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.

Family-Friendly Golf & Ski Getaway | Walkout + Poo

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.

Multi-Family Retreat Near Skiing | Hot Tub | Sauna

Gather friends and family and head Up North to this spacious golf course retreat in Michaywe. Minutes from downtown Gaylord, this green-side home is close to all the action! Otsego Resort & Treetops Resort are nearby, as well. Enjoy everything this 6-bedroom, 3-bath villa offers: Hot Tub w/Gazebo Sauna Large Deck Overlooking the Green Stone Fire Pit Gas & Charcoal Grill Spacious Kitchen Coffee Bar Two Living Areas 3 x Smart TV's Game Room Access to Resort Clubhouse w/Heated Pool & Sauna

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.

Family-Friendly Lakefront Retreat at "The Roost"

🌊 100 ft Houghton Lakefront 🏡 Four Cabins for 16 Guests 🪑 "The Porch" with Rocking Chairs 🚤 Paddleboards, Kayaks & Games 📺 Wi-Fi & TVs in Every Cabin Discover The Roost on Houghton Lake, a family-friendly resort with 100 feet of shoreline and four cozy cabins that sleep up to 16 guests. Swim, paddle, play yard games, or relax at “The Porch” with six rocking chairs, all while enjoying Wi-Fi and TVs in every cabin, making your stay both fun and comfortable.

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.

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.

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!