Search Vacation Homes in Lakeside

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Compare 893 Vacation Homes in Lakeside with updated reviews, rates, and availability.

3br Home Minutes from Indiana Dunes State Park & Blue Chip Casino!
9.4 out of 10, Exceptional, (3)
"The house was great! Very clean and perfect for our girls’ overnight"
The price is $150
$282 total
includes taxes & fees
Jun 25 - Jun 26
3br Home Minutes from Indiana Dunes State Park & Blue Chip Casino!
'Stones Throw' Lakeside Home - Walk to Marina + Town + Assoc Beach
10.0 out of 10, Exceptional, (132)
"This is our 2nd year staying here for Mother's Day weekend & we loved it! It's clean, comfortable, quiet & close to downtown. The owner if very responsive to any questions."
'Stones Throw' Lakeside Home - Walk to Marina + Town + Assoc Beach
The Whit-Just listed-pool, hot tub & more!
The Whit-Just listed-pool, hot tub & more!
Large Lake Michigan Beach Across Street, 6 Person Hot Tub, Fire Pit, Big Playset
10.0 out of 10, Exceptional, (90)
"Our family had such an amazing stay at this home. Check-in was easy, the owner was thoughtful and accommodating, and the property was incredibly clean and comfortable. It felt like our home away from home with everything we needed. Short walk to a pristine beach and the home included beach chairs, wagons, coolers, and water toys which was great for our large group with kids. I would highly recommend this home and hope to return in the near future."
Large Lake Michigan Beach Across Street, 6 Person Hot Tub, Fire Pit, Big Playset
Beautiful 4 Bedroom House in New Buffalo with Pool! Close to Lake & Main street
10.0 out of 10, Exceptional, (3)
"Having your own private pool was the best part. The owner was super responsive and we would absolutely stay here again!"
Beautiful 4 Bedroom House in New Buffalo with Pool! Close to Lake & Main street
Castaway Villas- Just listed! Pool, Hot Tub & More
Castaway Villas- Just listed! Pool, Hot Tub & More
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
9.4 out of 10, Exceptional, (36)
"We loved the location, close to great places to eat. The property itself is secluded yet doesn’t feel isolated. The house layout is welcoming and the backyard is the star of the show. The host was always quick to respond and very accommodating. Some minor improvements (but not enough to reduce the star ratings): We played musical beds as it was hard to find one that’s completely comfortable. Could use an update. The pool area needs a little cleaning. The pool itslef is super clean. It’s the...
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Scenic Southwest Michigan Awaits!
10.0 out of 10, Exceptional, (93)
"It met our needs and expectations. Very clean but a bit dated. This was perfect for our budget! Good location close to the wineries."
Scenic Southwest Michigan Awaits!
The Cobblestone House
10.0 out of 10, Exceptional, (25)
"My family and I loved staying at “The Cobblestone House”. It was the perfect size and had everything we needed to enjoy our stay. The location was excellent!"
The Cobblestone House
Just as the title says: Comfy Cozy. Very cute house in a quiet residential neighborhood.
7.4 out of 10, Good, (3)
"Loved everything with this property and stay this was my first time using this app and loved this whole experience!"
The price is $93
$334 total
includes taxes & fees
Jun 25 - Jun 26
Just as the title says: Comfy Cozy. Very cute house in a quiet residential neighborhood.
Breezy Pad, Close to the Lake, with Hot Tub
9.2 out of 10, Wonderful, (46)
"We stayed here for just one night prior to a fishing trip. We didn't use the hot tub but it was a nice option! Quiet area, but plenty of room for a short stay. The kitchen was small but useable. I would stay here again!"
The price is $239
$345 total
includes taxes & fees
Jun 30 - Jul 1
Breezy Pad, Close to the Lake, with Hot Tub
Stunning 3 bed/2 bath designer cottage100 steps from Journeyman!
10.0 out of 10, Exceptional, (85)
"Thank you for allowing us to stay at your beautiful home in Three Oaks. The house was perfect. Our daughter was married at Journeyman Distillery so the location was perfect - we were able to walk to and from the wedding venue. We had 4 adults and 2 boys ( 5 & 7 years old) so the backyard and deck was a big hit! We also walked many times down Elm Street visiting many of the shops. It was a short drive to New Buffalo where there are many restaurants and shops as well as the beach and boardwalk the...
Stunning 3 bed/2 bath designer cottage100 steps from Journeyman!
Classic home w/ private hot tub, sauna, & outdoor fireplace - 350 feet to beach
9.8 out of 10, Exceptional, (6)
"Gorgeous home steps from a private beach. Quiet area, impressive house. We loved it!"
Classic home w/ private hot tub, sauna, & outdoor fireplace - 350 feet to beach
Wooden Sandal Retreat with Pool and Hot Tub
9.0 out of 10, Wonderful, (2)
"Overall we loved the jacussi and pool, as they worked very well as all appliances and a/c, etc. The property manager is nice and answered our inquiries, but we should have been informed of key and lockbox well before the travel day. The cleanliness was fair at best. The bathroom has a moldy smell, the shower curtain stained. Kitchen cabinets not very clean, the window sills dirty, especially the back screen door. Take a look. Also, coffee cups had coffee stains which we had to scrub. Yuk. Also,...
Wooden Sandal Retreat with Pool and Hot Tub
The White Cottage: Updated & Bright with 7 Beds!
9.0 out of 10, Wonderful, (2)
"Thoroughly enjoyed are stay at the White Cottage. Kitchen was well stocked, Size and number of bedrooms was perfect for group. Especially appreciated the beach towels since we traveled via air and didn't use suitcase space for bulky towels."
The White Cottage: Updated & Bright with 7 Beds!
Lake Life Escape. 5 Minutes to the beach, zoo, & casino
10.0 out of 10, Exceptional, (1)
"The house has some character (in a good way). Nice ambiance with some added lights. VERY comfy master bed. The fire pit propane was empty, but the owner was extremely responsive and brought us a new one in short order. The only downside was the proximity to the railroad, which had trains coming every 15-20min at some points.. wasn’t terrible, but a minor nuisance. Overall the stay was great."
The price is $175
$256 total
includes taxes & fees
Jun 25 - Jun 26
Lake Life Escape. 5 Minutes to the beach, zoo, & casino
Waterfront home - water view, community pool, hot tub
Waterfront home - water view, community pool, hot tub
Modern Ultra-Luxury Escape with Pool & Spa @ Warren Dunes Beach
Modern Ultra-Luxury Escape with Pool & Spa @ Warren Dunes Beach
Indiana Dunes Home w/ Gas Grill: 1 Mi to Beach!
10.0 out of 10, Exceptional, (3)
"Myself and a couple other moms brought our teen daughters for a weekend away. The property was adorable and clean and very well stocked. The hosts were very reachable and very accommodating. We really enjoyed it!"
Indiana Dunes Home w/ Gas Grill: 1 Mi to Beach!
Morningside
9.8 out of 10, Exceptional, (37)
"The house was clean and well appointed, very good location in a quiet neighborhood not far from the lake"
Morningside
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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

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!
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
9.4 out of 10, Exceptional, (12)
"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
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 Vacation Homes information

Number of reviews
564
Accommodation
893 Vacation Homes
Lowest Price
$93
Highest Price
$239

Recent reviews of Lakeside hotels
Expedia verified reviews