Villa holiday rentals in Lake Michigan

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Top-rated villa rentals in Lake Michigan

Guests agree: These villas are highly rated for location, cleanliness and more.

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Superhost

A log-sided home is set against a clear blue sky, overlooking a heated pool. Lush greenery surrounds the pool area and a spacious deck features seating and umbrellas. The house showcases large windows and a balcony that opens to the serene landscape.

Villa in McHenry

4.93 out of 5 average rating, 41 reviews

Fabulous Cabin

WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), Hot tub open from Oct 15th to Apr 15thGAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, finished walkout basement in with a custom built bar

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Top Guest favourite

A spacious living area features a vaulted ceiling with ample natural light. A modern fireplace serves as a focal point, surrounded by comfortable seating arrangements. A dining area with wooden chairs is visible in the background, enhancing the atmosphere of warmth and togetherness.

Villa in Gaylord

5.0 out of 5 average rating, 52 reviews

Luxury Golf Villa: Hot Tub, Sauna & Resort Access

Ultimate Michaywe Golf Retreat ⛳️ Escape to this stunning 6BR/3BA villa overlooking the greens in Gaylord! Perfect for large groups, this retreat blends "Up North" charm with resort luxury. Why you’ll love it: ✨ Relax: Private hot tub, sauna, & stone fire pit. 🎮 Play: Full game room & access to resort pools. 🍳 Host: Massive kitchen, coffee bar, & dual living areas. Minutes from Otsego & Treetops resorts. Whether you're here to golf or grill on the deck, your Michigan getaway starts here!

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Guest favourite

An outdoor space is featured with a private hot tub situated beneath a wooden trellis. Sunlight filters through the slatted roof, casting patterns on the patio. Surrounding greenery and well-placed seating enhance the tranquil atmosphere, inviting relaxation.

Villa in Saugatuck

4.89 out of 5 average rating, 133 reviews

Hot Tub All Year Round. Luxury Villa, Chic design.

Merry Villa is the perfect gateway located in a quiet neighborhood few blocks away from downtown Saugatuck. A modern chic villa specially prepared with a lot of design and amenities, with 3 bedrooms, 2.5 bathrooms, private outdoor hot tub gazebo, a gorgeous patio with elegant outdoor seating, outdoor shower, double seat glider swing, 2 parking spaces, Wi-Fi, Smart TV and much more. Every detail has been considered in this beautiful villa which was designed for luxurious comfort and relaxation.

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Superhost

Villa in Racine

4.75 out of 5 average rating, 124 reviews

Wisconsin Lake Escape - Villa with Pvt Beach

Designed by American Architect John Randal Mcdonald in 1959, this lakefront Mid century home, perched on a bluff on Lake Michigan boasts spectacular sunrises, breathtaking 180 deg views and steps to a private beach! This designer home is a gem to recharge, escape, a honeymoon destination, a retreat, a family reunion, or a small getaway with other couples!! And if you're a digital nomad, to work in a stunning location. The sound of waves, 3 fireplaces and outdoor firepits, will rejuvenate you!

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Top Guest favourite

A sandy path leads from the grass-covered dunes to the beach, with footprints visible in the sand. The scene features a clear blue sky and calm ocean waves in the distance, inviting a sense of peaceful seaside access.

Villa in Michigan City

4.9 out of 5 average rating, 234 reviews

Steps from the beach. Entire beach villa renovated

Private, ~800 sq ft, ground-level renovated beach villa with close trail access to the beach. Includes 1 BR with queen bed, 1 BR with futon & extra folding guest bed, kitchen, bathroom, & living room with small couch that converts to sleeping space if needed. Amenities: washer/dryer, free wi-fi/streaming services, 2 free parking spaces, AC/heating, self check-in, laptop friendly workspace, games, complimentary coffee/tea, beach chairs, towels, umbrella & toys, & cleaning/laundry supplies.

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Guest favourite

An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.

