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Compare 1072 Vacation Homes in Lakeside with updated reviews, rates, and availability.

Brand New House, Sleeps 8, Private Beach Rights, Hot Tub!

10.0 out of 10, Exceptional, (56)
"Our family had a great time here. The hot tub and ease to get to the beach were definitely the highlights. Would recommend! 👍"
Brand New House, Sleeps 8, Private Beach Rights, Hot Tub!

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (78)
"Was a great place to hang and relax for the night! Got to visit wineries in the day and cozy up in the hot tub in the evening, great location! "
The price is SAR 469
SAR 685 total
includes taxes & fees
30 Apr - 1 May
Breezy Pad, Close to the Lake, with Hot Tub

Sweet Stay By-The-Lake in Michigan City with AC, WiFi

2.0 star property
9.6 out of 10, Exceptional, (7)
"Great location Cozy little house Its was a nice get away "
Sweet Stay By-The-Lake in Michigan City with AC, WiFi

Designer Cottage +Guesthouse on large private estate in Grand Beach with Hot Tub

9.6 out of 10, Exceptional, (36)
"This was a great house, very cozy and homey. It had everything we needed and was nice and clean. Would definitely stay here again. "
Designer Cottage +Guesthouse on large private estate in Grand Beach with Hot Tub

Pool Vibes Retreat | Hot Tub | Poker | Fire Pit

10.0 out of 10, Exceptional, (1)
"Tony was quick to respond, the house was clean and cozy, and the amenities were terrific!"
Pool Vibes Retreat | Hot Tub | Poker | Fire Pit

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

10.0 out of 10, Exceptional, (183)
"Perfect house for our 4 families to come together and celebrate the holidays. Quiet, friendly neighborhood. House was clean and very family friendly. "
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

Game Room, 4 Min to Warren Dunes, Fire Pit and More!

9.8 out of 10, Exceptional, (16)
"We live a little over an hour away and this was a great spot to stay and enjoy the area. Very conveniently located to restaurants, farms stands/markets and Warren Dunes."
Game Room, 4 Min to Warren Dunes, Fire Pit and More!

BEACHFRONT LAKE MICHIGAN w/Lookout Tower & Lake Views - Sleeps 13

9.4 out of 10, Exceptional, (51)
"Christmas whit the family, nice view "
BEACHFRONT LAKE MICHIGAN w/Lookout Tower & Lake Views - Sleeps 13

Beautiful 4 Bed House in New Buffalo with Pool & Hot Tub Close to Lake & Main St

9.0 out of 10, Wonderful, (20)
"Great location. Great house. Great host. "
Beautiful 4 Bed House in New Buffalo with Pool & Hot Tub Close to Lake & Main St

Designer Luxury Cottage ~ Heated Community Pool ~ Walk to Beach & Town

10.0 out of 10, Exceptional, (80)
"Had a dad's weekend and really enjoyed this place. It was clean and perfect for what we were doing. The host was responsive and nice. Would definitely stay here again!"
Designer Luxury Cottage ~ Heated Community Pool ~ Walk to Beach & Town

Roomy and Cozy 3bd 2ba just mins from Indiana Dunes

9.6 out of 10, Exceptional, (17)
"Had a great time at this cottage. Convenient location in between Michigan City and Chesterton. Plenty of space and large fenced in back yard. Right on W. Dunes Highway, so super easy to get anywhere. Kitchen was fully stocked to cook our own meals and 3 different areas for people to watch tv. Never felt like we were on top of each other, Had a great holiday weekend stay!"
Roomy and Cozy 3bd 2ba just mins from Indiana Dunes

Walk to the beach! Great modern home with spring and early summer availability!

10.0 out of 10, Exceptional, (106)
"This was our fifth stay at this wonderful house and it was amazing as always!"
Walk to the beach! Great modern home with spring and early summer availability!

Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

10.0 out of 10, Exceptional, (84)
"Family enjoyed the stay. Great location "
Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

Modern Farmhouse steps from downtown! Here comes summer!

10.0 out of 10, Exceptional, (164)
"Wonderful property and hosts, close to everything that SW Michigan has to offer. House is fully stocked and was a perfect option for our family Thanksgiving celebration! "
Modern Farmhouse steps from downtown! Here comes summer!

Walk to Journeyman Renovated Spacious Victorian House, Beautiful Vintage Details

10.0 out of 10, Exceptional, (67)
"This house was the best rental we have ever done on our multiple girls weekends. Great amenities and the most comfortable beds and pillows. Great location too. So much fun. "
Walk to Journeyman Renovated Spacious Victorian House, Beautiful Vintage Details

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

9.0 out of 10, Wonderful, (40)
"Perfect getaway house for three friends looking to relax. Would stay here again. All communication was prompt as needed and location to the beach was scenic and less than five minutes away!"
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

Singing Sands Trl | Hot Tub Retreat | Dogs OK

9.6 out of 10, Exceptional, (15)
"Such an amazing place to stay. The location was great, very close to the beach. The house was very clean and had great amenities. We thoroughly enjoyed ourselves and would be glad to come back!"
The price is SAR 454
SAR 997 total
includes taxes & fees
30 Apr - 1 May
Singing Sands Trl | Hot Tub Retreat | Dogs OK

7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!

9.0 out of 10, Wonderful, (57)
"We had plenty of room for all 17 of us, however, if you have trouble climbing stairs it’s not for you. "
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!

Family Home with Porch & Deck, Private Hot Tub, Firepit, & Fast WiFi - 1 Dog OK

9.2 out of 10, Wonderful, (21)
"The house was amazing! If you are looking for a place to stay in Three Oaks, MI be sure to check out this property!"
Family Home with Porch & Deck, Private Hot Tub, Firepit, & Fast WiFi - 1 Dog OK

Cozy house with hot tub, firepit, near restaurants + near beach

2.0 star property
9.6 out of 10, Exceptional, (4)
"The warmth feeling we have staying here. And the rooms are comfortable and had lots of fun with my family to."
Cozy house with hot tub, firepit, near restaurants + near beach
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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Other property types in Lakeside

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

9.0 out of 10, Wonderful, (40)
"Perfect getaway house for three friends looking to relax. Would stay here again. All communication was prompt as needed and location to the beach was scenic and less than five minutes away!"
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

9.2 out of 10, Wonderful, (62)
"Cottages were very clean & nicely decorated. The enclosed adjoining porch was great that made it easy for us to go back & forth between the cottages. Kitchen/dining areas were great. Love the oversized stoves as it made cooking for 15 easy. Overall a very nice place. "
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (46)
"Great hotel. Firepits, common area, s’mores bar and a great patio too. Within walking distance of the beach and you’ll get to see deer too. "
The Neighborhood Hotel - Grand Beach
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.