Lakeside Holiday Rentals

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Holiday Rentals in Lakeside

Outdoor pool, a heated pool
New, modern 6 bd home with private pool, hot tub and close to beach
10.0 out of 10, Exceptional, (26)
"Kevin and Ellen were tremendous hosts, and their property couldn't have been better for the quiet getaway my friends and I wanted. New Buffalo has plenty to do, but we wanted some distance from all the busyness, and their property delivered exactly what we were looking for. They were incredibly gracious with not only their home but also their service. Would absolutely recommend!"
New, modern 6 bd home with private pool, hot tub and close to beach
Dining
Hot tub and Golf Cart 6 bedrooms plus coach house. July 26th -Aug 2nd, 2024 open
10.0 out of 10, Exceptional, (148)
"Will be back again!!"
Hot tub and Golf Cart 6 bedrooms plus coach house. July 26th -Aug 2nd, 2024 open
Fridge, microwave, oven, stovetop
Scenic Southwest Michigan Awaits!
10.0 out of 10, Exceptional, (88)
"The property was just as listed; very clean and well stocked with basic supplies for our stay. The hostess quickly responded to any questions we might have had and there was lots of information available about the area and wineries and attractions to see while staying there."
The price is HK$1,365
HK$1,996 total
includes taxes & fees
28 May - 29 May
Scenic Southwest Michigan Awaits!
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Beach nearby, sun-loungers, beach towels
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
10.0 out of 10, Exceptional, (98)
"Property was as shown on the pics….it was not warm enough to check out the pool but location was great and home was comfortable"
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
Beach
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
9.8 out of 10, Exceptional, (170)
"Lovely place! Lovely owners! The only negative was highway noise."
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Fridge, microwave, oven, stovetop
Stylish Cottage, private heated pool & hot tub, 3bed, 2bth immaculate secluded
9.8 out of 10, Exceptional, (234)
"We had a nice time."
Stylish Cottage, private heated pool & hot tub, 3bed, 2bth immaculate secluded
Fridge, microwave, oven, stovetop
Morningside
9.8 out of 10, Exceptional, (35)
"Neat and tidy cottage with all you need for a restful stay. Close to I-94, near attractions, shopping, and dining in Harbor Country."
The price is HK$1,693
HK$3,581 total
includes taxes & fees
28 May - 29 May
Morningside
Outdoor spa tub
Walk Downtown, Huge Hot tub, Coffee on the Porch!
9.8 out of 10, Exceptional, (11)
"Great place close to everything. Hosts were awesome"
Walk Downtown, Huge Hot tub, Coffee on the Porch!
TV, video games, offices
Walking distance to beach, 2 Bedroom, Pet Friendly
9.8 out of 10, Exceptional, (8)
"We wanted to do some outlet shopping. This lovely old house is right across the street from the mall. It was very clean and well furnished. The beds were comfy and the neighborhood was quiet. We had a lovely weekend."
Walking distance to beach, 2 Bedroom, Pet Friendly
Fridge, microwave, oven, stovetop
Villa at Sunset Dunes
9.8 out of 10, Exceptional, (25)
"This place was nice and cozy. The person of contact was incredibly nice and accommodating. Overall definitely would be back if future endeavors allows. "
Villa at Sunset Dunes
Sun-loungers, beach towels
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
9.8 out of 10, Exceptional, (196)
"We really loved it. The bungalow was very clean and everything was thought of. We loved the convenience to the beach (and those gorgeous Michigan sunsets), and we loved the cute coffee shop and tavern right near by. New buffalo was just a few miles and we enjoyed exploring there too. We plan to come back! Thank you."
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
Pool
Beautiful Family Cottage in Beachwalk *Grill *AC * Free Wifi*Kids Haven.
9.6 out of 10, Exceptional, (196)
"Enjoyed the troll house. Great location"
Beautiful Family Cottage in Beachwalk *Grill *AC * Free Wifi*Kids Haven.
Exterior
Cozy Michigan City Beach Cottage #2
9.6 out of 10, Exceptional, (64)
"Overall everything was great. Had a little hiccup at check in with the code provided not working, but we were able to contact the host and fixed asap. Cozy little spot to respite for a few days."
Cozy Michigan City Beach Cottage #2
Property grounds
Big Cozy House In The Dunes (5bed/3.5bath plus loft) - Nested In Wooded Hillside
9.6 out of 10, Exceptional, (54)
"First time using Vrbo, and overall everything met my expectations. The listing was very accurate and the owner made sure had new appliances, enough plates, utensils, and important home comfort and TVs in all room. Very impressed with cleanliness and upkeep. We had a bunch of 18 year graduates staying and they all really thought it was absolutely comfy and cozy for them!"
Big Cozy House In The Dunes (5bed/3.5bath plus loft) - Nested In Wooded Hillside
Property grounds
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
9.4 out of 10, Exceptional, (10)
"Everything was amazing!! I would recommemd highly and stay again!! ONLY thing i can recommend is a bigger water heater as the hot water ran out fast. But seriously so relaxing and amazing worth the money for a perfect get away!!"
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
Beach nearby, beach towels
The Neighborhood Hotel - Grand Beach
4.0 star property
9.4 out of 10, Exceptional, (23)
"Un lugar maravilloso para descansar y desconectar. Él apartamento estaba muy bien equipado y super limpio."
The Neighborhood Hotel - Grand Beach
Outdoor pool, a heated pool
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
9.4 out of 10, Exceptional, (10)
"Place was very clean, beds was very comfortable. we slepts like a baby and enjoy the house with the amenities. Great location walk distance from Michigan lake highly recommended! Thank you Hodi"
The price is HK$1,365
HK$4,594 total
includes taxes & fees
2 Jun - 3 Jun
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
Beach nearby
Treehouse Bungalow- Quaint and Cozy Getaway!
9.4 out of 10, Exceptional, (33)
"We had such an amazing experience with this property and the host. She was very responsive and was so accommodating to some extra requests I had. We would stay again for sure!"
The price is HK$1,786
HK$3,040 total
includes taxes & fees
27 May - 28 May
Treehouse Bungalow- Quaint and Cozy Getaway!
Outdoor pool, a heated pool
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
9.4 out of 10, Exceptional, (34)
"Very good minus the pool boy showing up unexpectedly and being rude to us. Tossing chemicals in hot tub with not warning us and they blew in all of our faces and food as we ate at the outside table."
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Beach nearby
Beach, casino, pet-friendly cottage
9.4 out of 10, Exceptional, (43)
"The house was perfect for visiting family for the holidays! Great location. Super clean and comfy! We will definitely be back!"
Beach, casino, pet-friendly cottage
Don't see what you're looking for?
See all available properties in Lakeside
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.

