A calm river with a bridge, surrounded by autumn-colored trees and a dock with boats.

Search Vacation Homes in Lakeside

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lakeside vacation homes

Heated year-round pool, hot tub, close to Lake Michigan beaches!

Heated year-round pool, hot tub, close to Lake Michigan beaches!
Lakeside
The price is AED 7,713
AED 9,054 total
includes taxes & fees
30 Jun - 1 Jul
Heated year-round pool, hot tub, close to Lake Michigan beaches!

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Michigan City
9.8 out of 10, Exceptional, (21 reviews)
"It was very cozy and perfect! "
United States
Tommy W.
The price is AED 529
AED 839 total
includes taxes & fees
26 Jul - 27 Jul
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana

EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana
New Carlisle
10.0 out of 10, Exceptional, (2 reviews)
"Amazing place to book, it felt like home, I was completely satisfied, thank u again"
United States
Danane K.
The price is AED 446
AED 758 total
includes taxes & fees
30 Jun - 1 Jul
EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana

Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (17 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
The price is AED 433
AED 847 total
includes taxes & fees
30 Jun - 1 Jul
Romantic Cozy Home in "America’s Nicest Town"

Country Barn Studio Getaway

Country Barn Studio Getaway
Berrien Springs
9.4 out of 10, Exceptional, (18 reviews)
"This place was perfect for a relaxing, quiet weekend getaway! Clean, private and great location. Hoping to go back soon.. "
United States
Niki B.
The price is AED 441
AED 672 total
includes taxes & fees
30 Jun - 1 Jul
Country Barn Studio Getaway

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 AED 757
AED 971 total
includes taxes & fees
30 Jun - 1 Jul
Be Our -Country- Guest

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, (16 reviews)
"Cute and cozy"
United States
angel R.
The price is AED 742
AED 1,483 total
includes taxes & fees
1 Jul - 2 Jul
The Boutique at Midtown Central / Hot Tub / Pet Friendly

Pet friendly, 2-BDRM house 4 miles West of airport, with fenced in back yard

Pet friendly, 2-BDRM house 4 miles West of airport, with fenced in back yard
SOUTH BEND
The price is AED 661
AED 993 total
includes taxes & fees
5 Jul - 6 Jul
Pet friendly, 2-BDRM house 4 miles West of airport, with fenced in back yard

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
La Porte
9.8 out of 10, Exceptional, (88 reviews)
"The house was absolutely adorable and very clean! Host was extremely kind and helpful! We had a great time and would definitely recommend this house! "
United States
Cassandra N.
The price is AED 900
AED 1,497 total
includes taxes & fees
30 Jun - 1 Jul
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

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, (26 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 AED 808
AED 1,600 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

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, (135 reviews)
"The house was nice and clean. The neighborhood is is quiet which we love but close to downtown St. Joseph and neighboring towns. Would definitely stay again. "
United States
Nataly
The price is AED 1,194
AED 1,449 total
includes taxes & fees
9 Jul - 10 Jul
Breezy Pad, Close to the Lake, with Hot Tub

Spacious 5-Bedroom Sawyer Farmhouse Retreat

Spacious 5-Bedroom Sawyer Farmhouse Retreat
Sawyer
10.0 out of 10, Exceptional, (26 reviews)
"Property was very spacious and extremely clean!"
United States
Kelly P.
The price is AED 805
AED 1,388 total
includes taxes & fees
30 Jun - 1 Jul
Spacious 5-Bedroom Sawyer Farmhouse Retreat

Game room / Hot Tub / Pet Friendly / Duplex

Game room / Hot Tub / Pet Friendly / Duplex
Michigan City
9.8 out of 10, Exceptional, (8 reviews)
"We had a great stay! Jason was quick to respond to any messages and sent us detailed communications leading up to our stay. Space was perfect for me, my husband, and our two dogs. Location is super close to the beach, casino, and outlet shopping. Would for sure recommend!"
United States
Missy S.
The price is AED 863
AED 1,639 total
includes taxes & fees
30 Jun - 1 Jul
Game room / Hot Tub / Pet Friendly / Duplex

Napier House-Romantic Private Luxury mins to Beach

Napier House-Romantic Private Luxury mins to Beach
Benton Harbor
8.6 out of 10, Excellent, (14 reviews)
"i enjoyed this home soo much very nice & comfortable just like homeeee from the house soo clean smelling good everything was perfect will definitely will coming back!"
United States
Ashley G.
The price is AED 1,383
AED 2,083 total
includes taxes & fees
8 Jul - 9 Jul
Napier House-Romantic Private Luxury mins to Beach

Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
10.0 out of 10, Exceptional, (1 review)
"Lovely place, well stocked, clean, safe, comfortable and spacious. Location close to restaurants and outlet mall. Host was wonderful."
United States
Billie Farrar f.
The price is AED 863
AED 1,523 total
includes taxes & fees
29 Jul - 30 Jul
Newly Renovated / Dog Friendly / Sleeps 6

2 Mi to Beach! Hot Tub Haven in Michigan City

2 Mi to Beach! Hot Tub Haven in Michigan City
Michigan City
9.6 out of 10, Exceptional, (11 reviews)
"My friends and I loved our stay here, it was perfect for a group of friends who want to go to the Dunes. Communication was amazing and the hot tub was great!"
United States
Emi O.
The price is AED 628
AED 1,939 total
includes taxes & fees
5 Jul - 6 Jul
2 Mi to Beach! Hot Tub Haven in Michigan City

(4 bedrooms and 2 full baths; sleeps 11)

(4 bedrooms and 2 full baths; sleeps 11)
Michiana Shores
9.0 out of 10, Wonderful, (33 reviews)
"The house was perfect for my family and I. Very nice area and easy short drive to Buffalo. We really enjoyed our stay.."
United States
David C.
The price is AED 1,157
AED 2,189 total
includes taxes & fees
30 Jun - 1 Jul
(4 bedrooms and 2 full baths; sleeps 11)

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 AED 1,027
AED 1,669 total
includes taxes & fees
15 Jul - 16 Jul
The 1888 House-Beach Town Luxury

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 AED 881
AED 2,134 total
includes taxes & fees
22 Jul - 23 Jul
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lakeside Hotel Reviews