Villa holiday rentals in Lake Michigan

Find and book unique villas on Airbnb

Top-rated villa rentals in Lake Michigan

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

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Superhost

Villa in McHenry

4.9 out of 5 average rating, 29 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

Guest favourite

Villa in Sheboygan

4.92 out of 5 average rating, 13 reviews

Wandering Waves - Lakefront | Stay on the beach!

Wandering Waves by Great Lakes Getaways! Enjoy breathtaking Lake Michigan views from this updated 2-bedroom, 2-bathroom beachfront condo. Just steps away from the beach, you'll wake up to the sound of waves and stunning sunrises. The spacious, modern interior features a fully equipped kitchen, cozy living room, and patio seating to soak in the serene atmosphere. Perfect for a relaxing getaway, this condo offers comfort, convenience, and a prime location for beach lovers. Book your escape today!

Guest favourite

Villa in Saugatuck

4.89 out of 5 average rating, 114 reviews

Ultra Lux Villa, Chic design, Hot Tub All Year Rou

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.

Guest favourite

Villa in Michigan City

4.89 out of 5 average rating, 197 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.

Guest favourite

Villa in Niles

4.97 out of 5 average rating, 121 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.

Superhost

Villa in Chicago

4.65 out of 5 average rating, 54 reviews

Rooftop | Villa | Events

Gorgeous designer space, a mini Villa but large throughout making it light, bright, airy with feelings of calm and tranquility. Party Backyard/Rooftop Indoor features Luminaire Chandeliers, 10 feet ceilings, Grand Piano, Music Box etc. Huge backyard offer spaces to entertain. You’re booking a private residence: Three levels of home exclusive to your guests/party. Guest can view cameras of all entrances; Roof deck, Front, Back & Alley via Monitor (HDMI-1) 24/7 record.

Top Guest favourite

Villa in Walkerton

4.98 out of 5 average rating, 49 reviews

Lakefront Villa near Chicago & ND at Koontz Lake

200ft of Breathtaking Prime Lake Frontage on 346 acre Koontz Lake Family-Friendly Lakehouse can easily sleep 16+ Spacious Lakefront property with 6 Bedrooms, 3.5 Bathrooms Celebrate Notre Dame or Culver Academy Graduation Explore the area on the Bikes or Kayaks 5 Seater Hot tub, Poker Table, Pool Table, Bar, Grilling & more Golf at nearby Swan Lake Golf Course or Pretty Lake Golf Course Click the Heart to Add Us to Your Wishlist Ask us about Managing your Property

Top Guest favourite

Villa in Saugatuck

5 out of 5 average rating, 74 reviews

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. Starting 1/1/24, the owners John and Valentino manage the rentals, along with those of the other properties in their portfolio. RENT WEEKDAYS in DECEMBER, JANUARY or FEBRUARY for HUGE discounts! Ask us how.

Superhost

Villa in Saugatuck

4.83 out of 5 average rating, 185 reviews

The Swallow

The Swallow cottage is part of historic Bird Center Resort that has been catering to vacationers for 100 years and was fully renovated in 2005. This beautiful 3-bedroom, 2-bath cottage has all of the amenities for a wonderful vacation that will keep you coming back. One block from the SCA theater. The master bedroom has has a King size bed. The second bedroom also has a King size bed. The third bedroom has a queen bed and a twin, this bedroom does not have a closet.

Superhost

Villa in Sheboygan

5 out of 5 average rating, 4 reviews

Breezy Beach - 75 steps to Lake Michigan!

Welcome to Breezy Beach by Great Lakes Getaways! This villa is just 75 steps from Lake Michigan’s sandy shores, with fishing, boating, hiking, and golf all nearby. The pier offers great restaurants, bars, and mini golf—all within walking distance. The resort’s game arcade is next door, while Kohler Resort is a short drive away, and Road America is just 20 minutes out. Whether you’re here to relax or explore, this location puts you in the heart of it all.

Superhost

Villa in Lake Geneva

4.64 out of 5 average rating, 56 reviews

Villa Near Lake Geneva, close to Lake

Our comfortalble one bedroom villa has got you covered on your next getaway! Nearby, you will find a local ski hill, plus canoeing and ziplining outfits. At the resort, you will have access to two championship golf courses, pools, seven on-site restaurants, a spa, and more - all serviced by a local shuttle service. With the additional in-suite washer/dryer and full kitchen, you will be sure to call this property your home away from home!

Superhost

Villa in Chicago

4.8 out of 5 average rating, 15 reviews

HUGE!3BRPrivateHome+Garage+360°Roof+HotTub+EV+12pp

🎉 3-Story 1,700 sqft Home | Sleeps 12 🎉 ✅DM for YOUR SPECIAL RATE! 🎯 Free Private Garage 🎯 Hot Tub 🎯 360° Roof Deck with Skyline + Willis Tower Views Perfect for family trips, romantic escapes, or friend getaways! ✨ Private keyless entry 🛏 Luxury KING, 2 QUEEN beds + cozy fireplace 🍽 Full kitchen + balcony 📺 3 Smart TVs (Netflix, Disney+, Prime) 🚀 Super-fast WiFi Book now for your unforgettable Chicago stay!