health, Methodist & St. Mary Medical Center are all within a 10–20 minute drive.

Guest favourite
Guest house in Merrillville
4.92 out of 5 average rating, 185 reviews

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.

Top guest favourite
A welcoming entrance features a bright yellow door against a mint green facade. Brick steps lead to a patio area, adorned with potted plants and a vintage cooler. The sun casts a warm glow over the peaceful lakeside view.
Home in La Porte
5 out of 5 average rating, 168 reviews

UncleLarrysLakePlace HotTubKayaksPingPong

A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

Top guest favourite
A modern farmhouse is showcased, featuring a covered front porch with comfortable seating. Lush greenery surrounds the entrance and a small outdoor seating area with a table and chairs is visible. The structure is complemented by large windows that invite natural light.
Home in Crown Point
4.97 out of 5 average rating, 128 reviews

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!

Top guest favourite
The exterior of a charming guesthouse is depicted, featuring a light blue facade with gabled roof and a door leading to a small outdoor seating area. The space includes a garage door and two lantern-style lights flanking the door.
Bungalow in Chesterton
4.99 out of 5 average rating, 106 reviews

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!

Top guest favourite
A cozy tiny home is situated beside vibrant organic vegetable fields, showcasing rows of leafy greens. The home features a combination of rustic wood and modern metal siding, with large windows and a welcoming porch area that includes chairs for outdoor relaxation.
Tiny home in De Motte
4.94 out of 5 average rating, 157 reviews

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.

Guest favourite
A private cottage is surrounded by lush greenery and features a wooden deck adorned with several blue planters. Steps lead up to the entrance, which is framed by large windows allowing natural light to fill the interior.
Guest house in Valparaiso
4.95 out of 5 average rating, 221 reviews

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.

Top guest favourite
The barn-style property is shown with a two-story deck leading to the entrance. The red exterior contrasts with white railings and a gray metal roof, surrounded by lush greenery. A paved area in front provides ample space, while cornfields are visible in the background.
Barn in Rensselaer
4.99 out of 5 average rating, 364 reviews

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.

Guest favourite
The exterior of a private guest house is shown, featuring a detached two-story structure. A driveway leads to a garage with a white door, while a wooden staircase ascends to the entryway. The surrounding area includes greenery and paved walkways.
Guest suite in Crown Point
4.94 out of 5 average rating, 277 reviews

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.

Top guest favourite
A rustic cottage is nestled among lush greenery, featuring a stone path that leads to the entrance. The home, with blue shutters and a welcoming porch, is framed by a flowering tree and various plants, creating a peaceful setting.
Cottage in Valparaiso
4.89 out of 5 average rating, 613 reviews

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!)

Popular amenities for Lakes of the Four Seasons holiday rentals