Southwest Michigan Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Southwest Michigan

The Neighborhood Hotel - Grand Beach
4.0 star property
9.6 out of 10, Exceptional, (62)
"Absolutely perfect, we loved every bit of our stay!"
The Neighborhood Hotel - Grand Beach
Breezy Pad, Close to the Lake, with Hot Tub
9.2 out of 10, Wonderful, (99)
"The house is just what it was described! We love it! Highly recommended "
The price is AU$309
includes taxes & fees
19 Oct - 20 Oct
Breezy Pad, Close to the Lake, with Hot Tub
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined
9.4 out of 10, Exceptional, (103)
"Our family spent the holiday at this incredible house and everything was perfect. We would definitely stay here again and highly recommend it. "
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined
Sunset Dunes Vacation Villas
3.0 star property
9.6 out of 10, Exceptional, (11)
"The apartment was wonderful, close to the Red Bud Race track, restaurants, and of course, the beach! We would definitely stay here again. "
Sunset Dunes Vacation Villas
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
10.0 out of 10, Exceptional, (78)
"Overall wonderful experience. Mary was so communicative and helpful. The house was beautiful and the perfect place for a long weekend with friends. Great outdoor area for gathering! Can’t recommend this place enough, we will definitely be back! "
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
2.0 star property
10.0 out of 10, Exceptional, (27)
"House was perfect for our multi family family vacation! Amenities were wonderful and its clear that Tim is passionate about hosting a wonderful saty for all his guests! "
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
Stay in downtown Three Oaks overlooking the main street!
9.8 out of 10, Exceptional, (160)
"15 minutes away from Warren Dunes. This place is nicely decorated, spacious and comfortable. We enjoyed our stay. Would definitely recommend and would consider staying again. "
The price is AU$482
includes taxes & fees
28 Oct - 29 Oct
Stay in downtown Three Oaks overlooking the main street!
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
9.2 out of 10, Wonderful, (68)
"We have stayed at this property 7x and it was another great experience. Peaceful and quiet setting and with the hot weather, the pool was used extensively. Walking distance to everything and the neighborhood is perfect for walking our dog. "
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Cozy and Clean. Perfect for couples and small families!
10.0 out of 10, Exceptional, (68)
"Stayed at this property for a quick sister weekend getaway. It was perfect size for the two of us. Very clean and well maintained. Great book of local recommendations for dining and beaches. Would definitely stay here again! "
Cozy and Clean. Perfect for couples and small families!
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
9.6 out of 10, Exceptional, (9)
"We loved our stay! The cottage is very nice and cozy and had everything we needed. The riverfront property really is a gem, and the kayaks and bicycles were very nice perks. It was so quiet and relaxing that we're already talking about returning for another visit! We've also been recommending it to our friends."
The price is AU$484
includes taxes & fees
22 Oct - 23 Oct
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
Historic Silver Beach house - 1 block from downtown State St.
9.6 out of 10, Exceptional, (52)
"We loved the accessibility to downtown, the restaurants, the shops (Kilwins and Full of Crepe were favorites) And also to the beach. We could walk everywhere and enjoy everything thing St Joe offers. We were a large family group with a lot of different ages, from an infant to retirees. Everyone enjoyed the house. Very clean with enough room for our group of 14. We will be back!"
Historic Silver Beach house - 1 block from downtown State St.
Shorewinds beachhouse Garden Gate opens directly to beachpath No roads to cross!
10.0 out of 10, Exceptional, (185)
"We absolutely loved our stay! The cottage was very nicely decorated and clean. The location is perfect if you’re looking for beach-time. Communication was a breeze, and the property is exactly as stated in the listing. Would 100% stay there again!"
Shorewinds beachhouse Garden Gate opens directly to beachpath No roads to cross!
Beautiful Beach Front Luxury Home on Lake Michigan, Private Beach, Pool, Hot Tub
9.8 out of 10, Exceptional, (79)
"From the second you pull up and look through the front door you will realize how special the stay is going to be. We enjoyed a golf trip in the area and spent time in the hot tub, swimming in the lake, and making fires at night. It was a perfect place for our group and we hope to stay again next year."
Beautiful Beach Front Luxury Home on Lake Michigan, Private Beach, Pool, Hot Tub
Picturesque Home on Lake Michigan w/ patios, gas grill & WIFI
2.0 star property
8.4 out of 10, Very good, (7)
"We absolutely loved the place. The backyard was beautiful, the views were beautiful and the house was beautiful. There was a private beach, which was nice to have. The host was also very responsive. It was exactly what we were looking for and I would stay again."
Picturesque Home on Lake Michigan w/ patios, gas grill & WIFI
Woodshores Retreat - walk to beach, hot tub, pets
9.6 out of 10, Exceptional, (65)
"Great house for a large family. The host was very helpful and responsive. Nice proximity to the beach. I recommend Silver Beach about 15 minutes away, but our dogs loved the closer beach, Hagar. That beach was so nice and close , but my parents could not handle the almost 100 steps to get down. It was our first time to Lake Michigan and I would recommend this house! Just don’t go the Waterfront Restaurant unless there is a big sign reading under new management. "
Woodshores Retreat - walk to beach, hot tub, pets
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
10.0 out of 10, Exceptional, (52)
"Easy access to downtown and good space for 2 families. "
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Beach house with Private Heated Pool, Jacuzzi, Firepit. Steps to beach and park.
9.4 out of 10, Exceptional, (12)
"Very nice very convenient would stay again."
Beach house with Private Heated Pool, Jacuzzi, Firepit. Steps to beach and park.
Hot tub & Pool in Gorgeous Wooded Community
9.8 out of 10, Exceptional, (38)
"Beautiful home, great location "
Hot tub & Pool in Gorgeous Wooded Community
Wine & Waves | Downtown Rooftop Deck | Fireplace
9.8 out of 10, Exceptional, (16)
"Very cozy spot in the heart of St Joseph. Within walking distance to everything, including the beach! We had a great time and would recommend to anyone looking for a mini getaway. "
Wine & Waves | Downtown Rooftop Deck | Fireplace
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!
10.0 out of 10, Exceptional, (181)
"We were all impressed with the home's space, cleanliness, and location to the beach, pool, restaurants, and shops!"
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Michigan Hotel Reviews

Find out more about Southwest Michigan

Everything you need to know about Southwest Michigan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Michigan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Michigan holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southwest Michigan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Michigan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwest Michigan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southwest Michigan holiday rentals we have selected for you start as low as AU$309 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southwest Michigan rentals

At Expedia, we put the best Southwest Michigan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southwest Michigan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Michigan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Michigan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.