Search Lakeside Cottage Rentals from CA $185

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Check prices for these dates

Next weekend
Apr 11 - Apr 13
In two weeks
Apr 18 - Apr 20
In one month
May 2 - May 4
In two months
May 30 - Jun 1

Browse Select Lakeside Cottages

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Exterior

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

10.0 out of 10, Exceptional, (30)
"The property is pristine and beautiful! Brittany was super kind, communicative, and so thoughtful! We loved every minute of our stay! Thank you, Brittany, for providing such a cozy, relaxing atmosphere for a much needed getaway. "
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Exterior

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

10.0 out of 10, Exceptional, (128)
"Annual girls trip to Michigan was made even more special by this adorable property. So cozy and comfortable. We loved every minute of it. "
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
NEW! Cozy Cottage by the Warren Dunes State Park
Fridge, microwave, oven, stovetop

NEW! Cozy Cottage by the Warren Dunes State Park

10.0 out of 10, Exceptional, (15)
"We had a lovely time here. The place has everything you need."
NEW! Cozy Cottage by the Warren Dunes State Park
75 Paces to Beach Stairs! Walk to Whistle Stop Deli/Bakery and Roadhouse Diner
Fridge, microwave, oven, stovetop

75 Paces to Beach Stairs! Walk to Whistle Stop Deli/Bakery and Roadhouse Diner

10.0 out of 10, Exceptional, (174)
"Wonderful!"
75 Paces to Beach Stairs! Walk to Whistle Stop Deli/Bakery and Roadhouse Diner
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
Exterior

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

9.6 out of 10, Exceptional, (91)
"Clean and convenient. "
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
Cozy Michigan City Cottage #1
Interior

Cozy Michigan City Cottage #1

9.6 out of 10, Exceptional, (17)
"Perfect location for the beach and the cooler on wheels and beach chairs were helpful. The cottage was small but fine for our family and the two kids loved having the loft to themselves. The cottage is definitely older and a bit worn around the edges but great for a long weekend away from the city."
Cozy Michigan City Cottage #1
Treehouse Bungalow- Quaint and Cozy Getaway!
Beach nearby

Treehouse Bungalow- Quaint and Cozy Getaway!

9.0 out of 10, Wonderful, (46)
"2 of my close friend and I decided to get away for a short stay not too far from home. We had a great relaxing time. This place had everything we needed, short distance from everything. This place was clean and easy to find. The neighborhood felt safe. Even though the place below this apartment looks abandoned."
The price is CA $185
CA $374 total
includes taxes & fees
Apr 17 - Apr 18
Treehouse Bungalow- Quaint and Cozy Getaway!
New Buffalo Beach - Lake Michigan - Harbor Country Winery and Breweries
Outdoor dining

New Buffalo Beach - Lake Michigan - Harbor Country Winery and Breweries

10.0 out of 10, Exceptional, (20)
"Overall great place to stay. Very clean, centrally located, easy in and out instructions. I would definitely recommend."
New Buffalo Beach - Lake Michigan - Harbor Country Winery and Breweries
Beachglass Cottage - Family Friendly Kids and Pets
Exterior

Beachglass Cottage - Family Friendly Kids and Pets

10.0 out of 10, Exceptional, (3)
"We were thrilled with our experience staying at Beach Glass. It is cozy, clean, and offers top notch amenities that we haven’t found with other properties. Kayse provided a great stay that was geared at making it a great experience for us. The property is clean, in a great location with close access to Grand Beach and New Buffalo, and was kid friendly. Kayse is super friendly and very responsive and we plan to visit again soon! "
Beachglass Cottage - Family Friendly Kids and Pets
Lighthouse Cottage - Family & Pet Friendly
Interior

Lighthouse Cottage - Family & Pet Friendly

10.0 out of 10, Exceptional, (4)
"Perfect spot for our stay, we really enjoyed our weekend here! "
The price is CA $160
CA $542 total
includes taxes & fees
Apr 2 - Apr 3
Lighthouse Cottage - Family & Pet Friendly
Beautiful Private Cottage, Sleeps 6, Walk to Beach
2 bedrooms

Beautiful Private Cottage, Sleeps 6, Walk to Beach

10.0 out of 10, Exceptional, (18)
"Wonderful! The cottage is perfect and provided everything we needed. The beautiful garden and fire area is absolutely magical. The neighborhood is very secluded and family friendly. We felt very safe. The private beach is the icing on top of the cake! Beautiful sunsets and sounds of the waves from the lake took away all of our stress. New Buffalo, an adorable beach town, is a short drive from the property and offers shopping, restaurants and a marina. We would absolutely stay at the...
Beautiful Private Cottage, Sleeps 6, Walk to Beach
Harbert Living a short drive to local attractions. Where fond memories are made.
Fridge, microwave, oven, stovetop

Harbert Living a short drive to local attractions. Where fond memories are made.

9.8 out of 10, Exceptional, (67)
"Perfect place to kick back and relax, Nic is a great host!"
Harbert Living a short drive to local attractions. Where fond memories are made.
Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!
Outdoor dining

Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!

