Compare Southwest Michigan Guest House Rentals

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Featured Guest Houses in Southwest Michigan

The Shire - "There's some good in the world." Winery/Brewery tours available

The Shire - "There's some good in the world." Winery/Brewery tours available

$227 nightly
The price is $227 total per night
$227 total
Nov 5 - Nov 6
Total with taxes and fees
At this guesthouse, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly guesthouse also has barbecue grills.
Free WiFi
Air conditioning
Cozy Lake Chapin Guest House, Two Bedroom, One Bath Quiet Peaceful Setting

Cozy Lake Chapin Guest House, Two Bedroom, One Bath Quiet Peaceful Setting

$243 nightly
The price is $243 total per night
$243 total
Nov 5 - Nov 6
Total with taxes and fees
At this guesthouse, guests have access to laundry facilities, local meal delivery service, and barbecue grills. This beach guesthouse also has a garden.
Pet friendly
Free WiFi
(2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!

(2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!

At this guesthouse, guests have access to barbecue grills.
Pet friendly
Air conditioning
2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min)

2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min)

At this guesthouse, guests have access to barbecue grills.
Pet friendly
Air conditioning
Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting

Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting

$234 nightly
The price is $234 total per night
$234 total
Nov 5 - Nov 6
Total with taxes and fees
Guests of this guesthouse enjoy access to a water park, laundry facilities, and a garden. This beach guesthouse also has barbecue grills.
Pet friendly
Free WiFi
Captain Whittaker Suite 2 bedroom, 2 baths

Captain Whittaker Suite 2 bedroom, 2 baths

Guests staying at this guesthouse enjoy a hot tub and laundry facilities.
Hot Tub
Free WiFi
(2026 OPEN!) Gorgeous Union Pier Home Close To Beach and Downtown!

(2026 OPEN!) Gorgeous Union Pier Home Close To Beach and Downtown!

At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has barbecue grills.
Pet friendly
Air conditioning
SS Post Boy Queen Suite with Jacuzzi

SS Post Boy Queen Suite with Jacuzzi

This guesthouse features a hot tub and a garden.
Hot Tub
Free WiFi
Galien Room Suite King size with Jacuzzi

Galien Room Suite King size with Jacuzzi

$255 nightly
The price is $273 total per night
$273 total
Nov 5 - Nov 6
Total with taxes and fees
Guests of this guesthouse have access to a hot tub.
Hot Tub
Free WiFi
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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.

Hotel Options in Southwest Michigan

    Four Winds Casino Resort – New Buffalo

    Four Winds Casino Resort – New Buffalo

    11111 Wilson Road, New Buffalo, MI
    $109 nightly
    The price is $115 total per night from Nov 5 to Nov 6
    $115 total
    Nov 5 - Nov 6
    Total with taxes and fees
    9.2/10 Wonderful! (1,584 reviews)
    Silver Beach Hotel

    Silver Beach Hotel

    100 Main Street, Saint Joseph, MI
    $97 nightly
    The price is $108 total per night from Nov 5 to Nov 6
    $108 total
    Nov 5 - Nov 6
    Total with taxes and fees
    7.2/10 Good! (1,205 reviews)
    The Boulevard Inn & Bistro

    The Boulevard Inn & Bistro

    521 Lake Blvd, Saint Joseph, MI
    $159 nightly
    The price is $176 total per night from Nov 5 to Nov 6
    $176 total
    Nov 5 - Nov 6
    Total with taxes and fees
    9.4/10 Exceptional! (1,008 reviews)

Southwest Michigan Guest Houses essential information

Accommodation
12 Guest Houses
Lowest Price
$108
Highest Price
$273
Popular accommodation
The Shire - "There's some good in the world." Winery/Brewery tours available , Cozy Lake Chapin Guest House, Two Bedroom, One Bath Quiet Peaceful Setting, (2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!, 2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min), Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting, Captain Whittaker Suite 2 bedroom, 2 baths, (2026 OPEN!) Gorgeous Union Pier Home Close To Beach and Downtown!, SS Post Boy Queen Suite with Jacuzzi, Galien Room Suite King size with Jacuzzi

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