Villa holiday rentals in Lake Michigan

Walk Downtown | Private Hot Tub | Sleeps 6

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.

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.

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)

Luxury Up North Villa | Hot Tub, Sauna & Game Room

Escape to Greenside Villa for the ultimate Gaylord winter getaway! This 6BR, 4,000 sq ft home is perfect for ski trips, snowshoe adventures, and multi-family retreats. After hitting the fresh powder, thaw out in your private sauna, relax in the steaming hot tub under the stars, or enjoy the packed game room. Features sweeping golf course winter views, a fully equipped kitchen, fast Wi-Fi, and easy keyless self-check-in. Minutes from local slopes and dining. Book your stay!

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.

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.

Mid-Century Lake Michigan Escape | Private Beach

Wake up to the sun rising over Lake Michigan. Wisconsin Lake Escape is a one-of-a-kind 1959 mid-century lakefront home perched above Lake Michigan, with breathtaking 180° water views and your own private beach below. Designed by noted American architect John Randal McDonald, the home features dramatic floor-to-ceiling glass, three fireplaces, expansive gathering spaces and unforgettable views. Come for the lake. Stay for the people you came with.

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.

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.

Wandering Waves | Beachfront Lake Michigan Stay!

Wandering Waves by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Wake up to sweeping Lake Michigan views in this stylish 2BR/2BA beachfront condo! Just steps from the sand, you’ll enjoy sunrise mornings, wave-filled nights, and unbeatable beach access. Inside, a modern open layout offers a fully equipped kitchen, cozy living area, and private patio with serene water views.

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.

Private beautiful surrounding hot tub mins to Saug

Make lasting memories in this secluded hide away! This stunning home has breathtaking views of the Pottowatomie Preserve with extensive landscaping and fencing throughout. It is only minutes from Saugatuck with the feeling of being miles from everywhere. Features a Gourmet kitchen with large WI pantry, center island, Large stove, Cherry cabinets, Corian counters & soaring wood ceilings.