Search Lakeside Cottages

Compare 137 Cottages in Lakeside with updated reviews, rates, and availability.

Charming New Buffalo Cottage
10.0 out of 10, Exceptional, (16)
"Great location! Walking distance to downtown. Studio cottage with great screened in back porch. Lots of wildlife!"
Charming New Buffalo Cottage
Stunning designer cottage 2 blks to private lake mi beach. Sleeps 8.
10.0 out of 10, Exceptional, (161)
"It’s our tradition for the past few years. We love Gigi’s beautiful cottage."
Stunning designer cottage 2 blks to private lake mi beach. Sleeps 8.
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
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Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
9.6 out of 10, Exceptional, (25)
"The Sweet Inn was perfect for our family of 5 to have a weekend getaway! The location is fantastic and there is so much to do in the area."
The price is $365
$660 total
includes taxes & fees
Jun 5 - Jun 6
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Walk to Beach & Stray Dog! Cute Downtown Cottage
9.6 out of 10, Exceptional, (4)
"What a cute, peaceful place to stay! Unfortunately, we were only there for a couple nights and didn't get to take full advantage of everything it had to offer. Loved that it was in walking distance of downtown New Buffalo and the immediate surrounding area! Will stay here again when we get back to the area!"
Walk to Beach & Stray Dog! Cute Downtown Cottage
Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom
8.4 out of 10, Very Good, (8)
"House was acceptable and as pictured. They weren’t kidding when they said low ceilings on second floor. Just remember to duck! Note 2nd bedroom is also upstairs and low ceilings."
Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom
Harbor Haven: New Buffalo, Lake Michigan nearby!
9.6 out of 10, Exceptional, (61)
"The home was comfortable, clean and well maintained. Really enjoyed the quiet stay."
Harbor Haven: New Buffalo, Lake Michigan nearby!
Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!
9.0 out of 10, Wonderful, (12)
"We had a fabulous time on our very quick trip. Home is tucked away in the trees and is full of skylights. Could see the stars from the skylights and even heard an owl. Made for a very dreamy, nature-inspired trip. Also, we were only a few minutes from Warren Dunes. My only complaint is that they key device was not working correctly, making it difficult for us to open the door a few times. Also, it was a little tricky figuring out the light switches, but we managed. Would definitely return!"
Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
7.8 out of 10, Good, (12)
"We had a lovely time at this place, it was perfect for a weekend getaway and spending time with friends."
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
Woodsy Cottage In The Heart Of Union Pier
10.0 out of 10, Exceptional, (120)
"This house is so spacious and stocked with everything you’d need to feel like home. The home smelled a bit musty when we got there but the dehumidifier cleared it up quick. The location is very convenient to explore the area. Thanks for providing such a great space to get away from it all!"
Woodsy Cottage In The Heart Of Union Pier
Three Night June Min! July 06-13 OPEN! Close To Beach and Downtown!
9.4 out of 10, Exceptional, (13)
"My husband and I stayed here with our two mini golden doodles. The space was the perfect size for us and a great location in Union Pier. Little details like beach towels, restaurant suggestions and starter paper goods and toiletries were a nice touch. Would stay here again!"
Three Night June Min! July 06-13 OPEN! Close To Beach and Downtown!
Beautiful Private Cottage, Sleeps 6, Walk to Beach
9.8 out of 10, Exceptional, (10)
"we very much enjoyed our time in New Buffalo! The house was very close to a more private beach which everyone enjoyed. We also loved walking through town and eating at Oinks & The Stray. Picking blueberries at Mike’s was also very fun! The house was great and having beach towels and chairs available helped cut down on packing."
Beautiful Private Cottage, Sleeps 6, Walk to Beach
Your Home away from Home
10.0 out of 10, Exceptional, (128)
"The home has a place for everyone - cozy reading room, comfy basement TV room, hot tub nestled in the woods. Well-stocked kitchen for elaborate meal preparation. Enjoy!"
Your Home away from Home
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
10.0 out of 10, Exceptional, (20)
"Our group of 6 had a great time at cottage M! The house is beautiful and was very clean! The hot tub was a bonus!"
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Enchanting dog-friendly home w/ grill, firepit, full kitchen, & washer/dryer
8.0 out of 10, Very Good, (8)
"Very clean, great amenities and home base for the area. Wish the walk to the beach was a little shorter but it's as advertised, about 11 minute walk. Screened porch was terrific."
Enchanting dog-friendly home w/ grill, firepit, full kitchen, & washer/dryer
Charming cottage 2blks to town, walking distance to beach & restaurants, hot tub
10.0 out of 10, Exceptional, (15)
"House was clean and nice and quiet. Great location close to restaurants and beach."
Charming cottage 2blks to town, walking distance to beach & restaurants, hot tub
Simple Cottage Set in the Woods by Lake Michigan
9.4 out of 10, Exceptional, (74)
"We took our family to this property for a weekend getaway, it was exactly what we needed! It was a perfect place for our family and our pups! We loved the property!"
Simple Cottage Set in the Woods by Lake Michigan
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 $229
$390 total
includes taxes & fees
Jun 5 - Jun 6
Treehouse Bungalow- Quaint and Cozy Getaway!
Heated pool completed on June 15! Stylish Cottage, Theccdot tub, 3bed, 2bth
9.8 out of 10, Exceptional, (235)
"Enjoyed time in Union Pier for an early Mother's Day treat to my mother in law. Place was inviting and well appointed. Plenty of bedrooms for all of us. The hot tub was great and we took advantage of that. The host was responsive and great to work with. Look forward to visiting again when the pool is done. Steve and Linda"
Heated pool completed on June 15! Stylish Cottage, Theccdot tub, 3bed, 2bth
Cozy Michigan City Cottage #1
9.8 out of 10, Exceptional, (10)
"Had a quick stay for the football game. Place was perfect for 2 people."
Cozy Michigan City Cottage #1
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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 property types in Lakeside

Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
9.6 out of 10, Exceptional, (11)
"We took a little get away to celebrate my husbands and brothers birthdays. The location was a bit obscure directly off the highway and hidden by trees but once we found the place (with just a quick call to the rental group!) the check in was painless. Don’t let the outside fool you once we walked in the living area was spacious and the kitchen was ready to be used ! It was a quaint cabin vibe for sure! The bathrooms were clean the outside was beautiful the only issue was that the patio door...
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
9.2 out of 10, Wonderful, (31)
"Great beach front location. Relaxing and private. Hosts were nice and made sure all was well."
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
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.

Lakeside Cottages information

Number of reviews
1,003
Accommodation
137 Cottages
Lowest Price
$229
Highest Price
$365

Frequently asked questions

How much do cottages in Lakeside cost?
Prepare to pay between $229 and $365 per night for cottages in Lakeside. No matter your budget, an awesome stay is only a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Lakeside?
Lakeside offers multiple cottages with a total average guest review rating of 9.3. Fire Fly Resort is a great option if you like natural surroundings and a laid-back pace. Guests of this 3.5-star stay can access a barbecue grill and individually decorated rooms. Union Pier - Alex 2 Bedroom Cottage is another popular pick. This 3-star cottage comes with a barbecue grill and a nearby beach.
How many cottages are there in Lakeside?
Use up your vacation days and pick from 137 cottages in Lakeside. Dreaming of a place where you can get reacquainted with nature? Expedia can help you find the ideal property in only a click or two.
Are there any family-friendly cottages in Lakeside?
Vacationing with your group in Lakeside is a breeze at Fire Fly Resort. With conveniences like a nearby beach and a barbecue grill, you’re sure to feel comfortable at this 3.5-star cottage. Union Pier - Alex 2 Bedroom Cottage is another family-friendly stay where everyone can escape the hustle and bustle of the city. This cottage has a 3-star rating and conveniences including a nearby beach and a barbecue grill. Once you’ve checked in and unpacked your things, there’s no shortage of family-friendly attractions to discover around Lakeside. New Buffalo Public Beach and Michiana Beach guarantee a good time for young and old.
Why book your cottage in Lakeside with Expedia?
Booking a cottage in Lakeside is as easy as working out your travel dates and choosing your ideal place for a vacation in the outdoors. From high-end retreats to inexpensive stays and cottages that offer amenities like laundry facilities, Expedia has something for all traveler styles. As for the best offers around? We’ve got you covered!
How can I find cheap cottages in Lakeside?
The best way to track down cheap cottages in Lakeside is with Expedia’s filter tool. Narrow your search results by amenities, star rating and budget to discover awesome prices in just a few clicks.
What is there to do in Lakeside near my cottage?
Whatever you love doing, Lakeside has tons of things to keep you entertained. Warren Dunes State Park, New Buffalo Public Beach and Warren Dunes State Park Beach are on many visitors’ itineraries. Don’t miss The Acorn, Michiana Beach and St. Julian Winery - Union Pier Tasting Room either. With Expedia’s Lakeside hotel deals, you’ll be able to see even more awesome attractions like these with the cash you save.

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