Compare Lakeside Guest House Rentals
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Featured Guest Houses in Lakeside
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
New Buffalo MI
$394 nightly
The price is $394 total per night
$394 total
Jan 29 - Jan 30
Total with taxes and fees
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Pet friendly
Air conditioning
Cozy Lake Chapin Guest House, Two Bedroom, One Bath Quiet Peaceful Setting
Berrien Springs MI
$209 nightly
The price is $209 total per night
$209 total
Jan 29 - Jan 30
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
The Shire - "There's some good in the world." Winery/Brewery tours available
Stevensville MI
$207 nightly
The price is $207 total per night
$207 total
Feb 2 - Feb 3
Total with taxes and fees
At this guesthouse, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly guesthouse also has a garden.
Free WiFi
Air conditioning
(2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!
Three Oaks MI
At this guesthouse, guests have access to barbecue grills.
Pet friendly
Air conditioning
Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting
Berrien Springs MI
$179 nightly
The price is $179 total per night
$179 total
Jan 29 - Jan 30
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
(2026 OPEN!) Gorgeous Union Pier Home Close To Beach and Downtown!
Union Pier MI
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has barbecue grills.
2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min)
Three Oaks MI
At this guesthouse, guests have access to barbecue grills.
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 Lakeside
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Lakeside MI
9.8/10 Exceptional! (113 reviews)
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside MI
9.2/10 Wonderful! (55 reviews)
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
Lakeside MI
9/10 Wonderful! (50 reviews)
Lakeside Guest Houses essential information
Accommodation | 14 Guest Houses |
|---|---|
Lowest Price | $179 |
Highest Price | $394 |
Popular accommodation | Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo, Cozy Lake Chapin Guest House, Two Bedroom, One Bath Quiet Peaceful Setting, The Shire - "There's some good in the world." Winery/Brewery tours available , (2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!, Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting, (2026 OPEN!) Gorgeous Union Pier Home Close To Beach and Downtown!, 2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min), Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub, Captain Whittaker Suite 2 bedroom, 2 baths |