Lakeside Vacation Rentals

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Vacation Rentals in Lakeside

Outdoor pool, a heated pool
New, modern 6 bd home with private pool, hot tub and close to beach
10.0 out of 10, Exceptional, (26)
"Kevin and Ellen were tremendous hosts, and their property couldn't have been better for the quiet getaway my friends and I wanted. New Buffalo has plenty to do, but we wanted some distance from all the busyness, and their property delivered exactly what we were looking for. They were incredibly gracious with not only their home but also their service. Would absolutely recommend!"
New, modern 6 bd home with private pool, hot tub and close to beach
Dining
Hot tub and Golf Cart 6 bedrooms plus coach house. July 26th -Aug 2nd, 2024 open
10.0 out of 10, Exceptional, (148)
"Will be back again!!"
Hot tub and Golf Cart 6 bedrooms plus coach house. July 26th -Aug 2nd, 2024 open
Fridge, microwave, oven, stovetop
Scenic Southwest Michigan Awaits!
10.0 out of 10, Exceptional, (88)
"The property was just as listed; very clean and well stocked with basic supplies for our stay. The hostess quickly responded to any questions we might have had and there was lots of information available about the area and wineries and attractions to see while staying there."
The price is $175
$257 total
includes taxes & fees
May 28 - May 29
Scenic Southwest Michigan Awaits!
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Beach nearby, sun loungers, beach towels
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
10.0 out of 10, Exceptional, (98)
"Property was as shown on the pics….it was not warm enough to check out the pool but location was great and home was comfortable"
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
Beach
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
9.8 out of 10, Exceptional, (170)
"Lovely place! Lovely owners! The only negative was highway noise."
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Fridge, microwave, oven, stovetop
Stylish Cottage, private heated pool & hot tub, 3bed, 2bth immaculate secluded
9.8 out of 10, Exceptional, (234)
"We had a nice time."
Stylish Cottage, private heated pool & hot tub, 3bed, 2bth immaculate secluded
Fridge, microwave, oven, stovetop
Morningside
9.8 out of 10, Exceptional, (35)
"Neat and tidy cottage with all you need for a restful stay. Close to I-94, near attractions, shopping, and dining in Harbor Country."
The price is $217
$459 total
includes taxes & fees
May 28 - May 29
Morningside
Outdoor spa tub
Walk Downtown, Huge Hot tub, Coffee on the Porch!
9.8 out of 10, Exceptional, (11)
"Great place close to everything. Hosts were awesome"
Walk Downtown, Huge Hot tub, Coffee on the Porch!
TV, video games, offices
Walking distance to beach, 2 Bedroom, Pet Friendly
9.8 out of 10, Exceptional, (8)
"We wanted to do some outlet shopping. This lovely old house is right across the street from the mall. It was very clean and well furnished. The beds were comfy and the neighborhood was quiet. We had a lovely weekend."
Walking distance to beach, 2 Bedroom, Pet Friendly
Fridge, microwave, oven, stovetop
Villa at Sunset Dunes
9.8 out of 10, Exceptional, (25)
"This place was nice and cozy. The person of contact was incredibly nice and accommodating. Overall definitely would be back if future endeavors allows. "
Villa at Sunset Dunes
Sun loungers, beach towels
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
9.8 out of 10, Exceptional, (196)
"We really loved it. The bungalow was very clean and everything was thought of. We loved the convenience to the beach (and those gorgeous Michigan sunsets), and we loved the cute coffee shop and tavern right near by. New buffalo was just a few miles and we enjoyed exploring there too. We plan to come back! Thank you."
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
Pool
Beautiful Family Cottage in Beachwalk *Grill *AC * Free Wifi*Kids Haven.
9.6 out of 10, Exceptional, (196)
"Enjoyed the troll house. Great location"
Beautiful Family Cottage in Beachwalk *Grill *AC * Free Wifi*Kids Haven.
Exterior
Cozy Michigan City Beach Cottage #2
9.6 out of 10, Exceptional, (64)
"Overall everything was great. Had a little hiccup at check in with the code provided not working, but we were able to contact the host and fixed asap. Cozy little spot to respite for a few days."
Cozy Michigan City Beach Cottage #2
Exterior
Big Cozy House In The Dunes (5bed/3.5bath plus loft) - Nested In Wooded Hillside
9.6 out of 10, Exceptional, (54)
"First time using Vrbo, and overall everything met my expectations. The listing was very accurate and the owner made sure had new appliances, enough plates, utensils, and important home comfort and TVs in all room. Very impressed with cleanliness and upkeep. We had a bunch of 18 year graduates staying and they all really thought it was absolutely comfy and cozy for them!"
Big Cozy House In The Dunes (5bed/3.5bath plus loft) - Nested In Wooded Hillside
Property grounds
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
9.4 out of 10, Exceptional, (10)
"Everything was amazing!! I would recommemd highly and stay again!! ONLY thing i can recommend is a bigger water heater as the hot water ran out fast. But seriously so relaxing and amazing worth the money for a perfect get away!!"
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
Beach nearby, beach towels
The Neighborhood Hotel - Grand Beach
4.0 star property
9.4 out of 10, Exceptional, (23)
"Un lugar maravilloso para descansar y desconectar. Él apartamento estaba muy bien equipado y super limpio."
The Neighborhood Hotel - Grand Beach
Outdoor pool, a heated pool
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
9.4 out of 10, Exceptional, (10)
"Place was very clean, beds was very comfortable. we slepts like a baby and enjoy the house with the amenities. Great location walk distance from Michigan lake highly recommended! Thank you Hodi"
The price is $175
$589 total
includes taxes & fees
Jun 2 - Jun 3
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
Beach nearby
Treehouse Bungalow- Quaint and Cozy Getaway!
9.4 out of 10, Exceptional, (33)
"We had such an amazing experience with this property and the host. She was very responsive and was so accommodating to some extra requests I had. We would stay again for sure!"
The price is $229
$390 total
includes taxes & fees
May 22 - May 23
Treehouse Bungalow- Quaint and Cozy Getaway!
Outdoor pool, a heated pool
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
9.4 out of 10, Exceptional, (34)
"Very good minus the pool boy showing up unexpectedly and being rude to us. Tossing chemicals in hot tub with not warning us and they blew in all of our faces and food as we ate at the outside table."
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Beach nearby
Beach, casino, pet-friendly cottage
9.4 out of 10, Exceptional, (43)
"The house was perfect for visiting family for the holidays! Great location. Super clean and comfy! We will definitely be back!"
Beach, casino, pet-friendly cottage
Don't see what you're looking for?
See all available properties in Lakeside
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 Vacation Rental Travel Info

