Lakeside Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Lakeside holiday rentals

Outdoor pool

Cottage in Michigan City

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
9.6 out of 10, Exceptional, (49 reviews)
"Perfect size for a family or friends. Great location "
United States
Michaela R.
The price is HK$1,228
HK$3,070 total
includes taxes & fees
30 Jan - 31 Jan
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Fridge, microwave, oven, stovetop

Holiday Home in Downtown New Buffalo

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
10.0 out of 10, Exceptional, (29 reviews)
"It was a lovely stay! Very clean and it was awesome I could take my dog with me :)"
United States
Roxie
The price is HK$880
HK$2,469 total
includes taxes & fees
29 Jan - 30 Jan
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Smart TV

Cottage in Michigan City

Brand New Cottage Walkable to All Downtown Michigan City & Beach!
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful and feels like home! Great location too! "
United States
Michelle T.
The price is HK$912
HK$2,419 total
includes taxes & fees
21 Jan - 22 Jan
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Beach nearby

Holiday Home in Michigan City

The Boutique at Midtown Central / Hot Tub / Pet Friendly
9.8 out of 10, Exceptional, (11 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 HK$948
HK$2,316 total
includes taxes & fees
19 Jan - 20 Jan
The Boutique at Midtown Central / Hot Tub / Pet Friendly
TV

Apartment in Michigan City

UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach
10.0 out of 10, Exceptional, (1 review)
"Wonderful accommodations. Love the beach so the beach chairs was a nice surprise. Walking distance to many shops and restaurants."
United States
Jay B.
The price is HK$793
HK$2,116 total
includes taxes & fees
18 Jan - 19 Jan
UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach
Fridge, microwave, oven, stovetop

Holiday Home in New Buffalo

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
10.0 out of 10, Exceptional, (16 reviews)
"Great cozy place with great yard and activity space"
United States
Derek E.
The price is HK$816
HK$2,342 total
includes taxes & fees
26 Jan - 27 Jan
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
Beach nearby

Cottage in Michigan City

Treehouse Bungalow- Quaint and Cozy Getaway!
8.6 out of 10, Excellent, (55 reviews)
"Great property and everything was as described. Easy check in process! Would only add to get some newer pillows as they are all extremely flat for the beds. "
United States
Mehnaz S.
The price is HK$975
HK$3,197 total
includes taxes & fees
22 Jan - 23 Jan
Treehouse Bungalow- Quaint and Cozy Getaway!
Property grounds

Condo in Benton Harbor

Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Very clean, nice breakfast. No hot tub and remote for tv didnt work. Otherwise good. Amazingly clean. "
United States
Amanda M.
The price is HK$1,065
HK$1,338 total
includes taxes & fees
7 Feb - 8 Feb
Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center
TV

Apartment in Michigan City

Heart of Historical Dist.*Parking*Claw Tub*A/C #4
10.0 out of 10, Exceptional, (7 reviews)
"This was the perfect place for a weekend getaway! Convenient location, clean apartment, and very responsive hosts. You can tell they put in a lot of effort and passion into their property. "
United States
Danielle S.
The price is HK$709
HK$1,757 total
includes taxes & fees
14 Feb - 15 Feb
Heart of Historical Dist.*Parking*Claw Tub*A/C #4
Smart TV, fireplace, table football, books

Holiday Home in Michigan City

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
9.4 out of 10, Exceptional, (33 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 HK$632
HK$2,803 total
includes taxes & fees
18 Jan - 19 Jan
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Property grounds

Apartment in Michigan City

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
9.4 out of 10, Exceptional, (126 reviews)
"Hot tub was great! "
United States
Caitlin R.
The price is HK$772
HK$1,659 total
includes taxes & fees
19 Jan - 20 Jan
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
TV, books

Holiday Home in Downtown New Buffalo

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
10.0 out of 10, Exceptional, (20 reviews)
"Great stay, loved the place!"
United States
Ryan J.
The price is HK$720
HK$2,775 total
includes taxes & fees
19 Jan - 20 Jan
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Terrace/patio

