A riverside walkway with a bridge, modern buildings, and string lights.

Southwest Michigan Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Southwest Michigan holiday rentals

A wooden cabin with a porch, picnic tables, and a grill.

1. Sister Lakes of Michigan Glamping Cabin #4

Sister Lakes of Michigan Glamping Cabin #4
Dowagiac
9.8 out of 10, Exceptional, (9 reviews)
"Very nice place"
United States
Robert K.
The price is HK$1,247
HK$1,427 total
includes taxes & fees
7 Sept - 8 Sept
Sister Lakes of Michigan Glamping Cabin #4
A grassy outdoor area with a large tree, a fire pit, and several blue Adirondack chairs.

2. Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (79 reviews)
"We really enjoyed our overnight stay here. The hosts had great communication and were very welcoming. We hope to stay here again to experience more of what the property and the area have to offer. "
United States
Mercer A.
The price is HK$1,098
HK$1,435 total
includes taxes & fees
9 Sept - 10 Sept
Secluded Country Cabin
A beach with a yellow triangular structure, two benches, and people in the background.

3. Breezy Pad, Close to the Lake, with Hot Tub

Breezy Pad, Close to the Lake, with Hot Tub
St Joseph
9.2 out of 10, Wonderful, (146 reviews)
"Great place to get away for a long weekend"
United States
Tammi W.
The price is HK$1,403
HK$1,880 total
includes taxes & fees
14 Sept - 15 Sept
Breezy Pad, Close to the Lake, with Hot Tub
A row of blue cottages with red chairs and a sign advertising rentals at Stater Lakes Cottages.

4. Sister Lake Cottages - Unit 2

Sister Lake Cottages - Unit 2
Dowagiac
8.2 out of 10, Very good, (21 reviews)
"Everything was great, only wished paper towels and Kleenex were supplied. Also the water from faucets was very smelly..had to buy are own."
United States
Michael A
The price is HK$932
HK$1,425 total
includes taxes & fees
7 Sept - 8 Sept
Sister Lake Cottages - Unit 2

5. Rivers Edge Lofts - Unit 1

Rivers Edge Lofts - Unit 1
Niles
9.8 out of 10, Exceptional, (58 reviews)
"Great location. Within walking distance of shops and eateries in downtown Niles. Very clean."
United States
Louis W.
The price is HK$1,200
HK$1,739 total
includes taxes & fees
13 Sept - 14 Sept
Rivers Edge Lofts - Unit 1

6. Accessible 2BR Suite w/ Dining Area & Breakfast

Accessible 2BR Suite w/ Dining Area & Breakfast
Benton Harbor
The price is HK$2,109
HK$2,647 total
includes taxes & fees
7 Sept - 8 Sept
Accessible 2BR Suite w/ Dining Area & Breakfast
A wooden cabin with a porch, a picnic table, and a grill area.

7. Sister Lakes of Michigan Glamping Cabin #3

Sister Lakes of Michigan Glamping Cabin #3
Dowagiac
10.0 out of 10, Exceptional, (2 reviews)
"Loved it planning for next year already"
United States
Shauna M.
The price is HK$1,247
HK$1,502 total
includes taxes & fees
7 Sept - 8 Sept
Sister Lakes of Michigan Glamping Cabin #3
A wooden deck with wicker furniture and a glass table.

8. Perfect getaway! Modern, rustic cottage on the St. Joseph River.

Perfect getaway! Modern, rustic cottage on the St. Joseph River.
St. Joseph
9.8 out of 10, Exceptional, (13 reviews)
"Julie was very responsive via messages as my parents were staying here and I was the main contact. They enjoyed their stay very much! "
United States
Raymie G.
The price is HK$1,764
HK$3,069 total
includes taxes & fees
15 Sept - 16 Sept
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
A beach with clear water, a sandy shore, and a distant hill.

9. Rivers Edge Lofts - Unit 5

Rivers Edge Lofts - Unit 5
Niles
9.6 out of 10, Exceptional, (33 reviews)
"This place was amazing! Super nice, safe and secure, great communication. Fair price. I would definitely stay here again."
United States
Derek
The price is HK$744
HK$1,215 total
includes taxes & fees
7 Sept - 8 Sept
Rivers Edge Lofts - Unit 5
A bedroom with a bed, a dresser, a television, and a potted plant.

10. Bluffview on the river l putting green & sauna

Bluffview on the river l putting green & sauna
Berrien Springs
9.0 out of 10, Wonderful, (38 reviews)
"Beautiful place with great amenities. Was perfect for our annual friend staycation!"
United States
Jenna J.
The price is HK$2,783
HK$4,150 total
includes taxes & fees
8 Sept - 9 Sept
Bluffview on the river l putting green & sauna
A modern living room with a large sliding glass door leading to a balcony, a dark leather sofa, a coffee table, and a painting on the wall.

