Lakeside Holiday Rentals

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Holiday Rentals in Lakeside

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
9.2 out of 10, Wonderful, (66)
"Wonderful"
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
The Neighborhood Hotel - Grand Beach
4.0 star property
9.6 out of 10, Exceptional, (62)
"Absolutely perfect, we loved every bit of our stay!"
The Neighborhood Hotel - Grand Beach
Breezy Pad, Close to the Lake, with Hot Tub
9.2 out of 10, Wonderful, (99)
"The house is just what it was described! We love it! Highly recommended "
The price is AU$308
includes taxes & fees
23 Oct - 24 Oct
Breezy Pad, Close to the Lake, with Hot Tub
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
9.6 out of 10, Exceptional, (117)
"I stayed here with a large group of friends. It's a beautiful property, it fit our group perfectly. Fun location with plenty of great things to do nearby. "
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined
9.4 out of 10, Exceptional, (103)
"Our family spent the holiday at this incredible house and everything was perfect. We would definitely stay here again and highly recommend it. "
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
9.6 out of 10, Exceptional, (236)
"We enjoyed our stay. Everything was picturesque and would definitely recommend staying here."
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
10.0 out of 10, Exceptional, (78)
"Overall wonderful experience. Mary was so communicative and helpful. The house was beautiful and the perfect place for a long weekend with friends. Great outdoor area for gathering! Can’t recommend this place enough, we will definitely be back! "
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
8.6 out of 10, Excellent, (87)
"Great house, beautiful view, very clean"
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Sunset Dunes Vacation Villas
3.0 star property
9.6 out of 10, Exceptional, (11)
"The apartment was wonderful, close to the Red Bud Race track, restaurants, and of course, the beach! We would definitely stay here again. "
Sunset Dunes Vacation Villas
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart
10.0 out of 10, Exceptional, (202)
"great stay"
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
9.4 out of 10, Exceptional, (121)
"It was an amazing place! Super clean and cozy."
The price is AU$328
includes taxes & fees
20 Oct - 21 Oct
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
2.0 star property
10.0 out of 10, Exceptional, (27)
"House was perfect for our multi family family vacation! Amenities were wonderful and its clear that Tim is passionate about hosting a wonderful saty for all his guests! "
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
9.2 out of 10, Wonderful, (68)
"We have stayed at this property 7x and it was another great experience. Peaceful and quiet setting and with the hot weather, the pool was used extensively. Walking distance to everything and the neighborhood is perfect for walking our dog. "
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
9.6 out of 10, Exceptional, (45)
"Liked the location, hot tub was great.Walked to the zoo."
The price is AU$514
includes taxes & fees
16 Oct - 17 Oct
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
9.6 out of 10, Exceptional, (8)
"We loved our stay! The cottage is very nice and cozy and had everything we needed. The riverfront property really is a gem, and the kayaks and bicycles were very nice perks. It was so quiet and relaxing that we're already talking about returning for another visit! We've also been recommending it to our friends."
The price is AU$423
includes taxes & fees
16 Oct - 17 Oct
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
9.8 out of 10, Exceptional, (148)
"Amazing house for a large group of friends!"
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
Sweet Stay By-The-Lake in Michigan City with AC, WiFi
2.0 star property
9.6 out of 10, Exceptional, (25)
"Cute cottage, close to the beach. It was clean and the owners were very friendly and helpful!"
Sweet Stay By-The-Lake in Michigan City with AC, WiFi
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
9.6 out of 10, Exceptional, (34)
"We had an amazing time! Enjoyed every part of the house "
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
9.6 out of 10, Exceptional, (327)
"Wonderful fun property. Beautiful views and close to everything. "
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
Beach house with Private Heated Pool, Jacuzzi, Firepit. Steps to beach and park.
9.4 out of 10, Exceptional, (12)
"Very nice very convenient would stay again."
Beach house with Private Heated Pool, Jacuzzi, Firepit. Steps to beach and park.
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$308 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?

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!: This holiday home rental outside of Lakeside is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Lakeside?

With 44 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.