Holiday Rentals in Lakeside

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Our top choices for Lakeside holiday 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.
The price is €158
includes taxes & fees
7 May - 8 May
Secluded Country Cabin

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.
The price is €402
includes taxes & fees
11 May - 12 May
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
The price is €480
includes taxes & fees
6 May - 7 May
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

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.
The price is €474
includes taxes & fees
10 May - 11 May
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
The price is €325
includes taxes & fees
4 Jun - 5 Jun
Newly Renovated / Dog Friendly / Sleeps 6

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, (130 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.
The price is €166
includes taxes & fees
6 May - 7 May
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (16 reviews)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is €198
includes taxes & fees
6 May - 7 May
Romantic Cozy Home in "America’s Nicest Town"

Accessible Studio Suite w/ Kitchen & Breakfast

Accessible Studio Suite w/ Kitchen & Breakfast
Benton Harbor
The price is €172
includes taxes & fees
25 May - 26 May
Accessible Studio Suite w/ Kitchen & Breakfast

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
The price is €347
includes taxes & fees
6 May - 7 May
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.6 out of 10, Exceptional, (15 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 €251
includes taxes & fees
6 May - 7 May
The Boutique at Midtown Central / Hot Tub / Pet Friendly

Newely Remodeled Studio!

Newely Remodeled Studio!
Michigan City
9.0 out of 10, Wonderful, (16 reviews)
"It was amazing and close by the dunes for our National Park and hiking day. Nice area with lots of restaurants around, and the place was super clean and cozy!"
United States
JoC S.
The price is €130
includes taxes & fees
11 May - 12 May
Newely Remodeled Studio!

King Suite w/ Private Bedroom & Free Breakfast

King Suite w/ Private Bedroom & Free Breakfast
Benton Harbor
The price is €156
includes taxes & fees
13 May - 14 May
King Suite w/ Private Bedroom & Free Breakfast

Game room/ Hot Tub / Pet Friendly / Duplex

Game room/ 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.
The price is €257
includes taxes & fees
6 May - 7 May
Game room/ Hot Tub / Pet Friendly / Duplex

Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (6 reviews)
"Great location!! "
United States
Kathy P.
The price is €213
includes taxes & fees
19 May - 20 May
Be Our -Country- Guest

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 €312
includes taxes & fees
6 May - 7 May
The 1888 House-Beach Town Luxury

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, (25 reviews)
"We enjoyed the location and appreciated that the kitchen had the needed cookware for cooking!"
United States
Marijke W.
The price is €214
includes taxes & fees
12 May - 13 May
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

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 €345
includes taxes & fees
12 May - 13 May
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

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 €331
includes taxes & fees
6 May - 7 May
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

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)
"Cute place, extremely clean, comfortable and well-outfitted. It's very convenient, with easy parking and great proximity to downtown Michigan City. "
United States
Heather O.
The price is €266
includes taxes & fees
10 May - 11 May
Brand New Cottage Walkable to All Downtown Michigan City & Beach!

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, (173 reviews)
"Excellent location and lovely apartment! We loved our stay and will be back!!"
United States
Leslie C.
The price is €241
includes taxes & fees
18 May - 19 May
Stay in downtown Three Oaks overlooking the main street!
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 €166 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?

Breezy Pad, Close to the Lake, with Hot Tub: This holiday home rental outside of Lakeside is located on a river, and has a patio, a garden and a BBQ 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 holiday with amenities such as a selection of games.

How many holiday rentals will I find in Lakeside?

With 50 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.