Number of vacation rentals
115
Popular accommodation
Lakeside private vacation homes
Known landmarks
Warren Dunes State Park, The Acorn and Warren Dunes State Park Beach
International airport
Chicago, IL (ORD-O'Hare Intl.)

Other types of properties in Lakeside you may be interested in

Property grounds
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
9.4 out of 10, Exceptional, (10)
"Everything was amazing!! I would recommemd highly and stay again!! ONLY thing i can recommend is a bigger water heater as the hot water ran out fast. But seriously so relaxing and amazing worth the money for a perfect get away!!"
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
Beach nearby, sun loungers, beach towels
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
9.2 out of 10, Wonderful, (30)
"We had a great time, the place was beautiful and the hosts were very nice and caring. We will definitely be back in the summer."
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
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, (55)
"We were really dedicated to hosting our families in a shared, yet private space, and we were not disappointed. From walks on the beach to dinners in town, this place has it all. The houses are comfortable and inviting with all amenities, and our host was kind and thoughtful in our communications. Renting two properties is no small amount of money, so we were apprehensive, but quickly found out there was no reason to be. We found an incredible experience and great owners, we can't wait to go...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
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.

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 $100 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.

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 4 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 47 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. In the larger area, you’ll find Townline Beach and Warren Dunes State Park Beach.

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.

Recent reviews of Lakeside properties
Expedia verified reviews

Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

5/5 Excellent
"Very clean and nice staff! "
A verified traveler stayed at Microtel Inn & Suites by Wyndham Michigan City
Posted 2 days ago
Microtel Inn & Suites by Wyndham Michigan City