Search Guest Houses in Lakeside from CA $181

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Check prices for these dates

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

Browse Select 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 CA $203
CA $364 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Lake Chapin Guest House, Two Bedroom, One Bath Quiet Peaceful Setting
Three Oaks Multi Unit (2 Night Summer Min)
Beach

Three Oaks Multi Unit (2 Night Summer Min)

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

Three Oaks Unit Steps To Downtown! 2 Night Summer Min!

9.4 out of 10, Exceptional, (3)
"Very cute space! Great location"
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, (224)
"My daughter and I were so impressed with the Shire. It’s lovely, clean and comfortable. The property is beautiful. We had a great stay and look forward to staying here again in the future. The hosts take great pride in their property and communicate well to ensure their guests are comfortable. "
The Shire - "There's some good in the world." Winery/Brewery tours available
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
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, (92)
"Great place to let life slow down & enjoy the lake! "
The price is CA $181
CA $340 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting
Galien Suite
Fireplace

Galien Suite

Galien Suite
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! "
The price is CA $276
CA $553 total
includes taxes & fees
Sep 15 - Sep 16
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
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
Suite-Oversized-Ensuite with Jet bath-Courtyard view-SS Post Boy Suite
Fireplace

Suite-Oversized-Ensuite with Jet bath-Courtyard view-SS Post Boy Suite

Suite-Oversized-Ensuite with Jet bath-Courtyard view-SS Post Boy Suite
Snug Harbor
Fireplace

Snug Harbor

Snug Harbor
Miss Eber Knight
Fireplace

Miss Eber Knight

The price is CA $256
CA $313 total
includes taxes & fees
Sep 10 - Sep 11
Miss Eber Knight
Captain Whittaker - 2 bedroom, 2 bath
Fireplace

Captain Whittaker - 2 bedroom, 2 bath

The price is CA $380
CA $466 total
includes taxes & fees
Sep 11 - Sep 12
Captain Whittaker - 2 bedroom, 2 bath
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"."
Wanda 3-night trip
Posted 1 day ago
Blue Chip Casino Hotel and Spa