Holiday Rentals in Lakeside

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Holiday Rentals in Lakeside

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!
8.8 out of 10, Excellent, (23)
"Good location great pool host was nice to deal with. Had a good time"
United States
T H.
The price is €463
includes taxes & fees
6 Nov - 7 Nov
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
9.4 out of 10, Exceptional, (30)
"Nice"
United States
Maryellen W.
The price is €318
includes taxes & fees
6 Nov - 7 Nov
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Singing Sands Trl | Hot Tub Retreat | Dogs OK
9.8 out of 10, Exceptional, (23)
"We stayed for four nights with four children - the house was clean, well stocked with essentials for cooking and cleaning, and the kids loved the smore station and playing in the back yard. "
United States
Jill B.
The price is €236
includes taxes & fees
10 Nov - 11 Nov
Singing Sands Trl | Hot Tub Retreat | Dogs OK
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
9.6 out of 10, Exceptional, (15)
"We really enjoyed our stay. The home was very comfortable and close to downtown. We were minutes away from the mall, casino and breweries. The owner was very responsive to all our needs. We would definitely stay here again. "
United States
Phillip M.
The price is €246
includes taxes & fees
6 Nov - 7 Nov
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
9.6 out of 10, Exceptional, (49)
"House was immaculately clean, well appointed & extremely comfortable. By far, our best rental at Beachwalk Resort!"
United States
Kathy B.
The price is €375
includes taxes & fees
17 Nov - 18 Nov
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Romantic Cozy Home in "America’s Nicest Town"
9.8 out of 10, Exceptional, (14)
"It was very cosy and had everything you needed. It was easy to find and would definitely stay here again."
Canada
Vicki B.
The price is €186
includes taxes & fees
1 Dec - 2 Dec
Romantic Cozy Home in "America’s Nicest Town"
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
9.8 out of 10, Exceptional, (13)
"Very cozy land beautiful home"
United States
Stanley H.
The price is €140
includes taxes & fees
10 Nov - 11 Nov
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Stay on State 2 bed
8.8 out of 10, Excellent, (5)
"The place was clean, decently set up, and in a convenient location. However, the key pad never seemed to unlock for us with pin so I guess they had to do remotely, as I know you can't control others who stay, the couple staying in the upper portion had a knockdown drag or screaming, jumping around very loudly one of the nights. Just wanted to warn others. We could hear pretty much every time they were even just walking to the bathroom, so the fight was incredibly loud. Very obnoxious when...
United States
Josh H.
The price is €126
includes taxes & fees
1 Dec - 2 Dec
Stay on State 2 bed
Treehouse Bungalow- Quaint and Cozy Getaway!
8.6 out of 10, Excellent, (55)
"Loved it! Would stay again!"
United States
Nate H.
The price is €366
includes taxes & fees
6 Nov - 7 Nov
Treehouse Bungalow- Quaint and Cozy Getaway!
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
9.6 out of 10, Exceptional, (9)
"The cottage was very cute and clean. The property was actually bigger than we expected. We used the fire pit and the kayaks. It was close enough to town but still felt secluded and private, our son enjoyed having space to run around and be outside. We would highly recommend this property. "
United States
Jamey S.
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
Newely Remodeled Studio!
9.0 out of 10, Wonderful, (16)
"There were a few small hiccups, but Justin made sure to respond promptly and did his best to help us out."
United States
Abigail H.
The price is €140
includes taxes & fees
9 Nov - 10 Nov
Newely Remodeled Studio!
Secluded Country Cabin
10.0 out of 10, Exceptional, (74)
"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 €169
includes taxes & fees
4 Dec - 5 Dec
Secluded Country Cabin
Dunes Cottage at Town of Pines Lake Michigan near Indiana Dunes Parks!
9.8 out of 10, Exceptional, (15)
"Perfect location, very quiet., saw a deer walking thru the yard even! Well stocked home.. they thought of everything! Easy check in! The tv was challenging, stairs a little tricky for young kids but nit a show stopper. Window air ac upstairs only but it was cool after turned in. Comfy beds and nice linens. The home was cute and charming!"
United States
Diane E.
Dunes Cottage at Town of Pines Lake Michigan near Indiana Dunes Parks!
The Boutique at Midtown Central / Hot Tub / Pet Friendly
9.6 out of 10, Exceptional, (10)
"Great property and great communication. I will definitely return!"
United States
Kristina
The price is €260
includes taxes & fees
9 Nov - 10 Nov
The Boutique at Midtown Central / Hot Tub / Pet Friendly
Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!
9.6 out of 10, Exceptional, (5)
"We liked the convenience of the location- close to Warren Dunes and we were able to take our dog. "
United States
Mena C.
The price is €188
includes taxes & fees
19 Nov - 20 Nov
Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!
Downtown Getaway 1
8.2 out of 10, Very good, (31)
"Cute little apartment very close to the beach. Was great for our family of 4 for a quick trip to the beach. "
United States
Holly M.
Downtown Getaway 1
Heart of Historical Dist.*Parking*Claw Tub*A/C #4
10.0 out of 10, Exceptional, (7)
"Very clean and well cared for!"
United States
Savannah P.
The price is €189
includes taxes & fees
6 Nov - 7 Nov
Heart of Historical Dist.*Parking*Claw Tub*A/C #4
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown
9.6 out of 10, Exceptional, (5)
"A great large space to be in. Held 9 of us more than comfortably. Clean and close to everything there. The communication was above and beyond. I will definitely be renting this location out again. Everything needed was in the home except the food we made. Thank you again. "
United States
Alexandro M.
The price is €415
includes taxes & fees
9 Nov - 10 Nov
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown
Luxe Michigan City Getaway-Private-Unit A
2.0 star property
Luxe Michigan City Getaway-Private-Unit A
Lake Breeze Stylish Beach Boho 1BD w/ Private Deck
10.0 out of 10, Exceptional, (11)
"Great property, and convenient access to the beach. Was perfect for me and my two teens. "
United States
Kimberly N.
The price is €235
includes taxes & fees
6 Nov - 7 Nov
Lake Breeze Stylish Beach Boho 1BD w/ Private Deck
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, apart-hotels, 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 favorite 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 depends 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 €180 per night. Entering your travel dates in the search wizard you might find 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 45 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.