Lakeside Cottages
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Cottages in Lakeside
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
New Buffalo MI
With a stay at this cottage in New Buffalo (Downtown New Buffalo), you'll be within a 15-minute drive of Lake Michigan and Four Winds Casino New Buffalo.
Pool
Hot Tub
(2026 Open!) UNION PIER HOME WITH PRIVATE HEATED POOL!
Union Pier MI
With a stay at this cottage in Union Pier, you'll be within a 15-minute drive of Lake Michigan and Four Winds Casino New Buffalo.
Pool
Kitchen
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Michigan City IN
$263 nightly
The price is $295 total per night
$295 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at this cottage in Michigan City, you'll be within a 5-minute drive of Lake Michigan and Blue Chip Casino.
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
New Buffalo MI
Located in New Buffalo, this cottage is within a 15-minute drive of Lake Michigan and Four Winds Casino New Buffalo.
Hot Tub
Kitchen
Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach
Sawyer MI
$310 nightly
The price is $320 total per night
$320 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at this cottage in Sawyer, you'll be within a 5-minute drive of Lake Michigan and Eleanor O'Connor Wilson Woods Preserve.
Beachglass Cottage - Family Friendly Kids and Pets
Grand Beach MI
With a stay at this cottage in New Buffalo, you'll be a 2-minute drive from Lake Michigan and 9 minutes from Blue Chip Casino.
Kitchen
Washer
Chic Dunes Cottage W/ HOT TUB near Warren Dunes / Lake MI!
Shorewood-Tower Hills-Harbert MI
With a stay at this cottage in Sawyer, you'll be within a 5-minute drive of Lake Michigan and Warren Dunes State Park.
Simple Cottage Set in the Woods by Lake Michigan
New Buffalo MI
Located in New Buffalo, this cottage is within a 15-minute drive of Lake Michigan and Blue Chip Casino.
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Michigan City IN
$372 nightly
The price is $417 total per night
$417 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
When you stay at this cottage in Michigan City, you'll be near the beach, a 2-minute drive from Lake Michigan and 5 minutes from Blue Chip Casino.
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside MI
When you stay at this cottage in Lakeside, you'll be on a lake, within a 15-minute drive of Lake Michigan and Four Winds Casino New Buffalo.
Pool
Hot Tub
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.
Lakeside Cottages essential information
Accommodation | 169 Cottages |
|---|---|
Lowest Price | $295 |
Highest Price | $417 |
Popular accommodation | Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach, (2026 Open!) UNION PIER HOME WITH PRIVATE HEATED POOL!, Brand New Cottage Walkable to All Downtown Michigan City & Beach!, Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!, Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach, Beachglass Cottage - Family Friendly Kids and Pets, Chic Dunes Cottage W/ HOT TUB near Warren Dunes / Lake MI!, Simple Cottage Set in the Woods by Lake Michigan, Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk, 1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More, Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!, Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5 |