Lakeside Vacation Rentals

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Our top choices for Lakeside vacation rentals

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great option for a quick weekend trip to the Dunes. Clean, comfy and good communication from the host."
United States
Dillon K.
$257 nightly
The price is $273
Jan 8 - Jan 9
Total with taxes and fees
Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
9.6 out of 10, Exceptional, (49)
"Perfect size for a family or friends. Great location "
United States
Michaela R.
$352 nightly
The price is $394
Jan 8 - Jan 9
Total with taxes and fees
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
9.4 out of 10, Exceptional, (33)
"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.
$312 nightly
The price is $349
Jan 8 - Jan 9
Total with taxes and fees
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
10.0 out of 10, Exceptional, (1)
"Very clean, nice breakfast. No hot tub and remote for tv didnt work. Otherwise good. Amazingly clean. "
United States
Amanda M.
$141 nightly
The price is $154
Feb 6 - Feb 7
Total with taxes and fees
Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center

Vacation Home in Downtown New Buffalo

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
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
$292 nightly
The price is $298
Jan 12 - Jan 13
Total with taxes and fees
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
9.8 out of 10, Exceptional, (11)
"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.
$278 nightly
The price is $296
Jan 8 - Jan 9
Total with taxes and fees
The Boutique at Midtown Central / Hot Tub / Pet Friendly
9.8 out of 10, Exceptional, (16)
"Beautiful and feels like home! Great location too! "
United States
Michelle T.
$273 nightly
The price is $306
Jan 8 - Jan 9
Total with taxes and fees
Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Vacation Home in LaPorte, Indiana, US

3 Bed 3 Ba Screenporch/Sunset Lake Views
10.0 out of 10, Exceptional, (68)
"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.
$463 nightly
The price is $517
Jan 8 - Jan 9
Total with taxes and fees
3 Bed 3 Ba Screenporch/Sunset Lake Views

Cabin in Berrien Springs

Secluded Country Cabin
10.0 out of 10, Exceptional, (74)
"Awesome people and a awesome place to stay we have been there 4 times and just love it and love the owners......Thank you for this place God bless you "
United States
Kevin & Susan O.
$181 nightly
The price is $189
Jan 8 - Jan 9
Total with taxes and fees
Secluded Country Cabin
9.8 out of 10, Exceptional, (14)
"It was very cozy and perfect! "
United States
Tommy W.
$209 nightly
The price is $234
Jan 8 - Jan 9
Total with taxes and fees
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
9.6 out of 10, Exceptional, (9)
"Perfectly located, felt secluded but was close enough to everything we needed. Quiet. Bonfire was great addition.Fishing was good, hard to put the boat in, but we handled it! Would stay again."
United States
Susan C.
$292 nightly
The price is $307
Jan 8 - Jan 9
Total with taxes and fees
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
9.4 out of 10, Exceptional, (126)
"Was as described great stay"
United States
Amber C.
$159 nightly
The price is $178
Jan 8 - Jan 9
Total with taxes and fees
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
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.
$303 nightly
The price is $309
Jan 8 - Jan 9
Total with taxes and fees
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Vacation Home in La Porte

UncleLarry's LakePlace, Hot Tub
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.
$471 nightly
The price is $527
Jan 12 - Jan 13
Total with taxes and fees
UncleLarry's LakePlace, Hot Tub
10.0 out of 10, Exceptional, (1)
"Wonderful accommodations. Love the beach so the beach chairs was a nice surprise. Walking distance to many shops and restaurants."
United States
Jay B.
$256 nightly
The price is $271
Jan 8 - Jan 9
Total with taxes and fees
UP*W/D*King*Balcony*10 min. to IN.Dunes & Beach

Vacation Home in Michigan City

Singing Sands Trl | Hot Tub Retreat | Dogs OK
9.8 out of 10, Exceptional, (24)
"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.
$236 nightly
The price is $253
Jan 12 - Jan 13
Total with taxes and fees
Singing Sands Trl | Hot Tub Retreat | Dogs OK
10.0 out of 10, Exceptional, (4)
"The property was extremely clean and perfectly described. Very cute inside. It was the perfect size for our group of 4 women. The loft was fine for us but might be difficult for some people to access. "
United States
Kelly D.
$242 nightly
The price is $250
Jan 8 - Jan 9
Total with taxes and fees
The Loft Buchanan - Chic Industrial Loft in Historic Downtown
8.6 out of 10, Excellent, (55)
"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.
$366 nightly
The price is $410
Jan 8 - Jan 9
Total with taxes and fees
Treehouse Bungalow- Quaint and Cozy Getaway!
10.0 out of 10, Exceptional, (51)
"Great stay, clean house, clean property. Had everything provided for us that we could have neeeded."
United States
Justin G.
$417 nightly
The price is $429
Jan 8 - Jan 9
Total with taxes and fees
Area Favorite- 2 Bedroom, Game Room, Fall Bonfires
10.0 out of 10, Exceptional, (1)
"We had a great trip. Location with direct access to the beach was a must for us and this home did not disappoint. Plenty of room for all of us. It was our kids and a few of their friends. Loved that we had space to spread out. The kids had the downstairs and we could relax upstairs. House was clean. Kitchen was well stocked. Beds were super comfortable. Plenty of parking. The screened in porch was a great place for morning coffee and evening wine."
United States
Brook W.
$488 nightly
The price is $510
Jan 8 - Jan 9
Total with taxes and fees
Beachfront Hot Tub All Year | Outdoor Grill | Waves on Lake Michigan
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakeside vacation 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 low season months. For more hustle and bustle, you may prefer to visit Lakeside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lakeside rentals

At Expedia, we put the best Lakeside vacation 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 vacation.

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 vacation rentals in Lakeside?

Yes, you can find vacation rentals near popular attractions in Lakeside, or you can choose a secluded option if you're looking for relaxation. 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 vacation home rentals that Lakeside has to offer?

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach: This vacation home rental near Lakeside is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Lakeside?

With 46 Expedia vacation rentals, you're sure 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 vacation rentals like in Lakeside?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Lakeside. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.