A calm river with a bridge, surrounded by autumn-colored trees and a dock with boats.

Lakeside Vacation Rentals

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Our top choices for Lakeside vacation rentals

Heated year-round pool, hot tub, close to Lake Michigan beaches!

Heated year-round pool, hot tub, close to Lake Michigan beaches!
Lakeside
$3,564 nightly
The price is $3,690
Jul 10 - Jul 11
Total with taxes and fees
Heated year-round pool, hot tub, close to Lake Michigan beaches!

Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (75 reviews)
"We had a great stay! We loved the privacy and the wedding gift the owners gave to us!"
United States
Savannah L.
$183 nightly
The price is $183
Jul 12 - Jul 13
Total with taxes and fees
Secluded Country Cabin

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Michigan City
9.2 out of 10, Wonderful, (132 reviews)
"Great spot. So close to the beach and the hot tub was amazing!"
United States
Sean B.
$262 nightly
The price is $293
Jul 12 - Jul 13
Total with taxes and fees
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana

EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana
New Carlisle
10.0 out of 10, Exceptional, (2 reviews)
"Amazing place to book, it felt like home, I was completely satisfied, thank u again"
United States
Danane K.
$177 nightly
The price is $203
Aug 3 - Aug 4
Total with taxes and fees
EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana

Spacious 5-Bedroom Sawyer Farmhouse Retreat

Spacious 5-Bedroom Sawyer Farmhouse Retreat
Sawyer
10.0 out of 10, Exceptional, (26 reviews)
"Property was very spacious and extremely clean!"
United States
Kelly P.
$446 nightly
The price is $464
Jul 22 - Jul 23
Total with taxes and fees
Spacious 5-Bedroom Sawyer Farmhouse Retreat

Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (17 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
$248 nightly
The price is $261
Jul 14 - Jul 15
Total with taxes and fees
Romantic Cozy Home in "America’s Nicest Town"

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

Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
New Buffalo
9.8 out of 10, Exceptional, (203 reviews)
"Very relaxing cottage, and the hosts are terrific. We have stayed here many times and we always enjoy it! Lots of personal touches and awesome landscaping, with a nice fireplace indoors and big fire ring out back."
United States
Steve P.
$390 nightly
The price is $405
Jul 12 - Jul 13
Total with taxes and fees
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

Country Barn Studio Getaway

Country Barn Studio Getaway
Berrien Springs
9.4 out of 10, Exceptional, (18 reviews)
"This place was perfect for a relaxing, quiet weekend getaway! Clean, private and great location. Hoping to go back soon.. "
United States
Niki B.
$183 nightly
The price is $183
Jul 13 - Jul 14
Total with taxes and fees
Country Barn Studio Getaway

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Michigan City
9.8 out of 10, Exceptional, (23 reviews)
"It was very cozy and perfect! "
United States
Tommy W.
$205 nightly
The price is $230
Jul 26 - Jul 27
Total with taxes and fees
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (55 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
$456 nightly
The price is $511
Jul 12 - Jul 13
Total with taxes and fees
Treehouse Bungalow- Quaint and Cozy Getaway!

Newely Remodeled Studio!

Newely Remodeled Studio!
Michigan City
9.0 out of 10, Wonderful, (19 reviews)
"It was amazing and close by the dunes for our National Park and hiking day. Nice area with lots of restaurants around, and the place was super clean and cozy!"
United States
JoC S.
$163 nightly
The price is $183
Jul 22 - Jul 23
Total with taxes and fees
Newely Remodeled Studio!

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
La Porte
9.8 out of 10, Exceptional, (88 reviews)
$366 nightly
The price is $410
Jul 13 - Jul 14
Total with taxes and fees
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Three Oaks
9.6 out of 10, Exceptional, (69 reviews)
$280 nightly
The price is $280
Jul 15 - Jul 16
Total with taxes and fees
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (7 reviews)
"Great location!! "
United States
Kathy P.
$251 nightly
The price is $281
Jul 13 - Jul 14
Total with taxes and fees
Be Our -Country- Guest

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
New Carlisle
9.6 out of 10, Exceptional, (26 reviews)
"Everything matched the description. Jacqueline was an excellent host and we highly recommend her along with this property!"
United States
Tim S.
$389 nightly
The price is $436
Jul 16 - Jul 17
Total with taxes and fees
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Downtown Getaway 2

Downtown Getaway 2
Michigan City
9.0 out of 10, Wonderful, (30 reviews)
"This property was a short drive to the beach and the outlet mall. It was very clean and the beds were comfortable. "
United States
Elise B.
$193 nightly
The price is $216
Jul 15 - Jul 16
Total with taxes and fees
Downtown Getaway 2

The Loft Buchanan - Chic Industrial Loft in Historic Downtown

The Loft Buchanan - Chic Industrial Loft in Historic Downtown
Buchanan
10.0 out of 10, Exceptional, (7 reviews)
"Everything about our stay at The Loft was Wonderful!"
United States
Jeanne B.
$248 nightly
The price is $256
Jul 20 - Jul 21
Total with taxes and fees
The Loft Buchanan - Chic Industrial Loft in Historic Downtown

The Moroccan Hideaway

The Moroccan Hideaway
Michigan City
10.0 out of 10, Exceptional, (3 reviews)
"Cute and cozy. "
United States
Irene D.
$410 nightly
The price is $459
Jul 13 - Jul 14
Total with taxes and fees
The Moroccan Hideaway

Pet friendly, 2-BDRM house 4 miles West of airport, with fenced in back yard

Pet friendly, 2-BDRM house 4 miles West of airport, with fenced in back yard
SOUTH BEND
Pet friendly, 2-BDRM house 4 miles West of airport, with fenced in back yard

The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.8 out of 10, Exceptional, (16 reviews)
"Cute and cozy"
United States
angel R.
$397 nightly
The price is $430
Jul 14 - Jul 15
Total with taxes and fees
The Boutique at Midtown Central / Hot Tub / Pet Friendly
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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Top Lakeside Hotel Reviews

Find out more about Lakeside

Everything you need to know about Lakeside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakeside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeside. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lakeside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $293 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lakeside rentals

At Expedia, we put the best Lakeside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lakeside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Lakeside?

Yes, you can find vacation rentals near popular attractions in Lakeside, or you can choose a secluded option if you're looking for relaxation. Lakeside is known for its lake views and architecture. Make sure you have time to check out the forests and shopping during your trip.

What are some of the best vacation home rentals that Lakeside has to offer?

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!: This Lakeside vacation home rental is located on a lake and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Lakeside?

With 43 Expedia vacation rentals, you're sure to find just the right place for your Lakeside stay.

What can I see and do in Lakeside?

Cultural attractions include Burnison Galleries, whereas Lake Michigan is a spot to enjoy nature. Eleanor O'Connor Wilson Woods Preserve and Edward and Elizabeth Leonard Wildlife Preserve are other places to visit while you're in town.

What are vacation rentals like in Lakeside?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Lakeside. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.