Search Vacation Homes in Lakeside

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Lakeside vacation homes

Fridge, microwave, oven, stovetop
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Vacation Home in Downtown New Buffalo

10.0 out of 10, Exceptional, (29)
"It was a lovely stay! Very clean and it was awesome I could take my dog with me :)"
United States
Roxie
The price is AED 327
AED 1,051 total
includes taxes & fees
15 Dec - 16 Dec
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Terrace/patio
Romantic Cozy Home in "America’s Nicest Town"

Vacation Home in Buchanan

9.8 out of 10, Exceptional, (14)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is AED 360
AED 754 total
includes taxes & fees
10 Dec - 11 Dec
Romantic Cozy Home in "America’s Nicest Town"
Beach nearby
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Vacation Home in Michigan City

9.8 out of 10, Exceptional, (14)
"It was very cozy and perfect! "
United States
Tommy W.
The price is AED 331
AED 596 total
includes taxes & fees
15 Dec - 16 Dec
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Beach
Singing Sands Trl | Hot Tub Retreat | Dogs OK

Vacation Home in Michigan City

9.8 out of 10, Exceptional, (23)
"Property was as described in listing. Overall great stay. "
United States
Maria L.
The price is AED 400
AED 931 total
includes taxes & fees
14 Dec - 15 Dec
Singing Sands Trl | Hot Tub Retreat | Dogs OK
Fridge, microwave, oven, stovetop
Grand Reunion House 1 / Hot Tub / Pet Friendly / Duplex

Vacation Home in Michigan City

2.0 star property
9.8 out of 10, Exceptional, (7)
"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 367
AED 990 total
includes taxes & fees
10 Dec - 11 Dec
Grand Reunion House 1 / Hot Tub / Pet Friendly / Duplex
Terrace/patio
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Vacation Home in New Buffalo

10.0 out of 10, Exceptional, (16)
"Cozy house close to New Buffalo. Yard was great and game room was great additional space to hang out in. Would definitely go back!"
United States
Liz W.
The price is AED 368
AED 1,122 total
includes taxes & fees
11 Dec - 12 Dec
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
Outdoor dining
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Vacation Home in Downtown New Buffalo

10.0 out of 10, Exceptional, (19)
"Great stay, loved the place!"
United States
Ryan J.
The price is AED 281
AED 1,227 total
includes taxes & fees
15 Dec - 16 Dec
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
TV, fireplace, books, stereo
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Vacation Home in Michigan City

8.6 out of 10, Excellent, (88)
"nice location near the dunes had a beautiful view of the sunset"
United States
ron m.
The price is AED 422
AED 1,617 total
includes taxes & fees
10 Dec - 11 Dec
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Smart TV, DVD player, books
Breezy Pad, Close to the Lake, with Hot Tub

Vacation Home in St Joseph

9.2 out of 10, Wonderful, (106)
"We stayed at the Breezy pad for a family vacation and it was wonderful. We were able to bring our dog with and the house was very dog and family friendly. We loved that it was close to plenty of beaches and the neighborhood was very family friendly and quiet. We will definitely be making this a yearly family vacation. "
United States
Anna E.
The price is AED 387
AED 594 total
includes taxes & fees
10 Dec - 11 Dec
Breezy Pad, Close to the Lake, with Hot Tub
Outdoor spa tub
3 Bed 3 Ba Screenporch/Sunset Lake Views

Vacation Home in LaPorte, Indiana, US

10.0 out of 10, Exceptional, (67)
"Possibly the perfect place for an adult family weekend. House was nicer and even better appointed than expected. Owners have anticipated and exceeded guest needs for comfort and enjoyment. Would absolutely stay again if visiting the area."
United States
Jennifer G.
The price is AED 565
AED 1,692 total
includes taxes & fees
10 Dec - 11 Dec
3 Bed 3 Ba Screenporch/Sunset Lake Views
Fridge, microwave, oven, stovetop
The Boutique at Midtown Central / Hot Tub / Pet Friendly

