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Top Holiday Rentals in Southwest Michigan

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (55)
"This property was in a wooded area. It would be a great place to stay on retreat with a group or with friends that want to go glamping. There’s a pool, firepit, and a nice community area. Our room was clean and the customer service was great. It’s not within walking distance of the beach, shopping, or restaurants so keep that in mind. We had to drive everyday."
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, (72)
"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

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (89)
"We had a great time and appreciated the little touches that made our stay great! "
The price is £200
includes taxes & fees
4 Aug - 5 Aug
Breezy Pad, Close to the Lake, with Hot Tub

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

9.8 out of 10, Exceptional, (17)
"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, (167)
"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!

Beautiful woodsy setting a 10 minute walk to the beach!

9.0 out of 10, Wonderful, (16)
"Very smooth, exactly as described!"
Beautiful woodsy setting a 10 minute walk to the beach!

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

10.0 out of 10, Exceptional, (40)
"The home was perfect. Right near the downtown area. Had everything you needed. And super cozy!!"
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

'Rustic Refined Retreat’ Lakeside Home - Walk to Everything!

10.0 out of 10, Exceptional, (191)
"Awesome property for a single family..great layout..perfect location "
'Rustic Refined Retreat’ Lakeside Home - Walk to Everything!

Cozy Couples’ Getaway < 2 Mi to Lake Michigan!

3.5 star property
8.8 out of 10, Excellent, (3)
"We loved the area and everything there was to do around there. "
Cozy Couples’ Getaway < 2 Mi to Lake Michigan!

Relax Lakefront-Stunning Lake Views in Popular Sister Lakes! Private Sand Beach!

10.0 out of 10, Exceptional, (59)
"This house accommodated our large crew. The host was very responsive, and we look forward to staying in the future."
Relax Lakefront-Stunning Lake Views in Popular Sister Lakes! Private Sand Beach!

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

Diamond Lake Island Cabin

9.0 out of 10, Wonderful, (35)
"Absolutely perfect weekend getaway! "
Diamond Lake Island Cabin

Cozy and Clean. Perfect for couples and small families!

10.0 out of 10, Exceptional, (59)
"Close to several beautiful beaches. Loved the area"
The price is £264
includes taxes & fees
3 Aug - 4 Aug
Cozy and Clean. Perfect for couples and small families!

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

9.0 out of 10, Wonderful, (4)
"Great spot for a weekend getaway. Close to a great beach, shops, restaurants and a weekend farmers market. Check in was easy and the kitchen had all the supplies we needed. "
Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!

Perfect Location for your Beach/Lake MI stay! You'll Love This Beautiful Home!

10.0 out of 10, Exceptional, (47)
"The house was very clean and in a grrat location "
Perfect Location for your Beach/Lake MI stay! You'll Love This Beautiful Home!

Cozy Union Pier House w/ Hot Tub, Deck & Backyard!

9.6 out of 10, Exceptional, (71)
"The house was perfect with extras like beach chairs and toys that I didn’t expect. Enjoyed the back deck too. Will consider this place again in the future. "
Cozy Union Pier House w/ Hot Tub, Deck & Backyard!

Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!

9.8 out of 10, Exceptional, (233)
"Three sisters traveling looking for sea glass and heading to Ontario Canada. "
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!

3 minutes to Lake Michigan on Lake Michigan Wine Trail

9.4 out of 10, Exceptional, (28)
"Enjoyed"
3 minutes to Lake Michigan on Lake Michigan Wine Trail

Cozy Hidden Retreat Close to Lake Michigan

10.0 out of 10, Exceptional, (29)
"House was great for my daughter and I to stay while visiting winery"
Cozy Hidden Retreat Close to Lake Michigan
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