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Browse Select Southwest Michigan Holiday Homes

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (83)
"We had a great time and appreciated the little touches that made our stay great! "
The price is £280
includes taxes & fees
17 Jul - 18 Jul
Breezy Pad, Close to the Lake, with Hot Tub

Charming 2-bedroom house in delightful New Buffalo with hot tub

10.0 out of 10, Exceptional, (3)
"The house is in a great location with wonderful amenities. Walkable to restaurants, shops, and the beach. Very clean, nice backyard and a well stocked kitchen. We loved the hot tub! We are hoping to return in the future!"
Charming 2-bedroom house in delightful New Buffalo with hot tub

Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!

10.0 out of 10, Exceptional, (1)
"Driftwood Cottage has everything you need for a dreamy Midwest lake holiday. The home is comfortable, clean and well equipped with everything you need whether beach chairs, toys, towels or board games later on. Management is easy to reach and responsive.The beach itself is private, close and even has parking. Our family loved the experience and look forward to returning. "
Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!

Red Pine Retreat- 3BR/2BA private cottage, fire pit+patio, walk to beach+shops!

10.0 out of 10, Exceptional, (3)
"The check-in was easy, and the place was very clean.The location was perfect, and the host was very responsive and accommodating, always quick to answer any questions I had. Overall, it was a great experience, and I would definitely recommend it! "
Red Pine Retreat- 3BR/2BA private cottage, fire pit+patio, walk to beach+shops!

Cozy lake house in Sister Lakes Michigan - family or friends retreat.

9.8 out of 10, Exceptional, (40)
"We had a greag stay! We would definitely stay again!"
Cozy lake house in Sister Lakes Michigan - family or friends retreat.

The Harbor Hideout - Riverside home near Beaches, Pier, downtown shops

10.0 out of 10, Exceptional, (2)
"This was the perfect space for our multi-family get away! As soon as we arrived we were all pleasantly surprised. Pictures do not do this place justice, it is beautiful and the view is fantastic. We had all ages, 1 to 61, and even the children complimented the property and asked when we could come back and stay here again. We had everything we could've needed there including a crib and a pack n play which was such a pleasant surprise. We had 7 kids with us and none of them got bored thanks to...
The Harbor Hideout - Riverside home near Beaches, Pier, downtown shops

Beautiful 'Home Away From Home' mins to Lake Michigan Beaches & Golf!

10.0 out of 10, Exceptional, (4)
"The property was perfect for my family. We were in town for a wedding and this house worked out great for us! We all had plenty of room and each had our own bed. One of the bedrooms is connected to the master bedroom. The other three bedrooms are off the hallway. The place is very well maintained and has everything you need for a great vacation. I highly recommend Will's place and I would definitely stay here again if I am ever in Benton Harbor, MI again."
Beautiful 'Home Away From Home' mins to Lake Michigan Beaches & Golf!

Stealth Cottage | Lakeside historic stay with a dock, bars, and athletic courts

8.4 out of 10, Very good, (9)
"stayed for 4 days and loved every second of it. The house/property is in a great location, easy to find, close to dining and shops as well. All in all, 10/10 stay."
Stealth Cottage | Lakeside historic stay with a dock, bars, and athletic courts

Lake Michigan Getaway - Jacuzzi Tub - PET FRIENDLY

The price is £698
includes taxes & fees
5 Jul - 6 Jul
Lake Michigan Getaway - Jacuzzi Tub - PET FRIENDLY

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

10.0 out of 10, Exceptional, (165)
"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!

Luxe New Buffalo Cabin

Luxe New Buffalo Cabin

Wonderful Downtown Gem W/ Fast WiFi, Firepit, & Central AC - Walk to the Beach

8.8 out of 10, Excellent, (17)
"Great location, everything is walkable. Master bedroom is fantastic."
Wonderful Downtown Gem W/ Fast WiFi, Firepit, & Central AC - Walk to the Beach

Beautiful all-new 5br/5.5ba home with private beach and hot tub in Union Pier!

Beautiful all-new 5br/5.5ba home with private beach and hot tub in Union Pier!

2-3 nt min Quiet neighborhood Blks to town/beach Fenced yard Grill Fire Pit

10.0 out of 10, Exceptional, (60)
"Nice property and location! "
2-3 nt min Quiet neighborhood Blks to town/beach Fenced yard Grill Fire Pit

Scenic Southwest Michigan Awaits!

10.0 out of 10, Exceptional, (116)
"The duplex was a great place to stay."
Scenic Southwest Michigan Awaits!

Cozy private bungalow - Hot Tub - Walk to Lake Michigan!

10.0 out of 10, Exceptional, (53)
"Perfect place your a stay, beautiful and everything was nicely prepared for us!! Wine, snacks and a hot tub what could be better!!!"
Cozy private bungalow - Hot Tub - Walk to Lake Michigan!

Lakeside Summer Cottage: Steps to the Beach – The Perfect Spot for a Summer Escape!

9.2 out of 10, Wonderful, (23)
"Perfect place to stay if youre looking to relax at a beautiful beach nearby."
Lakeside Summer Cottage: Steps to the Beach – The Perfect Spot for a Summer Escape!

John's Beachside Cottage -- Short Walk To Terrific Lake Michigan Beach

9.4 out of 10, Exceptional, (58)
"This property was exactly what I needed for my situation. It was perfectly located, clean, included everything I needed to have a comfortable stay, and the host was great to work with."
John's Beachside Cottage -- Short Walk To Terrific Lake Michigan Beach

The Bank- Historic Charm, Modern Stay in the Heart of Three Oaks

10.0 out of 10, Exceptional, (2)
"It was an incredible stay the place was unique extremely comfortable and clean. There wasn't anything you needed everything was provided the property manager path was extremely responsive and very helpful with suggestios.The beds were extremely comfortable we had six people staying and plenty of room. The town itself was charming and the people were extremely friendly.I would definitely recommend anybody that needs to stay in the area stay here.."
The Bank- Historic Charm, Modern Stay in the Heart of Three Oaks

Enjoy Lake Michigan beaches and beautiful wine country

9.8 out of 10, Exceptional, (40)
"This property is a great place to stay! Close to everything you need!"
Enjoy Lake Michigan beaches and beautiful wine country
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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