Holiday Rentals in Southwest Michigan

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Holiday Rentals in Southwest Michigan

Our top choices for Southwest Michigan holiday rentals

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (57)
"Great stay for a large family, stayed in the 3 bedroom suite. "
The Neighborhood Hotel - Grand Beach

Sunset Dunes Vacation Villas

3.0 star property
10.0 out of 10, Exceptional, (8)
"This is an attractive, comfortable, well-maintained, and conveniently located rental. We enjoyed our stay and would 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, (74)
"This house is a great setup and well taken care of. The owners are very responsive and location is close to everything."
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

Cozy Cottage with view of Lake Michigan

10.0 out of 10, Exceptional, (47)
"A very nice little house near the lake. Greg is a great host."
Cozy Cottage with view of Lake Michigan

Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

9.2 out of 10, Wonderful, (67)
"Had the best weekend at this house. The house was clean, updated, and had everything we could need. Will be staying again. "
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

3 minutes to Lake Michigan on Lake Michigan Wine Trail

9.4 out of 10, Exceptional, (30)
"Enjoyed"
3 minutes to Lake Michigan on Lake Michigan Wine Trail

Juniper Presents: A Magnificent Lakefront Vacay Home w/ Private Beach

10.0 out of 10, Exceptional, (5)
"We had a small family reunion with the intention of just relaxing, walking the beach/swimming, and enjoying company. This was the perfect venue to achieve this."
Juniper Presents: A Magnificent Lakefront Vacay Home w/ Private Beach

Cozy and Clean. Perfect for couples and small families!

10.0 out of 10, Exceptional, (64)
"Close to several beautiful beaches. Loved the area"
Cozy and Clean. Perfect for couples and small families!

Scenic Southwest Michigan Awaits!

10.0 out of 10, Exceptional, (123)
"We loved our stay here- it was perfect for our family including 2 kids. It was local to lots of fun stuff to do in Baroda & Bridgman. The house was immaculate and clean! We loved the game room, our kids played in there every day. The house had everything we needed- so appreciative of the extra blankets, beach towels & beach toys. Very quiet area and easy to get to. We had a great stay! "
The price is €202
includes taxes & fees
8 Sept - 9 Sept
Scenic Southwest Michigan Awaits!

Juniper Presents: Lakefront Getaway and Outdoor Living Redefined

9.4 out of 10, Exceptional, (100)
"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

Beach Condo downtown St. Joseph Waterfront District. Five Stars!!

10.0 out of 10, Exceptional, (82)
"The three bedroom layout was really nice, with a living area that felt spacious. We enjoyed our visit!"
Beach Condo downtown St. Joseph Waterfront District. Five Stars!!

John Cozy Cottage, Sleeps Four

9.0 out of 10, Wonderful, (81)
"The cottage was very clean."
John Cozy Cottage, Sleeps Four

Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!

9.8 out of 10, Exceptional, (20)
"Great long weekend .. easy location to enjoy all of the town and the beach!! Clean and well equipped for our enjoyment!"
Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!

Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

10.0 out of 10, Exceptional, (171)
"This property is beautiful with a lot of space, bedrooms, and bathrooms. The location was perfect for walking to the beach, restaurants, and shopping. Can't wait to visit again!"
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

Owls Nest Beach House - Just Steps From Our Private Beautiful Sandy Beach

10.0 out of 10, Exceptional, (96)
"This is my second time visiting the Owls Nest and it was once again wonderful. Great amenities, location and host. Hope to stay again!"
Owls Nest Beach House - Just Steps From Our Private Beautiful Sandy Beach

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (90)
"House was clean, hot tub was hot and the wifi worked great "
The price is €241
includes taxes & fees
18 Sept - 19 Sept
Breezy Pad, Close to the Lake, with Hot Tub

Fun for the whole family, a romantic get-a-way or girls weekend. We have it all

9.6 out of 10, Exceptional, (84)
"The place was amazing! Well maintained and everything we could’ve asked for, would definitely return!"
Fun for the whole family, a romantic get-a-way or girls weekend. We have it all

Welcome to Holiday House! Cozy, modern home 7 min. from the beach and wineries.

10.0 out of 10, Exceptional, (44)
"The house was very clean and comfortable! We had a wonderful time!"
Welcome to Holiday House! Cozy, modern home 7 min. from the beach and wineries.

Cozy Hidden Retreat Close to Lake Michigan

10.0 out of 10, Exceptional, (34)
"House was great for my daughter and I to stay while visiting winery"
Cozy Hidden Retreat Close to Lake Michigan

DOG FRIENDLY! HOTUB! WARREN DUNES

10.0 out of 10, Exceptional, (148)
"The location was great for everything we wanted to do- beach, dunes, breweries, wine bars and restaurants. The house and amenities were very nice. Loved the backyard and hot tub. Very pet friendly!"
DOG FRIENDLY! HOTUB! WARREN DUNES
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.
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Top Southwest Michigan Hotel Reviews