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3 Oct - 5 Oct
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10 Oct - 12 Oct
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24 Oct - 26 Oct
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21 Nov - 23 Nov

Guest Houses in Lakeside

Our top choices for Lakeside guest houses

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

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

9.4 out of 10, Exceptional, (45)
"Aside from the cold the first night the rest of the stay was nice except for the stink bugs"
The price is SAR 489
SAR 913 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Lake Chapin Guest House, Two Bedroom, One Bath Quiet Peaceful Setting
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
Outdoor spa tub

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

9.0 out of 10, Wonderful, (12)
"Owner was very attentive to any needs or questions we had during the stay. Would definitely book again! "
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min)
Beach

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

10.0 out of 10, Exceptional, (1)
"Great, clean place with easy check-in!"
2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min)
(2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!
Beach

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

9.6 out of 10, Exceptional, (5)
(2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!
The Shire - "There's some good in the world." Winery/Brewery tours available
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (228)
"Nicely tucked away place. Right size for either a couple or small family. 15-20 minutea away from dunes, St. Joe's, and wineries.Hosts were great, treating you as their personal guests. We hope to return. "
The Shire - "There's some good in the world." Winery/Brewery tours available
Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting
Terrace/patio

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

9.8 out of 10, Exceptional, (95)
"It was nice"
The price is SAR 492
SAR 916 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting
Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub
Outdoor pool, a heated pool

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

9.8 out of 10, Exceptional, (47)
"On the smallish side but perfect for 2. Clean and cute!"
Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub
Galien Room Suite King size with Jacuzzi
Fireplace

Galien Room Suite King size with Jacuzzi

Galien Room Suite King size with Jacuzzi
Gorgeous Union Pier Home Close To Beach and Downtown!
Beach nearby

Gorgeous Union Pier Home Close To Beach and Downtown!

9.6 out of 10, Exceptional, (24)
"Loved it"
Gorgeous Union Pier Home Close To Beach and Downtown!
Modern getaway with private beach, tennis court, free WiFi, & more
Beach nearby

Modern getaway with private beach, tennis court, free WiFi, & more

Modern getaway with private beach, tennis court, free WiFi, & more
Snug Harbor Suite - King with Jacuzzi
Fireplace

Snug Harbor Suite - King with Jacuzzi

Snug Harbor Suite - King with Jacuzzi
Eber Knight Studio - King size with Jacuzzi
Fireplace

Eber Knight Studio - King size with Jacuzzi

Eber Knight Studio - King size with Jacuzzi
SS Post Boy Queen Suite with Jacuzzi
Fireplace

SS Post Boy Queen Suite with Jacuzzi

SS Post Boy Queen Suite with Jacuzzi
Captain Whittaker Suite 2 bedroom, 2 baths
Fireplace

Captain Whittaker Suite 2 bedroom, 2 baths

10.0 out of 10, Exceptional, (1)
"Nice place to stay, Lisa was great to communicate with and very responsive. Close to all key attractions in town. "
Captain Whittaker Suite 2 bedroom, 2 baths
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 Lakeside Hotel Reviews

Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

10/10 Excellent
"Staff was friendly the pool and hot top for sire was a bonus"
Tammy 2-night trip
Posted 5 days ago
Baymont by Wyndham Michigan City