Hot Lakeside Cottage Rates

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Featured Cottages in Lakeside

Walkable cozy cottage, Outlet Mall across street!

Walkable cozy cottage, Outlet Mall across street!

Michigan City
Stay at this cottage in Michigan City. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Lighthouse Place Premium Outlets and ...
Walkable cozy cottage, Outlet Mall across street!
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

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

Lakeside
Book a stay at this family-friendly cottage in Lakeside. Enjoy free WiFi, private pools, and a garden. Popular attractions Four Winds Casino New Buffalo and ...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17

Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17

Michigan City
Stay at this cottage in Michigan City. Enjoy a water park, patios, and cable/satellite TV service. Popular attractions Stop 2 Beach and Canada Park are located ...
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
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Stunning designer cottage just 2 blks to private beach.! Sleeps 8.

Stunning designer cottage just 2 blks to private beach.! Sleeps 8.

Lakeside
Stay at this cottage in Lakeside. Enjoy free WiFi, a garden, and patios. Popular attractions Four Winds Casino New Buffalo and Burnison Galleries are located ...
Stunning designer cottage just 2 blks to private beach.! Sleeps 8.
Woodsy Cottage In The Heart Of Union Pier

Woodsy Cottage In The Heart Of Union Pier

Union Pier
Stay at this cottage in Union Pier. Enjoy free WiFi, a garden, and patios. Popular attractions Four Winds Casino New Buffalo and Gordon Beach are located ...
Woodsy Cottage In The Heart Of Union Pier
Blocks To Beach Golf Tennis Park & Lake MI Sunsets

Blocks To Beach Golf Tennis Park & Lake MI Sunsets

New Buffalo
Book a stay at this family-friendly cottage in New Buffalo. Enjoy a water park, a garden, and tennis courts. Popular attractions Four Winds Casino New Buffalo ...
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Renovated, Spacious Retreat in Union Pier!

Renovated, Spacious Retreat in Union Pier!

Union Pier
Book a stay at this family-friendly cottage in Union Pier. Enjoy balconies or patios, cable/satellite TV service, and in-room washers/dryers. Popular attractions ...
Renovated, Spacious Retreat in Union Pier!
Cozy Cottage On The Lake

Cozy Cottage On The Lake

New Carlisle
Book a stay at this beach cottage in New Carlisle. Enjoy free WiFi, a beach locale, and a garden. Popular attraction Saugany Lake is located nearby.
Cozy Cottage On The Lake
(2025 Open! 4 Nt Min!) Harbert Home With Hot Tub & Close To Beach!

(2025 Open! 4 Nt Min!) Harbert Home With Hot Tub & Close To Beach!

Harbert
Book a stay at this family-friendly cottage in Shorewood-Tower Hills-Harbert. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions ...
(2025 Open! 4 Nt Min!) Harbert Home With Hot Tub & Close To Beach!
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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 Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Lakeside will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Lakeside definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Lakeside, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Lakeside Cottages essential information

Accommodation
146 Cottages
Lowest Price
Highest Price
Popular accommodation
Walkable cozy cottage, Outlet Mall across street!, 1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More, Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17, Stunning designer cottage just 2 blks to private beach.! Sleeps 8., Woodsy Cottage In The Heart Of Union Pier, Blocks To Beach Golf Tennis Park & Lake MI Sunsets, Renovated, Spacious Retreat in Union Pier!, Cozy Cottage On The Lake, (2025 Open! 4 Nt Min!) Harbert Home With Hot Tub & Close To Beach!

Top trending hotels in Lakeside

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

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

Lakeside
Stay at this vacation home in Lakeside. Enjoy free WiFi, a garden, and patios. Popular attractions Four Winds Casino New Buffalo and Burnison Galleries are located ...
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

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

Lakeside
Book a stay at this family-friendly cottage in Lakeside. Enjoy free WiFi, private pools, and a garden. Popular attractions Four Winds Casino New Buffalo and ...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach

Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach

Union Pier
Stay at this vacation home in Lakeside. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Four Winds Casino New Buffalo and Burnison Galleries ...
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
Save an average of 15% on thousands of hotels when you're signed in
New, modern 6 bd home with private pool, hot tub and close to beach

New, modern 6 bd home with private pool, hot tub and close to beach

Lakeside
Stay at this vacation home in Lakeside. Enjoy private pools, a garden, and patios. Popular attractions Four Winds Casino New Buffalo and Burnison Galleries are ...
New, modern 6 bd home with private pool, hot tub and close to beach
Don't see what you're looking for?
See all available properties in Lakeside
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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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^Subject to availability and chosen travel dates.