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Check prices for these dates

Next weekend
7 Rab. I - 9 Rab. I
In two weeks
14 Rab. I - 16 Rab. I
In one month
28 Rab. I - 30 Rab. I
In two months
25 Rab. II - 27 Rab. II

Compare 37 Condo Rentals in Lakeside with updated reviews, rates, and availability.

'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
Bedroom #1: KIng Bed

'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL

10.0 out of 10, Exceptional, (113)
"Property just as advertised. Clean and easy to access. Great location. I would stay again"
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
Book your fall getaway!! Relax. Hot tub - Steam Shower - Fireplace.
GreatRoom Incl.Large Couch w/Sep.Chaise, Dining for 8 & 2 Recliners to Enjoy TV!

Book your fall getaway!! Relax. Hot tub - Steam Shower - Fireplace.

10.0 out of 10, Exceptional, (403)
"What a great base camp for exploring the area and winding down in the evenings. Will be back! "
Book your fall getaway!! Relax. Hot tub - Steam Shower - Fireplace.
Plan your Fall/Winter trip at this Luxury Condo at Vineyard Lofts
Living area

Plan your Fall/Winter trip at this Luxury Condo at Vineyard Lofts

10.0 out of 10, Exceptional, (50)
"This place offers a light filled contemporary beautifully appointed home. Spotlessly clean with fully outfitted kitchen and baths. Plenty of space with a wonderful deck. Lots of great places to explore in the area. "
Plan your Fall/Winter trip at this Luxury Condo at Vineyard Lofts
(2025 Open/3 NT Min) Condo in the Heart of New Buffalo with Heated Pool!
Outdoor Heated Pool

(2025 Open/3 NT Min) Condo in the Heart of New Buffalo with Heated Pool!

9.6 out of 10, Exceptional, (23)
"The condo is wonderful, more spacious than pictures give it credit for and close to everything New Buffalo has to offer. Perfect long weekend getaway with our two small kids, enjoying the beaches, dunes, shops, outdoor (and indoor) pools and walkable dining. We'll definitely stay here again!"
(2025 Open/3 NT Min) Condo in the Heart of New Buffalo with Heated Pool!
Idyllic New Buffalo Condo: Walk to Beach & Shops!
New Buffalo Vacation Rental | 2BR | 2BA | 1,600 Sq Ft | Step-Free Entry

Idyllic New Buffalo Condo: Walk to Beach & Shops!

9.8 out of 10, Exceptional, (37)
"We had a great stay, and the online listing accurately represented the property. Very clean, great size bedrooms/living area, and fantastic open concept. The pool is a walk out from the living room which could be very convenient during the summer. The only item to be aware of, is the train station is literally in your backyard by the bedrooms. Windows are decent soundproof, but you can hear it go by. We had two young kids, so they loved seeing the train go by, but for light sleepers, could...
Idyllic New Buffalo Condo: Walk to Beach & Shops!
Sunset Dunes Suite B1

Sunset Dunes Suite B1

9.8 out of 10, Exceptional, (38)
"We loved being able to walk to the beach! We ate at Cubbies in town and went to the beach and pier in St. Joseph too. We ate at a cute pizza place close to the beach that looked like an old train station. There was a cafe nearby with great coffee and desert too! Really enjoyed our trip. "
Sunset Dunes Suite B1
3BR Condo Close To The Beach! In/OutDoor Pools
Great view from the balcony!

3BR Condo Close To The Beach! In/OutDoor Pools

10.0 out of 10, Exceptional, (90)
"It was perfectly situated near the town's center. Very nicely appointed and very spacious bedrooms and kitchen/living room open room. We enjoyed our time there and would love to return next year."
3BR Condo Close To The Beach! In/OutDoor Pools
Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center
Have fun splashing around!

Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean, nice breakfast. No hot tub and remote for tv didnt work. Otherwise good. Amazingly clean. "
Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center
LAKE TIME @ NEW BUFFALO: Condo with private pool - walk to the beach

LAKE TIME @ NEW BUFFALO: Condo with private pool - walk to the beach

10.0 out of 10, Exceptional, (13)
"My family and I were very pleased with this condo in New Buffalo. So much space for our two kids to run around and everything is within walking distance. Will definitely stay again in the future! "
LAKE TIME @ NEW BUFFALO: Condo with private pool - walk to the beach
2025 OPEN Condo w/Marina Views Pools Walk to all Beach 1.5 blk

2025 OPEN Condo w/Marina Views Pools Walk to all Beach 1.5 blk

10.0 out of 10, Exceptional, (72)
"Perfect mid October weekend. Great weather, great times and great accomodations."
2025 OPEN Condo w/Marina Views Pools Walk to all Beach 1.5 blk
DOWNTOWN CONVENIENCE: Condo with private pool, Gym and close to everthing.

DOWNTOWN CONVENIENCE: Condo with private pool, Gym and close to everthing.

10.0 out of 10, Exceptional, (10)
"Great walkable location. Easy check in. We would visit again. "
DOWNTOWN CONVENIENCE: Condo with private pool, Gym and close to everthing.
(2025 Open!) Beautiful Union Pier Condo with Association Pool!
Screened-In Porch

(2025 Open!) Beautiful Union Pier Condo with Association Pool!

