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

Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!

10.0 out of 10, Exceptional, (54)
"Great stay in Michigan city property was very clean and had everything we needed with close walk to the beach. Also equipped with everything we needed for our baby including baby monitor and high chair. Loved the back yard for fires every night. "
Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!

Winter Getaways Available - SAVINGS for Winter Bookings

10.0 out of 10, Exceptional, (65)
"The house was really nice and clean, and offered all the amenities we needed for a family reunion in Notre Dame. Close to some cute little spots, but still relaxing and secluded. Really enjoyed being so close to Lake Michigan! Janette was very kind and responsive throughout our stay. "
Winter Getaways Available - SAVINGS for Winter Bookings

Crestview Cottage - Hot Tub - 3 Bedroom 2 Bath - 3 Minutes to Beach

10.0 out of 10, Exceptional, (3)
"Fabulous! Beautiful home and great location!We will stay again "
The price is AED 679
AED 1,121 total
includes taxes & fees
6 Feb - 7 Feb
Crestview Cottage - Hot Tub - 3 Bedroom 2 Bath - 3 Minutes to Beach

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.

10.0 out of 10, Exceptional, (176)
"A perfect place for a girls getaway in wi tee!"
Stunning designer cottage just 2 blks to private beach.! Sleeps 8.

Simple Cottage Set in the Woods by Lake Michigan

9.4 out of 10, Exceptional, (88)
"Wonderful, quiet neighborhood in walking distance to the beach, and easy driving distance to Indiana Dunes State and National parks. Owners have plenty of items on hand if needed, such as beach items, a dog crate if you are traveling with your fur baby, and even a high chair if you are traveling with a small child. There is also a golf cart for your use! Cute shops and great places to eat in downtown New Buffalo. Lots of outdoor seating at the house, including a grill and a firepit."
Simple Cottage Set in the Woods by Lake Michigan

Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach

10.0 out of 10, Exceptional, (33)
"The property was great - we will definitely consider coming back - and Mike was wonderful. Highly recommend."
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach

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

NEW! Cozy Cottage by the Warren Dunes State Park

10.0 out of 10, Exceptional, (15)
"We had a lovely time here. The place has everything you need."
NEW! Cozy Cottage by the Warren Dunes State Park

Cozy Cottage On The Lake

9.4 out of 10, Exceptional, (47)
"Enjoyed our stay except for the geese"
Cozy Cottage On The Lake

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!

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!

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

9.2 out of 10, Wonderful, (60)
"This cottage was a lovely place for a weekend getaway for 3 adult siblings, spouses, and our dogs. The house was very clean and had an open floorplan that was conducive to visiting and playing board games. The kitchen was very thoroughly equipped. While the cottage is clearly geared towards summer rental, it was also lovely in the winter. It was warm and cozy and we loved the easy access to Lake Michigan, which was stunning in the ice and fresh snowfall. The only slight concern for us was that...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

Treehouse Bungalow- Quaint and Cozy Getaway!

9.2 out of 10, Wonderful, (45)
"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 AED 511
AED 1,004 total
includes taxes & fees
12 Feb - 13 Feb
Treehouse Bungalow- Quaint and Cozy Getaway!

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 AED 367
AED 1,212 total
includes taxes & fees
6 Feb - 7 Feb
Cottage Retreat close to downtown New Buffalo. Sleeps 12, Pet friendly + Games!

Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom

8.4 out of 10, Very Good, (15)
"House is nicely updated. Beds are comfortable. Screened in back porch is a wonderful space. Loved the fire pit as well. Location is quiet but still close enough to everything else. I would stay here again. "
Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom

Woodsy Cottage In The Heart Of Union Pier

10.0 out of 10, Exceptional, (134)
"Good "
Woodsy Cottage In The Heart Of Union Pier

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

10.0 out of 10, Exceptional, (27)
"We loved it. The owner added numerous special touches that made us feel special. Very welcoming"
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

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

2025 Open! UNION PIER HOME WITH PRIVATE HOT TUB OPEN YEAR ROUND!

9.6 out of 10, Exceptional, (31)
"This was a beautiful place away from holiday hubbub. Thank you."
2025 Open! UNION PIER HOME WITH PRIVATE HOT TUB OPEN YEAR ROUND!
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!

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

9.2 out of 10, Wonderful, (60)
"This cottage was a lovely place for a weekend getaway for 3 adult siblings, spouses, and our dogs. The house was very clean and had an open floorplan that was conducive to visiting and playing board games. The kitchen was very thoroughly equipped. While the cottage is clearly geared towards summer rental, it was also lovely in the winter. It was warm and cozy and we loved the easy access to Lake Michigan, which was stunning in the ice and fresh snowfall. The only slight concern for us was that...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (39)
"Overall the place is wonderful and we enjoyed the amenities. My teenaged boys enjoyed the game room, pool at night, beach, fire pit. I loved the bed, having a kitchenette, and the coffeemaker. Much better than a typical hotel version. I’d caution using suite 10 for more than two people. The sleeper was what you’d expect a sleeper to be - not comfortable! The bed is amazing though. The bathroom could use more hooks for drying beachwear. I think instructions or information in general could be...
The Neighborhood Hotel - Grand 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 and 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?
A traveler favorite is Fire Fly Resort. Make yourself at home at this 3.5-star stay which comes with a barbecue grill and individually decorated rooms. Union Pier - Alex 2 Bedroom Cottage is another recommended option to consider. Spend your break at this 3-star cottage and you’ll have access to conveniences like a barbecue grill and WiFi. You can pick from multiple cottages in Lakeside with a total average guest review rating of .
How many cottages are there in Lakeside?
Choose from 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.