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

Southwest Michigan Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Southwest Michigan holiday rentals

A modern kitchen with grey cabinets, a white refrigerator, and a dining area with a table and chairs.

1. 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, (73 reviews)
"Property was excellent and as described. We were going to a wedding at stonegate manor and it was so convenient. It is only .7 of a mile away."
United States
Tracie
The price is HK$883
HK$1,517 total
includes taxes & fees
20 Oct - 21 Oct
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
A backyard with a fire pit, wooden stumps, and a bag of marshmallows.

2. Stunning Ranch in the woods!

Stunning Ranch in the woods!
Berrien Springs
8.8 out of 10, Excellent, (26 reviews)
"Overall was a good stay. The proximity to the local wineries and attractions was very convenient. The kitchen was lightly furnished compared to all the other rentals we’ve stayed at over the years. "
United States
Will S.
The price is HK$1,181
HK$2,033 total
includes taxes & fees
25 Oct - 26 Oct
Stunning Ranch in the woods!
A light blue house with a porch, red chairs, and a small table.

3. Sister Lake Cottages - Unit 7

Sister Lake Cottages - Unit 7
Dowagiac
9.0 out of 10, Wonderful, (47 reviews)
"Nice and quiet."
United States
Steven
The price is HK$621
HK$1,128 total
includes taxes & fees
22 Oct - 23 Oct
Sister Lake Cottages - Unit 7
A wooden cabin with a porch, picnic tables, and a grill.

4. 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$1,326
HK$1,515 total
includes taxes & fees
20 Oct - 21 Oct
Sister Lakes of Michigan Glamping Cabin #4
A wooden deck with wicker furniture and a glass table.

5. 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, (15 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$1,766
HK$3,096 total
includes taxes & fees
20 Oct - 21 Oct
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
A grassy outdoor area with a large tree, a fire pit, and several blue Adirondack chairs.

6. Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (81 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$1,099
HK$1,428 total
includes taxes & fees
2 Nov - 3 Nov
Secluded Country Cabin
A beach with clear water, a sandy shore, and a distant hill.

7. Rivers Edge Lofts - Unit 2

Rivers Edge Lofts - Unit 2
Niles
8.8 out of 10, Excellent, (32 reviews)
"Nice location. "
United States
Todd
The price is HK$591
HK$1,054 total
includes taxes & fees
22 Oct - 23 Oct
Rivers Edge Lofts - Unit 2
A beach with a yellow triangular structure, two benches, and people in the background.

8. 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, (155 reviews)
"We loved the bed and shower, fenced in dog area, and hammocks! Very clean and adorable, great location, we had no issues!"
United States
Sarah
The price is HK$1,012
HK$1,623 total
includes taxes & fees
25 Oct - 26 Oct
Breezy Pad, Close to the Lake, with Hot Tub
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.

9. Luxury Waterfront Condo

Luxury Waterfront Condo
St. Joseph
9.8 out of 10, Exceptional, (30 reviews)
"It was clean, we enjoyed our stay"
United States
Diane C.
The price is HK$722
HK$1,774 total
includes taxes & fees
3 Nov - 4 Nov
Luxury Waterfront Condo
A wooden deck with a bed, pillows, and a chair.

10. The Sanctuary at Eby Farms

The Sanctuary at Eby Farms
Cassopolis
10.0 out of 10, Exceptional, (28 reviews)
"The stay was very nice. The Sanctuary was a bit closer to the house and other barns than we expected, but still felt private. The dog and cats that roam the property are friendly. The room was comfortable. The outdoor shower was refreshing. The big swing on the porch was fun."
United States
Scott R.
The price is HK$1,193
HK$1,793 total
includes taxes & fees
8 Nov - 9 Nov
The Sanctuary at Eby Farms
A building with a 2M sign, outdoor seating, and a lamp post.

11. Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame

Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame
Niles
10.0 out of 10, Exceptional, (11 reviews)
"great place great hosts as always, will be back for sure"
United States
Anonymous traveller
The price is HK$628
HK$1,177 total
includes taxes & fees
20 Oct - 21 Oct
Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame
A beach with clear water, a sandy shore, and a distant hill.

