Compare Lakeside Cottage Rentals
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Featured Lakeside Cottages
Shorewinds beachhouse Garden Gate opens directly to beachpath No roads to cross!
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
$312 nightly
The price is $330 total per night
$330 total
Nov 18 - Nov 19
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. Other amenities at this family-friendly cottage include a water dispenser and barbecue grills.
Hot Tub
Kitchen
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
$503 nightly
The price is $503 total per night
$503 total
Oct 22 - Oct 23
Total with taxes and fees
Guests of this cottage enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include barbecue grills, a water dispenser, and a garden.
Hot Tub
Kitchen
(2026 Open!) UNION PIER HOME WITH PRIVATE HEATED POOL!
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
$376 nightly
The price is $421 total per night
$421 total
Oct 22 - Oct 23
Total with taxes and fees
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Chic Dunes Cottage W/ HOT TUB near Warren Dunes / Lake MI!
This cottage features a hot tub and barbecue grills.
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.
Hotel Options in Lakeside
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside
9.2/10 Wonderful! (55 reviews)
Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
$109 nightly
The price is $115 total per night from Oct 28 to Oct 29
$115 total
Oct 28 - Oct 29
Total with taxes and fees
9.2/10 Wonderful! (1,563 reviews)
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive, Michigan City, IN
$116 nightly
The price is $130 total per night from Oct 28 to Oct 29
$130 total
Oct 28 - Oct 29
Total with taxes and fees
8.2/10 Very Good! (1,779 reviews)
Cottages
Book a cottage in Lakeside
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Lakeside. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Lakeside better.
Cottage apartments in Lakeside range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.
Find the best cottages in Lakeside
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Lakeside and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.
Stay in a Lakeside cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Lakeside. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.
Lakeside Cottages essential information
Accommodation | 169 Cottages |
|---|---|
Lowest Price | $115 |
Highest Price | $503 |
Popular accommodation | Shorewinds beachhouse Garden Gate opens directly to beachpath No roads to cross!, Perfect getaway! Modern, rustic cottage on the St. Joseph River., Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!, Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!, (2026 Open!) UNION PIER HOME WITH PRIVATE HEATED POOL!, Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk, Chic Dunes Cottage W/ HOT TUB near Warren Dunes / Lake MI!, Brand New Cottage Walkable to All Downtown Michigan City & Beach!, Beachglass Cottage - Family Friendly Kids and Pets |
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