Lakeside Holiday Rentals

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Our top choices for Lakeside holiday rentals

The Dorothy- March & April extended stay available

The Dorothy- March & April extended stay available
St. Joseph
10.0 out of 10, Exceptional, (51 reviews)
"Great stay, clean house, clean property. Had everything provided for us that we could have neeeded."
United States
Justin G.
The price is AU$487
includes taxes & fees
5 Mar - 6 Mar
The Dorothy- March & April extended stay available

Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (74 reviews)
"We had a great stay! We loved the privacy and the wedding gift the owners gave to us!"
United States
Savannah L.
The price is AU$268
includes taxes & fees
15 Mar - 16 Mar
Secluded Country Cabin

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, (114 reviews)
"Loved the quiet surroundings, yet being close to shopping and restaurants as well as the lake. "
United States
Jess B.
The price is AU$225
includes taxes & fees
5 Mar - 6 Mar
Breezy Pad, Close to the Lake, with Hot Tub

Stay in downtown Three Oaks overlooking the main street!

Stay in downtown Three Oaks overlooking the main street!
Three Oaks
9.8 out of 10, Exceptional, (162 reviews)
"Had a nice stay, in this nice, clean and spacious Vrbo. "
United States
Matthew W.
The price is AU$321
includes taxes & fees
8 Mar - 9 Mar
Stay in downtown Three Oaks overlooking the main street!

Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex

Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
Michigan City
10.0 out of 10, Exceptional, (5 reviews)
"The house was perfect for and we enjoyed the hot tub."
United States
Mistre S.
Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex

King Suite | Indoor Pool + Fitness Center

King Suite | Indoor Pool + Fitness Center
Benton Harbor
The price is AU$233
includes taxes & fees
1 Apr - 2 Apr
King Suite | Indoor Pool + Fitness Center

Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (15 reviews)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is AU$320
includes taxes & fees
8 Mar - 9 Mar
Romantic Cozy Home in "America’s Nicest Town"

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Michigan City
8.4 out of 10, Very good, (89 reviews)
"nice location near the dunes had a beautiful view of the sunset"
United States
ron m.
The price is AU$640
includes taxes & fees
16 Mar - 17 Mar
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

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, (128 reviews)
"Hot tub was great! "
United States
Caitlin R.
The price is AU$269
includes taxes & fees
5 Mar - 6 Mar
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

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, (11 reviews)
"We loved staying here. Jason was a great communicator and made sure our needs were met. Plenty of beds for our family of 8 adults. 10 minutes to the national park and its pristine beaches. "
United States
Cindy W.
The price is AU$421
includes taxes & fees
5 Mar - 6 Mar
The Boutique at Midtown Central / Hot Tub / Pet Friendly

Scenic Southwest Michigan Awaits!

Scenic Southwest Michigan Awaits!
Baroda
10.0 out of 10, Exceptional, (134 reviews)
"Very nice, clean and quiet home. We stayed one night. Home had everything we needed. Would definitely stay again. "
United States
Linda A.
The price is AU$261
includes taxes & fees
15 Mar - 16 Mar
Scenic Southwest Michigan Awaits!

Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (55 reviews)
"Great property and everything was as described. Easy check in process! Would only add to get some newer pillows as they are all extremely flat for the beds. "
United States
Mehnaz S.
The price is AU$655
includes taxes & fees
5 Mar - 6 Mar
Treehouse Bungalow- Quaint and Cozy Getaway!

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, (30 reviews)
"Highly recommend very clean, beautiful kitchen my family enjoyed staying there and my dog enjoyed the fenced in backyard"
United States
Mary B.
The price is AU$550
includes taxes & fees
5 Mar - 6 Mar
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Brand New House with Hot Tub! Gameroom! Workspace!

Brand New House with Hot Tub! Gameroom! Workspace!
Michigan City
9.4 out of 10, Exceptional, (6 reviews)
"Check in was very easy and convenient. Kitchen was stocked with everything we needed. We will definitely stay here again."
United States
Donna M.
The price is AU$585
includes taxes & fees
9 Mar - 10 Mar
Brand New House with Hot Tub! Gameroom! Workspace!

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Michigan City
9.4 out of 10, Exceptional, (34 reviews)
"Enjoyed our stay. Lots of room, easy to find, close to Lake Michigan, and received clear and helpful communication from the property manager/owner before and during our stay. "
United States
Daniel A.
The price is AU$530
includes taxes & fees
5 Mar - 6 Mar
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Hidden Arbor House - newly renovated retreat!

Hidden Arbor House - newly renovated retreat!
Berrien Springs
9.8 out of 10, Exceptional, (10 reviews)
"Very clean and perfect size for our group. We would absolutely stay there again "
United States
Phil T.
The price is AU$385
includes taxes & fees
22 Mar - 23 Mar
Hidden Arbor House - newly renovated retreat!

The 1888 House-Beach Town Luxury

The 1888 House-Beach Town Luxury
Benton Harbor
9.4 out of 10, Exceptional, (9 reviews)
"We had a great weekend. Place was clean and host was very quick to respond."
United States
Abel H.
The price is AU$505
includes taxes & fees
5 Mar - 6 Mar
The 1888 House-Beach Town Luxury

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

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
10.0 out of 10, Exceptional, (16 reviews)
"Great cozy place with great yard and activity space"
United States
Derek E.
The price is AU$822
includes taxes & fees
23 Mar - 24 Mar
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Duplex | Firepit | Game Room | Hot Tub-all year

Duplex | Firepit | Game Room | Hot Tub-all year
Michigan City
8.6 out of 10, Excellent, (17 reviews)
"Nice rental with lots of fun extras. Had a great time in the game room, hot tub and fire pit. Great neighborhood. The property condition was ok. Not very clean. "
United States
Andrea
The price is AU$291
includes taxes & fees
5 Mar - 6 Mar
Duplex | Firepit | Game Room | Hot Tub-all year

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, (25 reviews)
"Everything matched the description. Jacqueline was an excellent host and we highly recommend her along with this property!"
United States
Tim S.
The price is AU$561
includes taxes & fees
12 Mar - 13 Mar
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Lakeside holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeside holiday rentals we have selected for you start as low as AU$225 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Lakeside rentals

At Expedia, we put the best Lakeside holiday 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 holiday.

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 holiday rentals in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Lakeside has to offer?

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!: This highly rated holiday home rental in Lakeside is located on a lake, and has a patio, a private garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Lakeside?

With 46 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Lakeside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lakeside. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.