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Compare 146 Cottages in Lakeside with updated reviews, rates, and availability.

Walkable cozy cottage, Outlet Mall across street!
Queen pull-out sofa

Walkable cozy cottage, Outlet Mall across street!

9.6 out of 10, Exceptional, (14)
"Enjoyed the time at this beautiful place. Just got to chill out and enjoy the time away. "
Walkable cozy cottage, Outlet Mall across street!
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Front of One of our 2 Cottages on the Property. This is Cottage A

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

9.2 out of 10, Wonderful, (57)
"Great set up with both cottages. Everyone loved their bedrooms and the common areas were great for having everyone together. Our host was very accommodating and easy to communicate with. I would recommend this property to anyone."
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
View from the street

Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17

9.6 out of 10, Exceptional, (91)
"Clean and convenient. "
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
Stunning designer cottage just 2 blks to private beach.! Sleeps 8.
Hearth room features vaulted ceilings, french doors, cable TV and w/b fireplace.

Stunning designer cottage just 2 blks to private beach.! Sleeps 8.

10.0 out of 10, Exceptional, (174)
"Perfect place for our girls’ weekend! The house is so charming and comfortable. Surrounded by the changing fall leaves, this home is conveniently located with only a short drive to all New Buffalo restaurants, shopping, and the wineries of Berrien County. The kitchen and rest of the house was well-stocked with plenty of towels, extra blankets, and shampoo, conditioner, and body wash in both bathrooms. The family/hearth room was where we spent most of our time, the furniture was very comfortable...
Stunning designer cottage just 2 blks to private beach.! Sleeps 8.
Woodsy Cottage In The Heart Of Union Pier
Dining

Woodsy Cottage In The Heart Of Union Pier

10.0 out of 10, Exceptional, (134)
"Good "
Woodsy Cottage In The Heart Of Union Pier
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Exterior

Blocks To Beach Golf Tennis Park & Lake MI Sunsets

8.8 out of 10, Excellent, (3)
"We had a great time"
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Renovated, Spacious Retreat in Union Pier!
Union Pier Vacation Rental | 4BR | 2BA | 1,650 Sq Ft | Steps Required to Enter

Renovated, Spacious Retreat in Union Pier!

10.0 out of 10, Exceptional, (39)
"Nice and relaxing! Everything we needed for the week. Kids loved all the activities in the garage. Lots of beach time….quick drive or bike ride to the beach. Spent most of our time in the screened in porch area when at the house. Highly recommend!"
Renovated, Spacious Retreat in Union Pier!
Cozy Cottage On The Lake
Exterior

Cozy Cottage On The Lake

9.4 out of 10, Exceptional, (47)
"Enjoyed our stay except for the geese"
Cozy Cottage On The Lake
(2025 Open! 4 Nt Min!) Harbert Home With Hot Tub & Close To Beach!
Cottonwood-264

(2025 Open! 4 Nt Min!) Harbert Home With Hot Tub & Close To Beach!

9.6 out of 10, Exceptional, (17)
"We loved the location in a very quiet setting. There was ample space for our family of 7. We loved the screened in porch. The house smelled amazing but I gave cleanliness a 4 because it didn’t look like the kitchen floor had been mopped. However, my kitchen floor needs mopped all the time. 😂 It wasn’t ideal for my one year old grandson because of the steps down to the living areas. They are not easily noticeable if you aren’t paying attention you can walk right off of them. My husband and...
(2025 Open! 4 Nt Min!) Harbert Home With Hot Tub & Close To Beach!
Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!
Sawyer Vacation Rental | 2BR | 2BA | 1,500 Sq Ft | 2 Stories | Stairs to Access

Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!

9.0 out of 10, Wonderful, (20)
"Beautiful property, many things to do in the area. Good communication with the owner. Would love to return."
Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!
Treehouse Bungalow- Quaint and Cozy Getaway!
Living area

Treehouse Bungalow- Quaint and Cozy Getaway!

9.2 out of 10, Wonderful, (44)
"2 of my close friend and I decided to get away for a short stay not too far from home. We had a great relaxing time. This place had everything we needed, short distance from everything. This place was clean and easy to find. The neighborhood felt safe. Even though the place below this apartment looks abandoned."
The price is SAR 522
SAR 1,026 total
includes taxes & fees
26 Dec - 27 Dec
Treehouse Bungalow- Quaint and Cozy Getaway!
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
Exterior detail

The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.

8.2 out of 10, Very Good, (23)
"Nice little place. Close to everything "
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Front yard view Iris in full bloom May

Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

9.8 out of 10, Exceptional, (179)
"This was a great little get away for our 21st Anniversary. Very clean and neat. Everything we needed!"
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Private Beach, Sleeps 8, dog friendly. Steps to the Beach.
Exterior

Private Beach, Sleeps 8, dog friendly. Steps to the Beach.

