Lakeside Holiday Rentals

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Our top choices for Lakeside holiday rentals

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, (112 reviews)
"Great location"
United States
Anonymous traveller
The price is AU$230
includes taxes & fees
19 Jan - 20 Jan
Breezy Pad, Close to the Lake, with Hot Tub

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

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

Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
2.0 star property
Michigan City
10.0 out of 10, Exceptional, (5 reviews)
"Great option for a quick weekend trip to the Dunes. Clean, comfy and good communication from the host."
United States
Dillon K.
The price is AU$416
includes taxes & fees
19 Jan - 20 Jan
Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex

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, (33 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$567
includes taxes & fees
19 Jan - 20 Jan
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to 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
9.4 out of 10, Exceptional, (126 reviews)
"Hot tub was great! "
United States
Caitlin R.
The price is AU$286
includes taxes & fees
19 Jan - 20 Jan
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

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$341
includes taxes & fees
19 Jan - 20 Jan
Stay in downtown Three Oaks overlooking the main street!

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, (29 reviews)
"It was a lovely stay! Very clean and it was awesome I could take my dog with me :)"
United States
Roxie
The price is AU$470
includes taxes & fees
19 Jan - 20 Jan
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Scenic Southwest Michigan Awaits!

Scenic Southwest Michigan Awaits!
Baroda
10.0 out of 10, Exceptional, (133 reviews)
"Amazing location, beautiful home, clean, quiet neighborhood. Very happy with the stay will definitively be going back! "
United States
Kyle C.
The price is AU$278
includes taxes & fees
19 Jan - 20 Jan
Scenic Southwest Michigan Awaits!

Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (14 reviews)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is AU$314
includes taxes & fees
19 Jan - 20 Jan
Romantic Cozy Home in "America’s Nicest Town"

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$462
includes taxes & fees
20 Jan - 21 Jan
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Heart of Historical Dist.*King*Parking*A/C*#1

Heart of Historical Dist.*King*Parking*A/C*#1
Michigan City
10.0 out of 10, Exceptional, (2 reviews)
"Such a great stay. Close proximity to shopping and lake beach. The host is very professional and maintains a great property.Highly recommended the rental. "
United States
Aaron M.
The price is AU$387
includes taxes & fees
16 Feb - 17 Feb
Heart of Historical Dist.*King*Parking*A/C*#1

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$602
includes taxes & fees
19 Jan - 20 Jan
Treehouse Bungalow- Quaint and Cozy Getaway!

Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (74 reviews)
"Awesome people and a awesome place to stay we have been there 4 times and just love it and love the owners......Thank you for this place God bless you "
United States
Kevin & Susan O.
The price is AU$285
includes taxes & fees
19 Jan - 20 Jan
Secluded Country Cabin

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

Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Michigan City
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful and feels like home! Great location too! "
United States
Michelle T.
The price is AU$466
includes taxes & fees
19 Jan - 20 Jan
Brand New Cottage Walkable to All Downtown Michigan City & Beach!

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, (4 reviews)
"The property was extremely clean and perfectly described. Very cute inside. It was the perfect size for our group of 4 women. The loft was fine for us but might be difficult for some people to access. "
United States
Kelly D.
The price is AU$384
includes taxes & fees
19 Jan - 20 Jan
The Loft Buchanan - Chic Industrial Loft in Historic Downtown

UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach

UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach
Michigan City
10.0 out of 10, Exceptional, (1 review)
"Wonderful accommodations. Love the beach so the beach chairs was a nice surprise. Walking distance to many shops and restaurants."
United States
Jay B.
The price is AU$414
includes taxes & fees
19 Jan - 20 Jan
UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (20 reviews)
"Great stay, loved the place!"
United States
Ryan J.
The price is AU$535
includes taxes & fees
26 Jan - 27 Jan
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

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$451
includes taxes & fees
19 Jan - 20 Jan
The Boutique at Midtown Central / Hot Tub / Pet Friendly

Heart of Historical Dist.*Parking*Claw Tub*A/C #4

Heart of Historical Dist.*Parking*Claw Tub*A/C #4
Michigan City
10.0 out of 10, Exceptional, (7 reviews)
"This was the perfect place for a weekend getaway! Convenient location, clean apartment, and very responsive hosts. You can tell they put in a lot of effort and passion into their property. "
United States
Danielle S.
The price is AU$350
includes taxes & fees
19 Jan - 20 Jan
Heart of Historical Dist.*Parking*Claw Tub*A/C #4

The Moroccan Hideaway

The Moroccan Hideaway
Michigan City
10.0 out of 10, Exceptional, (3 reviews)
"Cute and cozy. "
United States
Irene D.
The price is AU$497
includes taxes & fees
2 Feb - 3 Feb
The Moroccan Hideaway
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$230 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 4 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.