Other types of properties in Lakeside you may be interested in

Property grounds
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
9.4 out of 10, Exceptional, (10)
"Everything was amazing!! I would recommemd highly and stay again!! ONLY thing i can recommend is a bigger water heater as the hot water ran out fast. But seriously so relaxing and amazing worth the money for a perfect get away!!"
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
Beach nearby, sun-loungers, beach towels
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
9.2 out of 10, Wonderful, (30)
"We had a great time, the place was beautiful and the hosts were very nice and caring. We will definitely be back in the summer."
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
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, (55)
"We were really dedicated to hosting our families in a shared, yet private space, and we were not disappointed. From walks on the beach to dinners in town, this place has it all. The houses are comfortable and inviting with all amenities, and our host was kind and thoughtful in our communications. Renting two properties is no small amount of money, so we were apprehensive, but quickly found out there was no reason to be. We found an incredible experience and great owners, we can't wait to go...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
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?

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!: This highly rated holiday home rental in Lakeside is located on a lake, and has a patio, a private garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Lakeside?

With 47 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. In the wider area, you’ll find Townline Beach and Warren Dunes State Park Beach.

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.

Recent reviews of Lakeside properties
Expedia verified reviews

Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

5/5 Excellent
"Very clean and nice staff! "
A verified traveller stayed at Microtel Inn & Suites by Wyndham Michigan City
Posted 1 day ago
Microtel Inn & Suites by Wyndham Michigan City