Holiday Home in Michigan City

Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Great option for a quick weekend trip to the Dunes. Clean, comfy and good communication from the host."
United States
Dillon K.
The price is HK$1,606
HK$3,184 total
includes taxes & fees
17 Jan - 18 Jan
Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
Terrace/patio

Holiday Home in La Porte

UncleLarry's LakePlace, Hot Tub
10.0 out of 10, Exceptional, (5 reviews)
"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.
UncleLarry's LakePlace, Hot Tub
Outdoor dining

Cottage in St. Joseph

Perfect getaway! Modern, rustic cottage on the St. Joseph River.
9.6 out of 10, Exceptional, (9 reviews)
"Julie was very responsive via messages as my parents were staying here and I was the main contact. They enjoyed their stay very much! "
United States
Raymie G.
The price is HK$1,228
HK$2,404 total
includes taxes & fees
30 Jan - 31 Jan
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
Dining

Apartment in Michigan City

Designer Loft Within Walking Distance to Restaurants, Bars & Beach! Pet Friendly
9.4 out of 10, Exceptional, (13 reviews)
"Excellent property with amazing restaurants! This place exceeded our expectations. I would definitely recommend to anyone visiting Michigan City. "
United States
Suzanne
The price is HK$982
HK$2,506 total
includes taxes & fees
18 Jan - 19 Jan
Designer Loft Within Walking Distance to Restaurants, Bars & Beach! Pet Friendly
Beach

Holiday Home in Michigan City

Singing Sands Trl | Hot Tub Retreat | Dogs OK
9.8 out of 10, Exceptional, (24 reviews)
"I absolutely loved it there the beds were comfy the hot tub was nice we enjoyed a fire and we got a chance to relax and catch up very great birthday thanks a lot "
United States
Britni S.
The price is HK$763
HK$1,836 total
includes taxes & fees
19 Jan - 20 Jan
Singing Sands Trl | Hot Tub Retreat | Dogs OK
Exterior detail

Apartment in La Porte

Stay on State 2 bed
8.8 out of 10, Excellent, (5 reviews)
"Comfortable bed!"
United States
Kathryn V.
The price is HK$1,112
HK$1,499 total
includes taxes & fees
24 Jan - 25 Jan
Stay on State 2 bed
Beach nearby

Holiday Home in Michigan City

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
9.8 out of 10, Exceptional, (14 reviews)
"Wonderful overnight stay! Comfy house with clean amenities. Great experience! "
United States
Leah K.
The price is HK$1,170
HK$1,808 total
includes taxes & fees
19 Jan - 20 Jan
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Terrace/patio

Holiday Home in Buchanan

Romantic Cozy Home in "America’s Nicest Town"
9.8 out of 10, Exceptional, (14 reviews)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is HK$764
HK$1,594 total
includes taxes & fees
20 Jan - 21 Jan
Romantic Cozy Home in "America’s Nicest Town"
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

The Brewery Lodge Hotel

The Brewery Lodge Hotel

10/10 Excellent
"Everyone was so nice. The fireplace did not work but the room was warm enough. In winter the place is still beautiful. Excellent food and the I had an eyebrow wax that was perfect. I really wish I would've booked a facial. I will be back soon."
Maureen 2-night trip
Posted 3 days ago
The Brewery Lodge Hotel

Find out more about Lakeside

Search for holiday rentals in Lakeside on Expedia! You can easily find your home rentals, villas, holiday apartments in Lakeside using one of the methods below:

  • View our selection of featured holiday rentals in Lakeside
  • Use the map to find apartments and other holiday homes in the Lakeside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lakeside while they last

Look no further and take a look at our great range of rental properties in Lakeside!

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?

Pool Vibes Retreat | Hot Tub | Poker | Fire Pit: This holiday home rental outside of Lakeside is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Lakeside?

With 46 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.