Villa holiday rentals in Lake Michigan

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.

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.

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.

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.

Lovely Lake Lookout - Cozy Condo Steps from Lake

Lovely Lake Lookout by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Unwind at this cozy 2BR/2BA condo just moments from Lake Michigan. Enjoy evenings by the gas fireplace, dine al fresco on the private patio, and explore nearby shops and restaurants. Fully stocked kitchen, comfy spaces, and local tips for watersport adventures. Managed with care by a local team—no waterpark access, but so much more to love.

Lakeview Villa sleeps 10

This 6-bedroom 4.5 bath home is on 13 acres and enjoys uninterrupted views of Lake Bellaire & plenty of privacy, while being in the resort with access to the Beach Club on Lake Bellaire Durning summer months. You can enjoy the sauna or steam shower & then entertain everyone at the bar or on the deck. Plenty of room to entertain, large balconies, wet bar, full kitchen & game area. Close to local attractions dining, shopping, skiing, golf, hiking, biking & more.

Rooftop | Villa

Beautifully renovated luxury residence featuring 3 spacious suites, designer furnishings, antique Murano and Luminaire chandeliers, Young Chang grand piano, new wood flooring, and a spectacular rooftop deck with 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.

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.

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!

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.