9.0 out of 10, Wonderful, (20)
"Beautiful property, many things to do in the area. Good communication with the owner. Would love to return."
Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!
Main Home & Cozy Guest House w/ Two Full Kitchens & Free WiFi - Walk to Beach
Beach nearby

Main Home & Cozy Guest House w/ Two Full Kitchens & Free WiFi - Walk to Beach

10.0 out of 10, Exceptional, (9)
"Family trip. Location and houses are great."
Main Home & Cozy Guest House w/ Two Full Kitchens & Free WiFi - Walk to Beach
Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach
Microwave, oven, stovetop, dishwasher

Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach

The price is CA $242
CA $445 total
includes taxes & fees
Apr 2 - Apr 3
Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach
Perfect vacation spot steps to the best beach Fire pit fenced yard large porch.
Beach nearby, sun loungers, beach towels

Perfect vacation spot steps to the best beach Fire pit fenced yard large porch.

10.0 out of 10, Exceptional, (46)
"Impressed with the attention to detail especially if you are doing any cooking. Spices, condiments and cutlery were all at hand."
Perfect vacation spot steps to the best beach Fire pit fenced yard large porch.
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Private kitchen

Brand New Cottage Walkable to All Downtown Michigan City & Beach!

The price is CA $187
CA $467 total
includes taxes & fees
Apr 2 - Apr 3
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Beach

Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

9.8 out of 10, Exceptional, (179)
"This was a great little get away for our 21st Anniversary. Very clean and neat. Everything we needed!"
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Walkable cozy cottage, Outlet Mall across street!
Interior

Walkable cozy cottage, Outlet Mall across street!

9.6 out of 10, Exceptional, (14)
"Enjoyed the time at this beautiful place. Just got to chill out and enjoy the time away. "
Walkable cozy cottage, Outlet Mall across street!
Shorewinds cottage Garden Gate opens directly to beachpath. No roads to cross!
On the beach, sun loungers, beach towels

Shorewinds cottage Garden Gate opens directly to beachpath. No roads to cross!

10.0 out of 10, Exceptional, (176)
"Our second stay...love the location and the layout. Our go-to long weekend getaway!"
Shorewinds cottage Garden Gate opens directly to beachpath. No roads to cross!
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!
Beach nearby, sun loungers, beach towels

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

9.0 out of 10, Wonderful, (40)
"This was a 4 day getaway to relax. While there is no water view from the property, a short walk and some steps led us to the perfect semiprivate beach. There were umbrellas, chairs and 2 kayaks available to use. Despite it being mid September, the water was swimmable and the temps were high 80s. We brought our dogs with us and they loved swimming in the water. I can't speak to how busy it is during the peak summertime, but we had the entire stretch to ourselves. Loved that! We got to meet the...
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
Beach nearby, sun loungers

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

9.2 out of 10, Wonderful, (61)
"this was a great place needed to have some cast iron skillets rather than the other pans thank you for letting us enjoy your place "
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
The Neighborhood Hotel - Grand Beach
Beach nearby, beach towels

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (41)
"It was nice and quiet and secluded. "
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.

Frequently asked questions

How much do cottages in Lakeside cost?
Expect to pay between CA $185 and CA $242 per night for cottages in Lakeside. Whatever your budget, a wonderful stay is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Lakeside?
You can pick from multiple cottages in Lakeside that have a total average guest review rating of 9.7. Fire Fly Resort is a wonderful place to rest and put your feet up between adventures. This 3.5-star cottage also comes with a barbecue grill and a garden. Union Pier - Alex 2 Bedroom Cottage is another top option with visitors to the area. It has a 3-star rating and amenities including a barbecue grill and WiFi.
How many cottages are there in Lakeside?
Get in touch with nature in one of the 180 cottages on offer in Lakeside. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.
Are there any family-friendly cottages in Lakeside?
Many visitors searching for a family-friendly cottage in Lakeside choose Fire Fly Resort. With a 3.5-star rating and amenities like a picnic area and WiFi, it’ll feel like your home away from home. Another noteworthy pick for traveling families is Union Pier - Alex 2 Bedroom Cottage. WiFi and an oven help make this 3-star cottage a comfy base for your Lakeside trip. After your digs are in order, round up the crew and start exploring Lakeside’s top family attractions. Burnison Galleries is a good place to begin your adventures.
Why book your cottage in Lakeside with Expedia?
Expedia has some wonderful cottages in Lakeside, so start planning for a memorable vacation on nature’s doorstep. If you have a fixed budget, click on how much you’re willing to spend and the star rating of your property. Or, make the most of our filters to search for cottages with a hot tub or a kitchen. We’ll help you find the perfect place whatever your bank balance or plans.
How can I find cheap cottages in Lakeside?
A great way to spot cheap cottages in Lakeside is with Expedia’s convenient filter tool. Narrow your search by star rating, budget and amenities to take advantage of unbeatable deals with only a few clicks.
What is there to do in Lakeside near my cottage?
The most practical travel accessory is a well-planned itinerary. Burnison Galleries is a good place to start your adventures in Lakeside.