10.0 out of 10, Exceptional, (15)
"It was very spacious. Great location to downtown. Handle on the door kept falling off."
(2025 Open!) Beautiful Union Pier Condo with Association Pool!
Sunset Dunes Villa C4

Sunset Dunes Villa C4

10.0 out of 10, Exceptional, (4)
"This was my family’s second stay at this property! It’s clean and bright, very comfortable, and perfectly located to Weko Beach, restaurants and all the area has to offer. We can’t wait to come back!"
Sunset Dunes Villa C4
Sunset Dunes Villa C1

Sunset Dunes Villa C1

10.0 out of 10, Exceptional, (2)
"the place was amazing it was cozy specially peaceful at night beds where comfortable the beach was close by not much of a drive it was a good stay for our mini vacation."
Sunset Dunes Villa C1
A SKYLINE LAKE VIEW: Top-floor downtown condo with pool, gym and more

A SKYLINE LAKE VIEW: Top-floor downtown condo with pool, gym and more

9.6 out of 10, Exceptional, (7)
"Condo was very comfortable, well stocked kitchen, very quiet location, can walk to shops, restaurants, and beach. Building very secure, parking easily accessible. Would definitely stay here again."
A SKYLINE LAKE VIEW: Top-floor downtown condo with pool, gym and more
Classy Cabin | Beaches | Grand Mere | Wineries
The inviting dining area, rustic entertainment stand, and a glimpse through French doors to the picturesque balcony, beckoning you to experience a truly memorable stay.

Classy Cabin | Beaches | Grand Mere | Wineries

10.0 out of 10, Exceptional, (9)
"Wonderful stay. This the second time we stayed at this Lovely property. It was again a great time. The owner is very responsive, it was very clean, well stocked with linens and had a good view. The deck was nice with a good grill and comfortable seating. "
Classy Cabin | Beaches | Grand Mere | Wineries
Beach & Wine Retreat: Close to Lake Michigan Dunes
Gather, relax, and make memories in our inviting open living space.

Beach & Wine Retreat: Close to Lake Michigan Dunes

10.0 out of 10, Exceptional, (6)
"Had a great time in St Joe!"
Beach & Wine Retreat: Close to Lake Michigan Dunes
Sunset Dunes Villa B2

Sunset Dunes Villa B2

10.0 out of 10, Exceptional, (24)
"This condo was so cute, and just what me and my sisters were looking for in a weekend getaway. It's less than a mile from the beach, and less than a half mile from a cute, Italian restaurant. We especially enjoyed the outdoor patio where we sat and drank coffee and saw a deer! I will be booking this place again in the future!"
Sunset Dunes Villa B2
King Suite | Indoor Pool + Fitness Center
Have fun splashing around!

King Suite | Indoor Pool + Fitness Center

King Suite | Indoor Pool + Fitness Center
(2025 Open!) Union Pier Condo With Pool/Walking To Beach!
Beautiful Screened-In Porch

(2025 Open!) Union Pier Condo With Pool/Walking To Beach!

9.4 out of 10, Exceptional, (27)
"We had a great stay at The Big Chill #6. The location of this condo can't be beat. Walkable to the Union Pier Social for dinner as we got in around 9pm local time. Walked to the Black Currant bakery, as well as the Gelato place. The little store next to the bakery had a few items we missed picking up at Barney's grocery in New Buffalo, so that was a plus. The bakery in the morning can have a line so (it moves quickly though) and the other bakry in Harbert (Luisa's) is another one we loved and is...
(2025 Open!) Union Pier Condo With Pool/Walking To 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.
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Other property types in Lakeside

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, (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
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!
The Neighborhood Hotel - Grand Beach
Property grounds

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (40)
"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 condos in Lakeside cost?
The price range for condos in Lakeside is to per night. No matter your budget, you’re sure to find someplace that makes your wallet happy — as well as your whole family! 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 condos in Lakeside?
Lakeside has multiple condos with a total average guest review rating of 9.8. Pier 9 Bungalow #3 - Union Pier Condo Close To Beach With Association Pool is a favorite pick here. Guests staying at this 4-star condo will have use of a barbecue grill and a swimming pool. 2025 Open - New Buffalo Condo With Association Pool And Hot Tub is also very popular with visitors to the area. This 4-star property features a fireplace and a deck.
How many condos are there in Lakeside?
Make use of your vacation days and choose from 37 condos in Lakeside. For a business trip, a getaway with pals and everything in between, Expedia will help you find the perfect space in just a few clicks.
Are there any 5-star condos in Lakeside?
Although there aren’t any 5-star condos in Lakeside, there are 4-star accommodations that have just what you need. Located about 3 kilometers from downtown, Pier 9 Bungalow #3 - Union Pier Condo Close To Beach With Association Pool has a swimming pool and a balcony. Another 4-star property is 2025 Open - New Buffalo Condo With Association Pool And Hot Tub. It’s around 8 kilometers from central Lakeside and features conveniences such as a spa tub and a swimming pool.
Why book your condo in Lakeside with Expedia?
Expedia makes it a cinch to find your dream condo in Lakeside. After a high-end stay? Take advantage of our filters to search for properties that are 5-star rated. If you have a fixed budget, click on how much you’re willing to spend and then browse our amazing deals. We’ll help you find the perfect pad whatever your bank balance or plans.
How can I find cheap condos in Lakeside?
The easiest way to track down cheap condos in Lakeside is with Expedia’s useful filter tool. Narrow your search results by star rating, amenities and budget to access excellent rates in a couple of clicks.