Villa in Niles

4.97 out of 5 average rating, 135 reviews

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Waterfront property with a private hot tub, pool, and tennis court, making it an ideal destination for those seeking both relaxation and recreation. Visit beautiful Southwest Michigan and stay at the St. Joe Overlook. Take a swim in the pool, unwind in the hot tub, take the kayaks out for a river cruise, or sit by the fire. Enjoy this stunning location and top-notch amenities. A trip to the St Joe Overlook is the perfect place to gather & reconnect. Maximum Guest Count 16.

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Guest favourite

A private deck features a hot tub surrounded by blooming flowers in a large planter. Comfortable lounge chairs are positioned nearby under sun umbrellas, offering a serene spot to relax among the trees.

Villa in Saugatuck

4.92 out of 5 average rating, 212 reviews

Private large yard, close to town, hot tub, Lake!

With this 4 bedroom, 3 full bath cottage you are not just renting a vacation rental but an adventure! This cottage has access to Silver lake (approx. 200 yards, house not directly on the lake), a beach a dock, 2 kayaks, paddle board, and a golf cart to get to the lake. Paddle to downtown Saugatuck or down the river to Lake Michigan. If you chose to relax in the cottage you can relax on one of two large decks, play pool, indoor shuffle board table, or sit in the hot tub.

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Guest favourite

Villa in Bellaire

4.91 out of 5 average rating, 34 reviews

Chief Golf Condo 2 bedroom

Your Perfect Bellaire Basecamp—Four Seasons of Fun & Relaxation Welcome to your family-friendly, all-season golf-front retreat located directly on Hole #2 of the Chief Golf Course, just minutes from Bellaire. This easy-access lower-level condo features a private walkout patio with grill, two full bathrooms, and a spacious open living area—perfect for summer golf trips, fall color tours, winter ski adventures near Schuss Mountain, and relaxing family getaways year-round.

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Guest favourite

Villa in Sheboygan

4.96 out of 5 average rating, 47 reviews

The Cottage - Beachfront Condo on Lake Michigan

The Cottage by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Escape to this newly renovated beachfront condo nestled along the serene shores of Lake Michigan. Indulge in modern comforts, soak in breathtaking views, and savor the ease of direct beach entry. Your lakeside sanctuary awaits. Experience the warmth and charm of Sheboygan's South Pier with unparalleled lake access—a premier destination!

LocationValueCleanliness

Top Guest favourite

Villa in Wood Dale

5.0 out of 5 average rating, 64 reviews

Fun 5BR 4.5BA, Pool, Hot Tub, Game Rm, Near O’Hare

Welcome to this spacious and comfortable home in Wood Dale, ideally located near O’Hare Airport and Downtown Chicago. Perfect for families and groups, this home features multiple bedrooms, a fully equipped kitchen, free parking, and relaxing living spaces. Enjoy easy access to shopping, restaurants, parks, and nearby attractions. Whether you're visiting for business or leisure, this home offers comfort, convenience, and great value for your stay.

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Top Guest favourite

Villa in Plymouth

4.98 out of 5 average rating, 54 reviews

Road America Oasis: 25 Acres, Hot Tub & Orchard

Race weekend retreat on 25 quiet acres — soak under the stars in the hot tub, cook for the crew in a chef's kitchen, and unwind by the fireplace. 15 min from Road America and Elkhart Lake. Hot tub, fire pit, walking trails, apple orchard, in-home gym, and 3-season sunroom in the woods. 4BR/2.5BA luxury villa sleeps 8. Quiet, private, and built for relaxation — perfect for race teams, race fans, and groups looking for a luxurious summer getaway.

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Superhost

The exterior of a mid-century modern tri-level home is showcased amidst a spacious green yard. Surrounding trees provide shade, contributing to the peaceful ambiance of the property. A large driveway is visible, accommodating multiple vehicles.

Villa in Hales Corners

4.93 out of 5 average rating, 59 reviews

Beautiful 6 bedroom with Heated Pool & Jacuzzi

Relax with the whole family at this peaceful place to stay right in the middle of beautiful Whitnall Park. You won't find a more peaceful view of the woods and park. Our beautiful home has a large heated pool with brand new 6 person jacuzzi. Brand new Kitchen and updated bathrooms. Master suite is very romantic with steam shower, jacuzzi tub, and luxury bed and fireplace. Family Friendly OR Romantic Getaway!

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