12. Rivers Edge Lofts - Unit 5

Rivers Edge Lofts - Unit 5
Niles
9.4 out of 10, Exceptional, (36 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$635
HK$1,100 total
includes taxes & fees
20 Oct - 21 Oct
Rivers Edge Lofts - Unit 5
A neatly made bed with a quilted cover, two pillows, and folded towels on a headboard.

13. Rivers Edge Lofts - Unit 8

Rivers Edge Lofts - Unit 8
Niles
8.4 out of 10, Very good, (16 reviews)
"Great apartment in a good location a very short walk from downtown Niles. Close to South Bend if you're visiting there too. Excellent!"
United States
Adam D.
The price is HK$576
HK$1,038 total
includes taxes & fees
25 Oct - 26 Oct
Rivers Edge Lofts - Unit 8
A row of blue cottages with red chairs and a sign advertising rentals at Stater Lakes Cottages.

14. Sister Lake Cottages - Unit 2

Sister Lake Cottages - Unit 2
Dowagiac
8.2 out of 10, Very good, (24 reviews)
"Very nice place to stay with close restaurants "
United States
Sara c.
The price is HK$582
HK$1,048 total
includes taxes & fees
20 Oct - 21 Oct
Sister Lake Cottages - Unit 2
A hallway with wooden flooring, a desk with a lamp, and a door leading to another room.

15. Scenic Southwest Michigan Awaits!

Scenic Southwest Michigan Awaits!
Baroda
10.0 out of 10, Exceptional, (149 reviews)
"Great place for the price."
United States
Melanie P.
The price is HK$981
HK$1,797 total
includes taxes & fees
13 Nov - 14 Nov
Scenic Southwest Michigan Awaits!
A wicker chair on a wooden porch with a lantern and greenery in the background.

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

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (18 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
The price is HK$908
HK$1,782 total
includes taxes & fees
3 Nov - 4 Nov
Romantic Cozy Home in "America’s Nicest Town"
A rustic wooden building with two picnic tables and green umbrellas, labeled "Wonder Woods."

17. Sister Lakes of Michigan Glamping Cabin #2

Sister Lakes of Michigan Glamping Cabin #2
Dowagiac
10.0 out of 10, Exceptional, (1 review)
"Excellent condition, perfect for a weekend away or longer with the whole family."
United States
Matthew R.
The price is HK$1,326
HK$1,594 total
includes taxes & fees
20 Oct - 21 Oct
Sister Lakes of Michigan Glamping Cabin #2
A row of blue cottages with red chairs and a sign advertising rentals at Stater Lakes Cottages.

18. Sister Lake Cottages - Unit 1

Sister Lake Cottages - Unit 1
Dowagiac
9.4 out of 10, Exceptional, (47 reviews)
"This little cabin was just perfect for my husband and I. We really enjoyed the area. "
United States
Sonya M.
The price is HK$660
HK$1,168 total
includes taxes & fees
20 Oct - 21 Oct
Sister Lake Cottages - Unit 1
Interior

19. Rivers Edge Lofts - Unit 4

Rivers Edge Lofts - Unit 4
Niles
9.0 out of 10, Wonderful, (18 reviews)
"It was a great stay with a fantastic stay with a great location."
United States
Patty B.
The price is HK$628
HK$1,134 total
includes taxes & fees
3 Nov - 4 Nov
Rivers Edge Lofts - Unit 4
Outdoor fire pit with comfortable seating under the evening sky.

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

Accessible 2BR Suite w/ Dining Area & Breakfast
Benton Harbor
The price is HK$1,618
HK$2,031 total
includes taxes & fees
14 Nov - 15 Nov
Accessible 2BR Suite w/ Dining Area & Breakfast
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

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"sad kids were kicked out of pool so early"
Tricia 2-night trip
Posted 1 hour ago
Four Winds Casino Resort – New Buffalo

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