Vacation Home in Michigan City

9.6 out of 10, Exceptional, (10)
"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 AED 433
AED 1,072 total
includes taxes & fees
10 Dec - 11 Dec
The Boutique at Midtown Central / Hot Tub / Pet Friendly
Smart TV, fireplace
Be Our -Country- Guest

Vacation Home in New Carlisle

10.0 out of 10, Exceptional, (5)
"Lovely and enjoyable property top to bottom! Excellent host willing to do whatever it takes to make your stay a great one!"
United States
Chris H.
The price is AED 483
AED 623 total
includes taxes & fees
10 Dec - 11 Dec
Be Our -Country- Guest
Smart TV, fireplace, foosball, books
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Vacation Home in Michigan City

9.4 out of 10, Exceptional, (33)
"Nice"
United States
Maryellen W.
The price is AED 294
AED 1,316 total
includes taxes & fees
15 Dec - 16 Dec
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Fridge, microwave, oven, stovetop
Scenic Southwest Michigan Awaits!

Vacation Home in Baroda

10.0 out of 10, Exceptional, (131)
"Amazing location, beautiful home, clean, quiet neighborhood. Very happy with the stay will definitively be going back! "
United States
Kyle C.
The price is AED 459
AED 735 total
includes taxes & fees
5 Jan - 6 January 2026
Scenic Southwest Michigan Awaits!
Fridge, microwave, oven, stovetop
3-bedroom house in charming La Porte three minute walk to beautiful Stone Lake

Vacation Home in La Porte

9.8 out of 10, Exceptional, (6)
"Nice layout of the home for our group. Good location. We had a very nice time. "
United States
Lisa C.
The price is AED 694
AED 1,156 total
includes taxes & fees
10 Dec - 11 Dec
3-bedroom house in charming La Porte three minute walk to beautiful Stone Lake
Outdoor spa tub
UncleLarry's LakePlace, Hot Tub

Vacation Home in La Porte

10.0 out of 10, Exceptional, (5)
"This place was wonderful! The views of the lake were amazing. The beds were extremely comfortable. All of the amenities you could want and more. It was a great locale for our family stay. We hope to visit again!"
United States
Meredith C.
The price is AED 768
AED 2,060 total
includes taxes & fees
10 Dec - 11 Dec
UncleLarry's LakePlace, Hot Tub
Beach nearby
Cozy private bungalow - Hot Tub - Walk to Lake Michigan!

Vacation Home in Sawyer

10.0 out of 10, Exceptional, (63)
"This was a great place for a weekend getaway."
United States
Andrew
The price is AED 644
AED 1,096 total
includes taxes & fees
10 Dec - 11 Dec
Cozy private bungalow - Hot Tub - Walk to Lake Michigan!
Smart TV
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown

Vacation Home in New Buffalo

9.6 out of 10, Exceptional, (5)
"Fun spot, close to many activities to enjoy."
United States
Jody W.
The price is AED 319
AED 1,716 total
includes taxes & fees
14 Dec - 15 Dec
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown
Outdoor spa tub
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

Vacation Home in Michigan City

9.6 out of 10, Exceptional, (49)
"We stayed here for a friends bachelorette and could not have been more pleased!The host communicated everything so so well. The house was lovely and just like the listing. Good location and wonderful amenities included!"
United States
Olivia F.
The price is AED 364
AED 1,206 total
includes taxes & fees
14 Dec - 15 Dec
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Smart TV
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown

Vacation Home in Three Oaks

10.0 out of 10, Exceptional, (78)
"Nice little house in great location. Clean and comfortable!"
United States
susan s.
The price is AED 644
AED 1,079 total
includes taxes & fees
10 Dec - 11 Dec
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Parking was easy. Nice room at good price. Went thanksgiving and it was great."
Lori 2-night trip
Posted 5 days ago
Blue Chip Casino Hotel and Spa