Lakeside Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Lakeside

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Beach nearby, sun loungers

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

9.2 out of 10, Wonderful, (65)
"this was a great place needed to have some cast iron skillets rather than the other pans thank you for letting us enjoy your place "
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
The Neighborhood Hotel - Grand Beach
Suite 1 - Three Bedroom | 3 bedrooms, premium bedding, memory foam beds, blackout drapes

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (61)
"Great stay for a large family, stayed in the 3 bedroom suite. "
The Neighborhood Hotel - Grand Beach
Breezy Pad, Close to the Lake, with Hot Tub
Smart TV, DVD player, books

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (97)
"Awesome house. Has everything you need. Close to the Lake and great fire area!"
The price is ￥20,370
￥28,973 total
includes taxes & fees
Sep 30 - Oct 1
Breezy Pad, Close to the Lake, with Hot Tub
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Pool

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

9.6 out of 10, Exceptional, (232)
"We enjoyed our stay. Everything was picturesque and would definitely recommend staying here."
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Sunset Dunes Vacation Villas
Standard Villa | Private kitchenette | Fridge, microwave, oven, stovetop

Sunset Dunes Vacation Villas

3.0 star property
9.6 out of 10, Exceptional, (10)
"This is an attractive, comfortable, well-maintained, and conveniently located rental. We enjoyed our stay and would stay here again."
Sunset Dunes Vacation Villas
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Exterior

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

9.8 out of 10, Exceptional, (115)
"I stayed here with a large group of friends. It's a beautiful property, it fit our group perfectly. Fun location with plenty of great things to do nearby. "
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Treehouse Bungalow- Quaint and Cozy Getaway!
Beach nearby

Treehouse Bungalow- Quaint and Cozy Getaway!

8.6 out of 10, Excellent, (54)
"Very nice, comfortable stay"
The price is ￥33,079
￥79,207 total
includes taxes & fees
Oct 2 - Oct 3
Treehouse Bungalow- Quaint and Cozy Getaway!
Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room
Outdoor dining

Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

10.0 out of 10, Exceptional, (212)
"The house and its location were truly amazing. While the photos are beautiful, the actual experience exceeded our expectations! A fantastic spot for a large group stay."
Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart
A heated pool

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

10.0 out of 10, Exceptional, (199)
"great stay"
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
Outdoor dining

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

10.0 out of 10, Exceptional, (76)
"Overall wonderful experience. Mary was so communicative and helpful. The house was beautiful and the perfect place for a long weekend with friends. Great outdoor area for gathering! Can’t recommend this place enough, we will definitely be back! "
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
Outdoor dining

Perfect getaway! Modern, rustic cottage on the St. Joseph River.

9.6 out of 10, Exceptional, (8)
"We loved our stay! The cottage is very nice and cozy and had everything we needed. The riverfront property really is a gem, and the kayaks and bicycles were very nice perks. It was so quiet and relaxing that we're already talking about returning for another visit! We've also been recommending it to our friends."
The price is ￥17,138
￥38,041 total
includes taxes & fees
Sep 29 - Sep 30
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
TV, fireplace, books, stereo

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

8.6 out of 10, Excellent, (87)
"Great house, beautiful view, very clean"
The price is ￥58,896
￥118,702 total
includes taxes & fees
Sep 25 - Sep 26
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
3BR Condo Close To The Beach! In/OutDoor Pools
Interior

3BR Condo Close To The Beach! In/OutDoor Pools

10.0 out of 10, Exceptional, (101)
"Perfect location and excellent property! We’ll be back! Thank you! "
3BR Condo Close To The Beach! In/OutDoor Pools
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
Outdoor spa tub

Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn

2.0 star property
10.0 out of 10, Exceptional, (25)
"House was perfect for our multi family family vacation! Amenities were wonderful and its clear that Tim is passionate about hosting a wonderful saty for all his guests! "
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined
Smart TV, fireplace, DVD player, printers

Juniper Presents: Lakefront Getaway and Outdoor Living Redefined

9.6 out of 10, Exceptional, (101)
"Our family spent the holiday at this incredible house and everything was perfect. We would definitely stay here again and highly recommend it. "
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
On the beach, sun loungers

BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

9.6 out of 10, Exceptional, (323)
"Wonderful fun property. Beautiful views and close to everything. "
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Outdoor spa tub

Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

9.6 out of 10, Exceptional, (45)
"Liked the location, hot tub was great.Walked to the zoo."
The price is ￥14,919
￥48,845 total
includes taxes & fees
Oct 8 - Oct 9
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
Interior

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

9.8 out of 10, Exceptional, (145)
"Amazing house for a large group of friends!"
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!
Property grounds

7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!

9.0 out of 10, Wonderful, (63)
"We had a fantastic time together."
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!
Steps from the beach! Pet friendly. Awesome amenities and great location.
Miscellaneous

Steps from the beach! Pet friendly. Awesome amenities and great location.

10.0 out of 10, Exceptional, (251)
"Awesome stay as always. No issues with property during visit."
Steps from the beach! Pet friendly. Awesome amenities and great location.
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

Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

10/10 Excellent
"Staff was friendly the pool and hot top for sire was a bonus"
Tammy 2-night trip
Posted 5 days ago
Baymont by Wyndham Michigan City

Find out more about Lakeside

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.: This vacation home rental near Lakeside offers a balcony, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Lakeside?

With 45 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.