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

Lake Front Condo on Crooked Lake

Welcome to your peaceful retreat! This centrally-located condo is just 10 minutes from Petoskey and 15 minutes from Harbor Springs. Breathtaking views and a family-friendly atmosphere. A scenic walking trail just a block away leads you to Petoskey and Mackinaw City. Winter sports enthusiasts will love being only 10 minutes from skiing at Nubs Knob and Boyne Mountain. Petoskey Brewery is 3 miles away, accessible via the trail. Explore the hiking trails and embrace the beauty of the area. No Pets

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.

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!

Indigo Waters - Steps to the sand! 2BR | Sleeps 7!

Indigo Waters by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Step into this vibrant, updated condo where bold colors and unique touches make for an unforgettable stay. Featuring a custom mural of Sheboygan's South Pier, cozy luxury beds, a modern dining area, and a fully-equipped kitchen—ideal for cooking or hosting. Just steps from Lake Michigan’s beach, it’s the perfect place to relax, explore, and enjoy the best of the Midwest.

FamilyFriendly Golf & Ski Getaway,Walkout Pool

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, resort pool access, 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.

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.

Rivers Edge

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.

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.

Coady Lakefront Bliss | 4BR| Hot Tub| Boat | Kayak

Enjoy private access to Coady Lake with your own boat dock. Relax on the sandy shore, perfect for sandcastles or sunbathing with a good book. Vibrant flower gardens add to the charm of this peaceful retreat. Explore the lake with our free watercraft: kayaks for a morning paddle, a canoe for sunset, or a paddle boat for family fun. Please note we don’t provide a pontoon, but guests are welcome to bring their own to use at the dock. Ready for a memorable escape? Book now!

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.

Breezy Beach | Villa 75 Steps from Lake Michigan

𝐁𝐫𝐞𝐞𝐳𝐲 𝐁𝐞𝐚𝐜𝐡 by 𝐆𝐫𝐞𝐚𝐭 𝐋𝐚𝐤𝐞𝐬 𝐆𝐞𝐭𝐚𝐰𝐚𝐲𝐬! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Just 75 steps from Lake Michigan, this charming villa is ideal for your next getaway. Enjoy fishing, boating, hiking, golf, and nearby restaurants, bars, and mini golf. Family fun awaits at the resort’s arcade, while Kohler Resort and Road America are only a short drive away.