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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Lakeside holiday rentals

Deluxe Double Room, Ensuite, Courtyard View (Galien Suite) | Interior

New Buffalo Inn

New Buffalo Inn
2.0 star property
Downtown New Buffalo
9.2 out of 10, Wonderful, (152 reviews)
"We have stayed here many times over the years and we always find the rooms clean, comfortable, and quiet. Within walking distance of downtown. Great location."
United States
Dennis
The price is 4.871.235 ₫
5.163.509 ₫ total
includes taxes & fees
14 Apr - 15 Apr
New Buffalo Inn
House (6 Bedrooms) | Interior

8-acre Bridgman Oasis: Pool, Hot Tub & Game Room

8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
3.0 star property
Bridgman
The price is 8.847.216 ₫
22.232.843 ₫ total
includes taxes & fees
3 May - 4 May
8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
House, 4 Bedrooms | Terrace/patio

Pet-friendly Getaway With Golf & Private Patio Retreat 4 Bedroom Home

Pet-friendly Getaway With Golf & Private Patio Retreat 4 Bedroom Home
3.0 star property
South Bend
The price is 10.062.655 ₫
27.773.000 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Pet-friendly Getaway With Golf & Private Patio Retreat 4 Bedroom Home
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

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

8/10 Good
"We did not receive maid service. We did not leave the room until 11 but they were still on our floor. We returned about 4:30 and they were finished on our floor, but never did our room. The hot tub was under construction so that was not available. "
Ellie 1-night trip
Posted 1 hour ago
Four Winds Casino Resort – New Buffalo

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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.

How many holiday rentals will I find in Lakeside?

With 43 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.