Villa holiday rentals in Lake Michigan

Picturesque Condo perfect for Golf, Families, Pool

Nestled in a serene and tranquil environment, this property is just a few minutes away from the charming town of Bellaire, where you can enjoy shopping, dining, and the renowned Shorts Brewery. A wealth of recreational activities is at your fingertips, including hiking, boating, skiing, golfing, and biking, all within a short distance from the condo. This location is the ideal vacation getaway, Up North! This lower unit overlooks hole #2 of the Chief Golf Course. Picture yourself relaxing on the

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.

Luxury Retreat near Road America

Private, luxurious home on 25 serene acres. Relax, entertain, or enjoy activities in legendary Elkhart Lake, Road America, Whistling Straits, Black Wolf Run or nearby Lake Michigan. Soaring ceilings and natural light, stocked kitchen, fireplace, apple orchard, outdoor fire pit, large yard with private hunting cabin. Our Villa is a spacious 4-bedroom 3-bath home located 10 mins from Road America, 15 mins from Kohler spa, 25 mins from Whistling straits golf course and 10 mins from Elkhart lake.

Group Retreat Near Ski/Golf | Hot Tub | Game Room

Gather friends and family and head Up North to this spacious golf course retreat. Just 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 Large Deck Overlooking the Green Stone Fire Pit Gas Grill & Charcoal Grill Spacious Kitchen Coffee Bar Two Living Areas 65” Smart TV Game Room Access to Resort Clubhouse w/Heated Pool/Sauna/Restaurant

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. (More photos on socials @stjoeoverlook).

Gorgeous historical mansion on Lake Michigan

Welcome to the historic Carpenter House! This is an opportunity to stay in a former Bed & Breakfast overlooking Lake Michigan. A historical neo-classical home built in 1896 with tons on history. The home was completely renovated a few years ago. Wake up and sit on the front porch and enjoy the beautiful view of Lake Michigan. The house is located in the historical district in Racine. The home boasts a ballroom on the 3rd floor that is suitable for small events and a private cute garden.

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.

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.

Villa Near Lake Geneva | Close to the Airport

Looking for a cozy getaway to Lake Geneva? Our comfortable two bedroom villas have got you covered! 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, indoor and outdoor pools, and horseback riding - all catered 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!