Lakeside Vacation Rentals

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lakeside vacation rentals

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.
$182 nightly
The price is $182
May 17 - May 18
Total with taxes and fees
Secluded Country Cabin

8-acre Bridgman Oasis: Pool, Hot Tub & Game Room

8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
3.0 star property
Bridgman
$827 nightly
The price is $876
Jun 4 - Jun 5
Total with taxes and fees
8-acre Bridgman Oasis: Pool, Hot Tub & Game Room

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)
"This place is so warm and cozy. Like walking back in time with the old kitchen appliances. Perfect for a winter getaway with a hot tub & amazing massage chair. The city is so beautiful to explore from Bennett’s Antique Store to Tavern on 12. Highly recommended will be booking again soon. Host was super responsive and respectful. "
United States
Jessi B.
$235 nightly
The price is $263
May 16 - May 17
Total with taxes and fees
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Michigan City
9.6 out of 10, Exceptional, (49 reviews)
"Great space, fun neighborhood, and perfect location."
United States
Eric B.
$582 nightly
The price is $652
May 21 - May 22
Total with taxes and fees
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
Michigan City
9.8 out of 10, Exceptional, (26 reviews)
"We enjoyed the location and appreciated that the kitchen had the needed cookware for cooking!"
United States
Marijke W.
$224 nightly
The price is $251
May 18 - May 19
Total with taxes and fees
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

Accessible Studio Suite w/ Kitchen & Breakfast

Accessible Studio Suite w/ Kitchen & Breakfast
Benton Harbor
$176 nightly
The price is $193
May 26 - May 27
Total with taxes and fees
Accessible Studio Suite w/ Kitchen & Breakfast

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.
$428 nightly
The price is $479
May 18 - May 19
Total with taxes and fees
Treehouse Bungalow- Quaint and Cozy Getaway!

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
9.8 out of 10, Exceptional, (19 reviews)
"The backyard/garage area was awesome! So much to do. The house was very clean and the beds were super comfortable! The host was also extremely response!"
United States
Franny
$572 nightly
The price is $580
May 20 - May 21
Total with taxes and fees
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

NEW! Pet-Friendly Getaway with Golf & Private Patio Retreat

NEW! Pet-Friendly Getaway with Golf & Private Patio Retreat
South Bend
$857 nightly
The price is $985
May 18 - May 19
Total with taxes and fees
NEW! Pet-Friendly Getaway with Golf & Private Patio Retreat

Accessible 2BR Suite w/ Dining Area & Breakfast

Accessible 2BR Suite w/ Dining Area & Breakfast
Benton Harbor
$273 nightly
The price is $299
May 17 - May 18
Total with taxes and fees
Accessible 2BR Suite w/ Dining Area & Breakfast

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!
Michigan City
8.8 out of 10, Excellent, (23 reviews)
"Good location great pool host was nice to deal with. Had a good time"
United States
T H.
$455 nightly
The price is $509
May 15 - May 16
Total with taxes and fees
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

King Suite w/ Private Bedroom & Free Breakfast

King Suite w/ Private Bedroom & Free Breakfast
Benton Harbor
$158 nightly
The price is $173
May 17 - May 18
Total with taxes and fees
King Suite w/ Private Bedroom & Free Breakfast

Breezy Pad, Close to the Lake, with Hot Tub

Breezy Pad, Close to the Lake, with Hot Tub
St Joseph
9.2 out of 10, Wonderful, (124 reviews)
"The house was nice and clean. The neighborhood is is quiet which we love but close to downtown St. Joseph and neighboring towns. Would definitely stay again. "
United States
Nataly
$188 nightly
The price is $196
May 19 - May 20
Total with taxes and fees
Breezy Pad, Close to the Lake, with Hot Tub

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
New Buffalo
10.0 out of 10, Exceptional, (24 reviews)
"Incredibly clean. LOVE THAT"
United States
Matthew M.
$686 nightly
The price is $686
May 18 - May 19
Total with taxes and fees
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Bluffview on the River with a hot tub, sauna, pool table, and more!

Bluffview on the River with a hot tub, sauna, pool table, and more!
Berrien Springs
9.0 out of 10, Wonderful, (37 reviews)
"The house was amazing, the host was great, no complaints"
United States
Joe L.
$518 nightly
The price is $537
May 18 - May 19
Total with taxes and fees
Bluffview on the River with a hot tub, sauna, pool table, and more!

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, (17 reviews)
"It was very cozy and perfect! "
United States
Tommy W.
$162 nightly
The price is $182
Jun 1 - Jun 2
Total with taxes and fees
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Stunning Ranch in the woods!

Stunning Ranch in the woods!
Berrien Springs
9.2 out of 10, Wonderful, (24 reviews)
"Lovely home in a great location! Very clean and comfortable beds, kitchen stocked with necessary tools, good washing machine, and ping pong table. We enjoyed our stay very much!"
Canada
Peter
Stunning Ranch in the woods!

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (31 reviews)
"Very nice place and all as advertised. Would stay here again"
United States
Murray
$406 nightly
The price is $414
May 20 - May 21
Total with taxes and fees
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

New Buffalo Inn

New Buffalo Inn
2.0 star property
Downtown New Buffalo
9.2 out of 10, Wonderful, (154 reviews)
"We have stayed here many times over the years and we always find the rooms clean, comfortable, and quiet. Within walking distance of downtown. Great location."
United States
Dennis
$225 nightly
The price is $239
May 17 - May 18
Total with taxes and fees
New Buffalo Inn

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, (86 reviews)
"We enjoyed our stay."
United States
Ramona M.
$257 nightly
The price is $288
May 17 - May 18
Total with taxes and fees
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
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.
Save an average of 15% on thousands of hotels when you're signed in

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 $182 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?

Breezy Pad, Close to the Lake, with Hot Tub: This vacation home rental near Lakeside is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Lakeside?

With 42 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.