Lakeside Holiday Rentals

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Check prices for these dates

Tonight
5 Jul - 6 Jul
Tomorrow
6 Jul - 7 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Holiday 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
3 bedrooms, premium bedding, memory-foam beds, blackout curtains

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (52)
"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
Private kitchenette

Sunset Dunes Vacation Villas

3.0 star property
10.0 out of 10, Exceptional, (4)
"This place was so cute !! Loved it for our short stay in MI with the family "
Sunset Dunes Vacation Villas
Downtown Getaway 1
Fridge, paper towels

Downtown Getaway 1

8.8 out of 10, Excellent, (20)
"The apartment was conveniently located near the Indiana dunes, shopping, and restaurants."
The price is HK$667
HK$1,363 total
includes taxes & fees
13 Jul - 14 Jul
Downtown Getaway 1
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, (69)
"This house is a great setup and well taken care of. The owners are very responsive and location is close to everything."
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Property grounds

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

9.4 out of 10, Exceptional, (112)
"It was quiet and clean and very enjoyable for me and my fiance! Will be going again!"
The price is HK$1,177
HK$2,189 total
includes taxes & fees
21 Jul - 22 Jul
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Exterior

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

10.0 out of 10, Exceptional, (35)
"The home was perfect. Right near the downtown area. Had everything you needed. And super cozy!!"
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!
Microwave, oven, stovetop, dishwasher

Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!

10.0 out of 10, Exceptional, (1)
"Driftwood Cottage has everything you need for a dreamy Midwest lake holiday. The home is comfortable, clean and well equipped with everything you need whether beach chairs, toys, towels or board games later on. Management is easy to reach and responsive.The beach itself is private, close and even has parking. Our family loved the experience and look forward to returning. "
Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!
A cozy little house along Trail Creek awaits you. Relax. Unwind. Enjoy.
Miscellaneous

A cozy little house along Trail Creek awaits you. Relax. Unwind. Enjoy.

7.4 out of 10, Good, (3)
"Had a great time in Michigan city but I do wish the property was cleaner and the hot water did not work"
A cozy little house along Trail Creek awaits you. Relax. Unwind. Enjoy.
Cozy Couples’ Getaway < 2 Mi to Lake Michigan!
Fridge, microwave, stovetop, dishwasher

Cozy Couples’ Getaway < 2 Mi to Lake Michigan!

3.5 star property
6.0 out of 10, (1)
"When firat arrived apartment was extremely hot. The window air conditioner in the bedroom was on but not blowing any cold air. Living room unit was off. We turned on living room unit and called for maintenance. He arrived within minutes. He put a barand new window unit in the bedroom, rewired the ceiling fan in bedroom that wasnt working (and cleaned it because it was covered with thick dust) and he put the recessed light that was hanging down out of the bedroom ceiling. I wiped down counters...
Cozy Couples’ Getaway < 2 Mi to Lake Michigan!
Beautiful woodsy setting a 10 minute walk to the beach!
Property grounds

Beautiful woodsy setting a 10 minute walk to the beach!

9.0 out of 10, Wonderful, (14)
"Very smooth, exactly as described!"
Beautiful woodsy setting a 10 minute walk to the 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, (83)
"We had a great time and appreciated the little touches that made our stay great! "
The price is HK$2,465
HK$3,006 total
includes taxes & fees
17 Jul - 18 Jul
Breezy Pad, Close to the Lake, with Hot Tub
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 HK$2,347
HK$3,736 total
includes taxes & fees
4 Aug - 5 Aug
Treehouse Bungalow- Quaint and Cozy Getaway!
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 a fantastic time together."
The price is HK$5,016
HK$9,446 total
includes taxes & fees
9 Jul - 10 Jul
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!
Collect Moments Not Things
Beach

Collect Moments Not Things

9.2 out of 10, Wonderful, (16)
"Enjoyed the property and loved the location!"
Collect Moments Not Things
Stunning Large 6 Room Rental 1000sq ft.
Marina

Stunning Large 6 Room Rental 1000sq ft.

2.0 star property
6.0 out of 10, (2)
"Our stay here was wonderful!! It is a beautiful space. I love antiques charm- this place had it all. Beautiful wood, comfy furniture. Our host even left snacks and drinks for us! It was quiet and comfortable. Communication was great and check-in was super easy. I wish we were able to get there early enough to enjoy the restaurant downstairs. You would never even know it is there- quiet and no smell of food in the apartment. I absolutely plan to book again either for a ND game or a...
The price is HK$1,165
HK$2,070 total
includes taxes & fees
7 Jul - 8 Jul
Stunning Large 6 Room Rental 1000sq ft.
North Wind-walk to the beach & more!
Beach nearby

North Wind-walk to the beach & more!

9.6 out of 10, Exceptional, (28)
"This place was great! Spacious for the family, short walk to the water, nice and quiet neighborhood! Would definitely stay again!"
North Wind-walk to the beach & more!
(4 bedrooms and 2 full baths; sleeps 11)
Beach nearby

(4 bedrooms and 2 full baths; sleeps 11)

9.2 out of 10, Wonderful, (25)
"We had a great stay. Close to attractions and still quiet."
The price is HK$2,472
HK$4,676 total
includes taxes & fees
16 Jul - 17 Jul
(4 bedrooms and 2 full baths; sleeps 11)
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
Sun-loungers, beach towels

Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!

9.8 out of 10, Exceptional, (227)
"We had a wonderful stay. Great location!"
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!
Terrace/patio

Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

10.0 out of 10, Exceptional, (165)
"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!"
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!
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 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?

Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!: This holiday home rental outside of Lakeside is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals will I find in Lakeside?

With 45 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.