Southwest Michigan Holiday Rentals

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Holiday Rentals in Southwest Michigan

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (55)
"Had a wonderful stay at cottage 13, all necessary amenities were available and nice quaint location. Very nice stay overall. "
The Neighborhood Hotel - Grand Beach

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

Cozy Cottage with view of Lake Michigan

10.0 out of 10, Exceptional, (45)
"A very nice little house near the lake. Greg is a great host."
Cozy Cottage with view of Lake Michigan

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

John Cozy Cottage, Sleeps Four

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

Lake View Getaway

10.0 out of 10, Exceptional, (40)
"Property was clean and just as described. Owners were great to interact with and the check in and check out process was very easy and straight forward. We come each you for Thanksgiving with family and always enjoy our stay. "
Lake View Getaway

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

10.0 out of 10, Exceptional, (168)
"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!

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 AU$469
includes taxes & fees
14 Aug - 15 Aug
Breezy Pad, Close to the Lake, with Hot Tub

3 minutes to Lake Michigan on Lake Michigan Wine Trail

9.4 out of 10, Exceptional, (29)
"Enjoyed"
3 minutes to Lake Michigan on Lake Michigan Wine Trail

In the Heart of Three Oaks - Steps to Downtown

10.0 out of 10, Exceptional, (98)
"Great Place, we would stay again"
In the Heart of Three Oaks - Steps to Downtown

Cozy and Clean. Perfect for couples and small families!

10.0 out of 10, Exceptional, (60)
"Close to several beautiful beaches. Loved the area"
Cozy and Clean. Perfect for couples and small families!

South Shore Sunrise: 100% Renovated Lake Home, Pontoon INCLUDED, near Notre Dame

10.0 out of 10, Exceptional, (30)
"Had a great time celebrating birthdays with good friends at this beautiful home."
South Shore Sunrise: 100% Renovated Lake Home, Pontoon INCLUDED, near Notre Dame

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

8.8 out of 10, Excellent, (20)
"Great location, everything is walkable. Master bedroom is fantastic."
Wonderful Downtown Gem W/ Fast WiFi, Firepit, & Central AC - Walk to the Beach

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!

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

9.2 out of 10, Wonderful, (65)
"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!

3BR Condo Close To The Beach! In/OutDoor Pools

10.0 out of 10, Exceptional, (96)
"Lovely condo in great location"
3BR Condo Close To The Beach! In/OutDoor Pools

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

10.0 out of 10, Exceptional, (43)
"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.

Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

10.0 out of 10, Exceptional, (209)
"We had a great stay; the layout was great for our family vacation."
Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

Cozy Couples’ Getaway < 2 Mi to Lake Michigan!

3.5 star property
9.0 out of 10, Wonderful, (4)
"We loved the area and everything there was to do around there. "
Cozy Couples’ Getaway < 2 Mi to Lake Michigan!

Charming & cozy in-town retreat in the heart of New Buffalo

10.0 out of 10, Exceptional, (159)
"Fantastic stay! We celebrated two milestones - our 18th wedding anniversary, as well as our first vacation as a family of three (8 month old daughter). We can’t say enough wonderful things about the house, location, and excellent communication with the property owners! They thought of everything with all the labeled items and beautiful decor to make your stay comfortable. Walkable and close to restaurants, shopping, and more. Thank you for the special memories! "
Charming & cozy in-town retreat in the heart of New Buffalo
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