Villa holiday rentals in Lake Michigan

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

Family · Value · Pets

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!

Family · Location · Hospitality

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.

Value · Family · Barbecue

Lansing Luxury (Plush 3BD next to golf course)

A cozy, luxury living space full of modern amenities and designer touches. Offering a very unique experience that will surpass expectations. It is truly one of a kind. It has been designed with those in mind who love to relax and/or entertain. Perfect for business and leisure travelers seeking comfortable and relaxing stays. Huge backyard! Must be 30+ to rent. Local short term stays require a deposit. Near MSU/Spartan Stadium, Sparrow, DT Lansing & EL $150 dog cleaning fee (>20lbs)

Family · Location · Outdoor spaces

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.

Family · Value · Decor

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!

Family · Location · Wi-Fi

BoatHouse Villa at Bay Pointe

Steeped in history (circa 1886) with innovative updates, Bay Pointe’s BoatHouse Villa is a historic Gun Lake estate boasting 125′ of private lake frontage. This 5,000 sq. ft. three level home is comfortably elegant and designed for entertaining. The Villa sleeps 15 with 4 bedrooms, 2.5 baths a loft and gourmet kitchen. The spacious furnished balcony offers sunrise and sunset views. The covered lakefront veranda offers a firewall and private dock.

Family · Location · Check-in

Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi

Perfect Paradise by Great Lakes Getaways! Unwind in this spacious 4-bedroom, 3-bath beachfront condo—perfect for families or groups. Enjoy a luxurious master suite with a 2-person jacuzzi tub, cozy gas fireplace, and private balcony overlooking the courtyard and Lake Michigan. With 7 beds, a fully stocked kitchen, in-unit washer/dryer, and stylish living spaces, comfort and convenience come standard. Your relaxing lakeside getaway starts here.

Value · Location · Beach

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.

Location · Family · Amenities

Rooftop | Villa

Beautifully renovated luxury residence featuring 3 spacious suites, designer furnishings, antique chandeliers, Young Chang grand piano, new wood flooring, and a spectacular rooftop deck with peek views Lake Michigan views. Family-friendly and ideal for executive or extended stays, the home offers peaceful, elegant living with premium appliances, private terraces, and thoughtfully curated interiors designed for comfort and relaxation.

Family · Value · Parking

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!

Location · Family · Bathroom

Pet-Friendly A-Frame with Chef Service & Firepit

Nestled in the trees just a half-mile outside of Saugatuck, this A-frame home is your private escape from everyday life. In this secluded retreat, you’ll find the space to reconnect with yourself and others. This home has been hosting short-term rentals since 2021. The super host owners, John and Valentino, have been managing the home since 2024, along with the other properties in their portfolio.

Family · Location · Barbecue