Lakeside Vacation Rentals

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Check prices for these dates

Tonight
Jun 19 - Jun 20
Tomorrow
Jun 20 - Jun 21
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Lakeside

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
Beach nearby, sun loungers, beach towels

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

9.0 out of 10, Wonderful, (41)
"Perfect getaway house for three friends looking to relax. Would stay here again. All communication was prompt as needed and location to the beach was scenic and less than five minutes away!"
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
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, (51)
"Great hotel. Firepits, common area, s’mores bar and a great patio too. Within walking distance of the beach and you’ll get to see deer too. "
The Neighborhood Hotel - Grand Beach
Sunset Dunes Vacation Villas
Standard Villa | Private kitchenette | Fridge, microwave, oven, stovetop

Sunset Dunes Vacation Villas

3.0 star property
10.0 out of 10, Exceptional, (3)
"This place was so cute !! Loved it for our short stay in MI with the family "
Sunset Dunes Vacation Villas
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Property grounds

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

9.2 out of 10, Wonderful, (108)
"Very nice relaxing stay. "
The price is ￥21,750
￥40,762 total
includes taxes & fees
Jun 22 - Jun 23
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Treehouse Bungalow- Quaint and Cozy Getaway!
Beach nearby

Treehouse Bungalow- Quaint and Cozy Getaway!

9.0 out of 10, Wonderful, (48)
"House was clean, cute, in a great location. Would recommend and stay here again. "
The price is ￥39,020
￥63,841 total
includes taxes & fees
Jun 26 - Jun 27
Treehouse Bungalow- Quaint and Cozy Getaway!
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, (82)
"We enjoyed the hot tub! Even in the freezing temps it was amazing!!"
The price is ￥25,970
￥34,779 total
includes taxes & fees
Jun 24 - Jun 25
Breezy Pad, Close to the Lake, with Hot Tub
Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.
On the beach

Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.

7.8 out of 10, Good, (19)
"Had a great time and enjoyed our stay "
The price is ￥17,400
￥37,190 total
includes taxes & fees
Jun 23 - Jun 24
Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
Beach

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

9.8 out of 10, Exceptional, (28)
"Great place to stay in Michigan City!! Hot Tub the inside is huge and modern!! If your looking for a nice getaway this is it!!!"
The price is ￥37,120
￥64,212 total
includes taxes & fees
Jul 2 - Jul 3
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined
Smart TV, fireplace, DVD player, printers

Juniper Presents: Lakefront Getaway and Outdoor Living Redefined

9.4 out of 10, Exceptional, (100)
"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
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, (57)
"We had plenty of room for all 17 of us, however, if you have trouble climbing stairs it’s not for you. "
The price is ￥92,655
￥174,500 total
includes taxes & fees
Jul 9 - Jul 10
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!
Lake Michigan Getaway - Jacuzzi Tub - PET FRIENDLY
Property grounds

Lake Michigan Getaway - Jacuzzi Tub - PET FRIENDLY

Lake Michigan Getaway - Jacuzzi Tub - PET FRIENDLY
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
Beach nearby, sun loungers, beach towels

'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL

10.0 out of 10, Exceptional, (120)
"Property just as advertised. Clean and easy to access. Great location. I would stay again"
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
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, (13)
"We had the absolute best weekend with our group of 18 people. All the rooms are spacious, cozy, and had super comfortable beds. The kitchen is TO DIE FOR! Great for cooking a big meal to enjoy together. We cannot wait to come back and stay here again!"
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
Last prime summer dates still open! Jun20-24; Aug22-29. Act now;save and enjoy
Terrace/patio

Last prime summer dates still open! Jun20-24; Aug22-29. Act now;save and enjoy

10.0 out of 10, Exceptional, (162)
"This property is beautiful with a lot of space, bedrooms, and bathrooms. The location was perfect for walking to the beach, restaurants, and shopping. Can't wait to visit again!"
Last prime summer dates still open! Jun20-24; Aug22-29. Act now;save and enjoy
Charming 2-bedroom house in delightful New Buffalo with hot tub
Outdoor dining

Charming 2-bedroom house in delightful New Buffalo with hot tub

10.0 out of 10, Exceptional, (1)
"The house is in a great location with wonderful amenities. Walkable to restaurants, shops, and the beach. Very clean, nice backyard and a well stocked kitchen. We loved the hot tub! We are hoping to return in the future!"
Charming 2-bedroom house in delightful New Buffalo with hot tub
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Outdoor spa tub

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

9.8 out of 10, Exceptional, (37)
"HahahaBut seriously, a great place to stay!"
The price is ￥34,510
￥73,608 total
includes taxes & fees
Jun 22 - Jun 23
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!
Outdoor pool, a heated pool

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

9.0 out of 10, Wonderful, (18)
"Me and my family stayed here on Thanksgiving it was so comfortable and cozy any very clean l will definitely will book again checking in process was very easy!"
The price is ￥47,125
￥113,193 total
includes taxes & fees
Jun 29 - Jun 30
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!
Juniper Presents: Lakefront Dream Home-HotTub, 2 Fab Decks+Firepit
A heated pool

Juniper Presents: Lakefront Dream Home-HotTub, 2 Fab Decks+Firepit

9.8 out of 10, Exceptional, (47)
"Property was just as advertised! Amazing experience and responsive owner."
Juniper Presents: Lakefront Dream Home-HotTub, 2 Fab Decks+Firepit
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, (222)
"We have stayed here several times and always enjoy ourselves. Location and place are great. Thanks again. "
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
On Lake Shore Drive, Across St From Beach & Beach Stop, Lake MI Views
Beach

On Lake Shore Drive, Across St From Beach & Beach Stop, Lake MI Views

9.6 out of 10, Exceptional, (66)
"Good location to the beach. Property was small and dated but clean and provided what we needed for a short weekend. "
The price is ￥75,690
￥87,870 total
includes taxes & fees
Jun 24 - Jun 25
On Lake Shore Drive, Across St From Beach & Beach Stop, Lake MI Views
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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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?

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!: This Lakeside vacation home rental is located on a lake and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, 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.