Holiday Rentals in Lakeside

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Our top choices for Lakeside holiday rentals

Indoor Pool & Gym. Free Breakfast Buffet Included!

Indoor Pool & Gym. Free Breakfast Buffet Included!
Benton Harbor
The price is €137
includes taxes & fees
29 Mar - 30 Mar
Indoor Pool & Gym. Free Breakfast Buffet Included!

Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (74 reviews)
"We had a great stay! We loved the privacy and the wedding gift the owners gave to us!"
United States
Savannah L.
The price is €167
includes taxes & fees
22 Mar - 23 Mar
Secluded Country Cabin

Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (55 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is €403
includes taxes & fees
22 Mar - 23 Mar
Treehouse Bungalow- Quaint and Cozy Getaway!

Saint Joe & Stevensville Shenanigans

Saint Joe & Stevensville Shenanigans
St. Joseph
10.0 out of 10, Exceptional, (51 reviews)
"Great stay, clean house, clean property. Had everything provided for us that we could have neeeded."
United States
Justin G.
The price is €300
includes taxes & fees
27 Mar - 28 Mar
Saint Joe & Stevensville Shenanigans

Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (16 reviews)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is €199
includes taxes & fees
22 Mar - 23 Mar
Romantic Cozy Home in "America’s Nicest Town"

Breezy Pad, Close to the Lake, with Hot Tub

Breezy Pad, Close to the Lake, with Hot Tub
St Joseph
9.2 out of 10, Wonderful, (115 reviews)
"Loved the quiet surroundings, yet being close to shopping and restaurants as well as the lake. "
United States
Jess B.
The price is €158
includes taxes & fees
22 Mar - 23 Mar
Breezy Pad, Close to the Lake, with Hot Tub

Stay in downtown Three Oaks overlooking the main street!

Stay in downtown Three Oaks overlooking the main street!
Three Oaks
9.8 out of 10, Exceptional, (167 reviews)
"Excellent location and lovely apartment! We loved our stay and will be back!!"
United States
Leslie C.
The price is €218
includes taxes & fees
22 Mar - 23 Mar
Stay in downtown Three Oaks overlooking the main street!

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Michigan City
9.4 out of 10, Exceptional, (34 reviews)
"Enjoyed our stay. Lots of room, easy to find, close to Lake Michigan, and received clear and helpful communication from the property manager/owner before and during our stay. "
United States
Daniel A.
The price is €329
includes taxes & fees
22 Mar - 23 Mar
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

1 Bedroom | Free Daily Breakfast, Indoor Pool

1 Bedroom | Free Daily Breakfast, Indoor Pool
Benton Harbor
The price is €150
includes taxes & fees
31 Mar - 1 Apr
1 Bedroom | Free Daily Breakfast, Indoor Pool

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
9.8 out of 10, Exceptional, (17 reviews)
"Great cozy place with great yard and activity space"
United States
Derek E.
The price is €481
includes taxes & fees
22 Mar - 23 Mar
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (30 reviews)
"Highly recommend very clean, beautiful kitchen my family enjoyed staying there and my dog enjoyed the fenced in backyard"
United States
Mary B.
The price is €355
includes taxes & fees
22 Mar - 23 Mar
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.8 out of 10, Exceptional, (12 reviews)
"We loved staying here. Jason was a great communicator and made sure our needs were met. Plenty of beds for our family of 8 adults. 10 minutes to the national park and its pristine beaches. "
United States
Cindy W.
The price is €254
includes taxes & fees
23 Mar - 24 Mar
The Boutique at Midtown Central / Hot Tub / Pet Friendly

Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Michigan City
9.8 out of 10, Exceptional, (16 reviews)
"Cute place, extremely clean, comfortable and well-outfitted. It's very convenient, with easy parking and great proximity to downtown Michigan City. "
United States
Heather O.
The price is €266
includes taxes & fees
22 Mar - 23 Mar
Brand New Cottage Walkable to All Downtown Michigan City & Beach!

The 1888 House-Beach Town Luxury

The 1888 House-Beach Town Luxury
Benton Harbor
9.4 out of 10, Exceptional, (9 reviews)
"We had a great weekend. Place was clean and host was very quick to respond."
United States
Abel H.
The price is €311
includes taxes & fees
2 Apr - 3 Apr
The 1888 House-Beach Town Luxury

Scenic Southwest Michigan Awaits!

Scenic Southwest Michigan Awaits!
Baroda
10.0 out of 10, Exceptional, (135 reviews)
"Perfect home for a small family. Love that it had 2 bathrooms."
United States
April S.
The price is €183
includes taxes & fees
31 Mar - 1 Apr
Scenic Southwest Michigan Awaits!

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
Michigan City
9.8 out of 10, Exceptional, (40 reviews)
"We had a great stay. The house was warm, cozy and quiet. We were close to everything we wanted. "
United States
Jerilyn M.
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
New Carlisle
9.6 out of 10, Exceptional, (25 reviews)
"Everything matched the description. Jacqueline was an excellent host and we highly recommend her along with this property!"
United States
Tim S.
The price is €345
includes taxes & fees
28 Mar - 29 Mar
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

UncleLarry's LakePlace, Hot Tub

UncleLarry's LakePlace, Hot Tub
La Porte
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful lake house stay, very refreshing! Lovely views of the lake and quiet area when we were there in November. Super comfy beds, great hot tub, and amazing view. Would definitely stay here again!"
United States
Jessica E.
The price is €496
includes taxes & fees
29 Mar - 30 Mar
UncleLarry's LakePlace, Hot Tub

Brand New House with Hot Tub! Gameroom! Workspace!

Brand New House with Hot Tub! Gameroom! Workspace!
Michigan City
9.4 out of 10, Exceptional, (6 reviews)
"Check in was very easy and convenient. Kitchen was stocked with everything we needed. We will definitely stay here again."
United States
Donna M.
The price is €418
includes taxes & fees
20 Apr - 21 Apr
Brand New House with Hot Tub! Gameroom! Workspace!

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Michigan City
9.2 out of 10, Wonderful, (128 reviews)
"Hot tub was great! "
United States
Caitlin R.
The price is €253
includes taxes & fees
26 Mar - 27 Mar
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
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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Top Lakeside Hotel Reviews

Find out more about Lakeside

Everything you need to know about Lakeside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lakeside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeside holiday rentals we have selected for you start as low as €136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lakeside rentals

At Expedia, we put the best Lakeside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lakeside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay. Lakeside is known for its lake views and architecture. Make sure you have time to check out the forests and shopping during your trip.

What are some of the best holiday rentals that Lakeside has to offer?

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!: This highly rated holiday home rental in Lakeside is located on a lake, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Lakeside?

With 45 Expedia holiday rentals, you're guaranteed to find just the right place for your Lakeside stay.

What can I see and do in Lakeside?

Cultural attractions include Burnison Galleries, whereas Lake Michigan is a spot to enjoy nature. Eleanor O'Connor Wilson Woods Preserve and Edward and Elizabeth Leonard Wildlife Preserve are other places to visit while you're in town.

What are holiday rentals like in Lakeside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lakeside. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.