Holiday Homes in Southwest Michigan

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Southwest Michigan

Cozy Cottage with view of Lake Michigan
Fridge, microwave, oven, stovetop

Cozy Cottage with view of Lake Michigan

10.0 out of 10, Exceptional, (46)
"A very nice little house near the lake. Greg is a great host."
Cozy Cottage with view of Lake Michigan
Cozy lake house in Sister Lakes Michigan - family or friends retreat.
Smart TV

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

9.8 out of 10, Exceptional, (43)
"Went Wine tasting, shopping great location "
Cozy lake house in Sister Lakes Michigan - family or friends retreat.
Lake View Getaway
Dining

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
COUNTRY ESTATE, SLEEPS 20, 2 MILES TO LAKE MICHIGAN, POOL, PET FRIENDLY!!
Dining

COUNTRY ESTATE, SLEEPS 20, 2 MILES TO LAKE MICHIGAN, POOL, PET FRIENDLY!!

10.0 out of 10, Exceptional, (117)
"The place was large enough to spread out and the kids loved the sandbox and of course the pool. Close to the beach and other activities. Perfect location"
COUNTRY ESTATE, SLEEPS 20, 2 MILES TO LAKE MICHIGAN, POOL, PET FRIENDLY!!
In the Heart of Three Oaks - Steps to Downtown
Fridge, microwave, oven, stovetop

In the Heart of Three Oaks - Steps to Downtown

10.0 out of 10, Exceptional, (100)
"Great Place, we would stay again"
In the Heart of Three Oaks - Steps to Downtown
South Shore Sunrise: 100% Renovated Lake Home, Pontoon INCLUDED, near Notre Dame
Terrace/patio

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
Breezy Pad, Close to the Lake, with Hot Tub
Smart TV, DVD player, books

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (89)
"House was clean, hot tub was hot and the wifi worked great "
The price is AU$383
includes taxes & fees
18 Aug - 19 Aug
Breezy Pad, Close to the Lake, with Hot Tub
3 Bedroom, 2 Bath Home, Private Fishing, Swimming Lake in Sister Lakes
On the beach, sun-loungers, beach towels

3 Bedroom, 2 Bath Home, Private Fishing, Swimming Lake in Sister Lakes

9.8 out of 10, Exceptional, (81)
"This is a great vacation property with tons of amenities and a very relaxing atmosphere."
3 Bedroom, 2 Bath Home, Private Fishing, Swimming Lake in Sister Lakes
Wonderful Downtown Gem W/ Fast WiFi, Firepit, & Central AC - Walk to the Beach
Outdoor dining

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

9.0 out of 10, Wonderful, (23)
"Great location, everything is walkable. Master bedroom is fantastic."
Wonderful Downtown Gem W/ Fast WiFi, Firepit, & Central AC - Walk to the Beach
Welcome to Holiday House! Cozy, modern home 7 min. from the beach and wineries.
Terrace/patio

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.
Cozy private bungalow - Hot Tub - Walk to Lake Michigan!
Beach nearby

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

10.0 out of 10, Exceptional, (56)
"Very well designed and private. Will definitely be back for another visit in the future! "
The price is AU$838
includes taxes & fees
20 Aug - 21 Aug
Cozy private bungalow - Hot Tub - Walk to Lake Michigan!
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
Outdoor dining

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

10.0 out of 10, Exceptional, (73)
"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
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!
Terrace/patio

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

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!
Charming & cozy in-town retreat in the heart of New Buffalo
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (159)
"We loved staying here! It was perfect for our young family and dogs. We really enjoyed the backyard, fireplace, and walkability. Hope to return!"
Charming & cozy in-town retreat in the heart of New Buffalo
DOG FRIENDLY! HOTUB! WARREN DUNES
Outdoor dining

DOG FRIENDLY! HOTUB! WARREN DUNES

10.0 out of 10, Exceptional, (147)
"If you have a dog, this is the perfect house. Well maintained property with a fully fenced large well manicured yard. Location is close to enough things but also far enough away to feel secluded. Would go back in a heartbeat."
DOG FRIENDLY! HOTUB! WARREN DUNES
Adorable Downtown Cottage with Firepit, Fireplace, & Yard - Walk Everywhere
Fridge, microwave, oven, stovetop

Adorable Downtown Cottage with Firepit, Fireplace, & Yard - Walk Everywhere

9.6 out of 10, Exceptional, (44)
"Cottage was adorable and very clean. We enjoyed the fireplace and the view of the backyard. Cottage was comfortable and charming. "
Adorable Downtown Cottage with Firepit, Fireplace, & Yard - Walk Everywhere
Napier House-Romantic Private Luxury mins to Beach
Interior

Napier House-Romantic Private Luxury mins to Beach

9.0 out of 10, Wonderful, (9)
"Well appointed home and charming. "
Napier House-Romantic Private Luxury mins to Beach
Fisher's Fancy l Near the river & in house games!
TV, offices

Fisher's Fancy l Near the river & in house games!

9.6 out of 10, Exceptional, (38)
"Close to town and the schools. "
Fisher's Fancy l Near the river & in house games!
Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room
Outdoor dining

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
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.
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

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"The beds were very comfortable "
Margaret 1-night trip
Posted 16 hours ago
Quality Inn Near Interstate I94