11. Luxury Waterfront Condo

Luxury Waterfront Condo
St. Joseph
10.0 out of 10, Exceptional, (28 reviews)
"It was clean, we enjoyed our stay"
United States
Diane C.
The price is HK$1,427
HK$2,752 total
includes taxes & fees
28 Sept - 29 Sept
Luxury Waterfront Condo
A birdhouse sculpture on a wooden post in front of a house with a porch and steps.

12. Perfect Summer Getaway- 2 bed, large private yard, ravine lot, gameroom

Perfect Summer Getaway- 2 bed, large private yard, ravine lot, gameroom
St. Joseph
10.0 out of 10, Exceptional, (57 reviews)
"It was a great stay. Highly recommend! Shelly is a great host and she was very responsive. "
United States
Fernando R.
The price is HK$1,764
HK$4,159 total
includes taxes & fees
15 Sept - 16 Sept
Perfect Summer Getaway- 2 bed, large private yard, ravine lot, gameroom
A modern kitchen with grey cabinets, a white refrigerator, and a dining area with a table and chairs.

13. Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI

Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
Benton Harbor
9.8 out of 10, Exceptional, (63 reviews)
"Very nice getaway for couples!"
United States
Gjenti B.
The price is HK$1,334
HK$2,049 total
includes taxes & fees
14 Sept - 15 Sept
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
A beach with clear water, a sandy shore, and a distant hill.

14. Rivers Edge Lofts - Unit 2

Rivers Edge Lofts - Unit 2
Niles
8.8 out of 10, Excellent, (31 reviews)
"Nice location. "
United States
Todd
The price is HK$664
HK$1,130 total
includes taxes & fees
8 Sept - 9 Sept
Rivers Edge Lofts - Unit 2
A wooden deck with a bed, pillows, and a chair.

15. The Sanctuary at Eby Farms

The Sanctuary at Eby Farms
Cassopolis
10.0 out of 10, Exceptional, (28 reviews)
"This little cottage was so perfect for our stay after a wedding in the area. So peaceful and quiet! Would definitely stay again! "
United States
Rebecca
The price is HK$1,072
HK$1,650 total
includes taxes & fees
7 Sept - 8 Sept
The Sanctuary at Eby Farms

16. Spacious 2BR Suite w/ Dining Area & Breakfast

Spacious 2BR Suite w/ Dining Area & Breakfast
Benton Harbor
The price is HK$2,119
HK$2,687 total
includes taxes & fees
7 Sept - 8 Sept
Spacious 2BR Suite w/ Dining Area & Breakfast

17. Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan

Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan
Bridgman
10.0 out of 10, Exceptional, (24 reviews)
"Everything was in tip top shape and very clean. The hostess was very easy to communicate with and accommodating. We had a great time!"
United States
Julia
The price is HK$2,571
HK$3,928 total
includes taxes & fees
5 Oct - 6 Oct
Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan

18. Comfy, Cozy 3-Bedroom Home with Sunroom and Patio

Comfy, Cozy 3-Bedroom Home with Sunroom and Patio
Benton Harbor
9.4 out of 10, Exceptional, (8 reviews)
"nice place"
United States
David D.
The price is HK$2,509
HK$4,306 total
includes taxes & fees
7 Sept - 8 Sept
Comfy, Cozy 3-Bedroom Home with Sunroom and Patio
A beach with clear turquoise water, a sandy shore, and a distant hill.

19. Be home away from home @ Charming Chestnut Cottage

Be home away from home @ Charming Chestnut Cottage
Dowagiac
8.4 out of 10, Very good, (9 reviews)
"This was a very charming cottage with a lot of personality. "
United States
Angela S.
The price is HK$916
HK$1,790 total
includes taxes & fees
30 Sept - 1 Oct
Be home away from home @ Charming Chestnut Cottage
A wicker chair on a wooden porch with a lantern and greenery in the background.

20. Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (17 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
The price is HK$1,083
HK$2,006 total
includes taxes & fees
23 Sept - 24 Sept
Romantic Cozy Home in "America’s Nicest Town"
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Michigan Hotel Reviews

The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

10/10 Excellent
"Perfect location, friendly staff, comfortable beds for a great girls get away!"
Kim 2-night trip
Posted 2 hours ago
The Boulevard Inn & Bistro

Find out more about Southwest Michigan

Search for holiday rentals in Southwest Michigan on Expedia! You can easily find your home rentals, villas, holiday apartments in Southwest Michigan using one of the methods below:

  • View our selection of featured holiday rentals in Southwest Michigan
  • Use the map to find apartments and other holiday homes in the Southwest Michigan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southwest Michigan while they last

Look no further and take a look at our great range of rental properties in Southwest Michigan!

Explore a world of travel with Expedia