10.0 out of 10, Exceptional, (90)
"I had a wonderful time staying at this property for a weekend get away. The property is steps away from a private beach! John the owner was extremely kind and helpful with the check in process. The home was very clean and cozy. Would definitely recommend! "
The price is SAR 2,065
SAR 4,119 total
includes taxes & fees
5 Jan - 6 January 2025
Private Beach, Sleeps 8, dog friendly. Steps to the Beach.
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach

WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach

9.8 out of 10, Exceptional, (87)
"We thoroughly enjoyed the property. The kitchen was fully stocked and the house layout was wonderful for a group of 4 of us women. The Hot tub and fireplace were also wonderful. The short walk to the beach was great. Additionally, Ron was a delight to work with and incredibly responsive! One quick note is you might think about getting some new bar stools for the kitchen as the ones there are getting 'soft'. Thanks for a great stay! "
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Garden View

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

10.0 out of 10, Exceptional, (128)
"Annual girls trip to Michigan was made even more special by this adorable property. So cozy and comfortable. We loved every minute of it. "
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Sawyer Home close to the Warren Dunes with a screened in porch, and heated pool!
Welcome to Rosie’s Cottage in Sawyer, MI, on the lake side of the Red Arrow

Sawyer Home close to the Warren Dunes with a screened in porch, and heated pool!

10.0 out of 10, Exceptional, (63)
"We greatly enjoyed our stay! The house was convenient to everything, clean, comfortable, and well stocked. The hosts were extremely responsive. It was one of our best VRBO experiences. Thank you!"
Sawyer Home close to the Warren Dunes with a screened in porch, and heated pool!
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Exterior

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

9.6 out of 10, Exceptional, (38)
"House was immaculately clean, well appointed & extremely comfortable. By far, our best rental at Beachwalk Resort!"
The price is SAR 732
SAR 1,648 total
includes taxes & fees
31 Dec - 1 January 2025
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Affordable Classic Cottage Charm. Sleeps 8. Internet provided.
Living room with convertible queen couch

Affordable Classic Cottage Charm. Sleeps 8. Internet provided.

9.4 out of 10, Exceptional, (47)
"House was very clean and enjoyable!"
Affordable Classic Cottage Charm. Sleeps 8. Internet provided.
Cottage Retreat close to downtown New Buffalo. Sleeps 12, Pet friendly + Games!
Cozy Living Room with space to kick back, relax, and share a meal.

Cottage Retreat close to downtown New Buffalo. Sleeps 12, Pet friendly + Games!

10.0 out of 10, Exceptional, (4)
"This house was the perfect stay for a weekend getaway with friends. The house had an amazing backyard and it was in a great location close to downtown New Buffalo. The only thing was that the oven was dirty, so when we tried to make a frozen pizza the smoke alarm just kept going off. Overall a really great stay for the weekend."
The price is SAR 375
SAR 1,247 total
includes taxes & fees
21 Jan - 22 January 2025
Cottage Retreat close to downtown New Buffalo. Sleeps 12, Pet friendly + Games!
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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Other property types in Lakeside

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
Semi private beach short walk down the block

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

9.0 out of 10, Wonderful, (40)
"This was a 4 day getaway to relax. While there is no water view from the property, a short walk and some steps led us to the perfect semiprivate beach. There were umbrellas, chairs and 2 kayaks available to use. Despite it being mid September, the water was swimmable and the temps were high 80s. We brought our dogs with us and they loved swimming in the water. I can't speak to how busy it is during the peak summertime, but we had the entire stretch to ourselves. Loved that! We got to meet the...
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
Front of One of our 2 Cottages on the Property. This is Cottage A

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

9.2 out of 10, Wonderful, (57)
"Great set up with both cottages. Everyone loved their bedrooms and the common areas were great for having everyone together. Our host was very accommodating and easy to communicate with. I would recommend this property to anyone."
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach

Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach

9.0 out of 10, Wonderful, (22)
"Perfect place to stay if youre looking to relax at a beautiful beach nearby."
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
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.

Frequently asked questions

How much do cottages in Lakeside cost?
Cottages in Lakeside range between SAR 376 and SAR 2,065 per night. These stays offer a chance to touch base with nature — at a price you can afford. These prices were 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?
Choose from multiple cottages in Lakeside that have a total average guest review rating of 9.4. Fire Fly Resort is a fantastic place to rest and recharge between adventures. This 3.5-star cottage also features individually decorated rooms and a barbecue grill. Union Pier-alex 2 Bedroom Cottage is another popular option with travelers visiting this area. It has a 3-star rating and amenities including a barbecue grill and WiFi.
How many cottages are there in Lakeside?
Choose from 146 cottages in Lakeside. Whether you’re vacationing with the kids or planning a weekend escape with your friends, Expedia will help you find the ideal property to immerse yourself in nature.
Why book your cottage in Lakeside with Expedia?
Expedia has some great cottages in Lakeside, so start packing your bags for a memorable vacay close to nature. If you’re on a budget, select how much you want to spend and the star rating of your property. Or, use our filters to search for cottages with a pool or a hot tub. We’ll help you find the right fit whatever your trip looks like.
How can I find cheap cottages in Lakeside?
The simplest way to get cheap cottages in Lakeside is with Expedia’s filter tool. Narrow down your search by amenities, budget and star rating to secure unbeatable prices in just a few clicks.